Southwest Side Travel Guide
Tourist Guide
Visit Southwest Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is NZ$313 per night from 2 July to 3 July
NZ$313
2 July - 3 July
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8/10 Very good! (10,176 reviews)
"In the 1980s and 1990s, I often stayed at this hotel when I went to Chicago for conferences or events at the Art Institute of Chicago. The location is still great for getting to the Art Institute (easy walking distance). Sadly, the hotel has become shabby. The bathroom in my unit appeared to have ..."
Reviewed on 30 June 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
The price is NZ$380 per night from 6 July to 7 July
NZ$380
6 July - 7 July
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,821 reviews)
"Quiet room, with plenty of space to relax. Great location on the Mag Mile. Breakfast cost was very high and there are other smaller neighborhood breakfast spots to go to. Bar/lounge was great. Did not eat there for dinner but menu looked good."
Reviewed on 30 June 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
The price is NZ$336 per night from 6 July to 7 July
NZ$336
6 July - 7 July
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 ...
9/10 Wonderful! (4,486 reviews)
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in ..."
Reviewed on 30 June 2026
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.
Casa Midway Chicago - Spacious 1BR - Golf, City & Airport Access
Chicago IL
Stay at this apartment in Chicago. Enjoy a garden, laundry facilities and air conditioning. Popular attractions Rate Field and SeatGeek Stadium are located ...
10/10 Exceptional! (2 reviews)
"We really enjoyed our stay! If ever in Chicago again, I’ll definitely stay here! Parking was a little tricky but otherwise, just the right amount of updates while maintaining the classic style of the space."
Reviewed on 21 June 2026
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! (1,200 reviews)
"The view was beautiful but the 500 security deposit that wasn't discovered until checkout wasn't the best"
Reviewed on 29 June 2026
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 ...
9.4/10 Exceptional! (806 reviews)
"Very nice and clean"
Reviewed on 29 June 2026
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.
Stay near popular Southwest Side attractions
Activities
Chicago Sightseeing River and Lake Cruise
NZ$78
per adult
100% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
NZ$41
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
NZ$69
per adult
94% of travellers recommend
Chicago Crime and Mob Bus Tour
NZ$83
per adult
90% of travellers recommend
Explore a world of travel with Expedia
- Residences in South Side
- Villas in South Side
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
- Cottages in Southwest Side
- Holiday Homes in Southwest Side
- Sonesta Hotel in South Side
- Kimpton Hotels in South Side
- Kimpton Hotels in Southwest Side
- Sonesta Hotel in Southwest Side
- La Quinta Inn & Suites Hotels in Southwest Side
- Motel 6 Hotels in Hyde Park
- Hotels near Auburn Park
- Englewood Hotels
- Hotels near Renaissance Society
- Clearing Hotels
- Little Village Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near University of Chicago
- Little Italy Hotels
- Hotels near Midway Intl.
- Cicero Hotels
- Near West Side Hotels
- Mckinley Park Hotels
- Lower West Side Hotels
- West Englewood Hotels
- Washington Park Hotels
- Bridgeport Hotels
- Hotels near McCormick Place
- Hometown Hotels
- Canaryville Hotels
- Cheap Hotels in South Side
- Spa Hotels in South Side
- Business Hotels in South Side
- Lgbt Welcoming Hotels in Little Village
- Pet Friendly Hotels in Hyde Park
- Lgbt Welcoming Hotels in Clearing
- Hotels with Pool in Clearing
- Flights from St. Louis (STL) to Chicago (MDW)
- Flights from Vopnafjordur (VPN) to Chicago (MDW)
- Flights from Fort Wayne (FWA) to Chicago (MDW)
- Flights from Washington (DCA) to Chicago (MDW)
- Flights from Boston (BOS) to Chicago (MDW)
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights from Huntsville (HSV) to Chicago (MDW)
- Flights from Midland (MAF) to Chicago (MDW)
- Flights from Omaha (OMA) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights from Anchorage (ANC) to Chicago (MDW)
- Flights from Lake Of The Ozarks (AIZ) to Chicago (MDW)
- Flights from Harrisburg (MDT) to Chicago (MDW)
- Flights from Sacramento (SMF) to Chicago (MDW)
- Flights to Chicago
- Flights from Midway Intl.
- Bridgeport Art Center
- Copernicus Statue
- Zhou B Art Center
- Obama's House
- Visit Gage Park
- Visit Princeton Park
- Visit Bedford Park
- Visit Ashburn
- Visit Ukrainian Village
- Visit South Loop
- Visit Austin
- Visit Fuller Park
- Visit Chicago
- Visit Rush Street
- Visit Grace Abbott Homes
- Visit Jackson Park Highlands
- Visit Washington Heights
- Visit McKinley Park
- Visit Indian Village
- Visit Chicago Lawn
- Visit Washington Park
- Visit The Loop
- Visit Streeterville
- Visit North Lawndale
- Visit Bronzeville
- Visit Canaryville
- Visit Douglas Park
- Visit Greater Grand Crossing
- Visit Evergreen Park
- Visit Douglas
- Visit West Loop
- Visit Stickney
- Visit Fulton Market
- Visit Hometown
- Enterprise Rental Cars in Hyde Park
- Sixt Rental Cars in Hyde Park
- Hertz Rental Cars in South Side
- Hertz Rental Cars in Southwest Side
- Thrifty Car Rental Rental Cars in Far Southwest Side
- Ace Rental Cars in Midway Intl.
- Enterprise Rental Cars in Midway Intl.
- Rental cars Midway Intl. airport
- Car hire near St Pius Church
- Car hire near Hyde Park Hair Salon
