An airplane exhibit labeled "Concourse A" in an airport terminal.

Find hotels in Southwest Side, IL from $60

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Sep 5 - Sep 6
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Sep 6 - Sep 7
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Sep 11 - Sep 13
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Sep 18 - Sep 20

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Our top choices for Southwest Side hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Diane
$141 nightly
$164 total
Sep 9 - Sep 10
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
$105 nightly
$123 total
Sep 28 - Sep 29
Total with taxes and fees
Carlton Inn Midway

3. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Noel
$68 nightly
$80 total
Sep 28 - Sep 29
Total with taxes and fees
Rainbow Motel

4. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
$199 nightly
$237 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Vacation Club Hotel Blake Chicago

5. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Ashraf
$207 nightly
$246 total
Sep 8 - Sep 9
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

6. LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
United States
Tomas
$135 nightly
$159 total
Sep 7 - Sep 8
Total with taxes and fees
LIVN - West Loop Chicago

7. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
George
$112 nightly
$133 total
Sep 8 - Sep 9
Total with taxes and fees
Congress Plaza Hotel

8. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Downtown Chicago
United States
Marissa
$129 nightly
$153 total
Sep 7 - Sep 8
Total with taxes and fees
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

9. Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
United States
Melissa
$152 nightly
$181 total
Sep 10 - Sep 11
Total with taxes and fees
Best Western Grant Park Hotel

10. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Lori
$224 nightly
$266 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Chicago

11. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Laura
$125 nightly
$148 total
Sep 7 - Sep 8
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

12. River Hotel

River Hotel
Downtown Chicago
Canada
Austin
$153 nightly
$182 total
Sep 7 - Sep 8
Total with taxes and fees
River Hotel

13. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
Downtown Chicago
United States
Tamika
$212 nightly
$252 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Centric The Loop Chicago

14. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Steve
$274 nightly
$326 total
Sep 7 - Sep 8
Total with taxes and fees
Hyatt Regency Chicago

15. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
Downtown Chicago
United States
Michelle
$180 nightly
$214 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Downtown River North

16. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Donna
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Riu Plaza Chicago

17. Le Méridien Essex Chicago

Le Méridien Essex Chicago
Downtown Chicago
United States
amanda
$164 nightly
$195 total
Sep 7 - Sep 8
Total with taxes and fees
Le Méridien Essex Chicago

18. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
United States
Jacqueline
$128 nightly
$152 total
Sep 8 - Sep 9
Total with taxes and fees
Club Quarters Hotel, Central Loop, Chicago

19. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
United States
lakadria
$174 nightly
$207 total
Sep 7 - Sep 8
Total with taxes and fees
citizenM Chicago Downtown

20. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
United States
Jyothi Swaroop
$165 nightly
$196 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile
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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 scene.
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Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)
You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.
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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 theater scene.
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Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
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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.
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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
An airport with multiple runways, parked airplanes, and a large terminal building.
Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Great hotel and a nice spot for everything you need, walked around and explored! 10/10 great experience!"
Seth 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great location. Clean and nice. Thanks!"
DENNIS 2-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"Both guys at the front desk were very friendly and welcoming. I really enjoyed the historic vibe of the hotel, but the room itself was a little smaller than I expected. I also didn’t like that the iron and ironing board were located in the hallway on each floor instead of inside the room. The bed wasn’t as comfortable as I’m used to at a 4-star hotel, and the room could use a little TLC and a few upgrades. I stayed in room 1007, and although I love being on a higher floor, I would probably choose a different room next time. Overall, I enjoyed my stay and would definitely stay here again because I loved the historic charm of the hotel."
Sherri 1-night trip
Posted 1 hour ago
Hotel Saint Clair- Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"The staff were amazing and helpful!"
Jake 1-night trip
Posted 2 hours ago
Fairmont Chicago at Millennium Park
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"close to everything, valet was helpful friendly and welcoming. easy to check in and out, great vibes on a stay night with dj in lobby"
melissa 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Room, especially the bathroom was clean. It has the basic needs a guest could ask for. Worth the price."
Sharon 3-night trip
Posted 3 hours ago
Warwick Allerton - Chicago
The Wade

The Wade

10/10 Excellent
"Great hotel"
Allison 2-night trip
Posted 4 hours ago
The Wade
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

8/10 Good
"Clean hotel, very close and convenient to the CTA train."
Lindsey 2-night trip
Posted 5 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

8/10 Good
"Room was okay. You get what you pay for nothing special"
Marcus 1-night trip
Posted 21 hours ago
Travelodge by Wyndham Downtown Chicago

More cheap stays in Southwest Side

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL
$53 nightly
$60 total
Oct 1 - Oct 2
Total with taxes and fees
Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
$56 nightly
$63 total
Sep 20 - Sep 21
Total with taxes and fees
Motel 6 Naperville, IL
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL
$118 nightly
$139 total
Oct 4 - Oct 5
Total with taxes and fees
8/10 Very Good! (2,100 reviews)
Sleep Inn Midway Airport Bedford Park
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL
$134 nightly
$157 total
Sep 8 - Sep 9
Total with taxes and fees
7.6/10 Good! (2,831 reviews)
Travelodge by Wyndham Downtown Chicago
Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
8.4/10 Very Good! (1,314 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL
$164 nightly
$195 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,575 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Southwest Side with star-rating

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