background

Package Deals from Minneapolis to Chicago from $2215

Bundle + Save

Bundle + Save

Incredible Deals

Save up to 60% on select hotels with Priceline

Best Price Guarantee

If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference.

Bundle & Save

Save an average of $240 per person when bundling your flight and hotel together with Priceline

Help 24/7

We’re always here for you - reach us 24 hours a day, 7 days a week

Property Name

Guest Rating

7+
8+
9+

Stars

3 stars
4 stars
5 stars

Cities

  • Chicago

Brands

    Property Types

    • Hotel
    Hyatt Place Chicago Midway Airport Thumbnail
    Hyatt Place Chicago Midway Airport
    Chicago, 6550 S. Cicero Avenue
    Located one mile from Midway International Airport, this hotel offers complimentary 24-hour airport shuttle services and comfortable guest rooms with free WiFi, along with complimentary parking during the guest's stay. Every room at Hyatt Place Chicago Midway Airport features state-of-the-art media and work centers, a 47-inch flat-screen HDTV and a sofa or sofa bed. A golf putting range and 24-hour fitness center are available on-site. The hotel also offers 2,000 square feet of flexible meeting space. Guests can enjoy Starbucks brewed coffee, along with premium crafted beers, wines and cocktails at Coffee to Cocktails Bar. A 24-hour market featuring grab ‘n go meal options is also available at the hotel for guest convenience. The onsite restaurant serves local beers, cocktails and light meals. The hotel provides complimentary shuttle services to and from the CTA public transportation station, providing easy access to the famed shopping, dining and entertainment in downtown Chicago.
    8.7 809 Reviews | 3-Star Hotel
    $1108/person
    $2363
    $2215
    total

    Incl. hotel + flight

    CLUB QUARTERS HOTEL, CENTRAL LOOP Thumbnail
    CLUB QUARTERS HOTEL, CENTRAL LOOP
    Chicago, 111 West Adams Street
    A short 7-minute walk of the Quincy/Wells Subway Station and Willis Tower Skydeck, Club Quarters Hotel Central Loop, Chicago is located in downtown Chicago and features a restaurant, pub and 24-hour room service. Free WiFi access is available. The contemporary guest rooms provide a flat-screen cable TV, iPod docking station and desk. A coffee machine and complimentary bottled water are provided in each room. Elephant & Castle Pub and Restaurant, an English-style pub, serves British and American cuisine and offers over 100 beers and Scotch whiskeys. A variety of cardio equipment is available to use at Central Loop Club Quarters’ gym. The hotel also has 24-hour concierge service. Club Quarters is less than 1 mile from Chicago Symphony Orchestra, the Art Institute of Chicago and Millennium Park.
    8.2 2340 Reviews | 4-Star Hotel
    $1160/person
    $2467
    $2319
    total

    Incl. hotel + flight

    Staypineapple, An Iconic Hotel, The Loop Thumbnail
    Staypineapple, An Iconic Hotel, The Loop
    Chicago, 1 West Washington
    Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop. Shopping on famed Michigan Avenue and Millennium Park are a short walk away. White and gray colors with mahogany furnishings are balanced by modern amenities like a flat-screen TV and plush bedding in each room. Select suites feature stunning views of Millennium Park and Lake Michigan. Staypineapple, An Iconic Hotel, The Loop has a fitness center and bicycle rental service. Pets receive free bedding and water upon request. Chicago’s entertainment center, Navy Pier, is 1.9 mi from the hotel. The Chicago Theater and Art Institute of Chicago are less than 5 minutes’ walk away.
    8.9 735 Reviews | 4-Star Hotel
    $1276/person
    $2700
    $2552
    total

    Incl. hotel + flight

    Eurostars Magnificent Mile Thumbnail
    Eurostars Magnificent Mile
    Chicago, 660 North State Street
    This boutique Chicago hotel is located in the heart of city, just 5 minutes' walk from the luxury shops of the Magnificent Mile. It features modern rooms with a flat-screen TV and free Wi-Fi. Each room at Eurostars Magnificent Mile offers a mini-bar with chilled wine and floor-to-ceiling windows. A fitness center is located on site, along with concierge services. This hotel is within 10 minutes’ walk of the Museum of Contemporary Art. Navy Pier is 1 mile away.
    8.8 2676 Reviews | 4-Star Hotel
    $1280/person
    $2707
    $2559
    total

