Title: Book the Best Chicago Hotels with FREE AIRPORT SHUTTLE from CA $121 - Hotels in Chicago, IL with Free Airport Shuttles | Expedia.ca [Chicago Travel Guide](https://expedia.ca/Chicago.dx178248)[Hotels in Chicago](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides) ![Chicago featuring heritage elements, signage and a high-rise building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/237000/237257-Chicago.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels in Chicago, IL with Free Airport Shuttle from CA $121 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chicago Hotels with Free Airport Shuttle Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-10-19&endDate=2025-10-20&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-10-20&endDate=2025-10-21&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=178248&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chicago Hotels with Free Airport Shuttle ![Exterior](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f3b451c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served, pizza](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/27ecd933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f906be7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f9eb35b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chicago O'Hare Airport O'Hare 8.2/10 Very good (2677) "Clean quiet and great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cyrus CA $106 CA $121 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/7dd32bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/2d32e2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/d34c0372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/e7b40a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago O'Hare – Rosemont by IHG O'Hare 9.0/10 Wonderful (2473) "Nice staff, clean hotel, close to everything we needed to go to while we were staying " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carleigh CA $172 CA $199 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/3fb360e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/417e48d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/e7e820fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago O'Hare Airport O'Hare 8.2/10 Very good (2148) "Location is very convenient for travellers " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ma de Lourdes CA $274 CA $322 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/23000/22991/9622d90a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/30000/23000/22991/9a41001b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23000/22991/e6227c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23000/22991/4f5c0fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Chicago/O'Hare Airport O'Hare 8.4/10 Very good (3192) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elsa CA $158 CA $181 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) ![Daily full breakfast (USD 27.76 per person)](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/57e178a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/d075b709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Double Beds Premier Tower](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/aa7843d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency O'Hare Chicago O'Hare 8.8/10 Excellent (2085) "Had a very nice stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn CA $202 CA $230 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/9004f7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/c3dbff57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/d2c8d670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20400/20348/db346c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG O'Hare 8.6/10 Excellent (2563) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colton James CA $178 CA $203 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/281/13bbda80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/300/281/733d8285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/300/281/c9c2af9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking (Poolside)](https://images.trvl-media.com/lodging/1000000/10000/300/281/1ad44337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Chicago O'Hare O'Hare 8.6/10 Excellent (1178) "Excellent place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) haylie CA $226 CA $265 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/89000000/88730000/88724500/88724480/68afcafc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88730000/88724500/88724480/af2d7739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/89000000/88730000/88724500/88724480/5e4762bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/89000000/88730000/88724500/88724480/8508da54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta by Wyndham Chicago O'Hare Airport O'Hare 8.4/10 Very good (2057) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia CA $138 CA $157 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Chicago-Hotels-La-Quinta-Inn-Suites-By-Wyndham-RosemontO-Hare.h88724480.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/c5f12fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/69299252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/1efb3e64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/330000/328600/328524/ddda760e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Chicago O'Hare Airport O'Hare 8.4/10 Very good (2023) "We stay here twice a year before flying out for Mexico and have always had a great experience!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $107 CA $122 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Sonesta-Simply-Suites-Chicago-OHare.h328524.