Find hotels in Southwest Side, IL from $60
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Go beyond your typical stay in Southwest Side
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Family friendly
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Check prices for these dates
Tonight
Sep 17 - Sep 18Tomorrow
Sep 18 - Sep 19This 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.
$161 nightly
$191 total
Sep 27 - Sep 28
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
John
$164 nightly
$195 total
Sep 27 - Sep 28
Total with taxes and fees
6. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Phillip
$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
$317 nightly
$377 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
steve
$186 nightly
$221 total
Sep 20 - Sep 21
Total with taxes and fees
10. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Tremecka
$154 nightly
$183 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
$206 nightly
$245 total
Sep 27 - Sep 28
Total with taxes and fees
13. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Jacqueline
$144 nightly
$171 total
Sep 27 - Sep 28
Total with taxes and fees
14. Hilton Chicago
Hilton ChicagoDowntown Chicago
Alan
$247 nightly
$294 total
Sep 25 - Sep 26
Total with taxes and fees
15. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
Aagrim
$261 nightly
$310 total
Sep 20 - Sep 21
Total with taxes and fees
16. Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
Jennifer
$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
Patricia
$144 nightly
$172 total
Sep 20 - Sep 21
Total with taxes and fees
18. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
Madelyn
$203 nightly
$242 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
$179 nightly
$213 total
Sep 27 - Sep 28
Total with taxes and fees
20. Warwick Allerton - Chicago
Warwick Allerton - ChicagoDowntown Chicago
Ben
$192 nightly
$219 total
Oct 15 - Oct 16
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
Travelodge by Wyndham Downtown Chicago
10/10 Excellent
"Enjoy my stay"
The Wade
10/10 Excellent
"Thank"
Hotel Felix River North/Magnificent Mile
10/10 Excellent
"Very nice staff, clean rooms, quick elevators, coffee and fruit in the lobby in the mornings, and the location is great to access many wonderful things in the city. Highly recommend"
Hotel Saint Clair- Magnificent Mile
10/10 Excellent
"Elevator situation is not the best but it was a good stay for Lollapalooza"
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"A+"
River Hotel
8/10 Good
"Location is great."
Fairmont Chicago at Millennium Park
10/10 Excellent
"Stayed at the Fairmont Chicago and it exceeded every expectation. The rooms are spacious and clean, the staff make us feel welcome, and the location puts you steps from Millennium Park and the lakefront. Five stars — we'll be back."
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
8/10 Good
"The location and room itself worked well for us after a wedding on the Southside and using a Spot Hero parking place. The breakfast was very good, made fresh with good options but the tables needed to be bused and wiped down. The lobby needed tending to as well"
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
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
$121 nightly
$142 total
Sep 24 - Sep 25
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$154 nightly
$183 total
Sep 27 - Sep 28
Total with taxes and fees
7.8/10 Good! (2,838 reviews)
Holiday Inn Express Chicago - Magnificent Mile by IHG
640 N Wabash Ave Chicago IL
$194 nightly
$231 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$195 nightly
$231 total
Sep 20 - Sep 21
Total with taxes and fees
8/10 Very Good! (1,618 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
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