Chicago Hotels with Rooftop Pools

Experience our newly renovated hotel in downtown Chicago that offers on-site parking ($25 fee per day) and an indoor pool. Walk to Michigan Avenue, the free Navy Pier trolley or Millennium Park. Chicagos museum campus is just a short ride away, home to the Shedd Aquarium, Field Museum and Adler Planetarium. We make visiting Chicago easy. Discount tickets to Shedd Aquarium and the Field Museum are available at the hotel front desk. Our convenient downtown Chicago location gives you easy access to I94 and all public transportation is within walking distance. And what visit to Chicago is complete without a ball game? Whether its baseball, basketball or football, this Chicago Best Western is within five miles of Wrigley Field, Soldier Field, The United Center and US Cellular Field. Business travelers appreciate that this Chicago hotel is conveniently located near educational, medial and machinery businesses, the Chicago Financial District, and the Chicago Loop Business District. Chicago OHare International Airport is just 12 miles away from this Chicago hotel. The Best Western River North Hotel is known for its great service, friendly staff, cleanliness and amenities that make guests feel at home. Our nicely appointed, contemporary rooms and suites offer cable TV with HBO®, high-speed wireless internet, room service, a single serve coffee maker and much more. After a busy day in the bustling city, guests at this Chicago hotel can enjoy a deep-dish pizza at our on-site restaurant, take a dip in our indoor pool, or relax on the sun deck and take in the marvelous city views. 2017 TripAdvisor® Certificate of Excellence recipient.

With a stay at Level Chicago - River North, you'll be centrally located in Chicago, just a 4-minute walk from Merchandise Mart and 10 minutes by foot from State Street. This hotel is 0.8 mi (1.4 km) from Michigan Avenue and 0.9 mi (1.5 km) from Chicago Riverwalk. Don't miss out on the many recreational opportunities, including a fitness center, a seasonal outdoor pool, and bicycles to rent. This hotel also features complimentary wireless internet access, concierge services, and barbecue grills. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 99 individually furnished guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your pillowtop bed comes with premium bedding. 50-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include safes and desks, as well as phones with free local calls.

Daily Resort Charge includes: Internet access: golf practice facility & sport courts access: club rental after 2pm: 20% off golf simulator & cabanas: 10% off golf merchandise, spa massages, and food & beverage at Tin Cup (excl. alcohol): local/toll-free calls. Conveniently located just west of downtown Chicago, Hilton Chicago/Oak Brook Hills Resort is set in a peaceful, 150 acre estate that boasts the Audubon certified 18-hole championship Willow Crest Golf Course. This tranquil resort in the upscale suburb of Oak Brook, Illinois, offers a variety of fantastic leisure amenities, including a 24-hr fitness center, indoor and outdoor swimming pools, tennis courts, basketball and volleyball facilities, a games room and billiard tables. Relax in an inviting guest room or suite at this pet-friendly, Oak Brook, IL, hotel, offering scenic views of the resort’s beautiful natural surroundings. Feel at home with modern amenities including complimentary WiFi, an HDTV, and a large desk. Upgrade to the elegant Presidential Suite for more space and amenities, including a balcony. Choose this resort hotel for your Oak Brook meeting, conference, or wedding. Enjoy over 42,000 sq.ft. event space, including a 13,000 sq.ft. ballroom, a 145 seat tiered amphitheater, a tented outdoor pavilion, 39 modern meeting rooms, and a 24-hour business center. Dine in the warm and welcoming Windows Restaurant, which offers an inspired ‘farm to table’ menu, showcasing local, seasonal ingredients. Recharge with a Starbucks coffee and a sweet treat in the Lobby Café, or relax with a beer or a classic cocktail in the stylish Lobby Lounge. Savor light salads, juicy burgers, and tasty sandwiches in the comfortable, pub-style setting of The Grille, where you can soak up the sunshine on the patio as you enjoy splendid golf course views.

With a stay at Radisson Blu Aqua Hotel Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Michigan Avenue and 5 minutes by foot from Millennium Park. This luxury hotel is 0.3 mi (0.6 km) from Chicago Riverwalk and 0.5 mi (0.8 km) from Grant Park. Take advantage of recreational opportunities offered, including a 24-hour health club, an indoor pool, and a seasonal outdoor pool. Additional amenities at this hotel include wedding services, a fireplace in the lobby, and tour/ticket assistance. Grab a bite to eat at FireLake, a restaurant which features a bar/lounge, or stay in and take advantage of the room service (during limited hours). Full breakfasts are served on weekdays from 7:00 AM to 10:00 AM and on weekends from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour business center, limo/town car service, and express check-out. Planning an event in Chicago? This hotel has 27997 square feet (2601 square meters) of space consisting of conference space and 13 meeting rooms. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 334 air-conditioned rooms featuring minibars and LCD televisions. Satellite television is provided for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers. Conveniences include laptop-compatible safes and desks, as well as phones with free local calls.

