Title: Top Residences in Southwest Side in 2026 | 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) ![Chicago, IL which includes landscape views and an airport](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by by Midway Intl Airport ![](https://images.trvl-media.com/place/5719117/853282cb-4f6d-493a-819e-c77bd49895a5.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 prices for these dates In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Southwest Side ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/d5acb403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/450ed27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/5bc8bb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3835h2161x6y0-831944db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago – Midway Airport S by IHG [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) West Lawn 8.4/10 Very good (1,001 reviews) "Staff very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kali £81 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information) ![Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/efb1181a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/073ee6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/acd4cf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/26ad2ef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlton Inn Midway [](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) Archer Heights 6.4/10 (1,001 reviews) "It is a good place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Adrian £76 includes taxes & fees 13 Feb - 14 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information) ![Smart TV, video games](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1350h899x0y1-166f73c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1350h899x0y1-09740a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1350h899x0y1-43718ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1278h1921x2y2-bce03282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6 [](https://www.expedia.co.uk/Chicago-Hotels-Sunflower-Apt-10-Min-From-Downtown-Chicago-Sleeps-Up-To-6.h91086437.Hotel-Information) Brighton Park 8.6/10 Excellent (21 reviews) "Clean and nice. My son loved the arcade game. Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole S. £147 includes taxes & fees 18 Feb - 19 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Sunflower-Apt-10-Min-From-Downtown-Chicago-Sleeps-Up-To-6.h91086437.Hotel-Information) ![Games room](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/w1350h899x0y1-b9b7a110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/w1349h899x1y1-922f1c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/3bda02c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/97000000/96480000/96479300/96479287/w1350h899x0y1-24e41c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade [](https://www.expedia.co.uk/Chicago-Hotels-W-Pershing-Large-Chicago-Apt-3-Bed-12-Min-Downtown-Arcade.h96479287.Hotel-Information) Brighton Park 9.4/10 Exceptional (9 reviews) "Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica H. £197 includes taxes & fees 17 Feb - 18 Feb [](https://www.expedia.co.uk/Chicago-Hotels-W-Pershing-Large-Chicago-Apt-3-Bed-12-Min-Downtown-Arcade.h96479287.Hotel-Information) ![Free WiFi](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/a2a4ef31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/38fe6f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/953521af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini fridge](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/b118c2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skylark Motel [](https://www.expedia.co.uk/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) Garfield Ridge 4.6/10 (119 reviews) "Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen £74 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7:00 AM to 10:00 PM, pool loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/2ad62276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,065 reviews) "Great location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pablo £78 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/af0ef9e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/dc5ac11c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/ded8e5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric The Loop Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (2,377 reviews) "Super comfy beds, helpful staff, free coffee and snacks and an amazing location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie £102 includes taxes & fees 27 Feb - 28 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/9d783fbd.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) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/832f7b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/1c7b677d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House a Hilton Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2,291 reviews) "Excellent stay, we loved it " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melani £134 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Property amenity](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/1000000/10000/1400/1346/77822130.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) ![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) ### The Wade [](https://www.expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very good (1,667 reviews) "Lovely room, beautiful hotel, wonderful staff, ideal location to navy pier & Michigan Ave. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Norah £77 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/5bec7925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/d37889fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/e7ca688f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/3000000/2680000/2675400/2675313/dfb99e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Hotel [](https://www.expedia.co.uk/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) Downtown Chicago 8.8/10 Excellent (4,999 reviews) "Great stay, good location, accommodating staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian £75 includes taxes & fees 8 Mar - 9 Mar [](https://www.expedia.co.uk/Chicago-Hotels-River-Hotel.h2675313.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/b131add8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,305 reviews) "Great staff, room spotless, great price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £79 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.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) ![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) ![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) ![Lake view](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/5d460cc6.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 (2,365 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake £130 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Sable-At-Navy-Pier-Chicago.h57651125.Hotel-Information) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/3cb3732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/bebf91fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/32068350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/aa950453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Swissotel - Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,186 reviews) "Place is always top notch..stay here anytime we stay in Chicago." