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  • Motel
Warwick Allerton Hotel Chicago Thumbnail
Warwick Allerton Hotel Chicago
Chicago, 701 N Michigan Avenue
Located among the shopping, dining and entertainment on the Magnificent Mile, this boutique hotel is located in the heart of downtown Chicago and offers historic architecture, on-site dining options and a 24-hour fitness center. The modern, stylish rooms at Warwick Allerton Hotel Chicago feature a flat-screen TV, iPod docking station and work desk. Guests can enjoy a drink from the room's mini-bar. Select rooms feature spectacular Magnificent Mile views. 12,000 square feet of on-site meeting and banquet space is available at the Warwick Allerton. The meeting spaces include luxury furnishings, modern technology and catering options. A 24-hour business center and same-day laundry and dry-cleaning services are also offered. Navy Pier, Millennium Park and the Art Institute of Chicago are all 1 mile away from the hotel. Water Tower shopping mall is 3 blocks away.
7.9 4553 Reviews | 4-Star Hotel

30% Package Savings

$614/person
$1749
$1227
total

Incl. hotel + flight

Holiday Inn Chicago Midway Airport S By IHG Thumbnail
Holiday Inn Chicago Midway Airport S By IHG
Chicago, 7353 S. Cicero Avenue
This Chicago, Illinois hotel offers free WiFi in the guest rooms. Daley College is minutes from the hotel. The hotel offers a shuttle to the Chicago Midway International Airport 24 hours. The McCormick Place Convention Center is a short drive from the Holiday Inn Chicago Midway Airport S, an IHG hotel Hotel. The United Center, home of the Chicago Bulls and Blackhawks, is also within driving distance of the hotel. Guest rooms at the Holiday Inn Chicago Midway Airport S, an IHG hotel provide a coffee maker and a work desk. Cable TV is also available in every room.
7.7 592 Reviews | 3-Star Hotel

20% Package Savings

$603/person
$1499
$1205
total

Incl. hotel + flight

The Chicago Hotel Collection Ambassador Gold Coast Thumbnail
The Chicago Hotel Collection Ambassador Gold Coast
Chicago, 1301 North State Parkway
Experience an abundance of unparalleled facilities and features at The Chicago Hotel Collection Ambassador Gold Coast. Maintain seamless communication using the complimentary Wi-Fi at hotel. Guests can avail parking facilities at the hotel.Reception assistance is offered at the hotel featuring luggage storage. During chilly days and evenings, the hotel provides an in-house fireplace to ensure your warmth. Kindly note that smoking is prohibited in the hotel to ensure fresher air for all visitors.At The Chicago Hotel Collection Ambassador Gold Coast, every guestroom is provided with convenient amenities and fittings to ensure a comfortable stay.A few accommodations within The Chicago Hotel Collection Ambassador Gold Coast offer unique design elements such as a balcony or terrace. Essential restroom facilities are equally significant, and at the hotel, some visitor bathrooms offer a hair dryer to enhance your experience. At the hotel, an assortment of easily accessible and delicious meal choices are available to satisfy your appetite whenever it strikes. Enjoy an entertaining evening with your fellow travelers at the hotel's bar.During your stay at hotel, an array of engaging activities and amenities guarantees a delightful experience.Discover the fitness amenities at hotel to maintain your health and strength during your getaway.
8.0 584 Reviews | 4-Star Hotel

30% Package Savings

$638/person
$1825
$1275
total

Incl. hotel + flight

Millennium Hotel Knickerbocker Chicago Thumbnail
Millennium Hotel Knickerbocker Chicago
Chicago, 163 East Walton Place
Located among the luxury shopping and entertainment on the Magnificent Mile, this 4-star luxury hotel sits within one of the city’s historic landmark buildings and offers unique dining options, a 24-hour gym and well-appointed guest rooms. The elegant guest rooms at Millennium Hotel Knickerbocker Chicago provide a 40-inch flat-screen TV and plush bedding. The modern bathrooms offer bathrobes, spa toiletries and a rainfall shower head. The iconic Crystal Ballroom features an illuminated dance floor and gold-gilded domed ceiling. Guests can savor farm-to-table cuisine at NiX or grab an old fashioned from the 1920’s cocktail menu at Martini Bar, which features live jazz piano entertainment on select nights. The John Hancock Center, 360 Chicago and Oak Street Beach on Lake Michigan are within 3 blocks of the Millennium Hotel Knickerbocker Chicago Navy Pier is a 20-minute walk from the hotel and the Museum Campus and Shedd Aquarium are 10 minutes' drive away.
8.0 2046 Reviews | 4-Star Hotel

