Find hotels in Southwest Side, IL from $61

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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, (1,001 reviews)
"It is a good place to stay."
United States
Paul Adrian
$88 nightly
The price is $104
Mar 19 - Mar 20
Total with taxes and fees
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
8.2 out of 10, Very Good, (1,000 reviews)
"Clean room, friendly staff, good conditioning "
United States
Khanh
$124 nightly
The price is $144
Apr 5 - Apr 6
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.8 out of 10, (121 reviews)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
$85 nightly
The price is $100
Mar 24 - Mar 25
Total with taxes and fees
Skylark 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, (1,522 reviews)
"Great place to stay"
United States
Anthony
$106 nightly
The price is $125
Mar 24 - Mar 25
Total with taxes and fees
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, (2,408 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
$177 nightly
The price is $208
Mar 30 - Mar 31
Total with taxes and fees
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, (1,333 reviews)
"We loved are stay at the Thompson hotel. It's very clean, and is close to our favorite shops and restaurants. "
United States
Corry
$160 nightly
The price is $188
Apr 5 - Apr 6
Total with taxes and fees
Thompson Chicago, by Hyatt

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (913 reviews)
"Very nice place to stay!"
United States
Daniel
$107 nightly
The price is $125
Mar 22 - Mar 23
Total with taxes and fees
Moxy Chicago Downtown

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (427 reviews)
"room was perfect "
United States
Shaquille
$198 nightly
The price is $233
Mar 24 - Mar 25
Total with taxes and fees
Level Chicago Fulton Market

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,003 reviews)
"Super cute hotel. Great bar and food "
United States
Patricia
$194 nightly
The price is $228
Mar 22 - Mar 23
Total with taxes and fees
The Hoxton Chicago

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Great location. "
United States
Paige
$141 nightly
The price is $166
Mar 29 - Mar 30
Total with taxes and fees
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,103 reviews)
"Everything is nearby and loved the breakfast they serve each day."
United States
Vrenelyn
$123 nightly
The price is $145
Mar 22 - Mar 23
Total with taxes and fees
Springhill Suites by Marriott Chicago Downtown/ River North

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,343 reviews)
"Very nice hotel. Great accommodations, delicious restaurant and clean. Will stay here again! Rooms are on the smaller side but enough for what we needed and it was nice to have a view from top floor! "
United States
Jon
$222 nightly
The price is $261
Mar 20 - Mar 21
Total with taxes and fees
Sofitel Chicago Magnificent Mile

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,237 reviews)
"Clean room, Nice and Helpful staff"
United States
Edgar
$116 nightly
The price is $136
Mar 29 - Mar 30
Total with taxes and fees
citizenM Chicago Downtown

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,001 reviews)
"We loved the hotel, staff was friendly and area was amazing for food and is walkable to a lot of places on the west loop!"
United States
Benjamin
$145 nightly
The price is $171
Mar 29 - Mar 30
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,610 reviews)
"Beautiful rooms, friendly staff, great location"
United States
Heather
$229 nightly
The price is $269
Mar 29 - Mar 30
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,198 reviews)
"Great location, friendly staff, spacious room"
United States
Mary
$149 nightly
The price is $175
Apr 5 - Apr 6
Total with taxes and fees
Hyatt House Chicago West Loop

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, (4,401 reviews)
"Room was clean.. staff was great. "
United States
Ricoya
$106 nightly
The price is $124
Mar 24 - Mar 25
Total with taxes and fees
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, (1,310 reviews)
"Very beautiful place to stay"
United States
angie
$120 nightly
The price is $141
Mar 24 - Mar 25
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,873 reviews)
"Overall a great stay."
United States
Joshua
$170 nightly
The price is $200
Mar 29 - Mar 30
Total with taxes and fees
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, (1,975 reviews)
"Excellent location for shops,restaurants and casino."
United States
Deborah
$98 nightly
The price is $115
Mar 24 - Mar 25
Total with taxes and fees
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 Great Lakes attractions

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.

Chicago, IL which includes landscape views 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