Hotels in South Side

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Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.8 out of 10, (64 reviews)
Experience city convenience at this affordable Chicago motel near King Drive Station. Free valet and self parking add value, while University of Chicago is just a 5-minute drive away. Lake Michigan, Soldier Field, and McCormick Place await nearby.
The price is $70
$87 total
includes taxes & fees
Apr 29 - Apr 30
Best Motel By OYO Chicago I-90
Rainbow Motel
Rainbow Motel
2.0 star property
Garfield Ridge
5.4 out of 10, (21 reviews)
Experience comfort in this Chicago hotel, just a 15-minute walk from Summit Station. Enjoy complimentary WiFi, convenient free parking, and personalized room service. SeatGeek Stadium and Chicago Ridge Shopping Mall await nearby exploration.
The price is $77
$90 total
includes taxes & fees
Apr 29 - Apr 30
Rainbow Motel
Chicago Lake Shore Hotel
Chicago Lake Shore Hotel
3.0 star property
Kenwood
6.8 out of 10, (1,005 reviews)
The price is $129
$151 total
includes taxes & fees
Apr 29 - Apr 30
Chicago Lake Shore Hotel
Jaslin Hotel
Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1,213 reviews)
Set in vibrant Chicago with Lake Michigan a 5-minute drive away, this hotel offers free WiFi and a 24-hour fitness center. Just 4 minutes from Cermak-Chinatown Station, you'll enjoy clean rooms, helpful staff, and quick access to Millennium Park attractions.
The price is $123
$146 total
includes taxes & fees
May 8 - May 9
Jaslin Hotel
Motel 6 - Chicago, IL
Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.4 out of 10, Good, (302 reviews)
This quiet motel offers free WiFi and parking, with a 24-hour front desk for convenient assistance. Located within a short drive of State Street, University of Chicago, and Martin Luther King Drive, you'll enjoy easy access to 95th Street Station just 3 minutes away.
The price is $110
$129 total
includes taxes & fees
Apr 29 - Apr 30
Motel 6 - Chicago, IL
Carlton Inn Midway
Carlton Inn Midway
2.0 star property
Archer Heights
6.2 out of 10, (1,004 reviews)
The price is $107
$126 total
includes taxes & fees
Apr 29 - Apr 30
Carlton Inn Midway
Skylark Motel
Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (124 reviews)
Conveniently positioned in Chicago, this motel offers easy access to McCormick Place and Wintrust Arena. Free WiFi and parking enhance your stay while Soldier Field and Lake Michigan await nearby. The 24-hour front desk ensures assistance whenever needed.
The price is $99
$116 total
includes taxes & fees
Apr 29 - Apr 30
Skylark Motel
Mccormick Place Guest House
Mccormick Place Guest House
3.0 star property
Bronzeville
8.2 out of 10, Very Good, (52 reviews)
Peaceful Chicago retreat offering free WiFi and parking, within a 15-minute walk to State Street and Rate Field. McCormick Place and Lake Michigan are just a 5-minute drive, while Soldier Field and Millennium Park await nearby.
The price is $83
$98 total
includes taxes & fees
Apr 29 - Apr 30
Mccormick Place Guest House
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, (1,008 reviews)
The price is $127
$159 total
includes taxes & fees
May 3 - May 4
Holiday Inn Chicago – Midway Airport S 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, (1,004 reviews)
This Chicago hotel offers quick access to Lake Michigan, with University of Chicago and Griffin Museum within a 5-minute drive. Chicago 51st-53rd Street Station is a 3-minute walk away, and the free area shuttle makes exploring museums and Millennium Park effortless.
The price is $195
$232 total
includes taxes & fees
May 6 - May 7
Hyatt Place Chicago-South/University Medical Center
Admiral Motel By Oyo Chicago I-94
Admiral Motel By Oyo Chicago I-94
2.5 star property
Chatham
4.4 out of 10, (55 reviews)
Within walking distance of Chicago 91st Street Station, this hotel offers free valet and self parking. Explore Lake Michigan and the Griffin Museum of Science and Industry with a short drive, while enjoying room service and 24-hour assistance.
