Title: TOP Lakeside Hotels in South Side, IL for 2026 | Expedia.co.uk [South Side Travel Guide](https://expedia.co.uk/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.co.uk/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Holiday Rentals in South Side](https://expedia.co.uk/South-Side-Holiday-Rentals.d553248635074842823.Travel-Guide-HolidayRentals)[Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d553248635074842823.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d553248635074842823.Holidays-City-Breaks) ![Chicago South Side](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 availability on South Side Lakeside Hotels Tonight [29 Mar - 30 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-03-29&endDate=2026-03-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [30 Mar - 31 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-03-30&endDate=2026-03-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635074842823&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels on the lake ![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-5a95ad03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-7ee1aa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-bd552f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1433h1080x93y0-253226e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Lake and Museum • Modern • Game Area [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information) South Shore £448 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/444bc42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/a68260d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; Latin American cuisine ](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/cadeb422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sable at Navy Pier Chicago, Curio Collection by Hilton [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (2,425 reviews) "Great spot and view, would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly £169 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Room service – dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.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/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/eea57c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,761 reviews) "Staff was friendly, explained the hotel and amenities well. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £150 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![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) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/840ce013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/w3837h2558x0y0-7e198c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/15100/15092/8bb6d772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Drake [](https://www.expedia.co.uk/Chicago-Hotels-The-Drake.h15092.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,417 reviews) "Excellent stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick £134 includes taxes & fees 19 Apr - 20 Apr [](https://www.expedia.co.uk/Chicago-Hotels-The-Drake.h15092.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pet-friendly](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c2c59838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1,002 reviews) "Great place to stay . The staff was friendly and helpful !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise £363 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/addb149b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee service](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/db656e0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/089fa31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 restaurants, lunch served](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/19b8928a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ameristar Casino Hotel East Chicago [](https://www.expedia.co.uk/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) East Chicago 8.6/10 Excellent (1,007 reviews) "The room was super clean and quiet, very friendly and helpful hotel staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack £115 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/074854f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/d6df8cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/b2e3ba0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/46000000/45890000/45886100/45886096/a1935af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy, Comfortable and Convenient apartment. Close to everything! [](https://www.expedia.co.uk/Chicago-Hotels-Cozy.h45886096.Hotel-Information) Oak Park 9.8/10 Exceptional (73 reviews) "Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan G. £223 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Cozy.h45886096.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/49500/49450/e145ebfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/50000/49500/49450/c8016944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/50000/49500/49450/21d93592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/49500/49450/63a05ae4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Lodge Oak Brook Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Lodge.h49450.Hotel-Information) Oak Brook 8.8/10 Excellent (1,005 reviews) "Great staff and rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melin £125 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Lodge.h49450.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/0d84e6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/88d17225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/6889c30d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/07e06908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake [](https://www.expedia.co.uk/Chicago-Hotels-Regal-Stylish-Loft-Rooftop13-Mins-DT-4-Mins-Lake.h101800825.Hotel-Information) Uptown 9.0/10 Wonderful (20 reviews) "Convenient check in and good amenities made this a pleasant place to stay near our relative in Chicago. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura O. £210 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Regal-Stylish-Loft-Rooftop13-Mins-DT-4-Mins-Lake.h101800825.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/3ab1d1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/101c6746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/91c8477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/bfb6cea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artistic Loft Rooftop | 13 mins DT | 4 mins Lake [](https://www.expedia.co.uk/Chicago-Hotels-Artistic-Loft-Rooftop-13-Mins-DT-4-Mins-Lake.h101619097.Hotel-Information) Uptown 10/10 Exceptional (51 reviews) "Unit was very comfortable, pretty much had everything I needed to have a successful stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dale R. £203 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Chicago-Hotels-Artistic-Loft-Rooftop-13-Mins-DT-4-Mins-Lake.h101619097.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=2026-04-13&endDate=2026-04-14®ionId=553248635074842823&adults=2&location_highlights_explore=on_lake&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Hyatt Place Chicago-South/University Medical Center](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a_y.jpg) ### Hyatt Place Chicago-South/University Medical Center 8/10 Good "Breakfast was wonderful!" [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information) ![Chinatown Hotel Chicago](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118357/099e5443_y.jpg) ### Chinatown Hotel Chicago 2/10 Terrible "This was hands down the worst hotel I've ever seen. Mattress was covered in piss stains, there was puke on the computer desk, the blinds were broken, dresser was missing drawers, the bad frame was straight up made of 2x4's, and the dude at the front desk was on a personal call the entire time he was checking me in. They also offer you a free can of Coke if you give them a 10/10 review. So desperate. I'm trying to get a refund right now because we refused to stay there under such conditions. STAY AWAY FROM THIS PLACE. " [](https://expedia.co.uk/Chicago-Hotels-Chinatown-Hotel-Chicago.h1118357.Hotel-Information) ![Chicago Lake Shore Hotel](https://images.trvl-media.com/lodging/1000000/10000/7400/7341/5dc5b9fc_y.jpg) ### Chicago Lake Shore Hotel 8/10 Good "The room was really spotless. Really comfortable bed and the pillows are nice as well. Comes with microwave and fridge as well. However the shower head pressure was significantly weak. And the plugs for both nightstands didn't work. It would have been nice if there were a complimentary breakfast as well.But overall the room was really good. 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