27% Package Savings

$652/person
$1781
$1303
total

Incl. hotel + flight

The Chicago Hotel Collection River North Thumbnail
The Chicago Hotel Collection River North
Chicago, 312 W Chestnut St. Chicago, Il
Experience an abundance of unparalleled facilities and features at The Chicago Hotel Collection River North.Maintain seamless communication using the complimentary Wi-Fi at hotel.Guests can avail parking facilities at the hotel. Reception assistance is offered at the hotel featuring express check-in or check-out. At The Chicago Hotel Collection River North, every guestroom is provided with convenient amenities and fittings to ensure a comfortable stay. Certain rooms offer in-room amusement features such as the cable TV for your enjoyment. It is worth noting that certain guest bathrooms feature a hair dryer and toiletries for your convenience. During your stay at hotel, an array of engaging activities and amenities guarantees a delightful experience.Discover the fitness amenities at hotel to maintain your health and strength during your getaway.
6.5 344 Reviews | 3-Star Hotel

19% Package Savings

$542/person
$1332
$1084
total

Incl. hotel + flight

Eurostars Magnificent Mile Thumbnail
Eurostars Magnificent Mile
Chicago, 660 N State St
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.
8.7 2891 Reviews | 4-Star Hotel

13% Package Savings

$742/person
$1711
$1483
total

Incl. hotel + flight

The Chicago Hotel Collection Magnificent Mile Thumbnail
The Chicago Hotel Collection Magnificent Mile
Chicago, 166 East Superior Street
Great care is taken to ensure guests experience comfort through top-notch services and amenities.Remain linked during your visit by utilizing the complimentary internet access available. Effortlessly plan your daily activities and travel requirements with express check-in or check-out and luggage storage provided by the front desk services.The hotel is completely smoke-free.Crafted for coziness, every guestroom provides an array of features, guaranteeing a tranquil night's sleep while maintaining the level of comfort. For a more enjoyable stay, select rooms at hotel are equipped with linen service, blackout curtains and air conditioning.For certain chosen rooms, guests can enjoy in-room amusement like television and cable TV as a part of their stay.Maintain your cleanliness and comfort using a hair dryer, toiletries and towels available in select guest restrooms. During your visit, indulge in a range of delightful culinary choices at hotel to enhance your experience. Experience a fantastic evening effortlessly! Relish an entertaining night without venturing beyond the confines of the bar. Indulge in the numerous pursuits available at The Chicago Hotel Collection Magnificent Mile.Eliminate those holiday calories by stopping by hotel and making use of their well-equipped exercise amenities.
7.2 1090 Reviews | 4-Star Hotel

16% Package Savings

$637/person
$1508
$1274
total

Incl. hotel + flight

Crowne Plaza - Chicago West Loop By IHG Thumbnail
Crowne Plaza - Chicago West Loop By IHG
Chicago, 25 South Halsted Street
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.
8.3 844 Reviews | 3.5-Star Hotel

12% Package Savings

$783/person
$1772
$1566
total

Incl. hotel + flight

Best Western River North Hotel Thumbnail
Best Western River North Hotel
Chicago, 125 West Ohio Street
Just 5 blocks away from the famed shopping, dining and entertainment of the Magnificent Mile, this hotel is located in downtown Chicago and offers an indoor heated pool and a rooftop deck with views of the iconic city skyline. Hotel rooms offer a flat-screen TV with premium cable channels. A coffee maker is also provided. Guests can get a taste of the city at Pizzeria Ora Restaurant and Lounge, which offers authentic Chicago-style deep-dish pizza and classic Italian fare for breakfast, lunch and dinner. In-room dining services are also available for guest convenience. A fitness center, business center and 24-hour front desk are all available on-site. Navy Pier, Millennium Park and Willis Tower are all 1.5 mi away from the hotel. Wrigley Field is 6 mi away. The hotel is a 35-minute drive away from O’Hare International Airport.
7.3 1786 Reviews | 2.5-Star Hotel