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon £131 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Swissotel-Chicago.h17288.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/f13a5c54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/de4336b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/6e228b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/36000000/35140000/35130400/35130365/87314c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Méridien Essex Chicago [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Essex-Chicago.h35130365.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,000 reviews) "Great place to stay..awesome staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Veronica £80 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Chicago-Hotels-Hotel-Essex-Chicago.h35130365.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/b9c16475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f4944277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/d35b9e24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/17900/17809/f0cafd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chicago Hotel Collection Ambassador Gold Coast [](https://www.expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) Downtown Chicago 8.2/10 Very good (1,283 reviews) "Great hotel with great location. Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila £91 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-The-Chicago-Hotel-Collection-Ambassador-Gold-Coast.h17809.Hotel-Information) ![Shared kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/1da577c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/91aea402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/12aa85c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/114000000/113780000/113779900/113779814/68145d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FOUND Hotel Chicago River North [](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) Downtown Chicago 8.4/10 Very good (450 reviews) "Amazing staff and very clean, modern rooms!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) genevieve £49 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-FOUND-Hotel-Chicago.h113779814.Hotel-Information) ![Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7c24871d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/5dd90c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/120d903c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Chicago Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,735 reviews) "Great location and perfect for quick trips!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andres £87 includes taxes & fees 16 Feb - 17 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, pay films](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/58afb443.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/1000000/20000/18600/18514/833194a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,790 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer £77 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/dec7b24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) Downtown Chicago 8.6/10 Excellent (4,358 reviews) "Great staff, great room, and close to everything " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George £73 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.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=2026-02-26&endDate=2026-02-27®ionId=553248635976475403&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_553248635976475403) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=APARTMENT) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=COTTAGE) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Southwest+Side%2C+Illinois%2C+United+States+of+America®ionId=553248635976475403&latLong=41.792141%2C-87.701844&adults=2&startDate=2026-05-13&d1=2026-05-13&endDate=2026-05-16&d2=2026-05-16&lodging=RESIDENCE) ![](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-Residences.d553248635976475403-aaResidences.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthwest-Side-Residences.d553248635976475403-aaResidences.Travel-Guide-Accommodation) ## Top Southwest Side Hotel Reviews ![LondonHouse Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/13000000/12790000/12786700/12786616/74c2f40d_y.jpg) ### LondonHouse Chicago, Curio Collection by Hilton 10/10 Excellent "I loved my stay at LondonHouse. I’ll definitely be staying at Curio Collection from now on." [](https://expedia.co.uk/Chicago-Hotels-LondonHouse-Chicago.h12786616.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "Everything was awesome at this hotel. From the attention and care of the desk staff to the fabulousness of the room and valet. Really great. Happy to stay there again. " [](https://expedia.co.uk/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Staff was great, room service was quick and affordable. Room was spotless. " [](https://expedia.co.uk/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Excellent!!" [](https://expedia.co.uk/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Customer service . Front desk ." [](https://expedia.co.uk/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3837h2157x3y3-c3ed4c01_y.jpg) ### Hyatt Regency Chicago 10/10 Excellent "Very clean room has everything you need. Hotel is walking distance from all the main attractions. " [](https://expedia.co.uk/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.Hotel-Information) ![Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical](https://images.trvl-media.com/lodging/1000000/30000/26000/25929/4e2c019f_y.jpg) ### Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical 10/10 Excellent "Great location" [](https://expedia.co.uk/Chicago-Hotels-Sonesta-ES-Suites-Chicago-Downtown.h25929.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "Nice clean good staff" [](https://expedia.co.uk/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Love the room! Very ritzy!!" [](https://expedia.co.uk/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ## Find out more about Southwest Side ## Southwest Side Residences information | Number of reviews | 37,012 | | ----------------- | ------------ | | Accommodation | 1 Residences | | Lowest Price | £49 | | Highest Price | £197 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - More ways to book - [4 Star Hotels in McKinley Park ](https://www.expedia.co.uk/4Star-McKinley-Park-Chicago-Hotels.s40-n6132389-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in New City ](https://www.expedia.co.uk/5Star-New-City-Chicago-Hotels.s50-n6132388-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Armour Square ](https://www.expedia.co.uk/Armour-Square-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132365-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bridgeport Hotels ](https://www.expedia.co.uk/Bridgeport-Chicago-Hotels.0-n6132075-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Brighton Park ](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132396-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - 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