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Our top choices for South Side hotels

Deluxe Single Room | Free WiFi, bed sheets

Rainbow Motel

Garfield Ridge

Conner

AED 369 total

includes taxes & fees

22 Jun - 23 Jun

Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Danielle

AED 596 total

includes taxes & fees

28 Jun - 29 Jun

Jaslin Hotel

Chinatown

Mao

AED 606 total

includes taxes & fees

1 Jul - 2 Jul

Skylark Motel

Garfield Ridge

Roop

AED 369 total

includes taxes & fees

22 Jun - 23 Jun

Mccormick Place Guest House

Bronzeville

Joshua

AED 433 total

includes taxes & fees

7 Jul - 8 Jul

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

Carlton Inn Midway

Archer Heights

Madison

AED 462 total

includes taxes & fees

25 Jun - 26 Jun

Villa Dubois Guest House

Bronzeville

Stefano

AED 582 total

includes taxes & fees

1 Jul - 2 Jul

Hyatt Place Chicago-South/University Medical Center

Hyde Park

Barbara

AED 852 total

includes taxes & fees

6 Jul - 7 Jul

Chicago Lake Shore Hotel

Kenwood

LATARSHA

AED 686 total

includes taxes & fees

22 Jun - 23 Jun

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

silvert

AED 357 total

includes taxes & fees

24 Jun - 25 Jun

SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Jordan

AED 743 total

includes taxes & fees

2 Jul - 3 Jul

Motel 6 - Chicago, IL

Washington Heights

Yanelis

AED 427 total

includes taxes & fees

3 Jul - 4 Jul

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

Bedford Park

Alexander

AED 695 total

includes taxes & fees

30 Jun - 1 Jul

Chinatown Hotel Chicago

Chinatown

Andrew

AED 506 total

includes taxes & fees

4 Jul - 5 Jul

Best Western Inn & Suites - Midway Airport

Burbank

Cody

AED 519 total

includes taxes & fees

28 Jun - 29 Jun

Sophy Hyde Park

Hyde Park

Nadia

AED 1,385 total

includes taxes & fees

19 Jul - 20 Jul

Chicago Marriott Midway

Bedford Park

Dominique

AED 730 total

includes taxes & fees

28 Jun - 29 Jun

Admiral Motel By Oyo Chicago I-94

Chatham

Milena

AED 299 total

includes taxes & fees

7 Jul - 8 Jul

Capital O Empire Motel Chicago I-94

Greater Grand Crossing

Kylen

AED 276 total

includes taxes & fees

19 Jul - 20 Jul

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

Best Motel By OYO Chicago I-90

Woodlawn

Dinesh Kumar

AED 287 total

includes taxes & fees

20 Jul - 21 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

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

Chicago Marriott Midway

8/10 Good

"Excellent"

Villa Dubois Guest House

10/10 Excellent

"Initially had trouble contacting the staff prior checking in. They asked for Venmo/zelle deposit first before giving any check in details to protect property in case any issues. They are responsive by email instead of phone but took awhile for response, which was detailed. The location is ten minutes south of fun stuff to do in Chicago, easy to uber from there. The details to get into unit was self explanatory. Bed and restroom were clean. The restroom and living room is shared. There are other guests as well. Restroom was clean but did not have any body wash, shampoo, or conditioner like other air dnb places do. The price was appropriate for location but would wish it had more amenities in restroom. My deposit was eventually returned to me about week after."

Stylish Apartment near Chicago Downtown

10/10 Excellent

"The unit was exactly as described in the listing and offered excellent value for the price. The location was also hard to beat, with easy access to downtown Chicago and nearby attractions. For the cost and convenience, it’s a very attractive option. I did not experience any communication issues with the host during my stay, and everything I needed was provided. That said, based on the level of interaction, I could see communication potentially becoming a concern if a significant issue arose that required immediate attention, though I cannot speak to how that would actually be handled. The biggest drawback was the noise from the upstairs neighbors. At times, they were consistently loud, and the noise carried enough that it was difficult to relax or get a good night’s sleep. This was by far the most significant issue I encountered and is something prospective guests should be aware of, especially if they are light sleepers or expecting a quieter environment. Parking was another challenge, though less impactful than the noise. Finding street parking was difficult, so I would recommend arranging parking elsewhere ahead of time rather than relying on nearby availability. Overall, the unit met my expectations, and the combination of price and location was difficult to beat. The noise from the upstairs neighbors was the only notable downside and is worth keeping in mind if you’re sensitive to noise. Despite that, I found the stay to be a good value and appreciated the convenienc"