14% Package Savings

$697/person
$1622
$1394
total

Incl. hotel + flight

Ohio House Motel Thumbnail
Ohio House Motel
Chicago, 600 N La Salle Dr
Ohio House Motel is conveniently located in downtown Chicago, 1.5 miles from Navy Pier and 2.4 miles from Shedd Aquarium. The comfortable motel offers parking and free WiFi. The air-conditioned rooms at Ohio House are furnished with cable TVs, telephones and seating areas. Wrigley Field, home of the Chicago Cubs, is 5.6 miles from Ohio House Motel. Michigan Avenue, known as the Magnificent Mile for its extensive variety of shopping, is less than a mile away.
8.4 1280 Reviews | 3-Star Hotel

16% Package Savings

$811/person
$1920
$1622
total

Incl. hotel + flight

Cambria Hotel Chicago Loop - Theatre District Thumbnail
Cambria Hotel Chicago Loop - Theatre District
Chicago, 32 W Randolph St
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Oriental Theater building in the Chicago Loop Theater District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi. Every room at Cambria Hotel Chicago Loop/Theater District provides a 49-inch flat-screen HDTV and a large work space with a desk and ergonomic chair. Select rooms also offer plush lounge seating. Intermission Restaurant and Bar features local craft beer, signature cocktails and dishes with fresh, local flavors for breakfast, lunch and dinner. A fitness center, games room and banquet space are all available on-site. Business travelers have access to fax and copy services at the hotel business center, which also offers guest computers. Valet cleaning and in-room dining services are offered for guest convenience. Millennium Park is 5 blocks away from the hotel. The Shedd Aquarium and Field Museum are both 2 miles away.
8.3 1341 Reviews | 4-Star Hotel

12% Package Savings

$817/person
$1856
$1634
total

Incl. hotel + flight

The Allegro Royal Sonesta Hotel Chicago Loop Thumbnail
The Allegro Royal Sonesta Hotel Chicago Loop
Chicago, 171 W. Randolph Street
The Allegro’s storied history as a place of ambition, openness and joie de viver comes to life in modern day in the hotel’s glamorous vibes and refreshing charm. Located at the crossroads of Chicago’s backstory - government, theater, tech - and centered in the city’s beating heart, the hotel itself is well over 100 years old. Our story is rooted in the boldness of spirit that centers Chicago in practicality and ambition. The immigrant Eitel brothers purchased the hotel and, in 1924, acquired the rest of the entire south side of Randolph Street from LaSalle to Wells. With characteristic Chicago bravado, they raised and rebuilt the whole block to match their optimistic vision of the future including a 22-story office building, 2500-seat Palace Opera Theater and a 19-story hotel complete with exquisite details - including our striking marble staircase that still welcomes guests today. This vision of glamor and elegance welcomed all that was novel and new. Our four walls have hosted Vaudeville stars, tapped the first keg post-Prohibition and played headquarters to political change makers, jazz legends and movie stars. This is where you come in. Today, you’ll find no stodgy museum full of dusty historical treasure and tributes to the past. The Allegro is where vintage energy comes alive with Art Deco exuberance. Step up the sweeping staircase into the bustling Grand Lobby and feel the palpable energy of the roaring twenties. A spirit of beauty and optimism is everywhere. The decor. The historic details. The joyful service. Whether it’s champagne and popcorn in the lobby or the evening’s witty ‘Curtain Call’ cart with treasures to help you journey into dreamtime, you’ll find even the most un-thought of needs addressed by our considered details and insightful service. We can't wait to welcome you into our vibrant world to boldly create your own Chicago story, with your stay as the backdrop of the adventure.
8.4 1527 Reviews | 4-Star Hotel

