Title: All Hotels by Destination Hotels in Southwest Side - 2026 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) ![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) ## Check prices for these dates Tonight [10 Feb - 11 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-02-10&endDate=2026-02-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Feb - 12 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-02-11&endDate=2026-02-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976475403&startDate=2026-02-20&endDate=2026-02-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Side Destination Hotels ![2 restaurants, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/d313af43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/dbf53886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/4c4241f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/2000000/1120000/1118400/1118328/56ac30bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chicago Athletic Association, a Hyatt Hotel [](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Athletic-Association.h1118328.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,000 reviews) "Simply, amazing stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric £163 includes taxes & fees 15 Feb - 16 Feb [](https://www.expedia.co.uk/Chicago-Hotels-Chicago-Athletic-Association.h1118328.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=2026-02-25&endDate=2026-02-26®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-Destination-Hotels.0-0-d553248635976475403--bDestinationHotels.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-Destination-Hotels.0-0-d553248635976475403--bDestinationHotels.Travel-Guide-Filter-Hotels) ## Top Southwest Side Hotel Reviews ![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) ![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) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant staff and front desk guys were amazing!" [](https://expedia.co.uk/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Positives- As my friend said as we went to breakfast “the people here are so nice and look happy to work here!” I agree! Eloisa (I hope that is correct-our bartender ) made happy hour on Friday night even happier! She was friendly and knowledgeable, suggesting drinks we hadn’t had before just by asking what we usually order. While the floor plan is an open Hallway the rooms kept out sound very well! Only sounds to bother sleep were sirens at night. But that would be at any city hotel so I can’t hold the hotel accountable for that. Fantastic location! Breakfast and Happy hour were too notch! Only negatives (not deal breakers)- The room was great but the bathroom door and fan were aged. The fan was loud. So much I closed the door when sleeping. I had to be sure to push the door closed for it to latch so I could lock the door. But these are common hotel things. " [](https://expedia.co.uk/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ## 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) - [Benchmark Hotels in Austin ](https://www.expedia.co.uk/Austin-Chicago-Hotels-Benchmark.0-n6132238-0--bBenchmark.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) - [Hard Rock Hotels in Brighton Park ](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels-Hard-Rock-Hotels.0-n6132396-0--bHardRockHotels.Travel-Guide-Filter-Hotels) - [Brighton Park Hotels ](https://www.expedia.co.uk/Brighton-Park-Chicago-Hotels.0-n6132396-0.Travel-Guide-Filter-Hotels) - [Sage Hospitality Hotels in Brookfield ](https://www.expedia.co.uk/Brookfield-Hotels-Sage-Hospitality.0-0-d7080--bSageHospitality.Travel-Guide-Filter-Hotels) - [Canaryville Hotels ](https://www.expedia.co.uk/Canaryville-Chicago-Hotels.0-n6132307-0.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Central Chicago ](https://www.expedia.co.uk/Central-Chicago-Hotels-Marriott-Hotels-Resorts.0-0-d553248635976475413--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Affinia Hotels in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Affinia.0-0-d178248--bAffinia.Travel-Guide-Filter-Hotels) - [Hard Rock Hotels in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Hard-Rock-Hotels.0-0-d178248--bHardRockHotels.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Hilton-Hotels.0-0-d178248--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Hoteles Center in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Hoteles-Center.0-0-d178248--bHotelesCenter.Travel-Guide-Filter-Hotels) - [Independent Hotels in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Independent.0-0-d178248--bIndependent.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Marriott-Hotels-Resorts.0-0-d178248--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Onefinestay Hotels in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Onefinestay.0-0-d178248--bonefinestay.Travel-Guide-Filter-Hotels) - [Relais & Chateaux Hotels in Chicago ](https://www.expedia.co.uk/Chicago-Hotels-Relais-Chateaux.0-0-d178248--bRelaisChateaux.Travel-Guide-Filter-Hotels) - [Chicago Hotels ](https://www.expedia.co.uk/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Gay-Friendly Hotels in Chicago Lawn ](https://www.expedia.co.uk/Chicago-Lawn-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132188-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Sonesta Hotel in Chicago Ridge ](https://www.expedia.co.uk/Chicago-Ridge-Hotels-Sonesta-Hotel.0-0-d89160--bSonestaHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Downtown Chicago ](https://www.expedia.co.uk/Downtown-Chicago-Chicago-Hotels-Hilton-Hotels.0-n6350699-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Englewood Hotels ](https://www.expedia.co.uk/Englewood-Chicago-Hotels.0-n101911-0.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-Fairmont.0-n6132371-0--bFairmont.Travel-Guide-Filter-Hotels) - [Hyatt Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-Hyatt-Hotels.0-n6132371-0--bHyattHotels.Travel-Guide-Filter-Hotels) - [La Quinta Inn & Suites Hotels in Essex ](https://www.expedia.co.uk/Essex-Chicago-Hotels-La-Quinta-Inn-Suites.0-n6132371-0--bLaQuintaInnSuites.Travel-Guide-Filter-Hotels) - [Fuller Park Hotels ](https://www.expedia.co.uk/Fuller-Park-Chicago-Hotels.0-n6132374-0.