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 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our 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
$134 nightly
$156 total
Sep 7 - Sep 8
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$107 nightly
$126 total
Aug 9 - Aug 10
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$86 nightly
$100 total
Aug 10 - Aug 11
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
$202 nightly
$241 total
Sep 7 - Sep 8
Total with taxes and fees
5. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Adam
$113 nightly
$134 total
Aug 30 - Aug 31
Total with taxes and fees
6. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$135 nightly
$161 total
Sep 7 - Sep 8
Total with taxes and fees
7. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Jordan Leigh
$161 nightly
$189 total
Sep 1 - Sep 2
Total with taxes and fees
8. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Adit
$145 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
9. 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
10. Hilton Chicago
Hilton ChicagoDowntown Chicago
kun
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
11. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
jayne
$161 nightly
$189 total
Sep 1 - Sep 2
Total with taxes and fees
12. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Judy
$152 nightly
$181 total
Aug 9 - Aug 10
Total with taxes and fees
13. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
Daniel
$158 nightly
$188 total
Aug 30 - Aug 31
Total with taxes and fees
14. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
Aleace
$167 nightly
$199 total
Aug 30 - Aug 31
Total with taxes and fees
15. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Macy
$163 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
16. Freehand Chicago
Freehand ChicagoDowntown Chicago
james
$117 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees
17. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Chimere
$159 nightly
$189 total
Sep 7 - Sep 8
Total with taxes and fees
18. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Gillian
$199 nightly
$236 total
Aug 25 - Aug 26
Total with taxes and fees
19. The Buckingham Hotel
The Buckingham HotelDowntown Chicago
Dominique
$169 nightly
$199 total
Aug 9 - Aug 10
Total with taxes and fees
20. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Jennifer
$161 nightly
$191 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.
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.
Union Stock Yard Gate
You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
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 fascinating museums.
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 Chicago Hotel Collection Ambassador Gold Coast
8/10 Good
"Staff was amazing, room and bathroom were clean-but linens and bedding were not replaced or made. Breakfast had good options/however the restaurant menu was disappointing. Bedroom and Hall carpet needs replacing. Great location, I would stay here again. Thank you."
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Well located really close to train station and walking distance to river."
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
"My friend and I enjoyed our two-nights stay at the Chicago Hotel Collection- Magnificent Miles. Especially the rooftops bar, it provides amazing drinks and foods!"
The Royal Sonesta Chicago Downtown
10/10 Excellent
"❤️"
Congress Plaza Hotel
10/10 Excellent
"The Congress Plaza Hotel was a great choice for location and price. The hotel itself is old. On the one hand, it is great because the lobby has high ceilings and detailed architecture. if it has gold elevators, etc. The rooms are small. However, I would definitely stay there again."
Holiday Inn & Suites Chicago - Downtown by IHG
10/10 Excellent
"Amazing stay, clean room, friendly staff, beautiful rooftop pool."
The Allegro Royal Sonesta Hotel Chicago Loop
10/10 Excellent
"good"
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
$59 nightly
$66 total
Aug 13 - Aug 14
Total with taxes and fees
6.2/10 (1,239 reviews)
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$80 nightly
$90 total
Sep 1 - Sep 2
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$113 nightly
$134 total
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$134 nightly
$156 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,021 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$169 nightly
$201 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,495 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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