Title: Southwest Side Travel Guide: Best of Southwest Side, Chicago Travel 2026 | Expedia.co.uk

[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)

# Southwest Side Travel Guide

## Tourist Guide

![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

[Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg)

![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495664-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

[Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495664-chicago-il-mdw-midway-intl.jpg)

![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495667-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

[Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495667-chicago-il-mdw-midway-intl.jpg)

![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495675-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

[Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495675-chicago-il-mdw-midway-intl.jpg)

![Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495669-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

[Photo provided by by Midway Intl Airport](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495669-chicago-il-mdw-midway-intl.jpg)

## Visit Southwest Side

Where to stay

Things to do

### Where to stay in Southwest Side

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Back of the Yards

 While there might not be top attractions in Back of the Yards, you can explore the larger area and discover places like Bridgeport Art Center and Zhou B Art Center. 

[](https://expedia.co.uk/Chicago-Back-Of-The-Yards.dx553248635976382392)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495661-chicago-il-mdw-midway-intl.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Garfield Ridge

 Be sure to check out the restaurants and churches while you're strolling through Garfield Ridge, and hop on the metro at Midway Station to see more of the surrounding area. 

[](https://expedia.co.uk/Chicago-Garfield-Ridge.dx6132357)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Clearing

 Visitors to Clearing appreciate its restaurants. A visit to Wintrust Sports Complex and SeatGeek Stadium might round out your trip if you're looking to see more of the area. 

[](https://expedia.co.uk/Chicago-Clearing.dx6132083)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Englewood

 While you're strolling through Englewood, you may want to check out the beaches and restaurants. If you want to see more of the area, hop on the metro at Halsted Station or 63rd Station. 

[](https://expedia.co.uk/Chicago-Englewood.dx101911)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### McKinley Park

 Be sure to check out the monuments and shopping while you're strolling through McKinley Park, and hop on the metro at 35th-Archer Station to see more of the surrounding area. 

[](https://expedia.co.uk/Chicago-McKinley-Park.dx6132389)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Brighton Park

 The restaurants and shopping are a few reasons travellers visit Brighton Park. Though there aren't many top sights in the neighbourhood, you can visit United Center and Bridgeport Art Center, a few notable attractions nearby. 

[](https://expedia.co.uk/Chicago-Brighton-Park.dx6132396)

- Top hotels in Southwest Side
- Top Holiday Rentals in Southwest Side

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

£78

5 Jan - 6 Jan 2026

includes taxes & fees

Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...

8.8/10 Excellent! (3,498 reviews)

Great location! Nice view, good staff

Reviewed on 17 Dec 2025

[](https://expedia.co.uk/Hotel-Search?startDate=05%2F01%2F2026&endDate=06%2F01%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true&regionId=553248635976475403)

![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Fully refundableReserve now, pay when you stay

£130

29 Dec - 30 Dec

includes taxes & fees

Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...

8.4/10 Very Good! (2,168 reviews)

Decent room and the staff at the front desk and restaurant were friendly and helpful. The front desk area is cramped and confusing (i.e.) once you get your key card from check-in, it is so tight in that area that that it’s unclear how you get out of the area without pushing past the people in line ...

Reviewed on 22 Dec 2025

[](https://expedia.co.uk/Hotel-Search?startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&selected=8079&PinnedHotelID=8079&HadPinnedHotel=true&regionId=553248635976475403)

![Silversmith Hotel Chicago Downtown](https://images.trvl-media.com/lodging/1000000/120000/116700/116674/da03d6b4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Silversmith Hotel Chicago Downtown

10 S Wabash Ave Chicago IL

£94

30 Dec - 31 Dec

includes taxes & fees

Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and ...

9.2/10 Wonderful! (2,134 reviews)

This hotel was great. In a perfect spot for walking the city and taking in all the sights. We had 3 of us in our group and we got the 1br with 2 queens beds and a pullout couch and it was perfect. The bar was fun and everyone we met in the staff were so friendly and helpful with suggestions on places ...

Reviewed on 16 Dec 2025

[](https://expedia.co.uk/Hotel-Search?startDate=30%2F12%2F2025&endDate=31%2F12%2F2025&selected=116674&PinnedHotelID=116674&HadPinnedHotel=true&regionId=553248635976475403)

[See all 5,134 properties in Southwest Side](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=24%2F12%2F2025&endDate=25%2F12%2F2025&regionId=553248635976475403)

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.

![Sentral Michigan Avenue](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sentral Michigan Avenue

808 SOUTH MICHIGAN AVENUE Chicago IL

Stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the ...