    Incl. hotel + flight

    Crowne Plaza - Chicago West Loop By IHG Thumbnail
    Crowne Plaza - Chicago West Loop By IHG
    Chicago, 25 S Halsted St
    Moments from the United Center, home of the Chicago Bulls, this hotel offers easy access to downtown attractions along with on-site dining, comfortable guest rooms and a 24-hour fitness center. Accommodations at the Crowne Plaza Hotel Chicago are furnished with large work desks and tea and coffee-making facilities. Guests can also enjoy on-site dining at Dine restaurant, serving unique American cuisine for breakfast, lunch and dinner. The Chicago Crowne Plaza Hotel is a short L-train ride from the Magnificent Mile shopping area and Navy Pier. A number of charming shops, famed restaurants and an exciting nightlife are also nearby. Union Station, with Metra and Amtrak rail lines, is a 12 minute walk from this property.
    8.3 642 Reviews | 3.5-Star Hotel
    $1226/person
    $2600
    $2452
    total

    Incl. hotel + flight

    The Whitehall Hotel - BW Premier Collection Thumbnail
    The Whitehall Hotel - BW Premier Collection
    Chicago, 105 E Delaware Pl
    A 4-minute walk away from the famous shopping, dining and entertainment on the Magnificent Mile, this boutique hotel offers luxury and historic culture with upscale on-site dining and spacious guest rooms with free WiFi. Every modern guest room at The Whitehall Hotel provides luxury premium bedding, including Egyptian cotton linens, a white silk duvet cover and goose feather down comforter. The marble-floor bathrooms feature granite countertops, a make-up mirror and plush bathrobes. Kirei combines a sleek ambiance, upscale service and innovative Asian fare to provide guests a unique fine-dining experience on-site. In-room dining services are also offered for guest convenience. This ideally located hotel is within a half mile of Water Tower Place and the Museum of Contemporary Art. It is within 2 miles of many Chicago attractions, including Navy Pier, Millenium Park and Lincoln Park Zoo.
    7.7 827 Reviews | 3.5-Star Hotel
    $1186/person
    $2519
    $2371
    total

    Incl. hotel + flight

    The Godfrey Hotel Chicago Thumbnail
    The Godfrey Hotel Chicago
    Chicago, 127 West Huron Street
    Located 3 blocks away from the shopping, dining and entertainment on the Magnificent Mile, this boutique hotel is located in the heart of Chicago’s River North district and offers on-site dining options, 24-hour fitness center, spa and free WiFi. Adorned in stylish contemporary décor, every modern room at Godfrey Hotel Chicago offers a 46-inch flat-screen LCD HDTV, a wet bar and a work desk with an ergonomic chair. Room service is available. IO Urban Rooftop bar and lounge features a retractable roof, offering an indoor bar and outdoor lounge with fire pits. Event space with floor-to-ceiling windows and tech-savvy meeting rooms are offered at Chicago Godfrey Hotel. Laundry services are also available. Millennium Park and the Art Institute of Chicago are both 1.5 miles away from the hotel. Navy Pier is a 12-minute drive away.
    8.3 587 Reviews | 4.5-Star Hotel
    $1301/person
    $3442
    $2602
    total

    Incl. hotel + flight

    The Drake Hotel Thumbnail
    The Drake Hotel
    Chicago, 140 East Walton Place
    Featuring stunning views of Lake Michigan, the Chicago Drake hotel is 3 minutes' walk from Oak Street Beach and 1 mile from Navy Pier. This hotel built in 1920 includes elegantly designed guest rooms and a chance to enjoy an afternoon tea or cocktails at Palm Court. Each spacious room at The Drake provides deluxe bedding and marble bathrooms. Guest rooms offer a flat-screen HD TV with HBO and an iPod docking station. Guests at the Drake Hilton Hotel can explore the shops located on the arcade level of the hotel. A convenience store and foreign currency exchange services are also available. Lincoln Park Zoo is 2.4 miles from this hotel in Chicago. The John Hancock Center is less than 5 minutes' walk away.
    8.4 578 Reviews | 4-Star Hotel
    $1332/person
    $2811
    $2663
    total

