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South Side Hotels

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Our top choices for South Side hotels

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, (1248)
Located just minutes from Midway Airport with 24-hour free shuttle service, this hotel puts you near restaurants and shops. Enjoy the daily buffet breakfast and comfortable beds. A quiet retreat with fitness center access and helpful staff to enhance your Chicago stay.

"Will definitely stay there again ."
United States
Jose Remedios
The price is P6,577
P7,727 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

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, (1001)
Immerse yourself in a prime location at this business-friendly Chicago hotel, a short walk from the Hyde Park station. Enjoy convenient access to Lake Michigan, University of Chicago, and a 24-hour fitness center. The property includes a restaurant and free area shuttle.

"My grandson and I stayed one night after my husband’s surgery at the University of Chicago Hospital. We had a wonderful stay. The room was spotless, comfortable, and the staff was very helpful. "
United States
Catherine
The price is P7,927
P9,306 total
includes taxes & fees
Dec 29 - Dec 30
Hyatt Place Chicago-South/University Medical Center

Jaslin Hotel

Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1188)
This clean hotel near Cermak-Chinatown Station offers free WiFi and a 24-hour fitness center. Within walking distance of McCormick Place and a short drive to Soldier Field and Lake Michigan, guests appreciate the helpful staff and convenient location.

"Excellent service, clean room, great location"
United States
Stefan
The price is P7,575
P8,893 total
includes taxes & fees
Dec 22 - Dec 23
Jaslin Hotel

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (208)
Tranquil accommodations near Abbott Park and Martin Luther King Drive offer complimentary WiFi and parking. Just a 3-minute drive from 95th Street - Longwood Station and within 15 minutes of Lake Michigan, this motel provides 24-hour front desk service.

"Everything was very nice even staff"
United States
Maurice
The price is P4,227
P4,963 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Motel 6 - Chicago, IL

Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
8.8 out of 10, Excellent, (78)
Just 5 minutes from McCormick Place and Lake Michigan, this welcoming Chicago guesthouse offers complimentary WiFi and parking. Indiana Station is a 10-minute walk away, with Soldier Field and State Street nearby for exciting urban adventures.

"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
United States
Lizeth
The price is P4,404
P5,170 total
includes taxes & fees
Dec 22 - Dec 23
Villa Dubois Guest House

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1004)
Experience convenience at this Chicago hotel near Wintrust Arena and State Street, with Cermak-Chinatown Station just 5 minutes away. Fuel your day with complimentary buffet breakfast and stay active in the 24-hour fitness center. Soldier Field and Millennium Park are nearby attractions.

"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

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 23 - Dec 24
Holiday Inn Chicago – Midway Airport S by IHG

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
7.0 out of 10, Good, (29)
"Clean room friendly staff "
United States
Christian
The price is P3,993
P5,157 total
includes taxes & fees
Dec 22 - Dec 23
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1000)
"Great staff, location and ambience."
United States
Jaison
The price is P10,517
P13,932 total
includes taxes & fees
Dec 24 - Dec 25
Sophy Hyde Park

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

Mccormick Place Guest House

Mccormick Place Guest House
3.0 star property
Bronzeville
8.8 out of 10, Excellent, (47)
Charming guesthouse offering free WiFi and parking with a tranquil garden retreat. Just minutes from Rate Field and a quick drive to McCormick Place and Lake Michigan. Soldier Field and Millennium Park await nearby for urban exploration.

"Very good place,nice host "
Canada
Qiang
The price is P4,402
P5,167 total
includes taxes & fees
Dec 22 - Dec 23
Mccormick Place Guest House

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1001)
Located just minutes from Midway Airport, this hotel offers a complimentary shuttle service available 24 hours daily. Enjoy free Wi-Fi, parking, and continental breakfast each morning. The fitness center provides workout options, while Pulaski Station is a 7-minute walk away.

"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)
Conveniently located within a 15-minute drive of Chicago Midway Airport, this hotel offers complimentary continental breakfast, WiFi, and self parking. The fitness center keeps your workout routine intact while helpful staff ensure a pleasant stay near Chicago Ridge Shopping Mall.

"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 28 - Dec 29
Best Western Inn & Suites - Midway Airport

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
Located in Chicago with easy access to McCormick Place and Wintrust Arena, this motel offers complimentary WiFi and parking. The 24-hour front desk ensures round-the-clock assistance, while Soldier Field and Lake Michigan are just a short drive away.

"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is P5,226
P6,135 total
includes taxes & fees
Dec 22 - Dec 23
Skylark Motel

Chinatown Hotel Chicago

Chinatown Hotel Chicago
1.5 star property
Chinatown
5.4 out of 10, (1001)
Situated just 3 minutes from Cermak-Chinatown Station, this Chicago hotel offers free WiFi and daily housekeeping. Explore nearby attractions like Lake Michigan, State Street shops, and local restaurants, all within a short drive or walk.

"Friendly staff and heater was working great "
United States
Anthony
The price is P3,435
P4,033 total
includes taxes & fees
Dec 22 - Dec 23
Chinatown Hotel Chicago

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18)
Located within a short drive of Chicago's top attractions, this hotel offers free WiFi and complimentary parking. Enjoy room service after exploring nearby Lake Michigan or catch a game at United Center. SeatGeek Stadium is just minutes away.

"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
The price is P5,696
P7,274 total
includes taxes & fees
Dec 22 - Dec 23
Rainbow Motel

Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94
2.5 star property
Chatham
3.8 out of 10, (45)
Just 10 minutes from University of Chicago and Griffin Museum, this Chicago hotel provides free valet parking and convenient room service. Abbott Park attractions are nearby, with 91st Street Station just a 4-minute walk away for citywide exploration.

"Fine stay "
United States
Sharmaine
The price is P4,419
P5,598 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Admiral Motel By Oyo Chicago I-94

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.4 out of 10, (48)
Located just a short drive from University of Chicago and State Street, this motel offers free valet parking and convenient daily housekeeping. King Drive Station is a 7-minute walk away, making city exploration effortless while visiting nearby Griffin Museum of Science and Industry.

"Clean room "
United States
Pierre
The price is P3,288
P4,271 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Best Motel By OYO Chicago I-90

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3406)
Immerse yourself in Chicago's energy at this centrally located hotel. Just steps from Michigan Avenue Bridge and Chicago Riverwalk, enjoy 4 restaurants, 2 coffee shops, and stunning city views. Millennium Station is only a 7-minute walk away.

"The Hotel was amazing great location "
United States
Donnisha
The price is P8,162
P11,305 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Regency Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4855)
Strategically positioned near Michigan Avenue, this hotel offers business travelers easy access to Chicago Riverwalk and Millennium Park. Enjoy free WiFi, convenient room service, and a fitness center while Clark-Lake Station is just 7 minutes away.

"Great location, comfortable room, and nice staff."
United States
Claudia
The price is P4,883
P5,733 total
includes taxes & fees
Dec 22 - Dec 23
River Hotel
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