15% Package Savings

$834/person
$1967
$1667
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.
8.5 1268 Reviews | 4.5-Star Hotel

15% Package Savings

$854/person
$2000
$1708
total

Incl. hotel + flight

Holiday Inn O'Hare Area By IHG Thumbnail
Holiday Inn O'Hare Area By IHG
Chicago, 5615 North Cumberland Avenue
Featuring free shuttle services to O’Hare International Airport, this Chicago hotel is 2 miles away from Donald E. Stevens Convention Center and the Fashion Outlets of Chicago and includes an on-site restaurant and bar, and comfortable guest rooms with free WiFi. Every room at Holiday Inn O’Hare Area provides a 32-inch flat-screen TV with premium satellite channels, along with a microwave, small refrigerator and coffee maker. Select rooms also offer a sofa bed and wet bar. Guests can indulge in one of the restaurant’s signature martinis or grab a bite for breakfast, lunch and dinner at Bar Louie’s, located in the hotel lobby. The restaurant offers free meals for kids. A 24-hour modern fitness center and a fully-equipped business center are available on-site for guest convenience. This hotel is a 4-minute walk away from the Blue Line Metra Train Station, offering easy access to downtown Chicago’s famed shopping, entertainment and dining scene. Allstate Arena is a 9-minute drive away.
7.6 1301 Reviews | 3-Star Hotel

21% Package Savings

$778/person
$1976
$1556
total

Incl. hotel + flight

Holiday Inn Chicago Downtown Wolf Point By IHG Thumbnail
Holiday Inn Chicago Downtown Wolf Point By IHG
Chicago, 350 West Wolf Point Plaza Building 2
Comfortable Accommodations Holiday Inn - Chicago Dwtn - The Mart by IHG in Chicago offers air-conditioned rooms with private bathrooms, city views, and modern amenities. Each room includes a work desk, free toiletries, and a TV. Exceptional Facilities Guests can enjoy a sauna, fitness center, indoor swimming pool, and free WiFi. Additional facilities include a lounge, fitness room, 24-hour front desk, and concierge service. Dining Options The modern, family-friendly restaurant serves American cuisine for brunch, lunch, and dinner. Breakfast options include continental and American buffets with local specialties, warm dishes, fresh pastries, and more. Prime Location Located in the city center, the hotel is a 14-minute walk from Willis Tower and close to Millennium Park. Midway International Airport is 11 mi away. Nearby attractions include Union Station and Cloud Gate.
8.2 697 Reviews | 3.5-Star Hotel

15% Package Savings

$865/person
$2028
$1730
total

Incl. hotel + flight

Riu Plaza Chicago Thumbnail
Riu Plaza Chicago
Chicago, 150 E Ontario St, Streeterville
Comfortable Accommodations Rooms feature air-conditioning, private bathrooms, hairdryers, coffee machines, refrigerators, work desks, free toiletries, showers, TVs, electric kettles, and wardrobes. Additional amenities include bathrobes, baths, sofa beds, slippers, and sofas. Exceptional Facilities Guests enjoy a fitness center, terrace, bar, and free WiFi. The hotel offers a elevator, 24-hour front desk, family rooms, and a buffet breakfast with gluten-free options. Prime Location Located in Chicago city center, the hotel is less than 0.6 mi from Ohio Street Beach, a 5-minute walk to Water Tower Chicago, and 1312 feet from Shops at Northbridge. Nearby attractions include Millennium Park and Navy Pier. Guest Satisfaction Highly rated for its bar, rooftop pool, and value for money of food provided by the property.
9.0 3983 Reviews | 4-Star Hotel

