Photo by by Midway Intl Airport

Find hotels in Southwest Side, IL from ¥6,836

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

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Southwest Side hotels

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1002)
"It is a good place to stay."
United States
Paul Adrian
The price is ¥14,531
¥17,059 total
includes taxes & fees
Jan 5 - Jan 6
Carlton Inn Midway

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1001)
"Friendly staff and clean room"
United States
Alisa
The price is ¥16,625
¥21,084 total
includes taxes & fees
Jan 6 - Jan 7
Holiday Inn Chicago – Midway Airport S by IHG

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is ¥13,261
¥15,567 total
includes taxes & fees
Jan 5 - Jan 6
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
The price is ¥15,213
¥19,429 total
includes taxes & fees
Jan 5 - Jan 6
Rainbow Motel

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1506)
"Nice stay"
United States
Michelle
The price is ¥9,517
¥15,776 total
includes taxes & fees
Feb 1 - Feb 2
Claridge House Chicago, Tapestry Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2314)
"Great stay!"
United States
Angela
The price is ¥15,864
¥23,964 total
includes taxes & fees
Jan 20 - Jan 21
Sable at Navy Pier Chicago, Curio Collection by Hilton

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1311)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
United States
Yoshio
The price is ¥21,173
¥29,482 total
includes taxes & fees
Jan 17 - Jan 18
Thompson Chicago, by Hyatt

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (865)
"Great hotel, lots of fun and great location! "
United States
Amber
The price is ¥15,998
¥18,780 total
includes taxes & fees
Jan 11 - Jan 12
Moxy Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4147)
"Great hotel"
United States
Richard
The price is ¥15,864
¥18,624 total
includes taxes & fees
Jan 8 - Jan 9
citizenM Chicago Downtown

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (372)
"Great spot for a quick work trip! I loved the space and kitchen and location. "
United States
Marie
Level Chicago Fulton Market

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2298)
"great hotel"
United States
Andrea
The price is ¥26,529
¥35,746 total
includes taxes & fees
Feb 1 - Feb 2
Sofitel Chicago Magnificent Mile

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1015)
"Clean room, great amenities, convenient location. This is the second time I’ve stayed here and it’s always a great stay!"
United States
Judith
The Hoxton Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4311)
"Amazing staff and perfect location "
United States
Brandi
The price is ¥12,218
¥14,344 total
includes taxes & fees
Jan 11 - Jan 12
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1265)
"Solid stay in a great part of town"
United States
Michael
The price is ¥18,195
¥21,358 total
includes taxes & fees
Jan 5 - Jan 6
The Chicago Hotel Collection Ambassador Gold Coast

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1012)
"Great location, great hotel, friendly staff "
United States
Eric
The price is ¥18,037
¥21,173 total
includes taxes & fees
Jan 11 - Jan 12
Springhill Suites by Marriott Chicago Downtown/ River North

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3503)
"Great hotel! "
United States
Kianna
The price is ¥21,735
¥25,516 total
includes taxes & fees
Jan 11 - Jan 12
LondonHouse Chicago, Curio Collection by Hilton

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1006)
"We loved our stay! It was very clean! The room we got had a beautiful view. We also loved the free breakfast."
United States
Brenda
The price is ¥19,864
¥23,318 total
includes taxes & fees
Jan 10 - Jan 11
Hampton Inn Chicago West Loop Fulton Market Area

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1151)
"The room was comfortable, the breakfast was nice and the staff (in person) were responsive. It's also in a good location. "
Canada
Carol
The price is ¥21,173
¥24,854 total
includes taxes & fees
Jan 11 - Jan 12
Hyatt House Chicago West Loop

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1821)
"Our stay was great "
United States
Desiree
The price is ¥21,945
¥29,838 total
includes taxes & fees
Jan 17 - Jan 18
Radisson Blu Aqua Hotel Chicago

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1928)
"The location is great. The price considering the location is wonderful. Love the Berkshire bar."
United States
Tara
The price is ¥11,446
¥13,437 total
includes taxes & fees
Jan 10 - Jan 11
ACME Hotel Chicago, Outset Collection by Hilton
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 Southwest Side 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

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia