Find hotels in Southwest Side, IL from $60
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Sep 18 - Sep 19Tomorrow
Sep 19 - Sep 20This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Our top choices for Southwest Side hotels
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
Fabian
$162 nightly
$188 total
Sep 27 - Sep 28
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Icaro
$119 nightly
$140 total
Sep 21 - Sep 22
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$86 nightly
$100 total
Sep 21 - Sep 22
Total with taxes and fees
4. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Michael T.
$152 nightly
$181 total
Sep 30 - Oct 1
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
John
$179 nightly
$212 total
Oct 7 - Oct 8
Total with taxes and fees
6. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Victoria
$169 nightly
$201 total
Sep 20 - Sep 21
Total with taxes and fees
7. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
Shanequa
$316 nightly
$376 total
Sep 27 - Sep 28
Total with taxes and fees
8. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
chidubem
$190 nightly
$223 total
Sep 20 - Sep 21
Total with taxes and fees
9. River Hotel
River HotelDowntown Chicago
Isabella
$171 nightly
$203 total
Sep 20 - Sep 21
Total with taxes and fees
10. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Tremecka
$153 nightly
$180 total
Sep 27 - Sep 28
Total with taxes and fees
11. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio HotelDowntown Chicago
Tomasz
$159 nightly
$189 total
Sep 27 - Sep 28
Total with taxes and fees
12. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
Isayra
$199 nightly
$237 total
Sep 20 - Sep 21
Total with taxes and fees
13. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Jacqueline
$140 nightly
$166 total
Sep 20 - Sep 21
Total with taxes and fees
14. Hilton Chicago
Hilton ChicagoDowntown Chicago
Alan
$233 nightly
$273 total
Sep 25 - Sep 26
Total with taxes and fees
15. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
Aagrim
$264 nightly
$314 total
Sep 27 - Sep 28
Total with taxes and fees
16. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Michael
$209 nightly
$249 total
Sep 20 - Sep 21
Total with taxes and fees
17. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
Whitney
$152 nightly
$181 total
Sep 29 - Sep 30
Total with taxes and fees
18. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Madelyn
$215 nightly
$255 total
Sep 27 - Sep 28
Total with taxes and fees
19. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Carmina
20. Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
Tommie
$141 nightly
$168 total
Oct 13 - Oct 14
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.
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.
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.
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
Hilton Chicago
10/10 Excellent
"Good"
Fairmont Chicago at Millennium Park
10/10 Excellent
"Great"
Travelodge by Wyndham Downtown Chicago
10/10 Excellent
"I was a solo traveler for a weekend stay. It's right in the heart of the city and I had great interactions with the front desk and housekeeping staff when I had to check out late. There's great options to eat right beside the hotel for breakfast but I loved the Thai restaurant right next door."
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
"The hotel is beautiful and in a great location! The staff was very helpful and friendly and wanting to please. The room was very clean and comfortable. We enjoyed our stay!"
L7 Chicago by LOTTE
10/10 Excellent
"My stay was great! It was a great option for my birthday celebration. The room was extremely clean and I was upgraded for a much smaller fee than was being charged to do so online. The service was great! I’ll definitely be back"
Hyatt Regency Chicago
10/10 Excellent
"."
Eurostars Magnificent Mile
10/10 Excellent
"Had a great quick weekend stay- location was convenient. Had a corner room with a great view - would come back!"
Hotel Saint Clair- Magnificent Mile
10/10 Excellent
"liked the location of the hotel, room was nice, the restaurant in the hotel adds to the convenience of the property. I did not like EXPEDIA adding extra charges to my bill tried to get them removed but I couldn't get on web site in order to do it. I did not order the insurance and was charged, next trip I will make sure I don't use Expedias web site."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"Great room in a world class city and the amenities were on point."
More cheap stays in Southwest Side
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$53 nightly
$60 total
Oct 4 - Oct 5
Total with taxes and fees
7.8/10 Good! (2,005 reviews)
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Oct 4 - Oct 5
Total with taxes and fees
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
$123 nightly
$144 total
Oct 14 - Oct 15
Total with taxes and fees
8/10 Very Good! (2,108 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$153 nightly
$180 total
Sep 27 - Sep 28
Total with taxes and fees
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
$173 nightly
$206 total
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$195 nightly
$231 total
Sep 27 - Sep 28
Total with taxes and fees
8/10 Very Good! (1,619 reviews)
Hotels in Southwest Side with star-rating
5 Star Hotels
9 properties
4 Star Hotels
150 properties
3 Star Hotels
229 properties
2 Star Hotels
221 properties
Explore a world of travel with Expedia
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