With a stay at DoubleTree by Hilton Chicago - Magnificent Mile in Chicago (Downtown Chicago), you'll be a 5-minute walk from Michigan Avenue and 14 minutes by foot from Millennium Park. This 4-star hotel is 0.6 mi (1 km) from Chicago Riverwalk and 1.1 mi (1.7 km) from Navy Pier. Be sure to enjoy recreational amenities including an outdoor pool and a fitness center. Additional amenities at this hotel include complimentary wireless Internet access, concierge services, and a television in a common area. Grab a bite to eat at HotHouse, a restaurant which features a bar/lounge, or stay in and take advantage of the room service. Quench your thirst with your favorite drink at the poolside bar. Full breakfasts are available daily from 7:00 AM to 10:00 AM for a fee. Featured amenities include complimentary wired Internet access, a business center, and express check-out. Planning an event in Chicago? This hotel has facilities measuring 16000 square feet (1486 square meters), including a conference center. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 404 guestrooms featuring MP3 docking stations and LED televisions. Cable programming provides entertainment, and wired and wireless Internet access is available for a surcharge. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and desks, as well as phones with free local calls.

Discover an architectural gem reimagined for the future where the historic elegance of the Gold Coast blends seamlessly with the vibrant energy of this dynamic midwestern city. Constructed from a 120 year old landmark building Viceroy Chicago has a modernist glass tower of guest rooms and suites that celebrates Art Deco design. Beyond a rooftop pool and gym enjoy all day dining at the first floor restaurant Somerset which serves Mediterranean fare while Pandan features modern cocktails and Southeast Asian flavors on the 18th floor. Just moments from the shores of Lake Michigan and the legendary shopping of the Magnificent Mile step out and explore the best of Chicago.

Holiday Inn & Suites Chicago-Downtown offers modern comfort with a boutique feel, thoughtful amenities, and a prime downtown location, providing the perfect gateway to the best of Chicago. Located just across from the iconic Old Post Office, our hotel offers seamless access to famous local attractions like the Willis Tower Skydeck, the United Center, Wrigley Field, and McCormick Place. Plus, enjoy proximity to major businesses and world-class dining. With 1,047 sq ft of flexible meeting space, we are the perfect spot for small meetings and corporate events. Enjoy breakfast at our on-site restaurant, stay active at our Fitness Center, and relax at our seasonal rooftop pool. From free Wi-Fi and on-site parking to a 24-hour Market for drinks, snacks, and essentials, we provide everything you need for an unforgettable stay in Chicago.

Enjoy a premium location between the Magnificent Mile and Navy Pier when you stay at Hilton Grand Vacations Chicago Downtown/Magnificent Mile. Located on the top floor of the Doubletree, our vibrant hotel places you walking distance from top Chicago attractions. Savor delicious onsite dining, enjoy a workout in our state-of-the-art fitness center, or relax by our seasonal rooftop pool, complete with bar and terrace. Every spacious room and suite at our Downtown Chicago hotel features a comfortable couch, mini-fridge and 55" wall mounted HDTV. Upgrade to a suite for a living room with queen sofa bed, dining table with 4 chairs and wet bar. For cozy dining in the privacy of your room or suite, choose Room Service, available between 3pm and 11pm. Enjoy all the amenities you need to unwind or stay productive throughout your stay. Get work done in the 24-hour business center, swim in our seasonal pool, grab snacks in the lobby market, or work out in our modern fitness center. Enjoy warm, friendly dining at HotHouse restaurant, ideally located in the lobby. Fill up on a buffet breakfast, savor shareable plates, sliders, flatbreads, salads and desserts, then relax with Illinois craft beers and exceptional cocktails. Hosting an event near Hilton Grand Vacations Chicago Downtown/Magnificent Mile? Choose us as the overnight accommodation for you or your guests.

The 14 Story Hyatt House will be the first hotel in the Fulton Market District that caters to extended-stay travelers. It will feature 200 guestrooms and suites, flexible meeting space, and a top-floor pool with a sky deck overlooking downtown Chicago. Other amenities include Wi-Fi, on site fitness center, and lobby level bar. Staying at the hotel, guests enjoy the Fulton Market District's thriving Restaurant Row and an array of art galleries and retail options.

With a stay at The Hoxton Chicago in Chicago (Downtown Chicago), you'll be within a 5-minute drive of Millennium Park and United Center. This hotel is 0.7 mi (1.2 km) from University of Illinois Chicago and 1.3 mi (2.1 km) from Chicago Riverwalk. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and discounted use of a nearby fitness facility. Enjoy Mediterranean cuisine at Cira, one of the hotel's 2 restaurants, or stay in and take advantage of the room service (during limited hours). Snacks are also available at the coffee shop/cafe. Relax with a refreshing drink from the poolside bar or one of the 3 bars/lounges. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and a 24-hour front desk. This hotel has 5 meeting rooms available for events. Make yourself at home in one of the 182 guestrooms featuring MP3 docking stations and LED televisions. Your pillowtop bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access is available to keep you connected. Private bathrooms with showers feature rainfall showerheads and designer toiletries.