Our top choices for South Side hotels

Deluxe Single Room | Free WiFi, bed sheets

Rainbow Motel

Garfield Ridge

Conner

NT$3,170 total

includes taxes & fees

Jun 23 - Jun 24

Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Danielle

NT$5,388 total

includes taxes & fees

Jul 14 - Jul 15

Jaslin Hotel

Chinatown

Mao

NT$6,029 total

includes taxes & fees

Jul 1 - Jul 2

Skylark Motel

Garfield Ridge

Roop

NT$3,671 total

includes taxes & fees

Jun 23 - Jun 24

Mccormick Place Guest House

Bronzeville

Joshua

NT$3,553 total

includes taxes & fees

Jul 7 - Jul 8

Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing

Carlton Inn Midway

Archer Heights

Madison

NT$3,971 total

includes taxes & fees

Jul 1 - Jul 2

Villa Dubois Guest House

Bronzeville

Stefano

NT$4,865 total

includes taxes & fees

Jul 6 - Jul 7

Hyatt Place Chicago-South/University Medical Center

Hyde Park

Barbara

NT$7,323 total

includes taxes & fees

Jul 6 - Jul 7

Chicago Lake Shore Hotel

Kenwood

LATARSHA

NT$5,895 total

includes taxes & fees

Jun 24 - Jun 25

Desk, iron/ironing board, free WiFi, bed sheets

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

silvert

NT$3,070 total

includes taxes & fees

Jun 23 - Jun 24

SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Jordan

NT$6,388 total

includes taxes & fees

Jul 5 - Jul 6

Motel 6 - Chicago, IL

Washington Heights

Yanelis

NT$3,670 total

includes taxes & fees

Jul 6 - Jul 7

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

Bedford Park

Alexander

NT$5,974 total

includes taxes & fees

Jun 30 - Jul 1

Chinatown Hotel Chicago

Chinatown

Andrew

NT$4,054 total

includes taxes & fees

Jul 6 - Jul 7

Best Western Inn & Suites - Midway Airport

Burbank

Cody

NT$4,459 total

includes taxes & fees

Jun 28 - Jun 29

Sophy Hyde Park

Hyde Park

Nadia

NT$11,906 total

includes taxes & fees

Jun 28 - Jun 29

Chicago Marriott Midway

Bedford Park

Dominique

NT$6,592 total

includes taxes & fees

Jul 3 - Jul 4

Admiral Motel By Oyo Chicago I-94

Chatham

Milena

NT$3,697 total

includes taxes & fees

Jul 6 - Jul 7

Capital O Empire Motel Chicago I-94

Greater Grand Crossing

Kylen

NT$2,372 total

includes taxes & fees

Jul 22 - Jul 23

Room, 2 Double Beds, Smoking | Bathroom | Free toiletries, towels

Best Motel By OYO Chicago I-90

Woodlawn

Dinesh Kumar

NT$3,697 total

includes taxes & fees

Jul 9 - Jul 10

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Stay near popular South Side attractions

Aerial View of a large University in the Chicago Neighborhood of Hyde Park

University of Chicago

8.6/5 (3,689 reviews)

Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.

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Learn more about South Side

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

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Top South Side Hotel Reviews

Jaslin Hotel

8/10 Good

"I loved this hotel. Its probably the cleanest, quietest hotel ive stayed in. Its very secure. Very close to all the best places in Chinatown. Only down side is there is no included parking and there is no where to park in the neighborhood nearby. The Chinatown public parking lot is your best bet for overnight accommodations."

Carlton Inn Midway

10/10 Excellent

"room was clean enough for the short notice that we gave the short notice to staff, the one guy got me us in the room as soon as he could, he was great! the other helped nicely too, I wish I could remember their names but they were not white, just very nice and hospitable! breakfast was good, outer parking lot more room but felt less safe, closer to hotel parking safer but wayyy to confined, space too small! positive experience regardless!"

Villa Dubois Guest House

10/10 Excellent

"The rooms are cleaned and well-maintained. I encountered the staff upon check-in and she was nice and very helpful. The kitchen area is sufficient for most travelers, there is a microwave, stove, full size refrigerator, basic seasonings, dishes and glassware. The bed could be upgraded, but is doable. There were washcloths provided along with the towels. Hand soap is provided in the bathroom. The view from the picture window is not the best, just ok. The common area has a sofa and chair with a small TV providing ROKU channels. I was able to tune into the local stations, I didn't check for any apps on the TV. There are plenty of channels to choose fun for basic TV viewing. The street had plenty of room for parking while I was there. I used CTA and Uber, but after discovering several bus routes one block away on 35 Street I used CTA. Most of the routes take you downtown on Michigan Avenue. The neighborhood seems to be relatively safe, but use common sense when moving around. I enjoyed my stay (mainly because I had the third floor to myself) and would recommend it if you aren't too picky."