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

Find hotels in Southwest Side, IL from $64

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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 7 - Sep 8
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Rahul Pandit
$119 nightly
$140 total
Sep 3 - Sep 4
Total with taxes and fees
Carlton Inn Midway

3. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Noel
$81 nightly
$95 total
Sep 12 - Sep 13
Total with taxes and fees
Rainbow Motel

4. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
George
$101 nightly
$120 total
Sep 8 - Sep 9
Total with taxes and fees
Congress Plaza Hotel

5. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Konner
$197 nightly
$231 total
Sep 9 - Sep 10
Total with taxes and fees
Hilton Chicago

6. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Laura
$122 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

7. Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
United States
Diego
$143 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
Best Western Grant Park Hotel

8. LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
United States
Tomas
$137 nightly
$161 total
Sep 7 - Sep 8
Total with taxes and fees
LIVN - West Loop Chicago

9. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Melanie
$181 nightly
$216 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Vacation Club Hotel Blake Chicago

10. River Hotel

River Hotel
Downtown Chicago
United States
Timothy
$159 nightly
$190 total
Sep 8 - Sep 9
Total with taxes and fees
River Hotel

11. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
United States
Dhannetta
$163 nightly
$192 total
Sep 7 - Sep 8
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

12. 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

13. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
United States
Odessia
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
Aloft by Marriott Chicago Mag Mile

14. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
United States
Matthew
$143 nightly
$170 total
Sep 8 - Sep 9
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago

15. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
United States
G.
$209 nightly
$248 total
Sep 9 - Sep 10
Total with taxes and fees
Palmer House a Hilton Hotel

16. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Jose Rafael
$248 nightly
$295 total
Sep 10 - Sep 11
Total with taxes and fees
Sports Illustrated Resorts Chicago

17. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
Downtown Chicago
United States
Xiao
$195 nightly
$232 total
Sep 9 - Sep 10
Total with taxes and fees
Silversmith Hotel Chicago Downtown

18. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
$144 nightly
$171 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott Chicago Magnificent Mile

19. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
United States
Jon
$139 nightly
$166 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile

20. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
United States
lakadria
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees
citizenM Chicago Downtown
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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
"Na"
Adrienne 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"A fantastic day experience."
Alejandro 1-night trip
Posted 2 hours ago
InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"It was great! We arrived early and the front desk was able to check us in early and our room and view was just amazing! Loved how clean everything was."
Justin 1-night trip
Posted 2 hours ago
Congress Plaza Hotel
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"The room was very neat & clean upon arrival. The staff were kind and readily available for anything you need. It was a relaxing and comfortable stay. The location is perfect at the center of everything or just a few train stops away. Would stay again"
Kiara 3-night trip
Posted 7 hours ago
L7 Chicago by LOTTE
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

10/10 Excellent
"I felt comfortable during my stay at Kasa. There was a lot of room space and having a balcony was great"
Elios 5-night trip
Posted 9 hours ago
Kasa Magnificent Mile Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"I was upgraded to a larger room with amazing views upon request for my birthday weekend stay ! All of the staff were friendly and professional and Willie with housekeeping was especially helpful getting me an extra blanket and making some local recommendations for food and attractions. He was very kind and a real asset to the hotel staff . My server Juan in the 720 restaurant was also very nice . The breakfast buffet was excellent, a little pricey but includes all drinks including fresh OJ . The bacon and pancakes were delicious. I didn’t try the other restaurant Kittys . Only the rooms facing the street have views so keep that in mind when booking a room otherwise you’ll be facing a wall . The rooms are clean and beds are pretty comfortable . All in all a very good stay"
Pam 3-night trip
Posted 12 hours ago
Hilton Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Amazing hotel ! Was in the midst of everything and the staff was extremely helpful and even upgraded our room! Would definitely book again"
Dwayne 2-night trip
Posted 15 hours ago
The Royal Sonesta Chicago Downtown
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Great location! Excellent staff, clean room."
Angela 4-night trip
Posted 15 hours ago
Warwick Allerton - Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"This place was amazing"
Colten 2-night trip
Posted 18 hours ago
The Chicago Hotel Collection - Magnificent Mile

More cheap stays in Southwest Side

Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 20 - Sep 21
Total with taxes and fees
Motel 6 Naperville, IL
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Sep 9 - Sep 10
Total with taxes and fees
6.4/10 (1,256 reviews)
Red Roof Inn PLUS+ Chicago - Willowbrook
Quality Inn & Suites Orland Park - Chicago

Quality Inn & Suites Orland Park - Chicago

8800 W 159th St Orland Park IL
$83 nightly
$93 total
Sep 27 - Sep 28
Total with taxes and fees
7.4/10 Good! (1,009 reviews)
Quality Inn & Suites Orland Park - Chicago
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL
$141 nightly
$164 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL
$139 nightly
$166 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL
$143 nightly
$170 total
Sep 8 - Sep 9
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago

Hotels in Southwest Side with star-rating

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