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 IHGWest Lawn
8.2 out of 10, Very Good, (1,019 reviews)
"average hotel"
anilkumar
$116 nightly
The price is $134
Aug 9 - Aug 10
Total with taxes and fees
2. Rainbow Motel
Rainbow MotelGarfield Ridge
5.6 out of 10, (34 reviews)
"Really friendly staff , decent size room"
Noel
$86 nightly
The price is $100
Jul 21 - Jul 22
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,001 reviews)
"I think this hotel is good for you and your spouse, but not if you’re traveling with children. It’s a good option for a one- or two-night stay, especially if you just need a place to sleep."
David
$107 nightly
The price is $126
Aug 3 - Aug 4
Total with taxes and fees
4. Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (129 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
$89 nightly
The price is $105
Jul 27 - Jul 28
Total with taxes and fees
5. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,605 reviews)
"View was beautiful, accommodations were excellent."
Julie
$250 nightly
The price is $298
Aug 10 - Aug 11
Total with taxes and fees
6. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,089 reviews)
"helpful staff, great location, comfortable rooms and great views"
Jordan Leigh
$172 nightly
The price is $204
Aug 18 - Aug 19
Total with taxes and fees
7. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
8.6 out of 10, Excellent, (1,087 reviews)
"I’ll definitely be staying here again."
Ryan
$157 nightly
The price is $187
Aug 9 - Aug 10
Total with taxes and fees
8. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,244 reviews)
"Great place to stay"
ERIC
$184 nightly
The price is $219
Aug 13 - Aug 14
Total with taxes and fees
9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
9.6 out of 10, Exceptional, (1,289 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
Aleace
$191 nightly
The price is $227
Aug 16 - Aug 17
Total with taxes and fees
10. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very Good, (2,751 reviews)
"Nice place to stay at"
Tammy
$161 nightly
The price is $192
Aug 9 - Aug 10
Total with taxes and fees
11. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,394 reviews)
"Great stay"
jayne
$167 nightly
The price is $199
Aug 9 - Aug 10
Total with taxes and fees
12. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (2,309 reviews)
"Nice place to stay"
Donilyn
$203 nightly
The price is $242
Aug 9 - Aug 10
Total with taxes and fees
13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,697 reviews)
"Great location, walking distance to shops and eating."
MARTINA
$154 nightly
The price is $183
Aug 10 - Aug 11
Total with taxes and fees
14. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,402 reviews)
"The staff was very friendly and the rooms were amazing"
Amy
$176 nightly
The price is $210
Aug 20 - Aug 21
Total with taxes and fees
15. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,005 reviews)
"Room was quiet and clean"
Robert
$198 nightly
The price is $235
Aug 17 - Aug 18
Total with taxes and fees
16. L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (4,407 reviews)
"Great stay"
Julie Ann
$188 nightly
The price is $224
Aug 17 - Aug 18
Total with taxes and fees
17. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
9.2 out of 10, Wonderful, (1,395 reviews)
"Very nice would stay again"
Dawn
$204 nightly
The price is $243
Aug 9 - Aug 10
Total with taxes and fees
18. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very Good, (1,800 reviews)
"Great location, clean, and a super breakfast!"
Tina
$172 nightly
The price is $204
Aug 3 - Aug 4
Total with taxes and fees
19. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,531 reviews)
"Great place to stay"
John
$241 nightly
The price is $287
Aug 9 - Aug 10
Total with taxes and fees
20. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,778 reviews)
"I love all about this hotel"
Liliana B
$253 nightly
The price is $300
Aug 16 - Aug 17
Total with taxes and fees
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.
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Stay near popular Southwest Side attractions
Learn more about Southwest Side
Explore attractions like Ephraim Bajar Cultural Center and Balzekas Museum of Lithuanian Culture as you discover things to see and do in Southwest Side.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
More cheap stays in Southwest Side
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$58 nightly
The price is $64 total per night from Jul 29 to Jul 30
$64 total
Jul 29 - Jul 30
Total with taxes and fees
6.4/10 (1,201 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
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