13% Package Savings

$984/person
$2262
$1968
total

Incl. hotel + flight

Congress Plaza Hotel Thumbnail
Congress Plaza Hotel
Chicago, 520 South Michigan Avenue
Directly across from Millennium Park and sitting on the iconic Michigan Avenue, Congress Plaza Hotel offers elegance, luxury, and history in the heart of downtown Chicago. This historic Chicago hotel offers stunning city and lake views, on-site dining options, and free WiFi. Offering a mix of contemporary amenities and classic, historic character, each room at Congress Plaza Hotel features high ceilings, expansive bathrooms and a flat-screen cable TV. Coffee makers, working desks, and ironing facilities are provided in each room. Some rooms offer separate living areas and family-friendly bedding layouts. Rafael’s offers a menu of American classics, coupled with creative seasonal chef specialties for lunch and dinner. For breakfast, guests can start the day off with breakfast at Gazebo or grab a drink and watch a game on the flat-screen TVs at the Congress Lounge, which offers city views and comfortable leather couches and chairs. A 24-hour fitness center, barbershop and same-day dry cleaning and shoeshine services are available on-site. The hotel includes 23 contemporary venue event spaces, including the infamous Gold Room, dating back to early 1920's Chicago. Room service, a business center, and multiple seating areas are also offered. Congress Plaza Hotel is within walking distance from Chicago must-see attractions such as the Art Institute of Chicago, Buckingham Fountain, and Lake Michigan. Shops, dining and entertainment on the Magnificent Mile is only 10 minute's walk. Navy Pier is only 2 miles away.
7.2 5223 Reviews | 3-Star Hotel

$72 Package Savings

$788/person
$1719
$1575
total

Incl. hotel + flight

Sable at Navy Pier Chicago, Curio Collection by Hilton Thumbnail
Sable at Navy Pier Chicago, Curio Collection by Hilton
Chicago, 900 E Grand Ave
Modern Dining Sable At Navy Pier Chicago offers a modern restaurant serving American, Mexican, and Spanish cuisines. Guests can enjoy brunch, lunch, and dinner, complemented by a bar for cocktails. The restaurant features sea views and a comfortable ambiance. Comfortable Accommodations Rooms include air-conditioning, free WiFi, and private bathrooms. Additional amenities include tea and coffee makers, hairdryers, refrigerators, and work desks. Guests can relax in the lounge or stay active in the fitness room. Prime Location Located in Chicago, the hotel is less than 0.6 mi from Ohio Street Beach and a 7-minute walk to Navy Pier. Nearby attractions include the Chicago Museum of Contemporary Art and Millennium Park. Midway International Airport is 13 mi away. An ice-skating rink is also in the surroundings.
9.0 1138 Reviews | 4-Star Hotel

21% Package Savings

$1008/person
$2547
$2015
total

Incl. hotel + flight

Doubletree By Hilton Chicago Magnificent Mile Thumbnail
Doubletree By Hilton Chicago Magnificent Mile
Chicago, 300 E. Ohio Street
Boasting an outdoor pool in the heart of downtown Chicago, this hotel is located within 5 minutes’ walk of the famous Magnificent Mile. It features 1 on-site restaurant called HotHouse and a flat-screen TV in every room. A coffeemaker is provided in every modern room at DoubleTree by Hilton Chicago Magnificent Mile. Guests can enjoy the convenience of free toiletries and an iPod docking station during their stay. A 50-inch flat-screen TV is provided as well. A well-equipped fitness center is available at Magnificent Mile DoubleTree. Every guest receives a chocolate chip cookie at reception. Hot House is an open concept restaurant with space to socialize and grab a cocktail. It serves breakfast and dinner. Millennium Park is less than 1 mile away. Willis Tower can be reached in 10 minutes’ drive.
8.3 1732 Reviews | 4-Star Hotel
$934/person
$1867
total

Incl. hotel + flight

The Royal Sonesta Chicago River North Thumbnail
The Royal Sonesta Chicago River North
Chicago, 505 North State Street
This 4-star boutique hotel is located in the heart of downtown Chicago's River North neighborhood. The eco-friendly hotel offers an indoor pool and sundeck. Featuring designs and décor inspired by the Chicago World’s Fair, every room at the The Royal Sonesta Chicago River North offers a 37-inch flat-screen TV with in-room fitness channels. Rooms also include large bathrooms with designer bathrobes and designer bath amenities. Guests at the The Royal Sonesta Chicago River North can use the 24-hour fitness center with modern equipment. A free morning coffee and tea bar is provided by the The Royal Sonesta Chicago River North. CBR, located next to the hotel, serves regional cuisine for breakfast and dinner. On the weekends a brunch menu is available as well. Just 1 minutes’ walk from the CTA Red Line, this hotel is less than 1 mile from Navy Pier and Millennium Park. O’Hare International Airport and Midway Airport are within 17 miles of this hotel.
8.7 1447 Reviews | 4.5-Star Hotel

