Near South Side, IL

Chicago

Chicago_NearSouthSide_6132399_02
Chicago_NearSouthSide_6132399_05
Chicago city lights
Chicago on a clear winter day.
Want to get a great view of Chicago? Walk up the Adler Planetarium pier at sunset and enjoy the show. Don't leave straight after the sun sets, let the lights come out and take it all in!

Popular places to visit

Things to do


Near South Side Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is ¥18,460 per night from Mar 30 to Mar 31
¥18,460
¥21,671 total
Mar 30 - Mar 31
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (9,958 reviews)
Old Chicago charm with great customer service from all departments.

Reviewed on Mar 17, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ¥20,395 per night from Apr 6 to Apr 7
¥20,395
¥28,429 total
Apr 6 - Apr 7
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,549 reviews)
Great Hotel!!! Central location, great service and wonderful breakfast. I definitely think that it’s a great choice when in Chicago. Love Riu!

Reviewed on Mar 18, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is ¥20,727 per night from Mar 24 to Mar 25
¥20,727
¥24,332 total
Mar 24 - Mar 25
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,735 reviews)
Great location. Walking distance to everything i needed. Indoor parking worth the price during snow days

Reviewed on Mar 18, 2026

Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
The price is ¥18,746 per night from Mar 30 to Mar 31
¥18,746
¥22,004 total
Mar 30 - Mar 31
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (3,931 reviews)
Clean room and bathroom

Reviewed on Mar 18, 2026

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
The price is ¥34,320 per night from Apr 12 to Apr 13
¥34,320
¥40,287 total
Apr 12 - Apr 13
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,231 reviews)
Ron was uncomfortable, temperature was so hot, bed linens were gross and the $500 per night was shocking.

Reviewed on Mar 17, 2026

Hilton Chicago O'Hare Airport
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
The price is ¥22,892 per night from Mar 24 to Mar 25
¥22,892
¥26,872 total
Mar 24 - Mar 25
includes taxes & fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (3,314 reviews)
The staff was super helpful and very welcoming. The room had an amazing view for us, beings it was our first time being in Chicago. It’s was so close to everything we wanted to visit and super convenient. I will most definitely stay at this hotel again for future stays in the city.!! Thank you so ...

Reviewed on Mar 17, 2026

Eurostars Magnificent Mile
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.

Other neighborhoods around Near South Side

South Loop featuring a skyscraper and a city

South Loop

4.5/5(607 area reviews)

Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.

South Loop
Beautiful fireworks

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Theatre District
The Loop - Downtown which includes a river or creek

The Loop

4.5/5(9,481 area reviews)

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

The Loop
Downtown Chicago showing a city

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Downtown Chicago
Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.

West Loop

Consider a visit to Old St Patrick’s Church and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.

West Loop
Navy Pier featuring general coastal views and wildflowers as well as a couple

Streeterville

Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travelers also love the fascinating museums, panoramic lake views, and popular shops.

Streeterville


Near South Side, IL

Explore a world of travel with Expedia