Our top choices for South Side hotels

Motel 6 - Chicago, IL

Washington Heights

Yanelis

includes taxes & fees

25 Jun - 26 Jun

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

Carlton Inn Midway

Archer Heights

Madison

includes taxes & fees

2 Jul - 3 Jul

Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Ashley

includes taxes & fees

28 Jun - 29 Jun

Best Western Inn & Suites - Midway Airport

Burbank

Cody

includes taxes & fees

28 Jun - 29 Jun

Deluxe Single Room | Free WiFi, bed sheets

Rainbow Motel

Garfield Ridge

Conner

includes taxes & fees

15 Jun - 16 Jun

Chicago Lake Shore Hotel

Kenwood

Raymond

includes taxes & fees

14 Jun - 15 Jun

Skylark Motel

Garfield Ridge

Roop

includes taxes & fees

16 Jun - 17 Jun

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

Bedford Park

Priyank

includes taxes & fees

15 Jun - 16 Jun

Jaslin Hotel

Chinatown

Mao

includes taxes & fees

5 Jul - 6 Jul

Hyatt Place Chicago-South/University Medical Center

Hyde Park

Tara

includes taxes & fees

30 Jun - 1 Jul

Chinatown Hotel Chicago

Chinatown

Andrew

includes taxes & fees

16 Jun - 17 Jun

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

silvert

includes taxes & fees

1 Jul - 2 Jul

Sophy Hyde Park

Hyde Park

Nadia

includes taxes & fees

14 Jun - 15 Jun

Chicago Marriott Midway

Bedford Park

Joseph N

includes taxes & fees

28 Jun - 29 Jun

SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Daniel

includes taxes & fees

2 Jul - 3 Jul

Villa Dubois Guest House

Bronzeville

Stefano

includes taxes & fees

16 Jun - 17 Jun

Mccormick Place Guest House

Bronzeville

Joshua

includes taxes & fees

17 Jun - 18 Jun

Admiral Motel By Oyo Chicago I-94

Chatham

Milena

includes taxes & fees

30 Jun - 1 Jul

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

Best Motel By OYO Chicago I-90

Woodlawn

Dinesh Kumar

includes taxes & fees

12 Jul - 13 Jul

Capital O Empire Motel Chicago I-94

Greater Grand Crossing

Kylen

includes taxes & fees

11 Jul - 12 Jul

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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

4.3/5 (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 galleries 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

Chicago Lake Shore Hotel

8/10 Good

"Good deal, but property under renovation. Inside the room was fine and had been redone, although there was a bid of dampness smell coming from the old AC unit. Outside there were dumpsters right outside our units and the sidewalks were crumbling. I assume most of this will be rectified with the completion of the renovation. Overall, there are not a lot of options in the Hyde Park area and this was affordable; plus it was a nice walk to both the downtown Hyde Park area and the lake trail/Promontory Point via the pedestrian overpass."

Jaslin Hotel

6/10 Okay

"This hotel was very nice and clean, however it did not offering any parking or breakfast. So you have to figure on extra cost for parking and breakfast. The room was very small, the 2 beds were half beds and were probably 10-12 inches away from each other and the walls. There was no microwave and the refrigerator was tiny! Not even dorm size."

Mccormick Place Guest House

2/10 Terrible

"Just before our stay we got a message from Dubois Chicago saying that they would not send the code to enter the property unless we sent them a security deposit almost twice as large as the room charge. They also said it couldn't be put on our credit card but had to be sent via Zelle or Venmo directly from a bank account. I messaged them and said I was not comfortable doing that and that I would only pay through my credit card. They again said they could only accept Zelle or Venmo. That's a good way to lose your money, so I contacted Hotels.com, through whom we booked the stay, and asked for the stay to be canceled. They agreed, but it took 45 minutes on the phone--while I was on vacation. They also declined to compensate me in any way despite the fact my family and I now had nowhere to stay in Chicago on a Friday night. Family members found reports of this happening before. So why does Hotels.com continue to do business with Dubois Chicago?"

Hyatt Place Chicago-South/University Medical Center

6/10 Okay

"Staff was friendly, water pressure was good, and breakfast was pleasant. That said....the air conditioning in the room wasn't working properly. It was set for 65 when we got there. We bumped it up to 68. That said...the thermostat showed that it was actually 80 for most of the night. Did not sleep well as a result."

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"This was our first time in Chicago. My sister and I saw this Best Western as a convenient choice for the Pokemon GO! Fest of 2026. Wow, what a beautiful building! Very safe too. The lot is lit so brightly and is next to a small banquet hall so we weren’t scared about coming back to the room very late. The room was beautiful; comfy sheets, updated TV and nice amenities. The staff were so friendly to us upon check-in and held our bags both at check-in and check-out so we could go explore the city luggage-free. Free breakfast could use a little more variety but it was perfect to help us save on food costs. The parking lot is a bit small so do be aware when needing to park a vehicle here. We didn’t have to park so we didn’t need this option. Overall, we’d choose this Best Western again!!!"