Title: Book the Best Hotels with TENNIS COURTS in Downtown Chicago in 2026 | Expedia.ca [Downtown Chicago Travel Guide](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)[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)[Downtown Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide)[Downtown Chicago Vacations](https://expedia.ca/Downtown-Chicago.d6350699.Destination-Travel-Guides) ![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Downtown Chicago, IL from CA $175 - ![](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 Downtown Chicago Hotels with Tennis Courts Tonight [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 2 - Jan 3](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-01-02&endDate=2026-01-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Downtown Chicago hotels with onsite tennis court ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/bf44c148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/36be89d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/33a780be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/37fb4ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Oak Brook Hills Resort & Conference Center [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information) Oak Brook 8.8/10 Excellent (1003) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana CA $137 CA $175 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/30af6beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/d3aa0906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/eeead04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/afed07db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel at Midtown [](https://www.expedia.ca/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information) Bucktown 9.0/10 Wonderful (835) "Clean room. Great gym and convenient parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel [](https://www.expedia.ca/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e79449bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/5ccfbbbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/f18fcae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/dfa31946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront. [](https://www.expedia.ca/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information) Robertsdale 9.8/10 Exceptional (17) "Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen D. CA $171 CA $246 total includes taxes & fees Jan 5 - Jan 6 [](https://www.expedia.ca/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/110000/105100/105082/b3562df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/110000/105100/105082/302b89f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/110000/105100/105082/53aeacb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/110000/105100/105082/5dfa2ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Chicago O'Hare [](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-By-Marriott-OHare.h105082.Hotel-Information) Rosemont 8.6/10 Excellent (1000) "Great place to stay if you are going to an event at the convention center!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marie CA $155 CA $176 total includes taxes & fees Jan 8 - Jan 9 [](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-By-Marriott-OHare.h105082.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=2026-01-15&endDate=2026-01-16®ionId=6350699&adults=2&property_amenities_group_explore=tennis_on_site&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Downtown Chicago | Less expensive | More expensive | This month | Next month | | -------------- | -------------- | ---------- | ---------- | | January | October | CA $158 | CA $183 | | Month | Price | | --------- | ------- | | January | CA $158 | | February | CA $183 | | March | CA $235 | | April | CA $288 | | May | CA $432 | | June | CA $469 | | July | CA $408 | | August | CA $392 | | September | CA $440 | | October | CA $502 | | November | CA $374 | | December | CA $349 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Downtown Chicago Hotel Reviews ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg) ### Swissotel - Chicago 10/10 Excellent "It was outstanding!!" [](https://expedia.ca/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ## Frequently asked questions ### How can I find cheap hotels with tennis courts in Downtown Chicago? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Aon Center ](https://www.expedia.ca/Aon-Center-Hotels.0-l6064015-0.Travel-Guide-Filter-Hotels) - [Hotels near Art Institute of Chicago ](https://www.expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near Carbide and Carbon Building ](https://www.expedia.ca/Carbide-And-Carbon-Building-Hotels.0-l553248621555594910-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Central Chicago ](https://www.expedia.ca/Central-Chicago-Apart-Hotels.d553248635976475413-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Central Chicago ](https://www.expedia.ca/Central-Chicago-Bed-And-Breakfast.d553248635976475413-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Central Chicago ](https://www.expedia.ca/Central-Chicago-Guest-Houses.d553248635976475413-aaGuestHouses.Travel-Guide-Accommodation) - 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