    Incl. hotel + flight

    Hyatt Place Chicago South - University Medical Center Thumbnail
    Hyatt Place Chicago South - University Medical Center
    Chicago, 5225 South Harper Avenue
    The Hyatt Place Chicago-South/University Medical Center hotel is located within 5 minutes’ drive of the Obama Presidential Center, the University of Chicago and UChicago Medical Center and 6.8 mi south of the Loop. -Complimentary Breakfast is included and Free WiFi access is available in guest rooms. A 42-inch flat-screen cable TV and a sofa bed are provided in every room. Each rooms is complete with a refrigerator, the and a coffee machine. Private bathrooms are equipped with a hairdryer. An indoor pool and a fitness center are available. The hotel also has a 24-hour front desk, meeting facilities, and luggage storage. The Placery, is on site and offers soups, sandwiches,dessert treats and other snacks 24 hours a day. -The hotel features a full bar and Starbucks ® coffee. The hotel is 6.8 mi from Magnificent Mile, 3.8 mi from McCormick Place and 6.4 mi from Navy Pier. O'Hare Airport is 21 mi away. The property offers parking at an extra cost. Couples in particular like the location – they rated it 9.1 for a two-person trip.
    8.3 361 Reviews | 3-Star Hotel
    $1332/person
    $2811
    $2663
    total

    Incl. hotel + flight

    AC Hotel by Marriott Chicago Downtown Thumbnail
    AC Hotel by Marriott Chicago Downtown
    Chicago, 630 North Rush Street
    Less than a block away from the iconic Magnificent Mile strip, this boutique hotel is located in Chicago’s River North district and features a state-of-the-art fitness center, heated indoor pool and free WiFi. Adorned in European-inspired décor, each room at AC Hotel Chicago Downtown includes a flat-screen TV, small refrigerator and coffee maker. A work desk and in-room safe are also provided. Guests can start the day with breakfast at the AC Kitchen and end with cocktails and cuisine at the AC Lounge, which features an array of Latin-inspired small plates. Business travelers can appreciate the 3,000 square feet of event space at the hotel. Navy Pier and Millennium Park are both 1 mile away from AC Hotel by Marriott Chicago Downtown. O’Hare International Airport is a 30-minute drive away.
    8.3 374 Reviews | 4-Star Hotel
    $1387/person
    $2922
    $2774
    total

    Incl. hotel + flight

    Radisson Blu Aqua Hotel Chicago Thumbnail
    Radisson Blu Aqua Hotel Chicago
    Chicago, 221 North Columbus Drive
    Located in Chicago’s Lakeshore East neighborhood, this luxury hotel is located in the modern Aqua building. Free WiFi access is offered in every room, and Millennium Park can be reached in 5 minutes’ walk. Views of Lake Michigan and surrounding parks are provided in every contemporary room at Radisson Blu Aqua Hotel Chicago. A flat-screen cable TV and mini-bar are included, along with deluxe bathroom amenities. The hotel offers an indoor and outdoor pool, and an outdoor track. A seasonal outdoor pool with a sundeck and fire pits is provided at Chicago Aqua Radisson Blu. FireLake Grill House & Cocktail Bar serves American, locally-inspired cuisine for weekday breakfast, lunch, dinner and weekend brunch. Craft cocktails and locally-sourced beers are served at the bar. Shopping and dining on the Magnificent Mile is 5 minutes’ walk away. Museum Campus can be reached in 8 minutes’ drive.
    8.2 1532 Reviews | 4.5-Star Hotel
    $1427/person
    $3116
    $2854
    total

    Incl. hotel + flight

    Renaissance by Marriott Chicago Downtown Hotel Thumbnail
    Renaissance by Marriott Chicago Downtown Hotel
    Chicago, 1 West Upper Wacker Drive
    Featuring a lobby with a VIP Club Lounge, Artist Studio, coffee bar, this hotel is located in Chicago’s Theater District, directly across from the Chicago River. Providing contemporary décor and modern amenities, each room at the Renaissance Chicago Downtown Hotel includes a private bathroom with marble and wood furnishings, along with a view of the Chicago River or skyline. A cable TV is also provided. Guests can enjoy cocktails and cuisine while taking in the views of the city’s famed architecture from the hotel’s rooftop bar. For guests looking to relax and refresh, the hotel offers an indoor pool on-site. Meeting rooms, a business center and fitness center are also provided at the hotel. Millennium Park is less than a mile away from the Downtown Chicago Renaissance Hotel. Michigan Avenue and Navy Pier are both a 10-minute walk away.
    8.7 293 Reviews | 4-Star Hotel
    $1531/person
    $3210
    $3062
    total

