Find hotels in Southwest Side, IL from $64
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Go beyond your typical stay in Southwest Side
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Sep 2 - Sep 3Tomorrow
Sep 3 - Sep 4This weekend
Sep 4 - Sep 6Next weekend
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
$141 nightly
$164 total
Sep 7 - Sep 8
Total with taxes and fees
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
Rahul Pandit
$117 nightly
$137 total
Sep 14 - Sep 15
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Sep 10 - Sep 11
Total with taxes and fees
4. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
George
$101 nightly
$120 total
Sep 8 - Sep 9
Total with taxes and fees
5. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$197 nightly
$231 total
Sep 10 - Sep 11
Total with taxes and fees
6. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
Laura
$122 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
7. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$143 nightly
$170 total
Sep 7 - Sep 8
Total with taxes and fees
8. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Tomas
$137 nightly
$161 total
Sep 7 - Sep 8
Total with taxes and fees
9. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
Melanie
$181 nightly
$216 total
Sep 7 - Sep 8
Total with taxes and fees
10. River Hotel
River HotelDowntown Chicago
Timothy
$161 nightly
$192 total
Sep 8 - Sep 9
Total with taxes and fees
11. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
Dhannetta
$161 nightly
$191 total
Sep 10 - Sep 11
Total with taxes and fees
12. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
Tamika
$212 nightly
$252 total
Sep 7 - Sep 8
Total with taxes and fees
13. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
Odessia
$154 nightly
$183 total
Sep 7 - Sep 8
Total with taxes and fees
14. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Matthew
$141 nightly
$168 total
Sep 8 - Sep 9
Total with taxes and fees
15. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
G.
$164 nightly
$196 total
Sep 8 - Sep 9
Total with taxes and fees
16. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts ChicagoDowntown Chicago
Jose Rafael
$248 nightly
$295 total
Sep 10 - Sep 11
Total with taxes and fees
17. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownDowntown Chicago
Xiao
$195 nightly
$232 total
Sep 9 - Sep 10
Total with taxes and fees
18. 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
19. Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent MileDowntown Chicago
Jon
$139 nightly
$166 total
Sep 7 - Sep 8
Total with taxes and fees
20. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
lakadria
$170 nightly
$202 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.
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
Hilton Chicago
10/10 Excellent
"Overall it was a very good experience. The only thing I would comment is that the conditioner is empty when we arrived I called the lobby and left a message that I need conditioner the auto-robot operator said it will be sent to.our room but it never arrived."
L7 Chicago by LOTTE
10/10 Excellent
"Front desk professional. Valet respectful. Best hotel experience."
Hotel Saint Clair- Magnificent Mile
8/10 Good
"great location, competitive rate, clean and comfortable but small room"
Congress Plaza Hotel
10/10 Excellent
"Excellent hotel if you are coming to explore Chicago. Lots of history in the building which transports you back in time without feeling dated due to the efforts of the owners/staff to keep it up. Pricing is outstanding for location, easy walk to L stations and the area is relatively safe even early into the morning."
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"A fantastic day experience."
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Amazing hotel ! Was in the midst of everything and the staff was extremely helpful and even upgraded our room! Would definitely book again"
Fairmont Chicago at Millennium Park
10/10 Excellent
"Very"
More cheap stays in Southwest Side
Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
$57 nightly
$64 total
Sep 20 - Sep 21
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
$62 nightly
$69 total
Sep 13 - Sep 14
Total with taxes and fees
6.4/10 (1,256 reviews)
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
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$141 nightly
$164 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$139 nightly
$166 total
Sep 7 - Sep 8
Total with taxes and fees
8/10 Very Good! (1,561 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$141 nightly
$168 total
Sep 8 - Sep 9
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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