Photo by by Midway Intl Airport

Find hotels in Southwest Side, IL from ¥8,114

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 4,986 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Carlton Inn Midway
2.0 star property
6.4 out of 10, (1005)
"Very friendly! With airport shuttle!"
United States
Guochong
The price is ¥18,340
¥21,532 total
includes taxes & fees
Nov 1 - Nov 2
Carlton Inn Midway
Rainbow Motel
2.0 star property
6.0 out of 10, (13)
"This property is just old and needs some repairs. Some effort has been put forward in this regard, but more would be nicer. There are wall defects and paint on the bathroom tiles."
United States
Steven
The price is ¥14,950
¥17,552 total
includes taxes & fees
Nov 2 - Nov 3
Rainbow Motel
Skylark Motel
2.0 star property
4.6 out of 10, (118)
"The proximity to Midway was great. Other than that, it was pretty bad, holes in the floor, scarry shower. However, I didn't have to sleep on the floor at the airport, so I guess there is that."
United States
Brian
The price is ¥12,895
¥15,136 total
includes taxes & fees
Nov 3 - Nov 4
Skylark Motel
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3086)
"Awesome location and excellent service, the staff was great!"
United States
Salvador
The price is ¥18,494
¥21,710 total
includes taxes & fees
Nov 9 - Nov 10
Eurostars Magnificent Mile
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4766)
"Great area at a good price. "
United States
Laura
The price is ¥17,292
¥20,298 total
includes taxes & fees
Nov 13 - Nov 14
River Hotel
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2870)
"Staff are nice, room was clean. Enjoyed the lobby, pool table and bar. "
United States
Emily
The price is ¥16,645
¥19,539 total
includes taxes & fees
Nov 23 - Nov 24
Aloft Chicago Mag Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2121)
"Convenient location, over all cleanliness and staff was exceptional."
United States
AMANDA
The price is ¥15,905
¥18,671 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4035)
"Great stay"
United States
Riley
The price is ¥17,553
¥20,603 total
includes taxes & fees
Nov 19 - Nov 20
citizenM Chicago Downtown
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2230)
"Great hotel "
United States
Gilles
The price is ¥14,492
¥22,262 total
includes taxes & fees
Nov 25 - Nov 26
Sable at Navy Pier Chicago, Curio Collection by Hilton
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (2551)
"Location was excellent would stay there again"
United States
Julio
The price is ¥10,371
¥14,889 total
includes taxes & fees
Nov 17 - Nov 18
Freehand Chicago
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very Good, (9640)
"Excellent location very convenient parking nice staff clean rooms"
United States
Mike
The price is ¥14,460
¥16,975 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very Good, (4127)
"We definitely will stay there again place was very nice "
United States
Tracy
The price is ¥16,375
¥19,222 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (2272)
"Great Hotel"
United States
Luz
The price is ¥17,496
¥25,062 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Chicago
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3210)
"Overall it was a great place to stay."
United States
Edward
The price is ¥16,526
¥19,398 total
includes taxes & fees
Nov 17 - Nov 18
Hilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2693)
"Great place to stay "
United States
Larry William
The price is ¥17,435
¥24,808 total
includes taxes & fees
Nov 25 - Nov 26
Hotel Riu Plaza Chicago
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very Good, (299)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is ¥11,728
¥13,768 total
includes taxes & fees
Nov 10 - Nov 11
FOUND Hotel Chicago River North
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1004)
"It was a great stay"
United States
Brooklynn
The price is ¥15,589
¥18,299 total
includes taxes & fees
Nov 17 - Nov 18
Best Western River North Hotel
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1637)
"Great Hotel"
United States
Cesar
The price is ¥15,720
¥18,453 total
includes taxes & fees
Nov 23 - Nov 24
Crowne Plaza Chicago West Loop by IHG
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2225)
"Probably my favorite place to stay in the Loop."
United States
Robert
The price is ¥19,060
¥22,374 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Centric The Loop Chicago
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3291)
"The room was beautiful the view was exquisite the staff was friendly"
United States
Juanita
The price is ¥14,950
¥17,549 total
includes taxes & fees
Nov 24 - Nov 25
voco Chicago Downtown - Riverwalk by IHG
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Great Lakes attractions

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

Chicago, IL showing interior views, heritage elements and an airport
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

More cheap stays in Southwest Side

Explore a world of travel with Expedia