    Incl. hotel + flight

    LondonHouse Chicago, Curio Collection by Hilton Thumbnail
    LondonHouse Chicago, Curio Collection by Hilton
    Chicago, 85 East Wacker Drive
    Sitting on Michigan Avenue and the Chicago River in a historic landmark building, LondonHouse features Chicago’s only tri-level rooftop bar. The hotel is less than 10 minutes’ walk from Millennium Park. All spacious guest rooms at the LondonHouse Chicago include free WiFi, a large work station and a 55 inch flat-screen TV. Some rooms include Chicago skyline and historic landmark views. The 24-hour fitness center includes stat-of-the-art equipment, ballet bar and more. Professionals will enjoy the flexible meeting spaces while events in the grand ballroom with stunning views are available as well. The on-site LH offers a view with reimagined regional cuisine and cocktails. It includes a one-of-a-kind terrace overlooking the river and dining underneath the 23rd story domed cupola. Navy Pier and the Art Institute of Chicago are each within 1.2 mi of the LoundonHouse Chicago, Curio Collection by Hilton.
    9.0 704 Reviews | 4.5-Star Hotel
    $1585/person
    $3317
    $3169
    total

    Incl. hotel + flight

    theWit Chicago, a Hilton Hotel Thumbnail
    theWit Chicago, a Hilton Hotel
    Chicago, 201 North State Street
    Overlooking the Chicago River, this hotel in central Chicago's Theater District offers a spa and on-site dining options, including a rooftop lounge. Guest rooms include a flat-screen cable TV. theWit, a Hilton Hotel Chicago features a state-of-the-art gym. After a workout, guests can relax in the lounge or with a massage at the hotel's full-service spa. Modern rooms boast contemporary amenities such as a 49-inch flat-screen cable TV and iPod docking station at theWit Doubletree. They also include small refrigerators and coffee facilities. State/Lake subway station is steps from the hotel. Millennium Park is a 10-minute walk away and shopping on the Magnificent Mile is a 13-minute walk from the hotel. Roof, the rooftop lounge, offers stunning views of the city as well as wood-burning oven pizza. For a more casual dining experience, State and Lake Restaurant serves American cuisine. Modern rooms boast contemporary amenities such as a 49-inch flat-screen cable TV and iPod docking station at theWit Doubletree. They also include small refrigerators and coffee facilities. *** We are no longer a Doubletree, We are now a Hilton Hotel.
    8.6 478 Reviews | 4.5-Star Hotel
    $1529/person
    $3206
    $3058
    total

    Incl. hotel + flight

    Courtyard by Marriott Chicago at Medical District/UIC Thumbnail
    Courtyard by Marriott Chicago at Medical District/UIC
    Chicago , 625 South Ashland Avenue At Harrison Street
    Located in Chicago, a 15-minute walk from United Center, Courtyard by Marriott Chicago at Medical District-UIC has accommodations with a fitness center, private parking, a shared lounge and a terrace. Among the facilities of this property are a restaurant, a 24-hour front desk and an ATM, along with free WiFi throughout the property. Guests can have a drink at the snack bar. An à la carte, continental or American breakfast is available at the property. There's an in-house bar and guests can also use the business area. Willis Tower is 2.2 miles from the hotel, while Union Station is 2.2 miles from the property. Midway International Airport is 8.7 miles away.
    8.4 197 Reviews | 3.5-Star Hotel
    $1494/person
    $3136
    $2988
    total

    Incl. hotel + flight

    La Quinta Inn & Suites by Wyndham Chicago Downtown Thumbnail
    La Quinta Inn & Suites by Wyndham Chicago Downtown
    Chicago, 1 South Franklin
    Located in the heart of the Financial District in downtown Chicago, this hotel is located just 2 blocks from Willis Tower and offers contemporary rooms with free WiFi and complimentary full hot breakfast. Every room at La Quinta Inn & Suites Chicago Downtown provides a 50-inch flat-screen TV with premium cable channels and a work desk with an ergonomic chair. A microwave and refrigerator are also featured in all rooms. Guests of the Chicago Downtown La Quinta Inn & Suites have access to the 24-hour on-site fitness center. There is a complimentary business center with free printing services and meetings rooms with top amenities for groups of all sizes. The Washington/Wells transportation rail stop is just 3 blocks away, offering easy access to the city’s famed attractions. The hotel is 1 mile away from the luxury shopping, dining and entertainment on the Magnificent Mile. United Center and Lincoln Park Zoo are both 2 miles away.
    8.2 2684 Reviews | 3-Star Hotel
    $1464/person
    $3076
    $2928
    total

