Southwest Side Travel Guide
Tourist Guide
Visit Southwest Side
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is £160 per night from 6 Aug to 7 Aug
£160
per night
6 Aug - 7 Aug
Stay at this business-friendly hotel in Rosemont. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is £171 per night from 3 Aug to 4 Aug
£171
per night
3 Aug - 4 Aug
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful staff ...
The Wade
644 N Lake Shore Dr Chicago IL
The price is £264 per night from 9 Aug to 10 Aug
£264
per night
9 Aug - 10 Aug
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ...
8.6/10 Excellent! (1,930 reviews)
"Why book here? LOCATION and competitive price. Why not? If you care about hospitality. This isn't going to be the place. Some of the front desk staff were impatient and border line dismissive. No decaf, despite a sign saying it was available. Just plan to go to Starbucks about a block away for coffee ..."
Reviewed on 18 Jul 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 Jun 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! (1,218 reviews)
"I am not that familiar with Chicago, but knew I didn’t want to be in the center of the convention crowds. I researched hotels and public transportation & decided Sentral Michigan might work for a reasonable price. Turns out - it was perfect! It is an apartment building that rents out the unoccupied ..."
Reviewed on 18 Jul 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! (822 reviews)
"Great property!"
Reviewed on 18 Jul 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
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
£19
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£31
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
£124
per adult
80% of travellers recommend
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- Hotels near McCormick Place
- Hotels near Midway Intl.
- North Lawndale Hotels
- Hotels near Northwestern Memorial Hospital
- Hotels near Soldier Field
- The Loop Hotels
- Hotels near University of Chicago
- West Loop Hotels
- Flights to Chicago
- Flights to Cicero
- Flights to South Side
- American Airlines Dublin (DUB) to Chicago (ORD) flights
- British Airways London (LHR) to Chicago (ORD) flights
- Delta Atlanta (ATL) to Chicago (MDW) flights
- Delta Lagos (LOS) to Chicago (MDW) flights
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- United Houston (IAH) to Chicago (MDW) flights
- Virgin Atlantic London (LHR) to Chicago (MDW) flights
- Flights from Chicago
- Flights from Dublin (DUB) to Chicago (ORD)
- Flights from Edinburgh (EDI) to Chicago (ORD)
- Flights from Galesburg (GBG) to Chicago (MDW)
- Flights from Glasgow (GLA) to Chicago (MDW)
- Flights from Glasgow (GLA) to Chicago (ORD)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from London (LGW) to Chicago (MDW)
- Flights from London (LGW) to Chicago (ORD)
- Flights from London (LHR) to Chicago (MDW)
- Flights from London (LHR) to Chicago (ORD)
- Flights from Manchester (MAN) to Chicago (MDW)
- Flights from Manchester (MAN) to Chicago (ORD)
- Flights from St. Cloud (STC) to Chicago (MDW)
- Flights from Tulsa (TUL) to Chicago (ORD)
- Art Institute of Chicago
- Visit Bellwood
- Visit Bucktown
- Visit Downtown Chicago
- Visit Grand Boulevard
- Visit Humboldt Park
- Visit Lincoln Park
- Visit Little Village
- Visit Magnificent Mile
- Visit Near South Side
- Visit Norridge
- Visit Norwood Park East
- Visit Prairie District
- Visit Printers Row
- Visit Ravenswood Manor
- Visit Rogers Park
- Visit South Loop
- Visit The Loop
- Visit Theatre District
- Visit Wrigleyville
- Chicago Holidays
- Visit Chicago
- Visit Countryside
- Downtown Chicago Holidays
- Visit Evanston
- Grant Park
- Lincoln Park Zoo
- Romantic Holiday Packages Far Southwest Side
- Millennium Park
- Visit Oak Park
- Visit Palos Hills
- Robie House
- Visit Rosemont
- Visit Rush Street
- Visit Tinley Park
- Visit Westmont
- Willis Tower
- Visit Willowbrook
- Visit Woodridge
