Hotels with Breakfast in South Side, Chicago

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 availability on South Side Hotels with Breakfast

This weekend
Next weekend

Our top choices for South Side hotels with breakfast included

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
8.8 out of 10, Excellent, (1247)
"Will definitely stay there again ."
United States
Jose Remedios
The price is P5,919
P6,954 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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 P5,990
P7,618 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Chicago – Midway Airport S by IHG

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1006)
"Clean room, nice staff and perfect spot to enjoy the city "
United States
Alexis
The price is P5,931
P6,962 total
includes taxes & fees
Jan 1 - Jan 2, 2026
SpringHill Suites by Marriott Chicago Chinatown

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, (1004)
"The staff was super friendly, and the room was clean! Great location."
United States
Marie
The price is P7,927
P9,306 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Chicago-South/University Medical Center

Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very Good, (911)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
United States
Leilani
The price is P7,822
P9,189 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Chicago Marriott Midway

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 P5,813
P6,824 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Carlton Inn Midway

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
2.5 star property
Burbank
6.6 out of 10, (1001)
"Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. "
United States
Markus
The price is P5,633
P6,251 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Inn & Suites - Midway Airport

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2982)
"Great place to stay"
United States
Elisha
The price is P5,050
P5,928 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile

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, (2284)
"Great staff and restaurants!!"
United States
Abigale
The price is P5,031
P7,909 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4863)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is P4,390
P5,154 total
includes taxes & fees
Dec 25 - Dec 26
River Hotel
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.

Top South Side Hotel Reviews