13% Package Savings

$982/person
$2250
$1964
total

Incl. hotel + flight

Kinzie Hotel Thumbnail
Kinzie Hotel
Chicago, 20 West Kinzie Street
Located in Chicago’s River North district, this boutique hotel is within 5 minutes’ walk of shopping and dining on the famous Magnificent Mile. Personalized concierge services are offered, along with a 24-hour business center, 24-hour fitness center and free WiFi. A 42-inch flat-screen LCD HDTV with premium cable channels and a large work desk are included in every room at Kinzie Hotel. Bathrobes and slippers can be found in the private bathroom, along with PURE bath products. Guests can book in-room massage services as well. Guests can enjoy a continental breakfast during their stay. Kinzie Hotel has partnered with the upscale Public House Gastropub offering in-room dining for lunch and dinner. Guests can enjoy tantalizing dishes such as multiple choice Mac N' Cheese or House Sliders in the comfort of their guest room. Every evening guests are welcome to enjoy a nightly reception in the Double Cross Lounge which offers each guest one complimentary drink per night and an assortment of hors d'oeuvres. Millennium Park and The Art Institute of Chicago are within 1 mile of this hotel. The Merchandise Mart is 5 minutes’ walk away.
8.6 1247 Reviews | 4-Star Hotel

35% Package Savings

$1031/person
$3150
$2062
total

Incl. hotel + flight

Le Méridien Essex Chicago Thumbnail
Le Méridien Essex Chicago
Chicago, 800 South Michigan Avenue
Hotel Essex includes a terrace with city views and free high speed WiFi access. Ideally located within steps of the best Chicago experiences, the Essex is 1.4 mi away from the world famous Chicago Museum Campus. An iPod/MP3 dock and a flat-screen cable TV are standard in every guest room with colorful décor and rich wood accents at the Hotel Essex. Rooms include a refrigerator, and a desk as well. At the Hotel Essex you will find a modern fitness center with state-of-the-art cardiovascular equipment. The hotel is 1969 feet from Grant Park, 2625 feet from Chicago Symphony Orchestra, and 2625 feet from DePaul University. Chicago O'Hare International Airport is 16 mi away.
8.4 430 Reviews | 4-Star Hotel

33% Package Savings

$1011/person
$3036
$2022
total

Incl. hotel + flight

voco Chicago Downtown - Riverwalk by IHG Thumbnail
voco Chicago Downtown - Riverwalk by IHG
Chicago, 350 W. Wolf Point Plaza
Comfortable Accommodations Rooms feature air-conditioning, private bathrooms with walk-in showers, tea and coffee makers, work desks, and city views. Guests enjoy free WiFi, flat-screen TVs, and modern amenities. Dining and Leisure The modern restaurant serves American cuisine for brunch, dinner, and cocktails. A fitness center, indoor swimming pool, and bar provide leisure options. Additional facilities include a lounge, coffee shop, and business area. Prime Location Located in Chicago city center, the hotel is a 15-minute walk from Shops at Northbridge and 0.7 mi from Willis Tower. Nearby attractions include Millennium Park and Cloud Gate. Midway International Airport is 11 mi away. Guest Services The hotel offers a 24-hour front desk, concierge service, daily housekeeping, and a child-friendly buffet. Guests appreciate the convenient location, room comfort, and scenic views.
8.1 384 Reviews | 3.5-Star Hotel

