Photo by by Midway Intl Airport

Find hotels in Southwest Side, IL from NT$1,564

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Southwest Side hotels

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is NT$3,088
NT$3,625 total
includes taxes & fees
Jan 1 - 2026/1/2
Carlton Inn Midway

Skylark Motel

Skylark Motel
2.0 star property
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."
United States
Stephen
The price is NT$2,776
NT$3,259 total
includes taxes & fees
Dec 17 - Dec 18
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
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 "
United States
Conner
The price is NT$3,026
NT$3,864 total
includes taxes & fees
Dec 17 - Dec 18
Rainbow Motel

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very Good, (1000)
"Great stay"
United States
Maria
The price is NT$3,307
NT$4,193 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Chicago – Midway Airport S by IHG

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1929)
"Rooftop bar was amazing rooms are nice and ataff is friendly and accommodating "
United States
Sydney
The price is NT$2,986
NT$4,242 total
includes taxes & fees
Jan 12 - 2026/1/13
The Godfrey Hotel Chicago

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1165)
"Clean room, friendly staff, perfect location"
United States
Matt
The price is NT$3,431
NT$4,028 total
includes taxes & fees
Dec 23 - Dec 24
Aloft Chicago Downtown River North

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2632)
"Great stay"
United States
Rawleigh
The price is NT$4,586
NT$6,381 total
includes taxes & fees
Jan 13 - 2026/1/14
InterContinental Chicago Magnificent Mile by IHG

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1522)
"Great staff and great location. "
United States
Joe
The price is NT$3,151
NT$3,698 total
includes taxes & fees
Dec 21 - Dec 22
The Wade

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1012)
"Helpful staff Great location for attractions"
United States
Youngjun
The price is NT$3,244
NT$3,808 total
includes taxes & fees
Jan 11 - 2026/1/12
AC Hotels by Marriott Chicago Downtown

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1648)
"Great place to stay "
United States
Juliet
The price is NT$5,713
NT$7,623 total
includes taxes & fees
Dec 19 - Dec 20
Omni Chicago Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2266)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,890
NT$4,455 total
includes taxes & fees
Jan 6 - 2026/1/7
Sable at Navy Pier Chicago, Curio Collection by Hilton

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2198)
"Yes, very clean room and great hospitality "
United States
leticia i Vasquez
The price is NT$2,788
NT$3,273 total
includes taxes & fees
Dec 23 - Dec 24
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2749)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is NT$2,346
NT$3,669 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

The Drake

The Drake
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1368)
"Excellent staff and very nice stay. "
United States
Dwight E.
The price is NT$3,939
NT$4,624 total
includes taxes & fees
Dec 23 - Dec 24
The Drake

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2321)
"Wonderful customer service, great location! "
United States
Michelle
The price is NT$3,463
NT$5,063 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4248)
"Excellent location Restaurant attached "
United States
Rebecca
The price is NT$2,635
NT$3,093 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,057
NT$4,504 total
includes taxes & fees
Jan 1 - 2026/1/2
Hyatt Centric Chicago Magnificent Mile

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1423)
"Staff was wonderful."
United States
Jamie
The price is NT$5,584
NT$7,617 total
includes taxes & fees
Dec 17 - Dec 18
Virgin Hotels Chicago

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1600)
"Great location and friendly staff. "
United States
Eric Lynn
The price is NT$3,049
NT$3,579 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Chicago Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3374)
"I loved the location."
United States
Laura
The price is NT$4,396
NT$5,161 total
includes taxes & fees
Jan 1 - 2026/1/2
L7 Chicago by LOTTE
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Central United States attractions

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Union Stock Yard Gate as you discover things to see and do in Southwest Side.

Chicago, IL showing interior views, heritage elements and an airport
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

More cheap stays in Southwest Side

Hotels in Southwest Side with star-rating

Explore a world of travel with Expedia