Search Resorts in Southwest Side
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Southwest Side resorts
1. Hilton Chicago/Oak Brook Hills Resort & Conference Center
Hilton Chicago/Oak Brook Hills Resort & Conference CenterOak Brook
9.0 out of 10, Wonderful, (1,022 reviews)
"Great location and our room was perfect!"
Elise
The price is AED 449
AED 559 total
includes taxes & fees
23 Aug - 24 Aug
9.4 out of 10, Exceptional, (615 reviews)
"Our visit was great! The property is beautiful and I can't wait to return for a longer stay."
Danielle
The price is AED 644
AED 721 total
includes taxes & fees
19 Aug - 20 Aug
8.8 out of 10, Excellent, (1,269 reviews)
"Excellent place to stay!"
MT.
The price is AED 450
AED 580 total
includes taxes & fees
23 Aug - 24 Aug
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.
Top Southwest Side Hotel Reviews
The Chicago Hotel Collection - Magnificent Mile
10/10 Excellent
Explore a world of travel with Expedia
- B&B in Cicero
- Guest Houses in Chicago Halsted Station
- Hard Rock Hotels in New City
- 4 Star Hotels in Ducktown
- Apartments in Chicago Halsted Station
- Condo Rentals in Chicago 55th-56th-57th Street Station
- Guest Houses in Cottage Grove Station
- Red Roof Inn Hotels in Englewood
- Hilton Hotels in Brighton Park
- Millennium Hotels in Drexel Estate
- Apartments in Damen Station
- Sage Hospitality Hotels in West Elsdon
- Hostmark Hospitality Group Hotels in Drexel Estate
- Motel 6 Hotels in Drexel Estate
- Extended Stay America Hotels in Gage Park
- Villas in 35th-Archer Station
- Motels in 63rd Station
- Apartments in Cicero
- Clubhouse Hotels in Garfield Manor
- Starwood Capital Hotels in McKinley Park
- Accor Hotels in West Elsdon
- Extended Stay America Hotels in West Elsdon
- Aparthotels in 35th-Archer Station
- Hotels near Pulaski Station
- Fairmont Hotels in Archer Heights
- Best Western Hotels in Drexel Estate
- Four Seasons Hotels in Drexel Estate
- Remington Hotels in Ducktown
- Motels in Chicago 35th Street-Lou Jones-Bronzeville Station
- Condo Rentals in Chicago Wrightwood Station
- Hostels in Chicago 47th Street Station
- Loews Hotels in Chicago Lawn
- Guest Houses in Chicago 55th-56th-57th Street Station
- Swissotel Hotels in Brighton Park
- Condo Rentals in Western Station
- Hostelling International Hotels in Archer Heights
- Loews Hotels in Corwith
- Swissotel Hotels in Archer Heights
- Preferred Hotels in West Englewood
- Extended Stay America Hotels in McKinley Park
- Motel 6 Hotels in New City
- La Quinta Inn & Suites Hotels in Garfield Manor
- La Quinta Inn & Suites Hotels in West Englewood
- Independent Hotels in New City
- Motel 6 Hotels in Garfield Manor
- Motel 6 Hotels in Brighton Park
- Apartments in Halsted Station
- Best Western Hotels in Archer Heights
- Independent Hotels in Canaryville
- Guest Houses in Garfield Station
- Apartments in Chicago 47th Street Station
- Apartments in Ashland-63rd Station
- Guest Houses in Ashland-63rd Station
- Hyatt Hotels in West Elsdon
- The Peninsula Group Hotels in Gage Park
- Clubhouse Hotels in Ducktown
- Apartments in Cicero Station
- Kimpton Hotels in Ducktown
- Preferred Hotels in Englewood
- Swissotel Hotels in West Elsdon
- West Englewood Hotels
- 5 Star Hotels in Corwith
- Red Roof Inn Hotels in Garfield Manor
- Marriott Hotels & Resorts in McKinley Park
- Wyndham Hotels in Brighton Park
- Motel 6 Hotels in Archer Heights
- B&B in Sox-35th Station
- 5 Star Hotels in Glendale
- Loews Hotels in Englewood
- Cottages in 35th-Archer Station
- The Peninsula Group Hotels in Canaryville
- Best Western Hotels in West Elsdon
- 5 Star Hotels in Englewood
- 2 Star Hotels in Englewood
- La Quinta Inn & Suites Hotels in Drexel Estate
- Hostmark Hospitality Group Hotels in West Englewood
- Highgate Independent Hotels in Archer Heights
- Starwood Capital Hotels in Ducktown
- 3 Star Hotels in Brighton Park
- Apartments in Sox-35th Station
- La Quinta Inn & Suites Hotels in Brighton Park
- Cottages in Indiana Station
- Guest Houses in Chicago 63rd Street Station
- Omni Hotels in New City
- Swissotel Hotels in New City
- Oakwood Hotels in Corwith
- Hard Rock Hotels in Brighton Park
- Red Roof Inn Hotels in McKinley Park
- Wyndham Hotels in Gage Park
- 2 Star Hotels in Canaryville
- Motels in Chicago Gresham Station
- Cottages in Pulaski Station
- Four Seasons Hotels in West Englewood
- Apartments in Cicero Station
- Sage Hospitality Hotels in New City
- Preferred Hotels in Chicago Lawn
- Kimpton Hotels in Garfield Manor
- Hostels in 47th Station