Southwest Side hotels from HK$500
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southwest Side
Apart hotel
Family friendly
Apartment
Condo
Waterpark
Pet friendly
Check prices for these dates
Tonight
14 Aug - 15 AugTomorrow
15 Aug - 16 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Ashley
HK$895
HK$1,129 total
includes taxes & fees
8 Sept - 9 Sept
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
HK$822
HK$965 total
includes taxes & fees
17 Aug - 18 Aug
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
HK$604
HK$709 total
includes taxes & fees
17 Aug - 18 Aug
4. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Dawn
HK$1,354
HK$1,881 total
includes taxes & fees
7 Sept - 8 Sept
5. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
Patrick
HK$1,593
HK$1,894 total
includes taxes & fees
23 Aug - 24 Aug
6. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Evelyn
HK$1,354
HK$1,610 total
includes taxes & fees
30 Aug - 31 Aug
7. Hyatt Place Chicago/River North
Hyatt Place Chicago/River NorthDowntown Chicago
Shoma
HK$1,334
HK$1,586 total
includes taxes & fees
7 Sept - 8 Sept
8. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Dawn
HK$1,327
HK$1,578 total
includes taxes & fees
7 Sept - 8 Sept
9. Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
Emily
HK$1,726
HK$2,332 total
includes taxes & fees
7 Sept - 8 Sept
10. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Jasmin
HK$1,177
HK$1,399 total
includes taxes & fees
16 Aug - 17 Aug
11. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
Cicely
HK$1,482
HK$1,986 total
includes taxes & fees
31 Aug - 1 Sept
12. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
Mary
HK$1,227
HK$1,440 total
includes taxes & fees
7 Sept - 8 Sept
13. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Steffany
HK$1,261
HK$1,499 total
includes taxes & fees
30 Aug - 31 Aug
14. Hilton Chicago
Hilton ChicagoDowntown Chicago
kun
HK$1,327
HK$1,808 total
includes taxes & fees
7 Sept - 8 Sept
15. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
Luis
HK$1,501
HK$2,015 total
includes taxes & fees
30 Aug - 31 Aug
16. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Paige
HK$1,123
HK$1,475 total
includes taxes & fees
8 Sept - 9 Sept
17. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
Kimberly
HK$1,263
HK$1,502 total
includes taxes & fees
7 Sept - 8 Sept
18. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Laura
HK$1,260
HK$1,480 total
includes taxes & fees
1 Sept - 2 Sept
19. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
Shahrzad
HK$1,855
HK$2,482 total
includes taxes & fees
31 Aug - 1 Sept
20. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Gillian
HK$1,255
HK$1,731 total
includes taxes & fees
30 Aug - 31 Aug
Stay near popular Southwest Side attractions
Marquette Park
9.4/10 (3 reviews)
After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Balzekas Museum of Lithuanian Culture
10.0/10 (1 review)
You can spend time studying the exhibits at Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
Ephraim Bajar Cultural Center
Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.
S.S. Peter and Paul Church
After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
Learn more about Southwest Side
Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.
See all hotels in Southwest Side
Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Amazing location, incredible restaurant, and friendly staff!"
Hotel Riu Plaza Chicago
10/10 Excellent
"Nice smooth clean stay. Thank you"
Hilton Chicago
10/10 Excellent
"My first day at the Hilton The View at First Sight was like wow walking into a lavish Lobby the rooms were very clean well set up with accessories with a great View the staff very helpful friendly and thorough breakfast in the morning at 6:00 anything you can think of what a spread bringing my wife back September for our anniversary thank you Hilton 720 South Michigan Avenue. See you soon."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"The complimentary breakfast was hot with multiple items to choose from and the night bar was very accommodating. The staff was pleasant and helpful. "
Eurostars Magnificent Mile
10/10 Excellent
"They make sure the rooms is always clean when you leave and come back"
Hyatt Regency Chicago
10/10 Excellent
"Modern building, comfortable room, great amenities and helpful staff. Location is excellent."
Holiday Inn & Suites Chicago - Downtown by IHG
8/10 Good
"Needed better cleaning of rooms"
The Allegro Royal Sonesta Hotel Chicago Loop
8/10 Good
"My first time staying here, I was booked for a yoga conference and found this hotel on a Chicago hotel site and decided to bill a stay. I loved the retro decor and the staff was very helpful. Planning to visit again soon."
Congress Plaza Hotel
8/10 Good
"Great location, hotel staff were friendly and helpful. Only complaint is the noise. I slept with earplugs in."
