Southwest Side Hotels from ₹3,906

  • 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

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)
"Friendly staff and clean room"
United States
Alisa
The price is ₹8,979
₹11,457 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1,001 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 ₹8,089
₹9,496 total
includes taxes & fees
25 Jan - 26 Jan
Carlton Inn Midway

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 ₹7,992
₹9,381 total
includes taxes & fees
25 Jan - 26 Jan
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18 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 ₹8,888
₹11,350 total
includes taxes & fees
18 Feb - 19 Feb
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, (1,512 reviews)
  • cleanliness
    Serene spa hotel near Lake Michigan offers relaxation in the heart of Chicago.
"Clean room, staff was very nice and it was in a very nice location! "
United States
Mary
The price is ₹5,184
₹8,775 total
includes taxes & fees
9 Feb - 10 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, (2,335 reviews)
  • cleanliness
    Luxurious getaway on Navy Pier with stunning Lake Michigan views and Latin cuisine.
"Great stay"
United States
Blake
The price is ₹9,666
₹14,469 total
includes taxes & fees
3 Feb - 4 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.
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
United States
Yoshio
The price is ₹13,285
₹18,299 total
includes taxes & fees
12 Feb - 13 Feb
Thompson Chicago, by Hyatt

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (874 reviews)
  • cleanliness
    Modern hotel in city centre Chicago offers chic accommodation near Michigan Avenue.
"Great hotel, lots of fun and great location! "
United States
Amber
The price is ₹9,895
₹11,616 total
includes taxes & fees
8 Feb - 9 Feb
Moxy Chicago Downtown

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,309 reviews)
  • cleanliness
    Luxurious retreat steps from Michigan Avenue with 24-hour fitness centre.
"Great hotel !"
United States
Dr. Mark
The price is ₹14,719
₹19,969 total
includes taxes & fees
25 Jan - 26 Jan
Sofitel Chicago Magnificent Mile

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (389 reviews)
  • cleanliness
    Trendy Fulton Market hotel with pool, close to Michigan Avenue and the Riverwalk.
"The experience of the hotel was amazing"
United States
Lachelle
Level Chicago Fulton Market

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 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
9.2 out of 10, Wonderful, (1,025 reviews)
  • cleanliness
    Stylish city centre Chicago hotel offers free breakfast and fitness close to Riverwalk.
"Room was super clean, staff was friendly and helpful, and the area was a perfect spot in town!"
United States
Zachary
The price is ₹10,537
₹12,369 total
includes taxes & fees
1 Feb - 2 Feb
Springhill Suites by Marriott Chicago Downtown/ River North

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,193 reviews)
  • cleanliness
    Modern hotel in city centre Chicago with 24-hour dining and stylish accommodation.
"Very nice Hotel, great atmosphere friendly staff. I had a great stay!"
United States
Lucie Saint Jean
The price is ₹9,437
₹11,078 total
includes taxes & fees
27 Jan - 28 Jan
citizenM Chicago Downtown

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,170 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 ₹13,194
₹15,488 total
includes taxes & fees
29 Jan - 30 Jan
Hyatt House Chicago West Loop

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 ₹11,604
₹13,622 total
includes taxes & fees
30 Jan - 31 Jan
Hampton Inn Chicago West Loop Fulton Market Area

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,565 reviews)
  • cleanliness
    Enjoy the riverside elegance of city centre Chicago, steps from Michigan Avenue.
"Clean accommodations and friendly staff."
United States
usha
The price is ₹12,697
₹14,905 total
includes taxes & fees
22 Feb - 23 Feb
LondonHouse Chicago, Curio Collection by Hilton

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, (4,350 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 ₹7,821
₹9,181 total
includes taxes & fees
4 Feb - 5 Feb
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (1,272 reviews)
  • cleanliness
    Experience lakeside elegance with easy access to Michigan Avenue and Oak Street Beach.
"Solid stay in a great part of town"
United States
Michael
The price is ₹10,537
₹12,369 total
includes taxes & fees
25 Jan - 26 Jan
The Chicago Hotel Collection Ambassador Gold Coast

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Discover a stylish haven steps from Magnificent Mile with complimentary breakfast.
"The room was cozy and breakfast was very good and the staff were very kind and welcoming."
United States
Ibrahim
The price is ₹7,330
₹8,605 total
includes taxes & fees
29 Jan - 30 Jan
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,837 reviews)
  • cleanliness
    Luxury Chicago escape with lakeside pools, steps from Millennium Park.
"Excellent front desk, rooms, pool/whirlpool and especially gym. "
United States
Victoria Lynn Davis
The price is ₹14,110
₹18,946 total
includes taxes & fees
8 Feb - 9 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 Great Lakes 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