Hotels in South Side

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Dec 3 - Dec 4
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Dec 4 - Dec 5
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Top Rated 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 out of 5
6500 S Cicero Ave Chicago IL
Free Cancellation
7.22 mi from city center
$123 nightly
The price is $145 total per night
$145 total
Dec 8 - Dec 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG features a 24-hour gym, free WiFi in public areas, and conference space. If you drive, self parking is USD 30 per night, or you can take advantage of the free airport shuttle (available 24 hours). The 24-hour front desk has multilingual staff ready to assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a 24-hour business center, free newspapers, and laundry facilities.
Breakfast included
Free airport shuttle
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 out of 5
2357 S WENTWORTH AVE Chicago IL
Free Cancellation
Reserve now, pay when you stay
3.28 mi from city center
$112 nightly
The price is $131 total per night
$131 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
At SpringHill Suites by Marriott Chicago Chinatown, guests have access to a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Self parking is offered for USD 30.00 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, a meeting room, and a computer station.
Breakfast included
Free WiFi
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
6.72 mi from city center
$80 nightly
The price is $94 total per night
$94 total
Dec 4 - Dec 5
Total with taxes and fees
At Motel 6 - Chicago, IL, guests have access to coffee in a common area, laundry facilities, and a vending machine. A stay here includes free parking. The 24-hour front desk has staff always at the ready.
Pet friendly
Parking included
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
Free Cancellation
Reserve now, pay when you stay
3.53 mi from city center
$121 nightly
The price is $143 total per night
$143 total
Dec 14 - Dec 15
Total with taxes and fees
A 24-hour gym and free WiFi in public areas are features at Jaslin Hotel. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area.
Free WiFi
Air conditioning
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
5225 S Harper Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.07 mi from city center
$127 nightly
The price is $149 total per night
$149 total
Dec 7 - Dec 8
Total with taxes and fees
At Hyatt Place Chicago-South/University Medical Center, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. If you drive, self parking is USD 40.00 per night, and there's also a free area shuttle. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and dry cleaning/laundry. Additional amenities include a 24-hour business center, free newspapers, and a banquet hall.
Pet friendly
Free WiFi
Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 out of 5
214 West 22nd Place Chicago IL
Free Cancellation
Reserve now, pay when you stay
3.46 mi from city center
$59 nightly
The price is $69 total per night
$69 total
Dec 4 - Dec 5
Total with taxes and fees
Chinatown Hotel Chicago features free WiFi in public areas, microwave in a common area, and refrigerator in a common area. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and securing valuables. Additional amenities include express check-out, free newspapers, and a vending machine.
Free WiFi
Air conditioning
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

2.5 out of 5
7701, S Cicero Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
7.74 mi from city center
$79 nightly
The price is $91 total per night
$91 total
Dec 4 - Dec 5
Total with taxes and fees
Saratoga Motel By Capital O Near Midway Airport Chicago IL features free WiFi in public areas and an ATM. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. This hotel also has a vending machine.
Parking included
Free WiFi
Sophy Hyde Park

Sophy Hyde Park

4 out of 5
1411 East 53rd Street Chicago IL
1 mi from city center
$229 nightly
The price is $269 total per night
$269 total
Dec 12 - Dec 13
Total with taxes and fees
Sophy Hyde Park features a gym, free WiFi in public areas, and meeting rooms. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and securing valuables. Other amenities at this luxury hotel include a 24-hour business center, a computer station, and a terrace.
Pet friendly
Free WiFi
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue Chicago IL
1.71 mi from city center
$75 nightly
The price is $88 total per night
$88 total
Dec 4 - Dec 5
Total with taxes and fees
Mccormick Place Guest House features free WiFi in public areas and a garden. You can take advantage of free parking if you drive. Additional amenities include barbecue grills and a picnic area.
Parking included
Free WiFi
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2 out of 5
6535 S King Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.11 mi from city center
$64 nightly
The price is $74 total per night
$74 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At Best Motel By OYO Chicago I-90, guests have access to a vending machine. If you drive, take advantage of free valet parking. The 24-hour front desk has staff always at the ready.
Pet friendly
Parking included
Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave Chicago IL
1.55 mi from city center
$75 nightly
The price is $88 total per night
$88 total
Dec 4 - Dec 5
Total with taxes and fees
Villa Dubois Guest House features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you plan to drive, free parking is available. Helpful staff can provide luggage storage and a safe deposit box at the front desk. Additional amenities include a refrigerator in a common area, express check-in, and express check-out.
Parking included
Free WiFi
Rainbow Motel

