Find hotels in Southwest Side, IL from $56

  • 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Southwest Side hotels

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, (1,006 reviews)
"Staff very friendly "
United States
Kali
$113 nightly
The price is $131
Mar 6 - Mar 7
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1,003 reviews)
"It is a good place to stay."
United States
Paul Adrian
$88 nightly
The price is $104
Mar 4 - Mar 5
Total with taxes and fees
Carlton Inn Midway

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (120 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 10 - Mar 11
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, (1,532 reviews)
"Great location, friendly staff and nice room"
United States
Srinivasa
$106 nightly
The price is $125
Mar 4 - Mar 5
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, (2,386 reviews)
"Great stay"
United States
Blake
$178 nightly
The price is $209
Mar 24 - Mar 25
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, (1,326 reviews)
"great stay"
United States
Loan
$164 nightly
The price is $193
Mar 23 - Mar 24
Total with taxes and fees
Thompson Chicago, by Hyatt

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,230 reviews)
"Friendly staff, cozy room, good location. "
United States
Andrew
$116 nightly
The price is $136
Mar 22 - Mar 23
Total with taxes and fees
citizenM Chicago Downtown

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, (4,378 reviews)
"Clean room, friendly staff, great location!"
United States
Juliana
$105 nightly
The price is $123
Mar 8 - Mar 9
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,189 reviews)
"Great location, friendly staff, spacious room"
United States
Mary
$144 nightly
The price is $169
Mar 29 - Mar 30
Total with taxes and fees
Hyatt House Chicago West Loop

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,844 reviews)
"Amazing place to stay"
United States
victor
$205 nightly
The price is $241
Mar 15 - Mar 16
Total with taxes and fees
InterContinental Chicago Magnificent Mile by IHG

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,711 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
$120 nightly
The price is $141
Mar 4 - Mar 5
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,342 reviews)
"Great staff, room spotless, great price."
United States
Robert
$109 nightly
The price is $129
Mar 8 - Mar 9
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,009 reviews)
"Amazing, I loved my stay"
United States
Valerie
$173 nightly
The price is $203
Mar 22 - Mar 23
Total with taxes and fees
The Hoxton Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,002 reviews)
"Clean hotel, helpful staff, restaurant food was delicious, great atmosphere, fabulous location!"
United States
Jennifer
$150 nightly
The price is $177
Mar 23 - Mar 24
Total with taxes and fees
Arlo Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,615 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
$229 nightly
The price is $269
Mar 26 - Mar 27
Total with taxes and fees
LondonHouse Chicago, Curio Collection by Hilton

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,477 reviews)
"Great place to stay…near to many nice places to visit."
United States
Jorge
$166 nightly
The price is $195
Mar 29 - Mar 30
Total with taxes and fees
Canopy by Hilton Chicago Central Loop

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,325 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
$220 nightly
The price is $258
Mar 4 - Mar 5
Total with taxes and fees
Sofitel Chicago Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,867 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
$104 nightly
The price is $122
Mar 17 - Mar 18
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

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, (1,007 reviews)
"Nice hotel and staff. "
United States
Wendy
$141 nightly
The price is $166
Mar 6 - Mar 7
Total with taxes and fees
Hampton Inn Chicago West Loop Fulton Market Area

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (414 reviews)
"The hotel in it’s entirety was better than advertised "
United States
Eric
$196 nightly
The price is $230
Mar 8 - Mar 9
Total with taxes and fees
Level Chicago Fulton Market
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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