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Recommended hotels in Southwest Side
1. Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.0 out of 10, Very good, (1,000 reviews)
"The staff was really kind and helpful!"
Dorsy
The price is €117
includes taxes & fees
6 Dec - 7 Dec
2. Carlton Inn Midway
Carlton Inn MidwayArcher Heights
5.8 out of 10, (1,001 reviews)
"good location for access to the city"
stephen T
The price is €112
includes taxes & fees
8 Nov - 9 Nov
3. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
Rachel
The price is €213
includes taxes & fees
10 Nov - 11 Nov
4. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ ArcadeBrighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
Damary T.
5. Rainbow Motel
Rainbow MotelGarfield Ridge
5.4 out of 10, (76 reviews)
"The woman there is cool and sweet and helpful I’ll be back"
Kendall
The price is €91
includes taxes & fees
9 Nov - 10 Nov
6. Spacious Apt | 4 Queen Beds | Free Parking
Spacious Apt | 4 Queen Beds | Free ParkingBrighton Park
7. Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (3,525 reviews)
"Enjoyed my stay will book again!"
Jordan
The price is €141
includes taxes & fees
27 Nov - 28 Nov
8. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,764 reviews)
"Best stay, wonderful property."
Bonnie
The price is €169
includes taxes & fees
23 Nov - 24 Nov
9. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,193 reviews)
"Great place to stay at"
Aran
The price is €103
includes taxes & fees
23 Nov - 24 Nov
10. Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
8.8 out of 10, Excellent, (2,529 reviews)
"Wonderful room and great breakfast buffet!"
Nicole
The price is €112
includes taxes & fees
23 Nov - 24 Nov
11. SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago LombardHighland Hills
9.0 out of 10, Wonderful, (3,121 reviews)
"Enjoyed this hotel. Nice, accommodating staff, clean, quiet, and great parking/location. Would definitely stay here again."
Kristi
The price is €91
includes taxes & fees
11 Nov - 12 Nov
12. Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
8.2 out of 10, Very good, (2,736 reviews)
"Room was dated but clean, staff was friendly, location was perfect for my needs"
Michelle
The price is €104
includes taxes & fees
23 Nov - 24 Nov
13. Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"
Taso
The price is €142
includes taxes & fees
25 Nov - 26 Nov
14. Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake ChicagoDowntown Chicago
9.6 out of 10, Exceptional, (1,216 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
Kanokkan
The price is €170
includes taxes & fees
22 Nov - 23 Nov
15. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
8.8 out of 10, Excellent, (1,689 reviews)
"Great location and the front desk staff was exceptional - Addy, Julian and the whole crew on Thursday and Friday morning!"
maribeth
The price is €125
includes taxes & fees
23 Nov - 24 Nov
16. Hotel 505 River North
Hotel 505 River NorthDowntown Chicago
9.2 out of 10, Wonderful, (3,002 reviews)
"Great stay!"
Miya
The price is €139
includes taxes & fees
6 Dec - 7 Dec
17. Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre DistrictDowntown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"we liked our stay here"
Michael
The price is €121
includes taxes & fees
23 Nov - 24 Nov
18. Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
9.0 out of 10, Wonderful, (1,308 reviews)
"Loved the continental breakfast and how close different bars and restaurants were at :)"
Carole
The price is €170
includes taxes & fees
27 Nov - 28 Nov
19. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.4 out of 10, Very good, (3,021 reviews)
"Great stay!"
Serge
The price is €164
includes taxes & fees
6 Dec - 7 Dec
20. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt AreaDowntown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
"Good hotel to stay, breakfast included, staff friendly, subway station not far from the hotel."
Manuel
The price is €143
includes taxes & fees
22 Nov - 23 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport
Top reviews in Southwest Side
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
10/10 Excellent
Good location, perfect for the marathon stat & finish. Good rooms, beds, showers and gym / pool.
Would have no hesitation in recommending this hotel.
Justin
