
Find hotels in Southwest Side, IL from $63
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Go beyond your typical stay in Southwest Side
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Aug 22 - Aug 23Tomorrow
Aug 23 - Aug 24Next weekend
Aug 28 - Aug 30In two weeks
Sep 4 - Sep 6Our top choices for Southwest Side hotels




1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Diane
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees




2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$115 nightly
$136 total
Aug 25 - Aug 26
Total with taxes and fees




3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Aug 25 - Aug 26
Total with taxes and fees




4. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Dawn
$204 nightly
$243 total
Aug 30 - Aug 31
Total with taxes and fees




5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$113 nightly
$135 total
Sep 8 - Sep 9
Total with taxes and fees




6. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$211 nightly
$251 total
Sep 7 - Sep 8
Total with taxes and fees




7. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Julenny
$159 nightly
$189 total
Sep 7 - Sep 8
Total with taxes and fees




8. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Theresa
$169 nightly
$201 total
Sep 7 - Sep 8
Total with taxes and fees




9. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Dylan
$215 nightly
$215 total
Aug 23 - Aug 24
Total with taxes and fees




10. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
AMBER
$156 nightly
$186 total
Sep 7 - Sep 8
Total with taxes and fees




11. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Diego
$129 nightly
$153 total
Aug 30 - Aug 31
Total with taxes and fees




12. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
lakadria
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees




13. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Shiraz
$119 nightly
$141 total
Aug 31 - Sep 1
Total with taxes and fees




14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileDowntown Chicago
Karaline
$127 nightly
$151 total
Aug 30 - Aug 31
Total with taxes and fees




15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
Bridget
$160 nightly
$190 total
Aug 31 - Sep 1
Total with taxes and fees




16. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
G.
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees




17. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Xiao
$186 nightly
$222 total
Aug 30 - Aug 31
Total with taxes and fees




18. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$159 nightly
$187 total
Sep 7 - Sep 8
Total with taxes and fees




19. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
MAGALY
$152 nightly
$181 total
Aug 30 - Aug 31
Total with taxes and fees




20. The Buckingham Hotel
The Buckingham HotelDowntown Chicago
Dominique
$169 nightly
$199 total
Aug 30 - Aug 31
Total with taxes and fees
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.
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.
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.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
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.
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
Photo by by Midway Intl Airport
Top Southwest Side Hotel Reviews
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Perfect location for a first time visitor! We were close to the Willis Tower, the Art Museum, the Bean and a short ride to the Obama Presidential Center. We were close to good restaurants especially Luke’s and Giordano's. We will book this hotel again!"
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"Was a good experience"
Hilton Chicago
10/10 Excellent
"It's a beautiful hotel. Very centric on the city, clean and the staff are very serviceable."
River Hotel
10/10 Excellent
"トランプ前のホテル シカゴ観光施設に近く使い勝手が良い ミレニアムパークに駐車しました"
The Royal Sonesta Chicago Downtown
10/10 Excellent
"This is an amazing hotel in the heart of Chicago. Highly recommended. I got an upgrade for a huge room apartment style with river and downtown view. Room was quiet and clean. The staff is very friendly and helpful. The hotel is conveniently located close to many attractions within walking distance. And public transportation is nearby. I did not need a rental or a taxi."
Fairmont Chicago at Millennium Park
10/10 Excellent
"Very clean room and confidently located near the millennium park."
Hotel Riu Plaza Chicago
8/10 Good
"They charge a facilities fee which is about 20 bucks a night for the amenities. I generally don't have a problem with that as it includes breakfast. BUT, I was annoyed that in the hotel gym (which isn't bad), the bikes had some problems. It's a slight nitpick, admittedly, but that's what it is. The hotel is very close to transit and the LOOP which is the main area of Chicago. Staff were amazing and helpful, the breakfast was very filling. The gym has weights that go up to 20KG, which is pretty nice and they do have those gymbro slogans on the walls which is kind of fun."
L7 Chicago by LOTTE
10/10 Excellent
"Great place in a central location"
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Very nice staff. Terrific location. Comfortable room"
More cheap stays in Southwest Side

Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$56 nightly
$63 total
Sep 15 - Sep 16
Total with taxes and fees
7.8/10 Good! (1,456 reviews)

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$62 nightly
$69 total
Sep 15 - Sep 16
Total with taxes and fees

Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$90 nightly
$101 total
Sep 7 - Sep 8
Total with taxes and fees
7.4/10 Good! (1,007 reviews)

Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$119 nightly
$141 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (2,796 reviews)

Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees

Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$152 nightly
$181 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,526 reviews)
Hotels in Southwest Side with star-rating

5 Star Hotels
9 properties

4 Star Hotels
150 properties

3 Star Hotels
227 properties

2 Star Hotels
222 properties
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