    Incl. hotel + flight

    Hyatt Centric Chicago Magnificent Mile Thumbnail
    Hyatt Centric Chicago Magnificent Mile
    Chicago, 633 North Saint Clair Street
    Just 1 block away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this downtown Chicago hotel offers on-site dining, modern business amenities and contemporary guest rooms with free WiFi. Every room at Hyatt Centric Chicago Magnificent Mile features a flat-screen HDTV with plug-in panel media entertainment and an oversize work desk. Select rooms also offer a sofa bed and spa-like bathrooms. Level Two restaurant showcases local flavor in the cuisine, cocktails and craft beer served up each day for breakfast, lunch and dinner. Guests can grab a bite while enjoying live music and entertainment on select nights at the restaurant. An on-site Starbucks coffee restaurant and in-room dining services are offered for guest convenience. Guests can enjoy a swim in the indoor pool and hot tub or work out in the 24-hour state-of-the-art fitness center. The hotel also offers 20,000 square feet of flexible meeting and event space, along with a business center with 3 computers, copy and fax services. Navy Pier and Millennium Park are both within walking distance of this hotel. O’Hare International Airport is 13 miles away.
    8.5 410 Reviews | 4-Star Hotel
    $1534/person
    $3215
    $3067
    total

    Incl. hotel + flight

    Loews Chicago Hotel Thumbnail
    Loews Chicago Hotel
    Chicago, 455 North Park Drive
    A rooftop lounge with views of the city skyline, on-site modern restaurant and a large indoor lap pool highlight the Loews Chicago Hotel. Located near the Chicago River, the hotel with free WiFi access is 10 minutes’ walk from Navy Pier. Each guestroom features a distinctly Chicago design and offers city and lake views. Modern amenities like an iPod dock and 42-inch flat-screen TV are equipped in every room. Extras include a mini-bar, Keurig® coffee maker and luxury bedding. Loews Chicago Hotel has multiple spacious meeting facilities, including 1 boardroom with video conferencing capabilities. There is a state-of-the-art fitness center that is open 24 hours a day. The hotel is within 1 mile of Millennium Park, the Magnificent Mile, and Millennium Station. Chicago O'Hare International Airport is 18 miles away from the hotel, while Midway International Airport is just 12 miles away. The Destination Fee will include the following: - $10 Uber credit per stay (valid during hotel stay and only in Chicago area. It is activated at check-in and expires at 4:00PM day of departure) - $10 daily food and beverage credit - 10% off local entertainment at Milk + Honey, Big Bus Tours, and Volare - Daily Premium Wi-Fi The indoor lap pool will be closed for repairs through July 31st. We apologize for any inconvenience at this time and look forward to welcoming guests back once repairs are complete.
    9.1 949 Reviews | 4.5-Star Hotel
    $1647/person
    $3630
    $3294
    total

    Incl. hotel + flight

    Sofitel Chicago Magnificent Mile Thumbnail
    Sofitel Chicago Magnificent Mile
    Chicago, 20 East Chestnut Street
    Just 2 blocks away from the famed shopping, dining and entertainment on the Magnificent Mile, this luxury Chicago Gold Coast hotel is housed in a 32-floor prism glass building featuring stunning views of Lake Michigan and the city skyline. Adorned in French art de viver furnishings and décor, each room at Sofitel Chicago Magnificent Mile features luxury feathertop duvet bedding and a spacious marble bathroom. A mini-fridge and free WiFi are also included. Café des Architectes offers locally-sourced French-inspired cuisine, a seasonal outdoor terrace and a full bar. Guests can enjoy crafted cocktails and spirits while taking in iconic city views from Le Bar’s floor-to-ceiling windows. Room service is available. The hotel offers over 10,000 square feet of meeting space, a ballroom and a fitness center. Navy Pier and the Art Institute of Chicago are both less than 2 miles away from the hotel. Millennium Park is a 10-minute drive away.
    9.0 1107 Reviews | 4.5-Star Hotel
    $1656/person
    $3460
    $3312
    total

    Incl. hotel + flight

    Hampton Inn By Hilton Chicago North-Loyola Station, Il Thumbnail
    Hampton Inn By Hilton Chicago North-Loyola Station, Il
    Chicago, 1209 West Albion Ave
    Less than a 5-minute walk away from Loyola University, this Chicago hotel is 4 miles from Wrigley Field and offers complimentary hot breakfast and guest rooms with free WiFi. Every room at Hampton Inn Chicago North-Loyola Station, Il provides a 42-inch flat-screen HDTV and a work desk with an ergonomic chair. A small refrigerator and coffee maker are also included. Guests can enjoy views of Lake Michigan from the hotel’s rooftop terrace or grab a drink indoors at the hotel lobby bar. A fitness center, meeting room and 24-hour snack shop are also available on-site. The Sheridan & Loyola Red Line transit stop is a 2-minute walk away from the hotel, providing easy access to downtown Chicago. O’Hare International Airport is 14 mi away.
    8.9 493 Reviews | 3-Star Hotel
    $1657/person
    $3462
    $3314
    total