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/8f09eb11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/325bec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/202cf069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/20000/12700/12621/91448548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn O'Hare Airport O'Hare 7.6/10 Good (1687) "great location, close to airport, bar & grill is a plus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria CA $106 CA $121 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Chicago-Hotels-Quality-Inn-OHare-Airport.h12621.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03®ionId=178248&adults=2&amenities=FREE_AIRPORT_TRANSPORTATION&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Chicago ### Discover top Chicago (and vicinity) attractions In the greater Chicago area, families and adventurous travellers alike will find a wealth of attractions that cater to all interests. Start your journey at the iconic Millennium Park, where the striking Cloud Gate sculpture, affectionately known as "The Bean," invites visitors to snap memorable photos against the stunning city skyline. Just a stone's throw away is the Art Institute of Chicago, home to a vast collection of Impressionist and Post-Impressionist masterpieces, perfect for inspiring young minds and art enthusiasts. For those with an adventurous spirit, the Museum of Science and Industry offers hands-on exhibits, including a real U-505 submarine, promising an engaging day for the whole family. Don't miss the chance to explore Lincoln Park Zoo, where entry is free and children can delight in the diverse range of animal encounters. Finally, the Chicago Riverwalk is a must-visit for its picturesque views and vibrant dining options, allowing you to unwind while enjoying the scenic beauty of the city. For a delightful stay, consider the River North neighbourhood, known for its upscale hotels and nearby these attractions, offering a perfect blend of luxury and convenience. Here, you can retreat to your hotel room after a day of exploration, enjoying top service and amenities, while having easy access to some of the city's best restaurants and nightlife. ### Find the best hotels with free airport shuttle in Chicago (and vicinity) For travellers flying into Chicago, convenient airport transportation is essential. Here are some top hotels offering complimentary airport transfer services to make your arrival and departure straightforward. [Loews Chicago O'Hare Hotel](https://www.expedia.ca/Chicago-Hotels-Loews-Chicago-OHare-Hotel.h1818376.Hotel-Information) - **Why it's great for a free airport shuttle:** Ideal for those seeking comfort and convenience, Loews Chicago O'Hare Hotel is an exceptional choice, an impressive guest review rating of 9.4. Guests can take advantage of 24-hour airport shuttle services and complimentary airport transportation, ensuring a seamless experience from the moment they land in Chicago. - **Other amenities:** In addition to its prime transport amenities, the hotel features an extensive list of offerings, including a fitness centre open 24 hours, an onsite art gallery, and luxurious Frette Italian sheets for a restful night's sleep. Guests can also enjoy early check-in or late check-out options, daily housekeeping services, and a snack bar to satisfy any cravings. The hotel's traditional design exudes charm while providing essential conveniences such as a refrigerator on request and concierge services for personalised assistance. - **Neighborhood:** O'Hare - **Nearby attractions:** Donald E. Stephens Convention Center - 0.7 km, Rosemont Theatre - 0.3 km, Fashion Outlets of Chicago - 0.4 km [Hampton Inn Chicago-O'Hare International Airport](https://www.expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-OHare.h14509.Hotel-Information) - **Why it's great for a free airport shuttle:** The Hampton Inn Chicago-O'Hare International Airport is an excellent choice for travellers prioritising convenience with its solid review rating of 9.2. With a 24-hour airport shuttle and complimentary airport transportation, guests can effortlessly navigate their travel plans while enjoying a relaxing stay near the airport. - **Other amenities:** This welcoming hotel also offers a range of appealing amenities, including free buffet breakfast and an indoor pool for relaxation after a long journey. Guests can take advantage of accessible parking, fitness facilities, and a snack bar. The hotel provides daily housekeeping services and premium bedding for a comfortable sleeping experience, ensuring all guests feel at home during their stay. - **Neighborhood:** O'Hare - **Nearby attractions:** Rosemont Theatre - 4.5 km, Impact Field - 3.8 km, The Dome at the Parkway Bank Sports Complex - 4.1 km [Holiday Inn Chicago O'Hare – Rosemont by IHG](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information) - **Why it's great for a free airport shuttle:** Offering a perfect blend of comfort and convenience, the Holiday Inn Chicago O'Hare – Rosemont by IHG is rated 8.8 by guests for its excellent services. With a 24-hour airport shuttle and complimentary airport transportation, this hotel is an ideal base for travellers seeking easy access to Chicago's O'Hare Airport. - **Other amenities:** In addition to its transport amenities, the hotel features an indoor pool for relaxation and a fitness centre for those who wish to maintain their workout routine. Guests can also enjoy convenient self-parking, a grocery store nearby, and daily housekeeping to keep their accommodations fresh. The hotel also offers a restaurant with kids' meals, ensuring dining options are accessible for all. - **Neighborhood:** O'Hare - **Nearby attractions:** Allstate Arena - 0.7 km, Wolff's Flea Market - 1 km, Lake Park - 2.1 km [Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG](https://www.expedia.ca/Chicago-Hotels-Crowne-Plaza-Hotel-Chicago-OHare.h20348.Hotel-Information) - **Why it's great for a free airport shuttle:** Crowne Plaza Chicago Ohare Hotel & Conf Ctr is a popular / top / much-loved option for travellers, earning a solid review rating of 8.6. The hotel provides complimentary airport transportation and accessible airport shuttles, ensuring guests