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
HK$449
HK$500 total
8 Sept - 9 Sept
includes taxes & fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
HK$494
HK$553 total
20 Aug - 21 Aug
includes taxes & fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
HK$652
HK$730 total
8 Sept - 9 Sept
includes taxes & fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
HK$848
HK$1,008 total
30 Aug - 31 Aug
includes taxes & fees
7.6/10 Good! (2,753 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
HK$895
HK$1,129 total
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,006 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
HK$1,327
HK$1,578 total
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (1,512 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
4 Star Hotels
150 properties
3 Star Hotels
230 properties
2 Star Hotels
223 properties
Explore a world of travel with Expedia
- B&B in 35th-Archer Station
- 5 Star Hotels in Near South Side
- Hyatt Hotels in Dearborn Homes
- Omni Hotels in Grace Abbott Homes
- Lower West Side Hotels
- Best Western Hotels in Chicago
- Bar Hotel Hotels in Chinatown
- Sage Hospitality Hotels in Garfield Manor
- Spa Hotel Hotels in Chinatown
- Independent Hotels in Sleepy Hollow
- Destination Hotels in Southwest Side
- Hotels near Midway Station
- Fairmont Hotels in Fuller Park
- Hotels near McCormick Tribune Center
- La Quinta Inn & Suites Hotels in Hyde Park
- 5 Star Hotels in Little Village
- La Quinta Inn & Suites Hotels in Garfield Manor
- La Quinta Inn & Suites Hotels in Sleepy Hollow
- Hotels near Ping Tom Memorial Park
- Marriott Hotels & Resorts in Hyde Park
- Swissotel Hotels in Ducktown
- Best Western Hotels in Glendale
- Apartments in South Side
- Hotels near University of Chicago Medicine
- 4 Star Hotels in South Loop
- Best Western Hotels in Dauphin Park
- Accor Hotels in Washington Park Court
- B&B in Chicago Wrightwood Station
- Hotel with Pool Hotels in Hyde Park
- Gage Park Hotels
- Hotels near Ashland-63rd Station
- Hotels near Adler Planetarium and Astronomy Museum
- Hard Rock Hotels in Garfield Manor
- Independent Hotels in Clearing
- Hotels near Racine Station
- South Loop Hotels
- Hotels near Kam Isaiah Israel Congregation
- Swissotel Hotels in Greater Grand Crossing
- Extended Stay America Hotels in Near West Side
- Hotels near Richard J. Daley Center
- Hotels near University of Chicago
- Trump International Hotels in West Lawn
- 5 Star Hotels in Forest View
- Spa Hotel Hotels in South Loop
- Club Quarters Hotels in Glendale
- Cheap Hotels in West Loop
- Hotels near Skydeck Ledge
- Club Quarters Hotels in Grace Abbott Homes
- Budgetel Hotels in West Elsdon
- Omni Hotels in Sleepy Hollow
- Hotels near Millennium Park
- Garfield Ridge Hotels
- Hotels near Paul H. Douglas Nature Sanctuary
- Hotels near 87th Station
- Hotels near Abbott Park
- Omni Hotels in McKinley Park
- West Loop Hotels
- Extended Stay America Hotels in Southwest Side
- Fairmont Hotels in Chatham Fields
- 5 Star Hotels in Dearborn Homes
- Cicero Hotels
- Omni Hotels in Jackson Park Highlands
- Cheap Hotels in Chicago
- Hotels near Chicago 91st Street Station
- Resorts in Chicago Museum Campus-11th Street Station
- Marriott Hotels & Resorts in Garfield Manor
- 5 Star Hotels in Hometown
- Hostmark Hospitality Group Hotels in South Loop
- Hotels near Cottage Grove Station
- Hyatt Hotels in Oakland
- 4 Star Hotels in Clearing
- Clubhouse Hotels in Ducktown
- Hotels near Chicago 95th Street Station
- Hotels near Field Museum of Natural History
- Hotels near Midway Intl.
- Hotels near Kedzie Station
- Hotels near DuSable Museum of African-American History
- Woodlawn Hotels
- Hotels near Chicago McCormick Place Station
- Flights from New York (JFK) to Chicago (MDW)
- Flights from San Francisco (SFO) to Chicago (MDW)
- Flights from Miami (MIA) to Chicago (MDW)
- Flights from Baltimore (BWI) to Chicago (MDW)
- Flights from Ontario (ONT) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights to Cicero
- Flights from Oklahoma City (OKC) to Chicago (MDW)