$52 Package Savings

$977/person
$2057
$1953
total

Incl. hotel + flight

Renaissance Chicago O'Hare Suites Hotel Thumbnail
Renaissance Chicago O'Hare Suites Hotel
Chicago, 8500 West Bryn Mawr Avenue
Less than 4 miles away from O’Hare International Airport, Rivers Casino and the Fashion Outlets of Chicago, this all-suites hotel offers free airport shuttle service and free WiFi in the lobby. Every suite at Renaissance Chicago O’Hare Suites Hotel provides 2 LCD TVs, a separate living room with a sofa bed and a dining area. A desk is also included. Asado Urban Grill offers American fare in a comfortable setting for breakfast, lunch and dinner. R Bar serves artfully crafted cocktails and offers a modern, lively atmosphere. Room service is also available. Guests can swim in the indoor pool and hot tub or work out at the on-site fitness center. A meeting room and event space are also offered at the hotel. The CTA Blue Line Cumberland subway station is less than a mile away, providing easy access to downtown Chicago. Donald E Stephens Convention Center is 3 miles away from the hotel.
8.3 731 Reviews | 4-Star Hotel
$1011/person
$2022
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.
8.1 2303 Reviews | 4.5-Star Hotel

42% Package Savings

$1017/person
$3500
$2034
total

Incl. hotel + flight

Embassy Suites by Hilton Chicago Downtown River North Thumbnail
Embassy Suites by Hilton Chicago Downtown River North
Chicago, 600 North State Street
Located in the River North district, this downtown Chicago hotel is 1 mile from Navy Pier. The all-suite hotel features an Italian restaurant, indoor pool and suites with 2 flat-screen TVs. Styled in warm colors and dark wood furniture, the modern suites offer a private bedroom with a spacious living room. A small refrigerator, microwave and an iPod docking station are provided. Osteria Via Stato features a traditional 3-course Italian meal. Embassy Suites Chicago–Downtown offers a daily continental breakfast and a nightly manager’s reception with free snacks and beverages. Guests at Chicago Embassy Suites can workout in the well-equipped gym or visit the gift shop. A concierge desk and a business center are available. The Magnificent Mile shopping area is just 3 blocks from this hotel and the Water Tower Place is a 15-minute walk away. Soldier Field and Shedd Aquarium are 3 miles away.
8.1 2845 Reviews | 4-Star Hotel
$1100/person
$2199
total

Incl. hotel + flight

Chicago Marriott Downtown Magnificent Mile Thumbnail
Chicago Marriott Downtown Magnificent Mile
Chicago, 540 North Michigan Avenue
Located among the luxury shopping, dining and entertainment on the famed Magnificent Mile, this downtown Chicago hotel offers a state-of-the-art fitness center, on-site dining and contemporary guest rooms with free WiFi. Every room at Chicago Marriott Downtown Magnificent Mile provides a 32-inch flat-screen LCD TV with premium cable channels and a large work desk with an ergonomic chair. A coffee maker is also included. Rush Street Pantry offers chef-crafted food with gourmet to-go options 24-hours of the day. With 6 plasma screen TVs lining the walls, guests can grab craft cocktails and street food at the hotel’s Reviver – Bar. Harvest – Restaurant offers classic Chicago-style cuisine for breakfast, lunch and dinner. Over 68,000 square feet of flexible meeting and event space is offered at the property. Starbucks Coffee Company is conveniently located in the hotel lobby. 24-hour in-room dining services are offered. Navy Pier and Millennium Park are both a 1-mile walk away from the hotel. The Grand Red Line Subway stop is a 5-minute walk away, offering easy access to the city’s top attractions.
8.5 608 Reviews | 4-Star Hotel