Rainbow Motel

2 out of 5
7050 W Archer Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
9.8 mi from city center
$105 nightly
The price is $122 total per night
$122 total
Dec 4 - Dec 5
Total with taxes and fees
Rainbow Motel features free WiFi in public areas and a vending machine. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Parking included
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap South Side hotels options

    Chinatown Hotel Chicago

    Chinatown Hotel Chicago

    214 West 22nd Place Chicago IL
    $59 nightly
    The price is $69 total per night from Dec 4 to Dec 5
    $69 total
    Dec 4 - Dec 5
    Total with taxes and fees
    5.4/10 (1,002 reviews)
    Jaslin Hotel

    Jaslin Hotel

    261 West Cermak Rd Chicago IL
    $121 nightly
    The price is $143 total per night from Dec 14 to Dec 15
    $143 total
    Dec 14 - Dec 15
    Total with taxes and fees
    8.8/10 Excellent! (1,183 reviews)
    Best Western Grant Park Hotel

    Best Western Grant Park Hotel

    1100 S Michigan Ave Chicago IL
    $74 nightly
    The price is $87 total per night from Dec 21 to Dec 22
    $87 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8/10 Very Good! (2,637 reviews)
    Hyatt Regency McCormick Place Chicago

    Hyatt Regency McCormick Place Chicago

    2233 S Martin Luther King Dr Chicago IL
    $199 nightly
    The price is $234 total per night from Dec 14 to Dec 15
    $234 total
    Dec 14 - Dec 15
    Total with taxes and fees
    9/10 Wonderful! (1,036 reviews)
South Side Hotels

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Great selection of hotels in South Side

Whether you're searching for hotels in South Side on business, or hunting for a family getaway, South Side hotel options are only a click away. Find hotels in South Side with the location, star-rating and facilities you need. Narrow your search results even further by star rating, hotel chain and amenities, such as free parking, babysitting services, or fitness centers. And with area maps, you can view South Side hotels close you are to the airport and nearby attractions.

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Thanks to photos and virtual tours, you can look before you book your South Side hotel reservation. Check out South Side hotel properties using interactive tools which allow you view hotel rooms, common areas and key features. On Orbitz, you can also learn more about hotels in South Side with unbiased reviews from verified South Side hotel guests. We ask guests to offer candid feedback on services, comfort, location, value and amenities.

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24/7 support with South Side hotel reservations

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Forget Orbitz change or cancel fees on South Side hotels

On Orbitz, South Side hotel deals mean flexibility. If you need to change your South Side hotel reservations, or cancel your stay, Orbitz doesn't charge cancel or change fees. Orbitz also offers great selection on airline tickets, vacation packages, and car rental deals to so you can plan your trip to South Side all in one place.

 

South Side hotels essential information

Accommodation
464 hotels
Lowest Price
$69
Highest Price
$269
Popular hotels
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG, SpringHill Suites by Marriott Chicago Chinatown, Motel 6 - Chicago, IL, Jaslin Hotel, Hyatt Place Chicago-South/University Medical Center, Chinatown Hotel Chicago, Saratoga Motel By Capital O Near Midway Airport Chicago IL, Sophy Hyde Park, Mccormick Place Guest House, Best Motel By OYO Chicago I-90, Villa Dubois Guest House, Rainbow Motel

Recent Reviews

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

5/5 Excellent
"Clean, good staff"
A verified traveler stayed at SpringHill Suites by Marriott Chicago Chinatown
Posted 1 day ago
SpringHill Suites by Marriott Chicago Chinatown

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