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 28 - Aug 29Tomorrow
Aug 29 - Aug 30This weekend
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Sep 4 - Sep 6Our 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
Sep 9 - Sep 10
Total with taxes and fees
3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Sep 9 - Sep 10
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
$196 nightly
$233 total
Aug 30 - Aug 31
Total with taxes and fees
5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Mia
$117 nightly
$140 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
Aug 31 - Sep 1
Total with taxes and fees
7. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
Melissa
$140 nightly
$166 total
Sep 1 - Sep 2
Total with taxes and fees
8. River Hotel
River HotelDowntown Chicago
Patti
$130 nightly
$155 total
Sep 7 - Sep 8
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
Alma
$143 nightly
$170 total
Aug 31 - Sep 1
Total with taxes and fees
11. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Courtney
$143 nightly
$168 total
Aug 31 - Sep 1
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
Marisela
$205 nightly
$244 total
Aug 31 - Sep 1
Total with taxes and fees
16. Central Loop Hotel
Central Loop HotelDowntown Chicago
Yiyang
$124 nightly
$148 total
Aug 30 - Aug 31
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
$124 nightly
$147 total
Aug 30 - Aug 31
Total with taxes and fees
19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
susie
$164 nightly
$194 total
Sep 1 - Sep 2
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
Congress Plaza Hotel
10/10 Excellent
"It was clean and friendly"
Kasa Magnificent Mile Chicago
10/10 Excellent
"The unit was clean, well stocked with everything we needed, and very comfortable! The check in and check out processes were very smooth and the staff’s communications were helpful and friendly."
L7 Chicago by LOTTE
10/10 Excellent
"Fantastic location - so central to the river and millennium park. Hotel was really well appointed with nice attention to detail. We had a room on the 11th floor and it was so quiet - I couldn’t hear any noise or sirens which given our location was very surprising. Rooms were large with nice touches - robes, safes, a yoga mat, dumbbells and a fridge. For 2 people travelling with dietary restrictions this was so helpful - we could buy our own milk and food and store it in the fridge. Normally they are crammed with chargeable drinks etc, so this was a good add-on. Helpful as the restaurant in the hotel didn’t have gluten free bread or anything for breakfasts. Comfy beds, nice staff. Good valet service."
The Allegro Royal Sonesta Hotel Chicago Loop
10/10 Excellent
"The staff were exceptional and went the extra mile for my birthday"
Palmer House a Hilton Hotel
10/10 Excellent
"Nice historical hotel. As such wifi was unavailable without special membership. Food in the restaurant was good. Staff were always very helpful and caring."
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Staff were nice and kind, room was maintained clean and no issues whatsoever even after I checked in early"
Club Quarters Hotel, Central Loop, Chicago
8/10 Good
"Room was fairly clean. There were some small snips of paper or a wrapper on the floor inside the closet but nothing too big of a deal. The room we reserved (coworker and myself) stated two twin beds. I was thinking these are probably full but say twin. We got checked in and up to our room which the hallway was small; the hotel was very old but in good shape. The room literally had TWIN beds. It was fine we just needed a place to lay our heads as we were gone to a conference for work both days we stayed. Bed was soft and comfortable. No fridge in room but again not a deal breaker. Shower took a while to heat up but again we were on the 8th floor and the building is old. Again not a problem. Stay was good value for the week considering we were in the loop of Chicago. Would stay again!!"
Travelodge by Wyndham Downtown Chicago
10/10 Excellent
"Overall great for price and room was much bigger than expected."
The Chicago Hotel Collection Ambassador Gold Coast
10/10 Excellent
"Staff was very nice, hotel is in a great location"
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 9 - Sep 10
Total with taxes and fees
6.4/10 (1,252 reviews)
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$86 nightly
$96 total
Sep 20 - Sep 21
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$128 nightly
$150 total
Aug 30 - Aug 31
Total with taxes and fees
7.6/10 Good! (2,798 reviews)
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! (1,007 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
8/10 Very Good! (1,548 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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