Title: Book the Best Hotels with TENNIS COURTS in Downtown Chicago in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191755-Chicago.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Downtown Chicago, IL from CA $197 ![](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 [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6350699&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Chicago Hotels with Tennis Courts ![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) ![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) ![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) ### Hilton Chicago/Oak Brook Hills Resort & Conference Center Oak Brook 8.6/10 Excellent (1018) "Great place great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allyson CA $157 CA $197 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/110000/105100/105082/dc19bbf6.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) ### Residence Inn Chicago O'Hare O'Hare 8.6/10 Excellent (1001) "I like the way it seems like an apartment of your own when you are staying there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy CA $178 CA $203 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Chicago-Hotels-Residence-Inn-By-Marriott-OHare.h105082.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) ![Interior](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/dfa31946.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/da25d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-BR home on a cobblestone street near the Lake Michigan lakefront. Whiting 10/10 Exceptional (11) "Very clean in a safe neighborhood. I would stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles W. CA $201 CA $280 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.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) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/0126d3b4.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) ### The Hotel at Midtown Bucktown 9.0/10 Wonderful (816) "Would love to stay here again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daeron CA $365 CA $502 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/0fc0ab99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/887012d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/87e74420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109670000/109663100/109663067/aba1171e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oak Park Loft, Including Garage Oak Park 10/10 Exceptional (9) "Very clean, sunny, and comfortable. Nice location for walking to downtown. Nice host and hostess." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arthur W. CA $172 CA $388 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Chicago-Hotels-The-Oak-Park-Loft.h109663067.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=2025-11-01&endDate=2025-11-02®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 | Next month | | --- | --- | --- | | January | June | CA $243 | | Month | Price | | --- | --- | | January | CA $175 | | February | CA $187 | | March | CA $256 | | April | CA $321 | | May | CA $468 | | June | CA $508 | | July | CA $434 | | August | CA $434 | | September | CA $475 | | October | CA $325 | | November | CA $243 | | December | CA $197 | 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 ## Frequently asked questions ### How can I find cheap hotels with tennis courts in Downtown Chicago? > With Expedia's handy filter tool, finding cheap hotels with tennis courts in Downtown Chicago is easy. To discover properties that'll make your wallet smile, fine-tune your search results by amenities, star rating and budget. 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