20% Package Savings

$1392/person
$3495
$2783
total

Incl. hotel + flight

Hyatt Regency Chicago Thumbnail
Hyatt Regency Chicago
Chicago, 151 East Wacker Drive
Off the banks of the Chicago River, this luxurious hotel is conveniently located within 5 minutes' walk of the Magnificent Mile and Millennium Park. As the largest hotel in Chicago, this hotel features numerous of on-site dining options, free WiFi, and a 24-hour fitness center and spa. Each environmentally-friendly room at Chicago Hyatt Regency includes a 37-inch flat-screen TV and an iPod docking station. A desk and seating area are also provided in every room. The hotel offers a wide array of services on site, including car rental, a concierge staff, a babies travel lite program, and ticket services. Stetsons Modern Steak + Sushi serves fine chops and seafood in an elegant atmosphere. Market Chicago, open 24-hours a day, features Starbucks coffee, sandwiches and breakfast items. BIG Bar features views of the city and signature cocktails. American Craft Kitchen and Bar is open for lunch and dinner and serves sandwiches and salads. Chicago Hyatt Regency is a 10 minutes' walk from the Chicago Theater District. The Art Institute of Chicago and Museum of Science and Industry are within 1 mile.
8.9 3375 Reviews | 4-Star Hotel

$159 Package Savings

$1518/person
$3354
$3036
total

Incl. hotel + flight

Palmer House a Hilton Hotel Thumbnail
Palmer House a Hilton Hotel
Chicago, 17 East Monroe Street
Just 1 block away from Millennium Park and the Art Institute of Chicago, this historic downtown hotel is located in Chicago’s theater and financial district and offers on-site dining options, a modern business center and spa services. A flat-screen HDTV, desk and arm chair are offered in every modern guest room at Palmer House Hilton. t Housekeeping services are available upon request. Guests can work out at the on-site fitness center or visit the on-site spa. Lockwood restaurant offers American cuisine for breakfast, lunch, and dinner. Amid the historic lobby, guests can enjoy dinner & a crafted cocktail at the Lobby Bar. The Monroe Red Line subway station is a 1-minute walk away, providing easy access to Chicago’s top attractions. Navy Pier is 2 miles away from the hotel. Please note Red, Blue, Orange, Pink, Green, and Brown line train lines are all available immediately outside of the hotel for access to attractions and both airports.
8.0 1548 Reviews | 4-Star Hotel

$142 Package Savings

$1431/person
$3145
$2861
total

Incl. hotel + flight

Hilton Chicago Thumbnail
Hilton Chicago
Chicago, 720 South Michigan Avenue
Overlooking Grant Park and Lake Michigan, this hotel is within 5 minutes’ walk of Millennium Park. It features on-site dining, an indoor pool and a 37-inch flat-screen TV with HBO in every room. An MP3 alarm clock and mini-refrigerator are included in every elegant room at Hilton Chicago. Room service is available, and free bathroom amenities are standard. A heated indoor pool and hot tub along with a seasonal sundeck are offered at Chicago Hilton. Guests can work out in the modern fitness center at an extra cost, or make use of the on-site business center. 720 South Bar & Grill serves local cuisine and craft beers for breakfast, lunch, and dinner. Kitty O’Sheas Irish pub provides live entertainment. Herb N' Kitchen offers light fare, meals to go, and coffee. Soldier Field, home to major sporting events and concerts, as well as McCormick Place for city conventions and events are hosted can be reached in 5 minutes' drive. the hotel is located across the street from Grant Park and near the Lakefront bike path that runs along Lake Michigan
8.0 1558 Reviews | 4-Star Hotel

15% Package Savings

$1802/person
$4253
$3603
total

Incl. hotel + flight

How far in advance should you book a Chicago vacation package?

Peak travel seen one week prior; last-minute bookings rise.

The data indicates a peak booking period one week prior to travel, with 29% of bookings and an average package price of $658. The weakest month appears to be with bookings further in advance, suggesting last-minute travel behavior influenced by potential holiday demands in Chicago.

How long are most Chicago vacation packages?

Short stays dominate, indicating city-break travel behavior.

The most common trip duration for package bookings from Washington to Chicago is 2 days, with an average package price reflecting a strong interest in short stays. This trend suggests a preference for city-breaks or holiday travel, appealing to time-constrained customers.

Most Popular Travel Months

June peaks, January lows indicate seasonal travel patterns.

The package booking trend from Washington to Chicago shows a peak in June with 17% of total bookings at an average price of $707, likely due to summer vacations. The weakest month is January with 4% at $332, reflecting lower travel demand post-holidays.

Hotel and Flight Bundled Packages in Chicago

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