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Gage Park ](https://www.expedia.co.uk/Gage-Park-Chicago-Hotels-Gay-Friendly-Hotel.0-n6132375-0-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Gage Park Hotels ](https://www.expedia.co.uk/Gage-Park-Chicago-Hotels.0-n6132375-0.Travel-Guide-Filter-Hotels) - [Garfield Ridge Hotels ](https://www.expedia.co.uk/Garfield-Ridge-Chicago-Hotels.0-n6132357-0.Travel-Guide-Filter-Hotels) - [Swissotel Hotels in Gold Coast ](https://www.expedia.co.uk/Gold-Coast-Chicago-Hotels-Swissotel.0-n6130105-0--bSwissotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Grand Boulevard ](https://www.expedia.co.uk/Grand-Boulevard-Chicago-Hotels-Business-Hotel.0-n6132310-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Hilton-Hotels.0-n117842-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Moxy Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-MOXY.0-n117842-0--bMOXY.Travel-Guide-Filter-Hotels) - [Red Roof Inn Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-Red-Roof-Inn.0-n117842-0--bRedRoofInn.Travel-Guide-Filter-Hotels) - [The Peninsula Group Hotels in Hyde Park ](https://www.expedia.co.uk/Hyde-Park-Chicago-Hotels-The-Peninsula-Group.0-n117842-0--bThePeninsulaGroup.Travel-Guide-Filter-Hotels) - [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) - [Flights from Albuquerque (ABQ) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/abq/mdw/albuquerque-to-chicago) - [Flights from Abu Dhabi (AUH) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/auh/mdw/abu-dhabi-to-chicago) - [Flights from Hartford (BDL) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/bdl/mdw/hartford-to-chicago) - [Flights from Bristol (BRS) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/brs/mdw/bristol-to-chicago) - [Flights from Burbank (BUR) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/bur/mdw/burbank-to-chicago) - [Flights from Baltimore (BWI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/bwi/mdw/baltimore-to-chicago) - [Flights from Concord (CCR) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/ccr/mdw/concord-to-chicago) - [Flights from Charleston (CHS) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/chs/mdw/charleston-to-chicago) - [Flights from Champaign (CMI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/cmi/mdw/champaign-to-chicago) - [Flights from Wenatchee (EAT) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/eat/mdw/wenatchee-to-chicago) - [Flights from Edinburgh (EDI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/edi/mdw/edinburgh-to-chicago) - [Flights from Kalispell (FCA) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/fca/mdw/kalispell-to-chicago) - [Flights from Galesburg (GBG) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/gbg/mdw/galesburg-to-chicago) - [Flights from Glasgow (GLA) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/gla/mdw/glasgow-to-chicago) - [Flights from Geneva (GVA) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/gva/mdw/geneva-to-chicago) - [Flights from Hull (HUY) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/huy/mdw/hull-to-chicago) - [Flights from Washington (IAD) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/iad/mdw/washington-to-chicago) - [Flights from Indianapolis (IND) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/ind/mdw/indianapolis-to-chicago) - [Flights from Iowa City (IOW) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/iow/mdw/iowa-city-to-chicago) - [Flights from New York (JFK) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/jfk/mdw/new-york-to-chicago) - [Flights from Kigali (KGL) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/kgl/mdw/kigali-to-chicago) - [Flights from London (LGW) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/lgw/mdw/london-to-chicago) - [Flights from London (LHR) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/lhr/mdw/london-to-chicago) - [Flights from Manchester (MAN) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/man/mdw/manchester-to-chicago) - [Flights from Kansas City (MCI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/mci/mdw/kansas-city-to-chicago) - [Flights from Durham (MME) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/mme/mdw/durham-to-chicago) - [Flights from Norwich (NWI) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/nwi/mdw/norwich-to-chicago) - [Flights from Portland (PDX) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/pdx/mdw/portland-to-chicago) - [Flights from Phoenix (PHX) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/phx/mdw/phoenix-to-chicago) - [Flights from St. Cloud (STC) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/stc/mdw/st-cloud-to-chicago) - [Flights from Fayetteville (XNA) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/xna/mdw/fayetteville-to-chicago) - [Flights from Windsor (YQG) to Chicago (MDW) ](https://www.expedia.co.uk/lp/flights/yqg/mdw/windsor-to-chicago) - [Visit Brighton Park ](https://www.expedia.co.uk/Chicago-Brighton-Park.dx6132396) - [Visit Chicago Lawn ](https://www.expedia.co.uk/Chicago-Chicago-Lawn.dx6132188) - [Visit Gage Park ](https://www.expedia.co.uk/Chicago-Gage-Park.dx6132375) - [Visit Grand Boulevard ](https://www.expedia.co.uk/Chicago-Grand-Boulevard.dx6132310) - [Visit Little Village ](https://www.expedia.co.uk/Chicago-Little-Village.dx6132436) - [Visit West Elsdon ](https://www.expedia.co.uk/Chicago-West-Elsdon.dx6132410) - [Chicago Holidays ](https://www.expedia.co.uk/Chicago.d178248.Holidays-City-Breaks) - [S.s. 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 Destination Hotels in Southwest Side on Expedia.com ](https://www.expedia.com/Southwest-Side-Hotels-Destination-Hotels.0-0-d553248635976475403--bDestinationHotels.Travel-Guide-Filter-Hotels)