Flying Cloud Airport to Chicago Vacation Packages - Flight + Hotelfrom$637per person

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.

This Chicago hotel is a 10-minute walk from the Cumberland CTA Station and 4.1 mi from O'Hare International Airport. The hotel offers a daily hot breakfast and free airport shuttle service. Guest rooms at the Chicago SpringHill Suites are equipped with mini-refrigerators and microwave. Guests can also use the in-room free WiFi or the coffee maker. A fitness center are featured at SpringHill Suites by Marriott Chicago O'Hare. Laundry facilities and a 24-hour front desk are also included at this completely nonsmoking hotel. Chicago city center is 20 minutes' drive from the SpringHill Suites near O'Hare. The Donald E. Stevens Convention Center is 5 minutes' drive away, and guests will be 3 mi from Rivers Casino.

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.

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.

Just 1 block away from Millennium Park, Travelodge by Wyndham Downtown Chicago offers contemporary guest rooms with free WiFi in the heart of the city’s South Loop neighborhood. Every room at Travelodge by Wyndham Downtown Chicago includes a flat-screen cable TV and a coffee maker. A safety deposit box and air conditioning are also included. Chicago Kitchen serves regional favorites for breakfast and lunch, while Thai Spoon offers classic Thai specialties and a sushi bar in a relaxed atmosphere. A business center and meeting rooms are also available at the hotel. Navy Pier and the Magnificent Mile are both a 10-minute drive away from the hotel. The property is located off I-94, offering easy access to O’Hare International Airport.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Located in the center of the luxury shops, world-famous restaurants and vibrant nightlight of the Magnificent Mile, this luxurious downtown Chicago hotel is located directly across from the John Hancock Center and offers first-class amenities, including a renowned boutique spa and a fine dining restaurant. Every room at The Westin Michigan Avenue Chicago provides a 55-inch flat-screen LCD TV and a large work desk with ergonomic chair. Luxury linen and bedding is also included. Experience the taste of Chicago's Gold Coast at 909 North, our hotel restaurant with a scratch-made kitchen. Open for breakfast, lunch, and dinner, we source fresh ingredients locally from family-owned Midwest farms. Café A La Carte serves freshly brewed Starbucks coffee and fresh baked breads throughout the day. 24-hour room service is offered for guest convenience. Iconic Lake Michigan and Oak Street Beach are also only moments away from the hotel. The Art Institute of Chicago and Navy Pier are both a 10-minute drive away. The Chicago Red Line subway station is 2133 feet away.

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.

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.

Located in Chicago, less than a 5-minute walk to Millennium Park and Cloud Gate - The Bean, Arlo Chicago provides a fitness center and an on-site restaurant. The property is set within walking distance to CIBC Theater, Bank of America Theater and Art Institute of Chicago. Chicago Symphony Orchestra and Shops at Northbridge are less than a 10-minute walk from the hotel. All rooms are fitted with a desk, a flat-screen TV and a private bathroom. All rooms will provide guests with a fridge. An American breakfast is available every morning at Arlo Chicago. About Last Knife, the on-site steakhouse restaurant, offers American, seafood and local cuisine. When guests need guidance on where to visit, the reception will be happy to provide advice. DePaul University is less than 0.6 mi from Arlo Chicago , while Chicago Board of Trade Building is a 12-minute walk from the property. The nearest airport is Midway International Airport, 9.3 mi from the property.

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.

Located across the street from the Fashion Outlets of Chicago and a 5-minute walk away from the Donald E. Stephens Convention Center, this Rosemont hotel offers 3 on-site restaurants, an on-site comedy and live music club and a 24-hour business center. Free WiFi is available. Featuring stone finishings and plush bedding, every spa-inspired room at Loews Chicago O’Hare Hotel provides a 42-inch flat-screen TV with premium cable channels and an oversize work desk with an ergonomic leather chair. The aviation-themed Ashburn Restaurant offers a modern take on classic American gastropub fare. For a more classic dining experience, The Capital Grille features dry-age steaks and chops for lunch and dinner. Fresh seafood, along with an array of single-malt whiskeys, bourbons and handcrafted cocktails, are served at McCormick and Schmick’s. Over 53,000 square feet of flexible event space and a 24-hour fitness center are available at the hotel. Guests can enjoy rotating art exhibits by local artists at the on-site Art/Museo gallery. Laundry services and in-room dining services are offered for guest convenience. The hotel is 1 mile away from the Rosemont Metra train station, offering easy access to the iconic attractions and entertainment of downtown Chicago. O’Hare International Airport is a 7-minute drive away.

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.

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.

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.

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.

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.

Just 3 minutes’ drive from McCormick Place Convention Center, this boutique hotel is located in Chicago’s South Loop and offers free parking including one parking pass per room and free WiFi. Each room at Chicago South Loop Hotel includes a 32-inch flat-screen LCD TV with cable channels and a private bathroom with a spa bath. An iPod docking station is also provided. A fitness center is available at this hotel, along with a 24-hour business center. Museum Campus and U.S. Cellular Field are both a 5-minute drive away. Millennium Park is 3 miles away from Chicago Hotel South Loop.

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.

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.

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.