Best South Side Hotels in 2026 from HK$709 - Fully Refundable Options

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Go beyond your typical stay in South Side

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Our top choices for South Side hotels

Desk, iron/ironing board, free cots/infant beds, free WiFi

1. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Gladys

HK$2,197

HK$2,612 total

includes taxes & fees

12 Oct - 13 Oct

2. Sophy Hyde Park

Hyde Park

Latricia

HK$2,958

HK$3,703 total

includes taxes & fees

2 Oct - 3 Oct

3. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Laura

HK$1,970

HK$2,342 total

includes taxes & fees

13 Oct - 14 Oct

In-room safe, desk, iron/ironing board, free WiFi

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

Bedford Park

Beatrice

HK$1,412

HK$1,659 total

includes taxes & fees

27 Sept - 28 Sept

5. Jaslin Hotel

Chinatown

Shaun

HK$1,344

HK$1,598 total

includes taxes & fees

29 Sept - 30 Sept

Pillow-top beds, desk, blackout curtains, iron/ironing board

6. Chicago Lake Shore Hotel

Kenwood

John

HK$1,327

HK$1,558 total

includes taxes & fees

23 Sept - 24 Sept

Premium bedding, in-room safe, desk, iron/ironing board

7. Chicago Marriott Midway

Bedford Park

Patricia

HK$1,786

HK$2,099 total

includes taxes & fees

26 Sept - 27 Sept

Desk, laptop workspace, blackout curtains, iron/ironing board

8. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Fabian

HK$1,192

HK$1,478 total

includes taxes & fees

27 Sept - 28 Sept

9. Motel 6 - Chicago, IL

Washington Heights

Nazli

HK$706

HK$829 total

includes taxes & fees

18 Oct - 19 Oct

Coffee/tea maker, full-sized fridge, microwave, oven

Premium bedding, in-room safe, desk, laptop workspace

10. Villa Dubois Guest House

Bronzeville

Robert

HK$959

HK$1,126 total

includes taxes & fees

20 Sept - 21 Sept

Desk, blackout curtains, iron/ironing board, free cots/infant beds

11. Best Western Inn & Suites - Midway Airport

Burbank

David L

HK$1,098

HK$1,218 total

includes taxes & fees

27 Sept - 28 Sept

Premium bedding, desk, laptop workspace, soundproofing

12. Carlton Inn Midway

Archer Heights

Icaro

HK$822

HK$964 total

includes taxes & fees

21 Sept - 22 Sept

13. Chinatown Hotel Chicago

Chinatown

Celina

HK$794

HK$932 total

includes taxes & fees

21 Sept - 22 Sept

Combined shower/bathtub, rainfall showerhead, free toiletries

14. Rainbow Motel

Garfield Ridge

Noel

HK$604

HK$709 total

includes taxes & fees

21 Sept - 22 Sept

Premium bedding, memory-foam beds, desk, blackout curtains

15. Mccormick Place Guest House

Bronzeville

Robert

HK$752

HK$883 total

includes taxes & fees

29 Sept - 30 Sept

16. Best Motel By OYO Chicago I-90

Woodlawn

Saul

HK$645

HK$757 total

includes taxes & fees

4 Oct - 5 Oct

Desk, iron/ironing board (on request), free WiFi, bed sheets

17. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Aniya

HK$675

HK$859 total

includes taxes & fees

21 Sept - 22 Sept

18. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

HK$645

HK$757 total

includes taxes & fees

11 Oct - 12 Oct

19. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Ann

HK$1,951

HK$2,319 total

includes taxes & fees

14 Oct - 15 Oct

Hypo-allergenic bedding, pillow-top beds, in-room safe, desk

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

HK$2,214

HK$2,903 total

includes taxes & fees

27 Sept - 28 Sept

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Stay near popular South Side attractions

A cityscape with historic buildings, a prominent church, and a view of the ocean.

University of Chicago

8.6/10 (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 fascinating museums in this vibrant area.

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A baseball stadium with advertisements, including 'xfinity' and 'proven IT'.

Rate Field

8.6/10 (235 reviews)

Catch an event at Rate Field during your trip to Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

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A classical building with a dome and columns, featuring Charlie Brown exhibit banners.

Griffin Museum of Science and Industry

9.2/10 (1,796 reviews)

This large, interactive museum contains a coal mine and World War II submarine among its many attractions.

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A train passing through a tunnel with a curved roof and string lights.

Illinois Institute of Technology

7.0/10 (4 reviews)

Explore the campus of Illinois Institute of Technology as part of your travels around Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

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A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Jackson Park

7.4/10 (9 reviews)

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.

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Barack Obama Residence

You can find out about the history of Chicago with a stop at Barack Obama Residence. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

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Obama Presidential Center

You can spend an afternoon browsing the exhibits at Obama Presidential Center in Chicago. Wander the beaches and gardens while you're in the area.

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Rainbow Beach

Why not spend a lazy afternoon at Rainbow Beach during your trip to Chicago? Stroll along the beaches or visit the shops while you're in the 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

Chinatown Hotel Chicago

10/10 Excellent

"China Town Chicago is my new favorite location in the state of Illinois"

Rainbow Motel

10/10 Excellent

"Very clean nice employees"

Sophy Hyde Park

8/10 Good

"What an amazing stay! This hotel was absolutely wonderful from start to finish. The accommodations were beautiful and comfortable, the staff was friendly and welcoming, and the entire experience exceeded my expectations. I truly enjoyed every moment of my stay and would definitely return. Highly recommend this hotel for a relaxing and memorable experience!"

Motel 6 - Chicago, IL

10/10 Excellent

"Pleasant stay! Would recommend 10/10"

Carlton Inn Midway

10/10 Excellent

"Excellent breakfast, best shuttle service, Excellent hospitality."

Saratoga Motel By Capital O Near Midway Airport Chicago IL

10/10 Excellent

"Had a good stay here will be going back. The night staff was very helpful and nice and they wasn’t at my door at 11 rushing us to leave to was able to pack and leave in peace I appreciate that so much."

Villa Dubois Guest House

10/10 Excellent

"It was a really nice stay; as a first-time traveller, it was close to Soldier Field stadium, where most concerts are held. I also loved the room; it was really nice and clean, and super easy to find everything."

Mccormick Place Guest House

8/10 Good

"Great property."

Admiral Motel By Oyo Chicago I-94

10/10 Excellent

"Air conditioner was broken, toilet was leaking from the floor, but staff, guests and neighbours were very friendly. Overall good given the affordable cost. Not a five star hotel, but doesn’t pretend to be"