    Incl. hotel + flight

    Hyatt Place Chicago/Downtown - The Loop Thumbnail
    Hyatt Place Chicago/Downtown - The Loop
    Chicago, 28 North Franklin Street
    Located in the heart of the city, Hyatt Place Chicago/Downtown – The Loop is conveniently located near several of the city’s social and cultural landmarks. This hotel offers a restaurant and fitness center. Free WiFi access is available. Each room at the hotel provides a flat-screen cable TV, a sofa and a refrigerator. Private bathrooms come complete with a shower, hairdryer and free toiletries. Extras include a desk and iron. A 24-hour front desk welcomes guests to Chicago/Downtown’s Hyatt Place in the Loop, which features a shared lounge and TV area. Other amenities offered at the hotel include a business center, bicycle rental and baggage storage. The hotel is less than a mile from Millennium Park and 1312 feet from Willis Tower. O’Hare International Airport is 16 miles away.
    8.3 3137 Reviews | 3.5-Star Hotel
    $1555/person
    $3258
    $3110
    total

    Incl. hotel + flight

    Chicago Athletic Association, part of Hyatt Thumbnail
    Chicago Athletic Association, part of Hyatt
    Chicago, 12 South Michigan Avenue
    A rooftop bar overlooking Millennium Park, unique dining options and a social games room awaits at the Chicago Athletic Association, part of Hyatt. This hotel, located in a landmark building in downtown Chicago, promotes a high-spirited, club atmosphere. Elegant rooms feature an athletic style decor with modern amenities like a 42 inch flat-screen cable TV. Brass fixtures and vintage athletic gear fill each guestroom. Egyptian cotton linens, a work desk and complimentary WiFi access are included as well. Chicago Athletic Association, part of Hyatt features a grand ballroom with 19th century stained glass windows and a modern fitness center. There is a business center for professional needs, a bike rental to help guests explore Chicago and an indoor boccie ball court for fun. The ever popular Shake Shack is a featured on-site dining option that guests can also enjoy via room service. Cindy's offers seasonal cuisine and cocktails and features an incredible open-air terrace overlooking Millennium Park and Lake Michigan. Chicago Athletic Association, part of Hyatt is steps away from Chicago staples like the Art Institute of Chicago (328 feet away) and the Chicago Symphony Orchestra (984 feet away). Chicago O'Hare International Airport is 16 mi away.
    8.6 215 Reviews | 4.5-Star Hotel
    $1660/person
    $3467
    $3319
    total

    Incl. hotel + flight

    Hyatt Centric The Loop Chicago Thumbnail
    Hyatt Centric The Loop Chicago
    Chicago, 100 W. Monroe St
    Located in Chicago’s famed Theater District, Hyatt Centric The Loop Chicago is within 10 minutes' walk of State Street shopping and the Art Institute of Chicago. This hotel features a rooftop bar with panoramic views of the city skyline. Each room features modern décor inspired by the character of Chicago and is fitted with Egyptian cotton bedding and a 42-inch flat-screen TV with Bluetooth and personal device streaming connectivity. A coffee maker and refrigerator are included for guests' convenience. The Chicago Hyatt Centric has a 24-hour fitness center with personal TVs on each treadmill. The hotel includes multiple contemporary meeting spaces with state-of-the-art business amenities. The Corner, on the 3rd floor of the hotel, offers a games area, fireplace and a large flat-screen TV in a living area space for guests to relax and play. This historic Hyatt Centric is 656 feet from CIBC Theater, 1312 feet from Willis Tower and an 8-minute walk away from Millennium Park. Chicago O'Hare International Airport is 16 mi away.
    8.5 920 Reviews | 4-Star Hotel
    $1692/person
    $3531
    $3383
    total

    Incl. hotel + flight

    The Wade Thumbnail
    The Wade
    Chicago, 644 N Lake Shore Dr
    With stunning views of Lake Michigan and moments from the excitement of Navy Pier, this hotel is close to top attractions and features contemporary guestrooms. After a restful nights sleep on the The Wade soft featherbeds, start the morning with an energizing workout in the modern fitness center. Visit Current Chicago, the on-site restaurant specializing in seasonal Italian cuisine. Guests can enjoy lake views while enjoying sipping a microbrew or boutique wine. Enjoy an in-room film on flat-screen TVs. Spend the day relaxing at Ohio Street Beach or explore the campus of Northwestern University, both located only seconds from the "The Wade". Popular Chicago attractions, including Willis Tower and the luxury shops of the Magnificent Mile are also easily accessible.
    8.0 1512 Reviews | 4.5-Star Hotel
    $1731/person
    $3610
    $3462
    total