9.2/10 Wonderful! (1,011 reviews)

staff and clean room

Reviewed on 16 Dec 2025

[](https://expedia.co.uk/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information)

![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Level Chicago – Old Town

1140 North Wells Street Chicago IL

Stay at this family-friendly aparthotel in Chicago. Enjoy free Wi-Fi, an outdoor pool and a rooftop terrace. Our guests praise the helpful staff in their reviews. ...

9/10 Wonderful! (401 reviews)

Great location, clean room and friendly staff!

Reviewed on 14 Dec 2025

[](https://expedia.co.uk/Chicago-Hotels-LEVEL-Furnished-Living-Chicago.h39805843.Hotel-Information)

![Kasa Magnificent Mile Chicago](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL

Stay at this aparthotel in Chicago. Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the helpful staff in their reviews. Popular ...

9.2/10 Wonderful! (653 reviews)

Clean, cute space with an excellent city view.

Reviewed on 20 Dec 2025

[](https://expedia.co.uk/Chicago-Hotels-Kasa-Chicago-River-North-Apartments.h46231022.Hotel-Information)

[See all properties in Southwest Side](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=553248635976475403&sort=VACATION_RENTAL)

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.

## Check Southwest Side hotel availability

[Tonight

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=2025-12-23&endDate=2025-12-24)[23 Dec - 24 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=2025-12-23&endDate=2025-12-24)

[Tomorrow night

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=2025-12-24&endDate=2025-12-25)[24 Dec - 25 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=2025-12-24&endDate=2025-12-25)

[This weekend

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)[26 Dec - 28 Dec](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=26%2F12%2F2025&endDate=28%2F12%2F2025)

[Next weekend

](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)[2 Jan - 4 Jan](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248635976475403&startDate=02%2F01%2F2026&endDate=04%2F01%2F2026)

### Popular places to visit

![Magnificent Mile - River North which includes street scenes, signage and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Michigan Avenue

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. 

[](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction)

![Wrigley Field featuring a city, a sporting event and city views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

[](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction)

![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

[](https://expedia.co.uk/McCormick-Place-Near-South-Side.d6069191.Attraction)

![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

[](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction)

![Soldier Field which includes a high-rise building, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

[](https://expedia.co.uk/Soldier-Field-Near-South-Side.d6058043.Attraction)

![Chicago Riverwalk featuring a river or creek, a bay or harbour and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332109-Chicago-Riverwalk.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago Riverwalk

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

[](https://expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction)

### Things to do

![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wendella's 90-min Chicago River Architecture Tour

£30

per adult

**94%** of travellers recommend

[](https://expedia.co.uk/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details)

![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago: Navy Pier Centennial Wheel Ticket

£18

per adult

**88%** of travellers recommend

[](https://expedia.co.uk/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details)

![Chicago C3® : Save on admission to your choice of 3 top attractactions](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago C3® by CityPASS®

£79

per adult

**88%** of travellers recommend

[](https://expedia.co.uk/things-to-do/chicago-c3-by-citypass.a46362450.activity-details)

![cruise ship sailing past navy pier in chicago](https://mediaim.expedia.com/localexpert/173241/21d8d1a0-e61c-4298-ab2f-118c1794b450.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### City Cruises Chicago: Lake Michigan Premier Dinner Cruise

£153

per adult

**80%** of travellers recommend

[](https://expedia.co.uk/things-to-do/city-cruises-chicago-lake-michigan-premier-dinner-cruise.a173241.activity-details)

![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Color Factory Chicago Ticket

£25

per adult

**96%** of travellers recommend

[](https://expedia.co.uk/things-to-do/color-factory-chicago-ticket.a49191714.activity-details)

![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

£24

per adult

**96%** of travellers recommend

[](https://expedia.co.uk/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details)

[See all activities in Southwest Side](https://expedia.co.uk/Things-To-Do-In-Southwest-Side.d553248635976475403.Travel-Guide-Activities)

## Cities near Southwest Side

![Chicago showing a city and a skyscraper as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332049-Chicago.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Chicago

![Photo by Juan L. Zavala](https://mediaim.expedia.com/destination/2/042c83ec2494792da099506d82f0ce67.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Summit

