Find hotels in South Side, IL from CA $106

  • 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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for South Side hotels

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.4 out of 10, Good, (304 reviews)
"It was a good spot to stay because the other place I had booked didn't work out. I had a good stay"
United States
Jason
The price is CA $134
CA $158 total
includes taxes & fees
May 2 - May 3
Motel 6 - Chicago, IL

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,317 reviews)
"Was great place, great amenities, nice rooms great coffee"
United States
joseph
The price is CA $182
CA $214 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,001 reviews)
"It is a good place to stay."
United States
Paul Adrian
The price is CA $131
CA $154 total
includes taxes & fees
May 6 - May 7
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, (1,007 reviews)
"Great stay!"
United States
Nancy
The price is CA $178
CA $222 total
includes taxes & fees
May 17 - May 18
Holiday Inn Chicago – Midway Airport S by IHG

Jaslin Hotel

Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1,210 reviews)
"Excellent hotel in Chinatown area."
United States
MarkAmy
The price is CA $168
CA $199 total
includes taxes & fees
May 10 - May 11
Jaslin Hotel

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,000 reviews)
"Loved everything about it , very good experience staying here"
United States
Alvin
The price is CA $182
CA $217 total
includes taxes & fees
May 10 - May 11
SpringHill Suites by Marriott Chicago Chinatown

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (947 reviews)
"The rooms were very nice. The property is in a perfect location close to the airport and the restaurant on the ground floor was excellent."
United States
Stephen
The price is CA $231
CA $271 total
includes taxes & fees
May 8 - May 9
Chicago Marriott Midway

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1,000 reviews)
"This is an older part of town and so is the hotel, but it was a good place to rest. The neighborhood has may intriguing eateries and shops. "
United States
Jeannette
The price is CA $265
CA $315 total
includes taxes & fees
May 10 - May 11
Hyatt Place Chicago-South/University Medical Center

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
3.0 star property
Kenwood
6.8 out of 10, (1,000 reviews)
"The desk staff was rude. She seemed to make rules as she talked. There was a dog that barked for hours!"
United States
Tracey
The price is CA $175
CA $206 total
includes taxes & fees
May 3 - May 4
Chicago Lake Shore Hotel

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
2.5 star property
Burbank
6.8 out of 10, (1,001 reviews)
"Would stay again !"
United States
Barbara
The price is CA $148
CA $164 total
includes taxes & fees
May 7 - May 8
Best Western Inn & Suites - Midway Airport

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
6.2 out of 10, (50 reviews)
"Great hosts"
United States
John
The price is CA $109
CA $137 total
includes taxes & fees
May 3 - May 4
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,000 reviews)
"Great stay"
United States
Lishuang
The price is CA $402
CA $512 total
includes taxes & fees
May 6 - May 7
Sophy Hyde Park

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.4 out of 10, Very good, (88 reviews)
"Beautiful place! Very clean, quiet and close to downtown Chicago. Definitely will stay again on our future trips to Chicago. "
United States
Andrea
The price is CA $169
CA $198 total
includes taxes & fees
May 7 - May 8
Villa Dubois Guest House

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
United States
Roop
The price is CA $124
CA $145 total
includes taxes & fees
May 12 - May 13
Skylark Motel

Mccormick Place Guest House

Mccormick Place Guest House
3.0 star property
Bronzeville
8.2 out of 10, Very good, (52 reviews)
"This property was pretty nice. Great location - I could walk to my relative's home. The only downside was the pillows were really flat."
United States
Kristie
The price is CA $130
CA $153 total
includes taxes & fees
May 10 - May 11
Mccormick Place Guest House

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (21 reviews)
"Did not have a spa at all. The deluxe bedroom has no spa :( Very very disappointing "
United States
Mauricio
The price is CA $110
CA $129 total
includes taxes & fees
May 2 - May 3
Rainbow Motel

Chinatown Hotel Chicago

Chinatown Hotel Chicago
1.5 star property
Chinatown
5.6 out of 10, (1,001 reviews)
"Very good for the price. In the heart of Chinatown. The bathroom, bed sheets and towels were clean. Pretty quiet for the most part. Would stay again. "
United States
Victor
The price is CA $165
CA $194 total
includes taxes & fees
May 7 - May 8
Chinatown Hotel Chicago

Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
2.5 star property
Chatham
4.4 out of 10, (55 reviews)
"awful"
Mexico
Karen Abigail
The price is CA $83
CA $106 total
includes taxes & fees
May 4 - May 5
Admiral Motel By Oyo Chicago I-94

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.8 out of 10, (64 reviews)
"Parking was easy. Just a sign in"
United States
David
The price is CA $107
CA $133 total
includes taxes & fees
May 8 - May 9
Best Motel By OYO Chicago I-90

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, (2,479 reviews)
"Great place to stay "
United States
Mark
The price is CA $254
CA $348 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
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 South Side attractions

Learn more about South Side

Discover the metropolitan area of South Side—museums, skyscrapers, and top sights like Lake Michigan.

Chicago South Side

Top South Side Hotel Reviews

Recent Reviews in South Side

More cheap stays in South Side

Hotels in South Side with star rating

Explore a world of travel with Expedia