Title: All Hotels by Hilton Hotels in Southwest Side - 2025 Updated Prices | Expedia.co.uk [Southwest Side Travel Guide](https://expedia.co.uk/Southwest-Side.dx553248635976475403)[Hotels in Southwest Side](https://expedia.co.uk/Southwest-Side-Hotels.d553248635976475403.Travel-Guide-Hotels)[Holiday Rentals in Southwest Side](https://expedia.co.uk/Southwest-Side-Holiday-Rentals.d553248635976475403.Travel-Guide-HolidayRentals)[Flights to Southwest Side](https://expedia.co.uk/Cheap-Flights-To-Southwest-Side.d553248635976475403.Travel-Guide-Flights)[Southwest Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Southwest-Side.d553248635976475403.Car-Hire-Guide)[Southwest Side Holidays](https://expedia.co.uk/Southwest-Side.d553248635976475403.Holidays-City-Breaks) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels by Hilton Hotels in Southwest Side from £105 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [11 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [12 Oct - 13 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Southwest Side Hilton Hotels Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down duvets, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/6402f922.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/3fb360e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago O'Hare Airport O'Hare 8.2/10 Very good (2133) "Location is very convenient for travellers " £158 includes taxes & fees 1 Nov - 2 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/07c9ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/172457c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/d24507d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites Downtown Chicago 8.8/10 Excellent (3074) "Our stay was great" £126 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/b5bf3aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/f2c5642d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago Downtown Chicago 8.4/10 Very good (2255) "We loved this hotel it was beautiful and convenient . " £184 includes taxes & fees 23 Oct - 24 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/01c93cca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/aaad0ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/8318473d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel Downtown Chicago 8.4/10 Very good (2006) "Great place to stay." £176 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/17700/17618/6279b55c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/17700/17618/0e1ccba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17700/17618/dc51d9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17700/17618/c94392a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Oak Lawn Oak Lawn 8.2/10 Very good (1063) "It’s a good place to stay" £106 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoOak-Lawn.h17618.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/fbf21c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/9640f98d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/57f153c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 King Bed | Living area | 50-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/19800/19722/e5a161cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Orrington / Evanston Downtown Evanston 7.6/10 Good (1003) "Good stay" £123 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Orrington-Evanston.h19722.Hotel-Information) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/7700/7642/b78fb82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool, pool umbrellas, pool 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 (1010) "Very nice place quiet safe, clean great beds" £105 includes taxes & fees 30 Oct - 31 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoOak-Brook-Hills-Resort-Conference-Center.h7642.Hotel-Information) ![Room, Multiple Beds (The Drake Residence) | Living area | 48-inch flat-screen TV with cable channels, TV, pay films](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/w3840h2550x0y3-037e0eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/bdaa578c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/7715e6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/e945085d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Drake Downtown Chicago 8.8/10 Excellent (1309) "Great historic hotel " £169 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Chicago-Hotels-The-Drake.h15092.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/de04732e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/57f397df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/d6539fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, down duvets, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/11900/11851/239aa2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Rosemont Chicago O'Hare O'Hare 8.6/10 Excellent (1004) "Very nice and beautiful place to stay..." £127 includes taxes & fees 26 Oct - 27 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Rosemont-Chicago-OHare.h11851.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/19500/19455/294794bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/20000/19500/19455/dcf292df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/19500/19455/6d9c8f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/20000/19500/19455/b57c3572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Oak Brook Suites Villa Park 8.0/10 Very good (1014) "EVERYTHING AROUND THE AREA WAS GREAT." £109 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoOak-Brook-Suites.h19455.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.co.uk/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27®ionId=553248635976475403&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Side-Hotels-Hilton-Hotels.0-0-d553248635976475403--bHiltonHotels.