    Incl. hotel + flight

    Trump International Hotel & Tower Chicago Thumbnail
    Trump International Hotel & Tower Chicago
    Chicago, 401 North Wabash Avenue
    Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the Loop and North Michigan Avenue along the Chicago River. Luxury spa services, fine dining and upscale amenities are among the unique services offered to guests at the hotel. Floor-to-ceiling windows showcase iconic views of Lake Michigan, Chicago River or city skyline in every spacious room at Trump International Hotel & Tower Chicago. Guests can indulge in the limestone bathroom’s deep soaking bath tub or relax with a movie on the 65-inch flat-screen cable TV. Renowned chef Nick Dostal curates a menu of classic American flavors at the on-site restaurant, Terrace 16, which features a bustling indoor dining room and bar, along with a seasonal outdoor terrace with views of Lake Michigan, the Chicago River and several of the city's iconic landmarks. Guests can enjoy a swim in the 75-foot heated indoor swimming pool or relax on the plush lounge chairs surrounding the pool. A state-of-the-art fitness center and full-service business center are available on-site. The Trump Hotel is a 2-minute walk away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile. Navy Pier is less than 2 miles away.
    9.2 989 Reviews | 5-Star Hotel
    $2097/person
    $4648
    $4194
    total

    Incl. hotel + flight

    Best Western Plus Hawthorne Terrace Hotel Thumbnail
    Best Western Plus Hawthorne Terrace Hotel
    Chicago, 3434 North Broadway Avenue
    This historic hotel is within 10 minutes' walk of Wrigley Field and the Red Line train to downtown Chicago. It features a glass-enclosed hot tub and contemporary rooms with free Wi-Fi. A 42 inch flat-screen TV and laptop safe are included in each guest room at Best Western Hawthorne Terrace. A microwave, coffee maker, and refrigerator stocked with free bottled water are provided. A selection of cardio machines is available at the Hawthrone Terrace’s on-site gym. The front desk offers concierge services 24 hours a day and a continental breakfast is served in the mornings. There is a lush and relaxing interior courtyard as well. The shopping at the Magnificent Mile is just 20 minutes' bus ride from the Chicago Hawthorne Terrace Best Western. The Lincoln Park Zoo is 2 miles from the hotel.
    8.6 418 Reviews | 3-Star Hotel
    $2001/person
    $4149
    $4001
    total

    Incl. hotel + flight

    Home2 Suites By Hilton Chicago McCormick Place Thumbnail
    Home2 Suites By Hilton Chicago McCormick Place
    Chicago, 123 East Cermak, Suite 200
    Located in Chicago, 1.7 mi from Field Museum of Natural History, Home2 Suites By Hilton Chicago McCormick Place provides accommodations with a bar, private parking, a shared lounge and barbecue facilities. Among the facilities at this property are a 24-hour front desk and an ATM, along with free WiFi throughout the property. The hotel features family rooms. All units at the hotel come with air conditioning, a seating area, a flat-screen TV with cable channels, a kitchen, a dining area and a private bathroom with a hairdryer and a bath or shower. Guest rooms include a desk. The accommodations offers a sun terrace. A business center and vending machines with drinks are available on site at Home2 Suites By Hilton Chicago McCormick Place. Grant Park is 1.9 mi from the hotel, while Art Institute of Chicago is 2 mi away. The nearest airport is Midway International Airport, 8.1 mi from Home2 Suites Chicago McCormick.
    8.7 300 Reviews | 3-Star Hotel
    $2134/person
    $4415
    $4267
    total

    Incl. hotel + flight

    Four Seasons Hotel Chicago Thumbnail
    Four Seasons Hotel Chicago
    Chicago, 120 East Delaware Place
    Just steps away from the luxury shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this downtown Chicago hotel features skyline city views, an on-site restaurant and lavish spa. Free WiFi is available. Featuring a stunning remodel and marble bathrooms with Le Labo toiletries, every room at Four Seasons Chicago offers panoramic views of the Chicago skyline or Lake Michigan, a flat-screen LCD TV and iHome clock radio. At Adorn Bar & Restaurant, located on the 7th floor of the hotel guests can enjoy views of Magnificent Mile and downtown skyline. Starring the bounty of the American Midwest, Adorn features globally inspired cuisine and cocktails with best-in-class service in an iconic location. The Spa at Four Seasons offers a 50-foot indoor pool and state-of-the-art fitness center. The hotel offers also on-site business center, open 24-hours and a Kids' Clubroom, which offers video games, foosball, arts and crafts and a movie area. Millennium Park, Art Institute of Chicago and Lincoln Park Zoo are all 1.5 miles away from the hotel. 900 North Michigan Shops is just floors below the Hotel. Navy Pier is a 10-minute drive away.
    9.0 163 Reviews | 5-Star Hotel
    $2648/person
    $5443
    $5295
    total

