Find hotels in Southwest Side, IL from $64
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Go beyond your typical stay in Southwest Side
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Aug 13 - Aug 14Tomorrow
Aug 14 - Aug 15This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Ashley
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$119 nightly
$140 total
Aug 14 - Aug 15
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$86 nightly
$100 total
Aug 17 - Aug 18
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
$205 nightly
$244 total
Sep 7 - Sep 8
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$117 nightly
$140 total
Sep 8 - Sep 9
Total with taxes and fees
6. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Adam
$110 nightly
$130 total
Aug 30 - Aug 31
Total with taxes and fees
7. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Cesar
$171 nightly
$203 total
Sep 7 - Sep 8
Total with taxes and fees
8. Hilton Chicago
Hilton ChicagoDowntown Chicago
kun
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
Melanie
$287 nightly
$341 total
Sep 11 - Sep 12
Total with taxes and fees
10. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Laura
$161 nightly
$189 total
Aug 30 - Aug 31
Total with taxes and fees
11. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
12. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Paige
$158 nightly
$188 total
Sep 8 - Sep 9
Total with taxes and fees
13. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Evelyn
$156 nightly
$185 total
Aug 30 - Aug 31
Total with taxes and fees
14. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Judy
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
15. Arlo Chicago
Arlo ChicagoDowntown Chicago
Robert
$164 nightly
$195 total
Sep 7 - Sep 8
Total with taxes and fees
16. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
Kendra
$158 nightly
$188 total
Sep 7 - Sep 8
Total with taxes and fees
17. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
jayne
$156 nightly
$184 total
Sep 7 - Sep 8
Total with taxes and fees
18. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
suzanne
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees
19. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
Beth
$164 nightly
$195 total
Sep 7 - Sep 8
Total with taxes and fees
20. Hilton Garden Inn Chicago Central Loop
Hilton Garden Inn Chicago Central LoopDowntown Chicago
Dawn
$168 nightly
$200 total
Sep 7 - Sep 8
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.
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.
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.
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
The Royal Sonesta Chicago Downtown
10/10 Excellent
"The staff is exceptional! All of the doormen were extremely helpful and attentive, especially Lucas, our favorite. All of the housekeeping staff were wonderful and catered to our every need. The food at Hoyt's was excellent. The Hoyt's bar is a great place to mingle and decompress. The rooms are quiet and comfortable. Plenty of plugs for charging devices. The location is perfect, with a vast array of bus stops, across-the-street access to the Riverwalk, and easy walking distance to Millenium Park and the Chicago Art Institute. All-in-all, a wonderful stay. We really appreciated all of the humans taking care of us during our stay."
Crowne Plaza Chicago West Loop by IHG
8/10 Good
"Early check in request was accepted but upon arrival we had to wait for approx 2 hours to get the room. Breakfast menu was repeated throughout the stay and that forced us to go out for the breakfast."
Congress Plaza Hotel
8/10 Good
"I enjoyed my stay at the Congress Plaza. I had a room on the 11th floor with a terrific view of the lake. One problem: I stayed for two days and no housekeepers ever showed up to clean the room."
The Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"I love the decor. I really like the location. Staff in the reception seemed a little arrogant."
Hilton Chicago
8/10 Good
"Nice hotel, great location. $72 for parking a night and you have to pay to use the gym at the hotel turned me off."
Hyatt Regency O'Hare Chicago
10/10 Excellent
"I loved my stay"
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Great property"
River Hotel
10/10 Excellent
"Could not have asked for anything"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Aug 26 - Aug 27
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Aug 19 - Aug 20
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$83 nightly
$93 total
Sep 8 - Sep 9
Total with taxes and fees
7.4/10 Good! (1,014 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$110 nightly
$130 total
Aug 30 - Aug 31
Total with taxes and fees
7.6/10 Good! (2,746 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
$169 nightly
$201 total
Aug 16 - Aug 17
Total with taxes and fees
8/10 Very Good! (1,510 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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