arrive at their destinations effortlessly while enjoying their stay in Chicago. - **Other amenities:** This hotel boasts an inviting indoor pool and fitness facilities, perfect for unwinding after a day's travel. Additional features include self-parking for convenience, daily housekeeping services, and a snack bar for quick bites. The hotel also offers premium bedding for a restful sleep and concierge services to assist with any travel needs, ensuring a pleasant experience for every guest. - **Neighborhood:** O'Hare - **Nearby attractions:** Donald E. Stephens Convention Center - 0.3 km, Rosemont Theatre - 0.4 km, Fashion Outlets of Chicago - 0.6 km [Hyatt Place Chicago/O'Hare Airport](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoOHare-Airport.h22991.Hotel-Information) - **Why it's great for a free airport shuttle:** Hyatt Place Chicago/O'Hare Airport stands out with an excellent review rating of 8.4, making it a great choice for travellers looking for convenience. With airport transportation that is free and scheduled availability for the shuttle service, guests can easily travel to and from O'Hare Airport without any stress. - **Other amenities:** Additional amenities at this hotel include an inviting indoor pool, complimentary buffet breakfast, and a 24-hour fitness centre to keep guests active. The hotel also features a snack bar, ample parking options, and family-friendly services, ensuring a comfortable stay for all guests. With air conditioning in each room and designer toiletries provided, guests can look forward to a refreshing stay. - **Neighborhood:** O'Hare - **Nearby attractions:** Allstate Arena - 0.3 km, Wolff's Flea Market - 0.5 km, Lake Park - 1.7 km ## Top Chicago Hotel Reviews ## Frequently asked questions ### Looking for Chicago accommodations with a free airport shuttle? > Choosing the right hotel with a free airport transportation for your next trip to Chicago is straightforward, as our site has plenty of accommodation options. Your free transfer will take you to and from nearby airports such as Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. After you've made your way to your hotel and settled in, then get out to enjoy the theater scene and monuments. ### What are the favorite hotels with a free airport shuttle for a stay in Chicago? > [Marriott Chicago O'Hare](https://www.expedia.ca/Chicago-Hotels-Marriott-Chicago-OHare.h281.Hotel-Information) is a popular hotel, featuring a free airport shuttle and a 24-hour fitness center. A couple of other hotels featuring complimentary airport shuttle service to consider are [Hyatt Regency O'Hare Chicago](https://www.expedia.ca/Chicago-Hotels-Hyatt-Regency-OHare-Chicago.h5403.Hotel-Information) and [Holiday Inn Chicago O'Hare – Rosemont by IHG](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information). ### How many hotels with a free airport shuttle are there in Chicago? > Among Expedia's 5368 accommodation options in Chicago, you'll find 56 hotels offering a free airport shuttle. ### What is there to see in Chicago? > After the airport shuttle drives you to your hotel and you settle in, take in the many things to see and do in Chicago. Michigan Avenue, Navy Pier, and Wrigley Field are some of the places you won't want to miss. Other noteworthy attractions include Naval Base Great Lakes, Soldier Field, and United Center. ### What is a free airport shuttle? > Depending on where you stay in Chicago, a free airport shuttle might be a two-way trip to and from the airport, at certain hours of the day, or it could be just a one-way trip to the airport. ### How often will the shuttle run? > It depends on the hotel you choose to stay in Chicago. Some hotels have shuttles that run at regular intervals day and night; others require advanced reservations for custom departures and pick-ups. 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[Mountain Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Mountain-Hotels.0-n6350699-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Ski Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Ski-Hotel.0-n6350699-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Waterpark-Hotels.0-n6350699-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Winery-Hotel.0-n6350699-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Madison-Wabash Station](https://www.expedia.ca/Madison-Wabash-Station-Apart-Hotels.d6210251-aaApartHotels.Travel-Guide-Accommodation) - [Hotels near Madison-Wabash Station](https://www.expedia.ca/Madison-Wabash-Station-Hotels.d6210251.Travel-Guide-Hotels) - [Inns in Madison-Wabash Station](https://www.expedia.ca/Madison-Wabash-Station-Inns.d6210251-aaInns.Travel-Guide-Accommodation) - [Hotels & Resorts for Couples in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Couples-Resorts-Hotels.0-n800025-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Romantic-Hotel.0-n800025-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Waterpark-Hotels.0-n800025-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Magnificent Mile](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels-Winery-Hotel.0-n800025-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Magnificent Mile Hotels](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park](https://www.expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Hotels near Monroe Station](https://www.expedia.ca/Monroe-Station-Hotels.d6189309.Travel-Guide-Hotels) - [Houseboats in Monroe Station](https://www.expedia.ca/Monroe-Station-Houseboats.d6210064-aaHouseboats.Travel-Guide-Accommodation) - [Hotels near Richard J. Daley Center](https://www.expedia.ca/Richard-J-Daley-Center-Hotels.0-l6175173-0.Travel-Guide-Filter-Hotels) - [River North Hotels](https://www.expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels near State Street](https://www.expedia.ca/State-Street-Hotels.0-l6175182-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Adults-Only-Resorts.0-n800024-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-All-Inclusive-Hotel.0-n800024-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Beach-Hotel.0-n800024-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Best-Western.0-n800024-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Boutique-Hotel.0-n800024-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Cheap-Hotels.0-n800024-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Club Quarters Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Club-Quarters.0-n800024-0--bClubQuarters.Travel-Guide-Filter-Hotels) - [Destination Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Destination-Hotels.0-n800024-0--bDestinationHotels.