    Incl. hotel + flight

    Waldorf Astoria By Hilton Chicago Thumbnail
    Waldorf Astoria By Hilton Chicago
    Chicago, 11 East Walton
    Located in Chicago's prestigious Gold Coast neighborhood, Waldorf Astoria Chicago offers a sophisticated retreat with timeless French-inspired elegance. Guests are welcomed by a stunning private courtyard reminiscent of a French château. This luxury hotel features an on-site spa and wellness center, a refined restaurant, and a stylish speakeasy cocktail lounge. High-end shopping at Oak Street and The Magnificent Mile is just a 5-minute walk away. Each room is thoughtfully designed with contemporary style and luxurious details, featuring a mini-bar and a marble-tiled bathroom with deep soaking tubs. Suites offer added indulgences, including cozy fireplaces and private terraces. Select accommodations include a terrace or sofa bed, perfect for elevated relaxation. Unwind at the serene spa and health club with rejuvenating treatments or enjoy a refreshing dip in the indoor pool. A modern fitness center is also available to meet all wellness needs. The Brass Tack, an upscale American brasserie, delights with an extensive wine list, fashionable cocktails, and flavorful dishes crafted with care. The intimate speakeasy, Bernard's offers innovative cocktails and shareable nosh in an effortlessly chic setting. Discover top attractions nearby, including Navy Pier, just 1.2 miles away, and Millennium Park, located 1.3 miles from the hotel.
    8.6 224 Reviews | 5-Star Hotel
    $2806/person
    $5757
    $5611
    total

    Incl. hotel + flight

    The Ritz-Carlton Chicago Thumbnail
    The Ritz-Carlton Chicago
    Chicago, 160 East Pearson Street
    Located atop the famous Water Tower Place in Chicago’s Gold Coast district, this hotel offers artfully decorated guest rooms that feature city of lake views from large picture windows. The luxury shops and restaurants of the Magnificent Mile are just steps from this hotel. A flat-screen TV is included in every room at Ritz-Carlton, Chicago. Wifi in the room is provided for a fee of USD 14.95. Each room also includes a spacious marble bathroom with free deluxe toiletries. Guests can enjoy an aquatic workout in the temperature-controlled, four-lane lap pool or relax in the on-site spa. The hotel features 24-hour concierge services and 2 restaurants, cafe and bar on site: Torali Italian-Steak, Rooftop at Torali, The Cafe, Torali Bar. Guests can also use the modern fitness center or the 24-hour business center at the Chicago Ritz Carlton. This hotel is less than 1 mile from the Navy Pier entertainment area. The Chicago Museum of Contemporary Art is adjacent to the hotel.
    8.8 78 Reviews | 5-Star Hotel
    $3343/person
    $6834
    $6686
    total

    Incl. hotel + flight

    How Far in Advance Customers Book

    Last-minute travel drives package bookings.

    The highest package bookings occurred with 1 week lead time, potentially driven by last-minute travel demands or promotional discounts. The weakest period appears to be more than 4 weeks out, suggesting lesser holiday-related planning in Minneapolis to Chicago.

    Customer Preference by Hotel Category

    4* hotels dominate bookings from Minneapolis to Chicago.

    In Chicago, the 4* category leads with 62% of bookings at a 34% discount, while 3* hotels follow with 25% at a 29% discount. The gap between these categories is large, indicating strong preference for higher-rated accommodations.

    Average Length of Stay

    2-day trips dominate, indicating city-break travel preference.

    The most common trip duration for package bookings from Minneapolis to Chicago is 2 days, which accounts for 37% of bookings and offers a 37% discount. Short to medium stays dominate, suggesting a likely preference for city-break or holiday travel behavior.

    Most Popular Travel Months

    May peak; January, February weakest months.

    The peak travel month from Minneapolis to Chicago is May, aligning with increased leisure travel and favorable discounts of 32%. January and February reflect the weakest bookings at 8% and 6%, respectively, likely due to post-holiday travel lull.

    Hotels in Chicago

    • Hotels
    • North America
    • United States
    • Illinois
    • Chicago