
Find hotels in Southwest Side, IL from $64
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Go beyond your typical stay in Southwest Side
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Family friendly
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Aug 29 - Aug 30Tomorrow
Aug 30 - Aug 31Next weekend
Sep 4 - Sep 6In two weeks
Sep 11 - Sep 13Our 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
$137 nightly
$159 total
Sep 7 - Sep 8
Total with taxes and fees




2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Rahul Pandit
$117 nightly
$137 total
Aug 31 - Sep 1
Total with taxes and fees




3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Aug 31 - Sep 1
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
Ashraf
$198 nightly
$236 total
Sep 7 - Sep 8
Total with taxes and fees




5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
George
$116 nightly
$138 total
Sep 8 - Sep 9
Total with taxes and fees




6. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Melanie
$181 nightly
$216 total
Sep 1 - Sep 2
Total with taxes and fees




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




8. River Hotel
River HotelDowntown Chicago
Patti
$140 nightly
$167 total
Sep 8 - Sep 9
Total with taxes and fees




9. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees




10. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Brittany
$117 nightly
$139 total
Aug 31 - Sep 1
Total with taxes and fees




11. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Courtney
$128 nightly
$150 total
Aug 30 - Aug 31
Total with taxes and fees




12. The Wade
The WadeDowntown Chicago
Ayomikun Jedidiah
$149 nightly
$177 total
Aug 30 - Aug 31
Total with taxes and fees




13. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$152 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees




14. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Fairfield Inn & Suites Chicago Downtown / Magnificent MileDowntown Chicago
Karaline
$123 nightly
$146 total
Sep 7 - Sep 8
Total with taxes and fees




15. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoDowntown Chicago
CHRISTIE
$209 nightly
$249 total
Aug 31 - Sep 1
Total with taxes and fees




16. Central Loop Hotel
Central Loop HotelDowntown Chicago
Yiyang
$137 nightly
$163 total
Aug 31 - Sep 1
Total with taxes and fees




17. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
Jyothi Swaroop
$144 nightly
$171 total
Sep 7 - Sep 8
Total with taxes and fees




18. Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, ChicagoDowntown Chicago
Daphnie
$117 nightly
$140 total
Sep 8 - Sep 9
Total with taxes and fees




19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
susie
$161 nightly
$191 total
Sep 8 - Sep 9
Total with taxes and fees




20. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
Tamika
$188 nightly
$224 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
The Wade
8/10 Good
"Conveniently located"
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Gorgeous huge room with giant windows. Amazing fast staff, especially the valet/bellhops. Beautiful property, amazing location. Awesome pool."
Hyatt Regency Chicago
8/10 Good
"Muy bueno, vista espectacular, buen servicio"
The Chicago Hotel Collection - Magnificent Mile
8/10 Good
"The staff were super kind and helpful. The hotel qas in a great location. Would come back again!"
L7 Chicago by LOTTE
10/10 Excellent
"Amazing experience with the front desk Alex is great very helpful"
Hilton Chicago
10/10 Excellent
"I really enjoyed that they made the BTS ARMY guests feel welcomed"
The Allegro Royal Sonesta Hotel Chicago Loop
10/10 Excellent
"Room was stylish and clean, comfy bed and nice bathroom. Great location right in the middle of Theater District/River North!"
River Hotel
10/10 Excellent
"Awesome place in a great location"
Palmer House a Hilton Hotel
10/10 Excellent
"Beautiful hotel with lots of personality and charm. Great staff, great location, lots of options for food easily available."
More cheap stays in Southwest Side

Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 13 - Sep 14
Total with taxes and fees

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$62 nightly
$69 total
Sep 8 - Sep 9
Total with taxes and fees

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

Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$115 nightly
$137 total
Aug 31 - Sep 1
Total with taxes and fees

Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$137 nightly
$159 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,008 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$148 nightly
$176 total
Sep 7 - Sep 8
Total with taxes and fees
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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