Photo by by Midway Intl Airport
Search Villas 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
Villas in Southwest Side
No exact matches found, but these alternatives could be just right
Recommended hotels in Southwest Side
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
Nichole S.
The price is ￥9,320
￥31,532 total
includes taxes & fees
Dec 22 - Dec 23
Carlton Inn Midway
Archer Heights
6.4 out of 10, (1004)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
Charles
The price is ￥15,378
￥18,053 total
includes taxes & fees
Jan 1 - Jan 2, 2026
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.2 out of 10, Wonderful, (7)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
Jessica H.
The price is ￥10,873
￥39,940 total
includes taxes & fees
Dec 9 - Dec 10
Skylark Motel
Garfield Ridge
4.6 out of 10, (119)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
Stephen
The price is ￥13,271
￥15,576 total
includes taxes & fees
Dec 30 - Dec 31
Rainbow Motel
Garfield Ridge
5.8 out of 10, (18)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
Conner
The price is ￥15,067
￥19,242 total
includes taxes & fees
Dec 16 - Dec 17
Palmer House a Hilton Hotel
Downtown Chicago
8.4 out of 10, Very Good, (2124)
"Loved and enjoyed our stay"
Luis
The price is ￥15,921
￥22,575 total
includes taxes & fees
Dec 28 - Dec 29
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4 out of 10, Exceptional, (2261)
"Smooth check in and beautiful hotel"
Monique
The price is ￥14,806
￥22,669 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Aloft Chicago Mag Mile
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
lynne
The price is ￥12,892
￥15,133 total
includes taxes & fees
Dec 22 - Dec 23
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
citizenM Chicago Downtown
10/10 Excellent
Find out more about Southwest Side
Southwest Side Villas information
Number of reviews | 42,043 |
|---|---|
Accommodation | 2 Villas |
Lowest Price | ￥14,879 |
Highest Price | ￥39,940 |
Explore a world of travel with Expedia
More Accommodation Types in Southwest Side
- Apartments in Southwest Side
- Vacation Homes in Southwest Side
- Condo Rentals in Southwest Side
- Motels in Southwest Side
- Aparthotels in Southwest Side
- Cottages in Southwest Side
- B&B in Southwest Side
- Guest Houses in Southwest Side
- Hostels in Southwest Side
- Resorts in Southwest Side
- Farmstay in Southwest Side
- Hotels
All Accommodation Types
Be inspired: Top Villas destinations in 2026
- Villas in Okinawa
- Villas in Phuket
- Villas in Da Nang
- Villas in Bali
- Villas in Kouri Island
- Villas in Ishigaki
- Villas in Jeju Island
- Villas in Pattaya
- Villas in North Okinawa
- Villas in Miyakojima
- Villas in Ginowan
- Villas in Sesoko-Jima Island
- Villas in Irabu
- Villas in Chatan
- Villas in South Okinawa
- Villas in Nagano
- Villas in Taketomi
- Villas in Nago
- Villas in Yamanashi
- Villas in Central Okinawa
More ways to book
Expedia's Latest Trends
Hotels
- Eurotel Pedro Gil
- Natural farm ZAMPA
- Hotel Trad Hakata
- CHO Stay Capsule Hotel - Taoyuan Airport T2
- Grand Hyatt Fukuoka
- Manza Kogen Hotel
- Hotels in Aerocity
- Resort Pension Turtle House
- The Westin Maui Resort & Spa, Ka'anapali
- Hotels near Hitachi Seaside Park
- Hotels near Maborikaigan Station
- Hotels near Dong Khoi Street
- Business Hotel Wako
- Hotels near Higashi Okazaki Station
- Capsule Hotels Kamakura
Flights