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Side-Hotels-Hilton-Hotels.0-0-d553248635976475403--bHiltonHotels.Travel-Guide-Filter-Hotels) ## Top Southwest Side Hotel Reviews ![citizenM Chicago Downtown](//images.trvl-media.com/lodging/83000000/82660000/82652400/82652306/55b627dd_y.jpg) ### citizenM Chicago Downtown 10/10 Excellent "Friendly staff , very helpful, clean environment, beautiful aesthetic." [](https://expedia.co.uk/Chicago-Hotels-CitizenM-Chicago-Downtown.h82652306.Hotel-Information) ![The Chicago Hotel Collection - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21700/21619/ca00b143_y.jpg) ### The Chicago Hotel Collection - Magnificent Mile 10/10 Excellent "Everybody loves Raymond and I sure did..he worked front desk and made everything so simple and made us feel very welcomed ❤️ would def stay here again with such wonder customer service " [](https://expedia.co.uk/Chicago-Hotels-Hotel-Audrey.h21619.Hotel-Information) ![Holiday Inn Chicago Dwtn - The Mart by IHG](//images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344_y.jpg) ### Holiday Inn Chicago Dwtn - The Mart by IHG 10/10 Excellent "Great hotel - great location. It's a bummer that the view from the restaurant/bar isn't as cool as it used to be, because of the new buildings in front of it, but it's still pretty - and the drinks and food are very good. Room was very nice and clean. " [](https://expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](//images.trvl-media.com/lodging/1000000/30000/21200/21152/b1113923_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Everything was great!!!" [](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Congress Plaza Hotel](//images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Great stay" [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![InterContinental Chicago Magnificent Mile by IHG](//images.trvl-media.com/lodging/1000000/30000/20300/20205/35cb1bb8_y.jpg) ### InterContinental Chicago Magnificent Mile by IHG 10/10 Excellent "-" [](https://expedia.co.uk/Chicago-Hotels-InterContinental-Chicago-Magnificent-Mile.h20205.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](//images.trvl-media.com/lodging/1000000/430000/424200/424187/d51caee8_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 10/10 Excellent "good location. short walk away to many attractions" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![The Wade](//images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Right across the street from the navy pier! Everything about the hotel is amazing as far as the lobby, weight room, pool, and room. The only thing that wasn’t good was the beds themselves. The weren’t comfortable. Other than that great place to stay." [](https://expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![The Allegro Royal Sonesta Hotel Chicago Loop](//images.trvl-media.com/lodging/1000000/40000/34500/34496/69c2e798_y.jpg) ### The Allegro Royal Sonesta Hotel Chicago Loop 10/10 Excellent "Very friendly staff. Great at deco decor. 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[Destination Hotels in Kenwood](https://www.expedia.co.uk/Kenwood-Chicago-Hotels-Destination-Hotels.0-n6132343-0--bDestinationHotels.Travel-Guide-Filter-Hotels) - [Little Village Hotels](https://www.expedia.co.uk/Little-Village-Chicago-Hotels.0-n6132436-0.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Logan Square](https://www.expedia.co.uk/Logan-Square-Chicago-Hotels-Wyndham-Hotels.0-n6132429-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Lower West Side Hotels](https://www.expedia.co.uk/Lower-West-Side-Chicago-Hotels.0-n6132386-0.Travel-Guide-Filter-Hotels) - [Mckinley Park Hotels](https://www.expedia.co.uk/McKinley-Park-Chicago-Hotels.0-n6132389-0.Travel-Guide-Filter-Hotels) - [Hotels near Midway Intl.](https://www.expedia.co.uk/Midway-Intl-Airport-Hotels.0-aMDW-0.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Near West Side](https://www.expedia.co.uk/Near-West-Side-Chicago-Hotels-Red-Roof-Inn.0-n6132434-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Pullman](https://www.expedia.co.uk/Pullman-Chicago-Hotels-Fairmont.0-n6132172-0--bFairmont.Travel-Guide-Filter-Hotels) - [Four Seasons Hotels in Rush Street](https://www.expedia.co.uk/Rush-Street-Hotels-Four-Seasons.0-0-d6175183--bFourSeasons.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Rush Street](https://www.expedia.co.uk/Rush-Street-Hotels-La-Quinta-Inn-Suites.0-0-d6175183--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Sleepy Hollow Hotels](https://www.expedia.co.uk/Sleepy-Hollow-Chicago-Hotels.0-n6132427-0.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Stickney](https://www.expedia.co.uk/Stickney-Hotels-Marriott-Hotels-Resorts.0-0-d6132201--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in The Loop](https://www.expedia.co.uk/The-Loop-Chicago-Hotels-Fairmont.0-n800024-0--bFairmont.Travel-Guide-Filter-Hotels) - [Washington Park Hotels](https://www.expedia.co.uk/Washington-Park-Chicago-Hotels.0-n171466-0.Travel-Guide-Filter-Hotels) - [West Englewood Hotels](https://www.expedia.co.uk/West-Englewood-Chicago-Hotels.0-n6132412-0.Travel-Guide-Filter-Hotels) - [Flights to Chicago](https://www.expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights) - [Delta Atlanta (ATL) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/delta-from-hartsfield-jackson-atlanta-intl-to-midway-intl/dl/atl/mdw) - [Delta Lagos (LOS) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/delta-from-murtala-muhammed-intl-to-midway-intl/dl/los/mdw) - [Klm London (LHR) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/klm-from-heathrow-to-midway-intl/kl/lhr/mdw) - [Porter Airlines Toronto (YTZ) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/porter-airlines-from-billy-bishop-toronto-city-to-midway-intl/pd/ytz/mdw) - [United Houston (IAH) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/united-from-george-bush-intercontinental-to-midway-intl/ua/iah/mdw) - [Virgin Atlantic London (LHR) to Chicago (MDW) flights](https://www.expedia.co.uk/lp/flight-routes/virgin-atlantic-from-heathrow-to-midway-intl/vs/lhr/mdw) - 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Peter and Paul Church](https://www.expedia.co.uk/SS-Peter-And-Paul-Church-McKinley-Park.d6247219.Attraction) - [Rental cars Midway Intl. airport](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Midway-Intl.d5719117.Car-Hire-Guide) - [Book Hilton Hotels in Southwest Side on Expedia.com](https://www.expedia.com/Southwest-Side-Hotels-Hilton-Hotels.0-0-d553248635976475403--bHiltonHotels.Travel-Guide-Filter-Hotels)