
Find hotels in Southwest Side, IL from $64
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Go beyond your typical stay in Southwest Side
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Family friendly
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Aug 30 - Aug 31Tomorrow
Aug 31 - Sep 1Next weekend
Sep 4 - Sep 6In two weeks
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
$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 1 - Sep 2
Total with taxes and fees




3. Rainbow Motel
Rainbow MotelGarfield Ridge
Noel
$77 nightly
$90 total
Sep 20 - Sep 21
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
$199 nightly
$237 total
Sep 7 - Sep 8
Total with taxes and fees




5. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
George
$109 nightly
$130 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
Sep 2 - Sep 3
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. River Hotel
River HotelDowntown Chicago
Meri
$144 nightly
$171 total
Sep 8 - Sep 9
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
$152 nightly
$181 total
Sep 8 - Sep 9
Total with taxes and fees




11. LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
Courtney
$136 nightly
$160 total
Aug 31 - Sep 1
Total with taxes and fees




12. The Wade
The WadeDowntown Chicago
Ayomikun Jedidiah
$149 nightly
$177 total
Aug 31 - Sep 1
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
CHRISTIE
$214 nightly
$255 total
Aug 31 - Sep 1
Total with taxes and fees




16. Central Loop Hotel
Central Loop HotelDowntown Chicago
Yiyang
$138 nightly
$165 total
Sep 27 - Sep 28
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
$139 nightly
$165 total
Aug 31 - Sep 1
Total with taxes and fees




19. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
susie
$161 nightly
$191 total
Sep 8 - Sep 9
Total with taxes and fees




20. Hyatt Centric The Loop Chicago
Hyatt Centric The Loop ChicagoDowntown Chicago
Tamika
$260 nightly
$309 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
Fairmont Chicago at Millennium Park
10/10 Excellent
"Clean room and nice location! Didn’t get a chance to try the breakfast"
Kasa Magnificent Mile Chicago
10/10 Excellent
"Love the layout. Great location. Super easy check in and check out"
InterContinental Chicago Magnificent Mile by IHG
10/10 Excellent
"I love the location, there is so much to do and see within walking distance. The staff and the doorman were so nice as was the front desk. Rooms cleaned and fresh towels daily. Loved it."
Club Quarters Hotel, Central Loop, Chicago
10/10 Excellent
"Over the years, I stayed at Club Quarters multiple times. This hotel consistently delivers quality service. The location is conveniently located near multiple transit stops, including the Blue and Red lines for the L. The property is clean, the staff are friendly and helpful, and they offer free water, tea, and coffee. It seems like such a small thing, but I really appreciate the free water stations on every floor. You aren't getting charged $10 for a small bottle of water like other hotels. It's these little thoughtful touches that sets Club Quarters apart. This time, I had an early arrival in Chicago and the hotel staff graciously offered to store my luggage (without cost) until a room was ready, so I could explore the city without having to carry around my suitcase. The front desk staff are helpful, but there is also a self check-in kiosk, if you prefer. The rooms are clean and the beds were comfortable. Overall, a great visit. I'll be back the next time I am in Chicago."
Congress Plaza Hotel
10/10 Excellent
"I had a good experience, no complaints at all"
Hilton Chicago
10/10 Excellent
"Very nice hotel. Clean. Would come back!"
River Hotel
10/10 Excellent
"The staff was so friendly and helpful. The location was wonderful it was so easy to get all over the city. The room was small but I was only in there to sleep so perfect size"
Hotel Saint Clair- Magnificent Mile
8/10 Good
"Location was amazing. A few changes and the hotel could be great. Big trash barrels on my floor as you get ioff elevator on your floor. Yuck. Elevators painfully slow. No real amenities. Staff was ok. Could have bumped up friendliness a few notches. Though my check out girl was very nice. Rooms fairly new. I might stay there again but idk."
The Royal Sonesta Chicago Downtown
10/10 Excellent
"Great place to stay!"
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 8 - Sep 9
Total with taxes and fees

Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
$85 nightly
$95 total
Sep 27 - Sep 28
Total with taxes and fees
7.4/10 Good! (1,004 reviews)

Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$94 nightly
$112 total
Aug 31 - Sep 1
Total with taxes and fees

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! (1,013 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! (1,556 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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