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 17 - Aug 18Tomorrow
Aug 18 - Aug 19This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our 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. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Aug 27 - Aug 28
Total with taxes and fees
3. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Kevin
$119 nightly
$140 total
Aug 18 - Aug 19
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
$201 nightly
$239 total
Sep 7 - Sep 8
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$115 nightly
$136 total
Sep 8 - Sep 9
Total with taxes and fees
6. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Lorena
$107 nightly
$127 total
Aug 31 - Sep 1
Total with taxes and fees
7. Hilton Chicago
Hilton ChicagoDowntown Chicago
Brenda
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
8. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
Shilpa
$158 nightly
$188 total
Sep 8 - Sep 9
Total with taxes and fees
9. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
Jesse
$158 nightly
$188 total
Sep 7 - Sep 8
Total with taxes and fees
10. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$161 nightly
$188 total
Aug 31 - Sep 1
Total with taxes and fees
11. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$145 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
12. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Cesar
$167 nightly
$199 total
Sep 7 - Sep 8
Total with taxes and fees
13. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
Mary
$156 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
14. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
JENNIFER
$170 nightly
$228 total
Aug 31 - Sep 1
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. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
Michael
$198 nightly
$236 total
Aug 31 - Sep 1
Total with taxes and fees
17. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Mariana
$146 nightly
$171 total
Sep 1 - Sep 2
Total with taxes and fees
18. 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
19. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopDowntown Chicago
Beth
$144 nightly
$171 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
$169 nightly
$201 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
"Well maintained property. Easily accessible to restaurants and shopping. Lovely views"
The Allegro Royal Sonesta Hotel Chicago Loop
10/10 Excellent
"Great stay"
Hyatt Regency O'Hare Chicago
10/10 Excellent
"gREAT location, friendly and helpful staff. Nice onsite eating options. Clean tower with one of the fastest elevators I can recall. Recommend!"
Fairmont Chicago at Millennium Park
10/10 Excellent
"Fairmont maybe an old hotel but it is well maintained hotel. With large rooms, great views of the skyline especially at night from our window. And Le Labo toiletries is a plus. Also Many great restaurants nearby"
Hotel Riu Plaza Chicago
10/10 Excellent
"I had an amazing time at the hotel. The employees were helpful and the rooftop view is amazing."
Hyatt Regency Chicago
10/10 Excellent
"Everything was nice! Hotel was beautiful, no pool was the only thing I didn’t like."
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"Stayed here for our son's 11th birthday weekend! Chose this hotel due to location, cost and the fact that they have balconies! Felicia at the front desk was wonderful. She made our kids feel very special :-)"
Holiday Inn & Suites Chicago - Downtown by IHG
8/10 Good
"WiFi was a little bit temperamental other than that it was a great experience."
Kasa Magnificent Mile Chicago
10/10 Excellent
"Muy práctico todo solo que si es necesario que le digan a uno que tienen el inventario del apartamento para que no vayan a cobrar por algo que falte dentro del hotel. No todos los implementos estaban completos"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 8 - Sep 9
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$63 nightly
$70 total
Aug 24 - Aug 25
Total with taxes and fees
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$85 nightly
$96 total
Sep 8 - Sep 9
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$107 nightly
$127 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (2,769 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
8.2/10 Very Good! (1,015 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$161 nightly
$191 total
Aug 30 - Aug 31
Total with taxes and fees
8/10 Very Good! (1,520 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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