Southwest Side hotels from HK$341

  • 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, (1,002 reviews)
  • cleanliness
    Enjoy a comfortable stay with airport shuttle and easy Orange Line access.
"It is a good place to stay."
United States
Paul Adrian
The price is HK$690
HK$810 total
includes taxes & fees
12 Feb - 13 Feb
Carlton Inn Midway

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, (1,000 reviews)
"Staff very friendly "
United States
Kali
The price is HK$703
HK$904 total
includes taxes & fees
15 Feb - 16 Feb
Holiday Inn Chicago – Midway Airport S by IHG

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119 reviews)
  • cleanliness
    Convenient Chicago motel with free parking and WiFi, minutes from McCormick Place.
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is HK$647
HK$760 total
includes taxes & fees
15 Feb - 16 Feb
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.6 out of 10, (19 reviews)
  • cleanliness
    Convenient Chicago lodging with free parking, near McCormick Place and Soldier Field.
"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 HK$758
HK$968 total
includes taxes & fees
2 Mar - 3 Mar
Rainbow Motel

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,529 reviews)
  • cleanliness
    Serene spa hotel near Lake Michigan offers relaxation in the heart of Chicago.
"Great location, friendly staff and nice room"
United States
Srinivasa
The price is HK$442
HK$748 total
includes taxes & fees
22 Feb - 23 Feb
Claridge House Chicago, Tapestry Collection by Hilton

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, (2,371 reviews)
  • cleanliness
    Luxurious getaway on Navy Pier with stunning Lake Michigan views and Latin cuisine.
"Great stay"
United States
Blake
The price is HK$957
HK$1,389 total
includes taxes & fees
17 Feb - 18 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,315 reviews)
  • cleanliness
    Experience Chicago in Gold Coast, near Michigan Avenue and Lake Michigan shores.
"Really enjoyed the hotel, bar and area"
United States
Angela
The price is HK$1,055
HK$1,470 total
includes taxes & fees
1 Mar - 2 Mar
Thompson Chicago, by Hyatt

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (886 reviews)
  • cleanliness
    Modern hotel in city centre Chicago offers chic accommodation near Michigan Avenue.
"Clean, friendly staff, and excellent location "
United States
Paulina
The price is HK$879
HK$1,032 total
includes taxes & fees
15 Feb - 16 Feb
Moxy Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,225 reviews)
  • cleanliness
    Modern hotel in city centre Chicago with 24-hour dining and stylish accommodation.
"Stay was great and in a great location!! "
United States
Ashley
The price is HK$836
HK$982 total
includes taxes & fees
16 Feb - 17 Feb
citizenM Chicago Downtown

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,327 reviews)
  • cleanliness
    Luxurious retreat steps from Michigan Avenue with 24-hour fitness centre.
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is HK$1,322
HK$1,781 total
includes taxes & fees
12 Feb - 13 Feb
Sofitel Chicago Magnificent Mile

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (401 reviews)
  • cleanliness
    Trendy Fulton Market hotel with pool, close to Michigan Avenue and the Riverwalk.
"The hotel in it’s entirety was better than advertised "
United States
Eric
The price is HK$3,632
HK$4,456 total
includes taxes & fees
14 Feb - 15 Feb
Level Chicago Fulton Market

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4,364 reviews)
  • cleanliness
    Experience city centre Chicago steps from Michigan Avenue with an indoor pool.
"All things about this hotel was good from the location to the staff"
United States
Cisco
The price is HK$634
HK$745 total
includes taxes & fees
17 Feb - 18 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,012 reviews)
  • cleanliness
    Stylish Chicago hotel near Riverwalk with rooftop pool and Mediterranean dining.
"Amazing, I loved my stay"
United States
Valerie
The Hoxton Chicago

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,046 reviews)
  • cleanliness
    Stylish city centre Chicago hotel offers free breakfast and fitness close to Riverwalk.
"Great hotel, good food and great service ! "
United States
Fernando
The price is HK$899
HK$1,055 total
includes taxes & fees
15 Feb - 16 Feb
Springhill Suites by Marriott Chicago Downtown/ River North

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,283 reviews)
  • cleanliness
    Experience lakeside elegance with easy access to Michigan Avenue and Oak Street Beach.
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is HK$808
HK$949 total
includes taxes & fees
12 Feb - 13 Feb
The Chicago Hotel Collection Ambassador Gold Coast

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,585 reviews)
  • cleanliness
    Enjoy the riverside elegance of city centre Chicago, steps from Michigan Avenue.
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is HK$1,275
HK$1,497 total
includes taxes & fees
22 Feb - 23 Feb
LondonHouse Chicago, Curio Collection by Hilton

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Enjoy Chicago's West Loop with an indoor pool and rooftop terrace minutes away.
"Nice hotel and staff. "
United States
Wendy
The price is HK$990
HK$1,162 total
includes taxes & fees
20 Feb - 21 Feb
Hampton Inn Chicago West Loop Fulton Market Area

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,188 reviews)
  • cleanliness
    Enjoy a comfy stay with easy access to United Centre and Millennium Park.
"Staff is wonderful, nice clean rooms, centrally located, loved staying here. "
United States
Cassandra
The price is HK$1,125
HK$1,321 total
includes taxes & fees
20 Feb - 21 Feb
Hyatt House Chicago West Loop

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3,939 reviews)
  • cleanliness
    Stroll from Michigan Avenue to Chicago's top attractions, dining, and subway access.
"Location, breakfast was good, room was nice. "
United States
Traci
The price is HK$575
HK$675 total
includes taxes & fees
24 Feb - 25 Feb
The Whitehall Hotel, BW Premier Collection

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,860 reviews)
  • cleanliness
    Luxury Chicago escape with lakeside pools, steps from Millennium Park.
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is HK$1,300
HK$1,729 total
includes taxes & fees
23 Feb - 24 Feb
Radisson Blu Aqua Hotel Chicago
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 which includes landscape views 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