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Fairmont.0-n800024-0--bFairmont.Travel-Guide-Filter-Hotels) - [Family Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Family-Hotel.0-n800024-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Golf-Hotel.0-n800024-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hilton-Hotels.0-n800024-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Honeymoon-Hotels.0-n800024-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Pool.0-n800024-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Balconies.0-n800024-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Bar in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Bar.0-n800024-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n800024-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Free-Breakfast.0-n800024-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Free-Parking.0-n800024-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n800024-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n800024-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Kitchenettes.0-n800024-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Tennis-Courts.0-n800024-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Kimpton Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Kimpton-Hotels.0-n800024-0--bKimptonHotels.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-LGBT-Friendly-Hotel.0-n800024-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Lake Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Lake-Hotels.0-n800024-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Luxury-Hotel.0-n800024-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Marriott-Hotels-Resorts.0-n800024-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Oceanfront-Hotels.0-n800024-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Pet-Friendly-Hotel.0-n800024-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Romantic-Hotel.0-n800024-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Shopping-Hotel.0-n800024-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Ski-Hotel.0-n800024-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Spa-Hotel.0-n800024-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in The Loop](https://www.expedia.ca/The-Loop-Chicago-Hotels-Waterpark-Hotels.0-n800024-0-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [The Loop Hotels](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Theatre District](https://www.expedia.ca/Theatre-District-Chicago-Hotels-Cheap-Hotels.0-n651190586167894016-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Theatre District](https://www.expedia.ca/Theatre-District-Chicago-Hotels-Luxury-Hotel.0-n651190586167894016-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Theatre District Hotels](https://www.expedia.ca/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Cibc Theatre](https://www.expedia.ca/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Visit Downtown Chicago](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699) - [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Millennium Park](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) - [Richard J. Daley Center](https://www.expedia.ca/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [The Loop Vacations](https://www.expedia.ca/The-Loop.d800024.Destination-Travel-Guides) - [Alamo Rent A Car Rental Cars in The Loop](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-The-Loop.d800024-c6.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in The Loop](https://www.expedia.ca/Avis-Car-Rentals-In-The-Loop.d800024-c41.Car-Rental-Guide-Suppliers) - [Car rentals near Richard J. Daley Center](https://www.expedia.ca/Car-Rentals-In-Richard-J-Daley-Center.d6175173.Car-Rental-Guide) - [Car rentals near The Loop](https://www.expedia.ca/Car-Rentals-In-The-Loop.d800024.Car-Rental-Guide) - [Dollar Rent A Car Rental Cars in The Loop](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-The-Loop.d800024-c43.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in The Loop](https://www.expedia.ca/Enterprise-Car-Rentals-In-The-Loop.d800024-c15.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in The Loop](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-The-Loop.d800024-c19.Car-Rental-Guide-Suppliers) - [Oryx Rent A Car Rental Cars in The Loop](https://www.expedia.ca/ORYX-Rent-A-Car-Car-Rentals-In-The-Loop.d800024-c1059.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in The Loop](https://www.expedia.ca/Payless-Car-Rentals-In-The-Loop.d800024-c38.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in The Loop](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-The-Loop.d800024-c33.Car-Rental-Guide-Suppliers) - [Routes Rental Cars in The Loop](https://www.expedia.ca/Routes-Car-Rentals-In-The-Loop.d800024-c1101.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in The Loop](https://www.expedia.ca/Sixt-Car-Rentals-In-The-Loop.d800024-c35.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in The Loop](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-The-Loop.d800024-c45.Car-Rental-Guide-Suppliers) - [Book Hotels with Free Airport Shuttle in Chicago on Expedia.com](https://www.expedia.com/Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178248-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)