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- [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 Clearing ](https://www.expedia.co.uk/Chicago-Clearing.dx6132083)
- [Visit Downtown Chicago ](https://www.expedia.co.uk/Chicago-Downtown-Chicago.dx6350699)
- [Visit Gage Park ](https://www.expedia.co.uk/Chicago-Gage-Park.dx6132375)
- [Visit Goose Island ](https://www.expedia.co.uk/Chicago-Goose-Island.dx6132420)
- [Visit Grace Abbott Homes ](https://www.expedia.co.uk/Chicago-Grace-Abbott-Homes.dx6132393)
- [Visit Grand Boulevard ](https://www.expedia.co.uk/Chicago-Grand-Boulevard.dx6132310)
- [Visit Humboldt Park ](https://www.expedia.co.uk/Chicago-Humboldt-Park.dx641768680460484608)
- [Visit Hyde Park ](https://www.expedia.co.uk/Chicago-Hyde-Park.dx117842)
- [Visit Jackson Park Highlands ](https://www.expedia.co.uk/Chicago-Jackson-Park-Highlands.dx6132329)
- [Visit Little Village ](https://www.expedia.co.uk/Chicago-Little-Village.dx6132436)
- [Visit Magnificent Mile ](https://www.expedia.co.uk/Chicago-Magnificent-Mile.dx800025)
- [Visit Morgan Park ](https://www.expedia.co.uk/Chicago-Morgan-Park.dx6132289)
- [Visit Near North Side ](https://www.expedia.co.uk/Chicago-Near-North-Side.dx137043)
- [Visit Near South Side ](https://www.expedia.co.uk/Chicago-Near-South-Side.dx6132399)
- [Visit Noble Square ](https://www.expedia.co.uk/Chicago-Noble-Square.dx553248635976470668)
- [Visit North Lawndale ](https://www.expedia.co.uk/Chicago-North-Lawndale.dx6132403)
- [Visit Prairie District ](https://www.expedia.co.uk/Chicago-Prairie-District.dx553248635976473159)
- [Visit Printers Row ](https://www.expedia.co.uk/Chicago-Printers-Row.dx6130106)
- [Visit River North ](https://www.expedia.co.uk/Chicago-River-North.dx6350695)
- [Visit South Commons ](https://www.expedia.co.uk/Chicago-South-Commons.dx6132263)
- [Visit South Loop ](https://www.expedia.co.uk/Chicago-South-Loop.dx6130108)
- [Visit The Loop ](https://www.expedia.co.uk/Chicago-The-Loop.dx800024)
- [Visit Theatre District ](https://www.expedia.co.uk/Chicago-Theatre-District.dx651190586167894016)
- [Visit West Elsdon ](https://www.expedia.co.uk/Chicago-West-Elsdon.dx6132410)
- [Chicago Holidays ](https://www.expedia.co.uk/Chicago.d178248.Holidays-City-Breaks)
- [Visit Chicago ](https://www.expedia.co.uk/Chicago.dx178248)
- [Visit Oak Park ](https://www.expedia.co.uk/Oak-Park.dx9228)
- [Sr Crown Hall ](https://www.expedia.co.uk/SR-Crown-Hall-Bronzeville.d553248621533116346.Attraction)
- [S.s. Peter and Paul Church ](https://www.expedia.co.uk/SS-Peter-And-Paul-Church-McKinley-Park.d6247219.Attraction)
- [Visit South Side ](https://www.expedia.co.uk/South-Side.dx553248635074842823)
- [Visit Summit ](https://www.expedia.co.uk/Summit.dx177671)

- [Rental cars Midway Intl. airport ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Midway-Intl.d5719117.Car-Hire-Guide)

- Cities near Southwest Side
- Places of interest

[Chicago](https://expedia.co.uk/Chicago.dx178248)[Summit](https://expedia.co.uk/Summit.dx177671)

- [S.S. Peter and Paul Church ](https://expedia.co.uk/SS-Peter-And-Paul-Church-McKinley-Park.d6247219.Attraction)
- [Michigan Avenue ](https://expedia.co.uk/Michigan-Avenue-Downtown-Chicago.d6156167.Attraction)
- [Wrigley Field ](https://expedia.co.uk/Wrigley-Field-Lakeview.d6034754.Attraction)
- [Navy Pier ](https://expedia.co.uk/Navy-Pier-Downtown-Chicago.d6069215.Attraction)
- [Chicago Riverwalk ](https://expedia.co.uk/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Attraction)
- [Millennium Park ](https://expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction)
- [United Center ](https://expedia.co.uk/United-Center-Near-West-Side.d6064077.Attraction)
- [Lake Michigan ](https://expedia.co.uk/Lake-Michigan-United-States-of-America.d6338716.Attraction)
- [Grant Park ](https://expedia.co.uk/Grant-Park-Downtown-Chicago.d507389.Attraction)
- [University of Chicago ](https://expedia.co.uk/University-Of-Chicago-Hyde-Park.d6064081.Attraction)
- [Northwestern University ](https://expedia.co.uk/Northwestern-University-Chicago.d6034942.Attraction)
- [Willis Tower ](https://expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction)
- [Art Institute of Chicago ](https://expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction)
- [Chicago Theatre ](https://expedia.co.uk/Chicago-Theatre-Downtown-Chicago.d6064049.Attraction)
- [Allstate Arena ](https://expedia.co.uk/Allstate-Arena-Chicago.d6069163.Attraction)

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