Search Far Southwest Side hotels

  • 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 Far Southwest Side hotels

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.2 out of 10, Good, (256 reviews)
"Good stay"
United States
NICHOLE
The price is NZ$157
includes taxes & fees
23 Feb - 24 Feb
Motel 6 - Chicago, IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
6.6 out of 10, (35 reviews)
"Great hosts"
United States
John
The price is NZ$131
includes taxes & fees
22 Feb - 23 Feb
Saratoga Motel By Capital O Near Midway Airport Chicago IL

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, (2,384 reviews)
"Great stay"
United States
Blake
The price is NZ$325
includes taxes & fees
23 Feb - 24 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
Downtown Chicago
8.2 out of 10, Very good, (2,680 reviews)
"Clean room and the staff are great. "
United States
Doug
The price is NZ$140
includes taxes & fees
1 Mar - 2 Mar
Best Western Grant Park Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,208 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is NZ$298
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2,768 reviews)
"I enjoyed my stay"
United States
Emily
The price is NZ$132
includes taxes & fees
23 Feb - 24 Feb
Freehand Chicago

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,977 reviews)
"Great location, the room was nice and the breakfast was good. Overall great value for this property"
United States
Jorge
The price is NZ$156
includes taxes & fees
26 Feb - 27 Feb
The Whitehall Hotel, BW Premier Collection

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,483 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is NZ$414
includes taxes & fees
22 Feb - 23 Feb
Hyatt Regency Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,097 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is NZ$169
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Mag Mile

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
Downtown Chicago
8.4 out of 10, Very good, (464 reviews)
"Amazing staff and very clean, modern rooms!"
United States
genevieve
The price is NZ$116
includes taxes & fees
22 Feb - 23 Feb
FOUND Hotel Chicago River North

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,400 reviews)
"Staff was super friendly and rooms were clean. Definitely will come back "
United States
Daisy
The price is NZ$353
includes taxes & fees
26 Feb - 27 Feb
Sports Illustrated Resorts Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,409 reviews)
"Can't wait to go back love the hotel and the location was great."
United States
eyulonda
The price is NZ$195
includes taxes & fees
22 Feb - 23 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,596 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is NZ$369
includes taxes & fees
27 Feb - 28 Feb
LondonHouse Chicago, Curio Collection by Hilton

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,919 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
Congress Plaza Hotel

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,327 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is NZ$398
includes taxes & fees
23 Feb - 24 Feb
Sofitel Chicago Magnificent Mile

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,684 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is NZ$194
includes taxes & fees
1 Mar - 2 Mar
The Wade

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
Downtown Chicago
7.4 out of 10, Good, (2,518 reviews)
"Always a good stay"
Canada
Domenic
The price is NZ$149
includes taxes & fees
26 Feb - 27 Feb
Travelodge by Wyndham Downtown Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,380 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is NZ$242
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,043 reviews)
"Great place"
United States
Omar
The price is NZ$200
includes taxes & fees
4 Mar - 5 Mar
Warwick Allerton - Chicago

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,824 reviews)
"Amazing place to stay"
United States
victor
The price is NZ$359
includes taxes & fees
28 Feb - 1 Mar
InterContinental Chicago Magnificent Mile by IHG
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Central United States attractions

Top Far Southwest Side Hotel Reviews

More cheap accommodation in Far Southwest Side

Explore a world of travel with Expedia