The price is $70
$89 total
includes taxes & fees
Apr 29 - Apr 30
Admiral Motel By Oyo Chicago I-94
Villa Dubois Guest House
Villa Dubois Guest House
2.0 star property
Bronzeville
8.4 out of 10, Very Good, (88 reviews)
Experience Chicago from this cozy retreat just minutes from Lake Michigan and Soldier Field. With free WiFi and parking, Villa Dubois offers garden views while keeping you connected to city attractions via nearby Indiana Station.
The price is $110
$129 total
includes taxes & fees
Apr 29 - Apr 30
Villa Dubois Guest House
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
9.0 out of 10, Wonderful, (1,324 reviews)
Wake to a complimentary breakfast at this quiet hotel near Midway Airport with 24-hour free shuttle service. Walk to local restaurants and shops while enjoying comfortable beds and helpful staff. Lake Michigan and McCormick Place are just a short drive away.
The price is $134
$157 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Best Western Inn & Suites - Midway Airport
Best Western Inn & Suites - Midway Airport
2.5 star property
Burbank
6.8 out of 10, (1,002 reviews)
Wake up refreshed at this Burbank hotel just 15 minutes from Midway Airport. Enjoy a complimentary continental breakfast before exploring nearby Chicago Ridge Shopping Mall. The fitness center keeps routines intact while free WiFi and parking add value.
The price is $109
$121 total
includes taxes & fees
Apr 30 - May 1
Best Western Inn & Suites - Midway Airport
Chicago Marriott Midway
Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very Good, (947 reviews)
The price is $161
$189 total
includes taxes & fees
May 10 - May 11
Chicago Marriott Midway
SpringHill Suites by Marriott Chicago Chinatown
SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,003 reviews)
Located 5 minutes from Cermak-Chinatown Station, this hotel offers a free daily breakfast buffet and 24-hour fitness center. Just a short drive from Soldier Field and walking distance to State Street and Wintrust Arena.
The price is $134
$159 total
includes taxes & fees
May 10 - May 11
SpringHill Suites by Marriott Chicago Chinatown
Chinatown Hotel Chicago
Chinatown Hotel Chicago
1.5 star property
Chinatown
5.6 out of 10, (1,000 reviews)
Immerse yourself in Chicago's culture at this hotel just 3 minutes from Cermak-Chinatown Station. Explore nearby Soldier Field, Millennium Park, and Lake Michigan, or enjoy local shops and restaurants in vibrant Chinatown.
The price is $79
$93 total
includes taxes & fees
Apr 29 - Apr 30
Chinatown Hotel Chicago
Sophy Hyde Park
Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,002 reviews)
The price is $317
$401 total
includes taxes & fees
Apr 29 - Apr 30
Sophy Hyde Park
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
6.2 out of 10, (50 reviews)
The price is $80
$101 total
includes taxes & fees
Apr 29 - Apr 30
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,477 reviews)
Experience the unique charm of this waterfront hotel with panoramic Lake Michigan vistas. Just steps from Navy Pier, enjoy Latin American cuisine at Lirica or unwind at one of 2 bars. A 24-hour fitness center and convenient access to Michigan Avenue complete your Chicago adventure.
The price is $193
$263 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton
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.

Check out pet-friendly hotels in South Side

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.

Top landmarks in Great Lakes

Learn more about South Side

South Side is admired for its museums and skyscrapers while top attractions include McCormick Place and Lake Michigan. Visitors highlight this welcoming city's Chinatown while sights include Barack Obama Residence and Obama's House.

Chicago South Side

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Frequently asked questions

Why should I book my South Side hotel with Hotels.com?
There are plenty of reasons to book your South Side travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.