Near South Side

Chicago

An aerial view of a circular plaza with a central monument, surrounding pathways, and a waterfront.
A city skyline with high-rise buildings, a marina with boats, and a large body of water.
A marina with numerous boats docked, a large stadium, and a city skyline with skyscrapers.
A city skyline with modern skyscrapers, a large stadium, and a river with boats.
A city skyline with a prominent dome-shaped building near a body of water.

Stay near popular Near South Side attractions

A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

McCormick Place

8.8/10 (9,822 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

P1,523
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

P2,506
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

P2,653
per adult
90% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

P2,538
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago's Navy Pier Centennial Wheel Ticket

Chicago's Navy Pier Centennial Wheel Ticket

P1,510
per adult
100% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

P9,927
per adult
80% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
See all activities in Chicago

Top hotels in Near South Side

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is P7,320 per night from Nov 22 to Nov 23
P7,320
P8,703 total
Nov 22 - Nov 23
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! (10,141 reviews)
"Honestly, for the price I think this place was so disappointing. The AC didnt work, pillows had dust on them, Walls were chipped and dirty. Carpet was dirty i didnt even want to take my shoes off. Tv SUCKED. Elevator took forever. Ice machine was broken on all floors."

Reviewed on Nov 9, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
The price is P7,312 per night from Nov 10 to Nov 11
P7,312
P8,693 total
Nov 10 - Nov 11
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is P6,683 per night from Dec 10 to Dec 11
P6,683
P7,946 total
Dec 10 - Dec 11
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
The price is P7,503 per night from Nov 23 to Nov 24
P7,503
P8,920 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,201 reviews)
"Only complaint I have is no Netflix or streaming services on the tv in the room. Everything else was great. Service and staff were very helpful and the view from our hotel room was incredible."

Reviewed on Nov 9, 2026

The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is P6,581 per night from Nov 23 to Nov 24
P6,581
P7,824 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (2,575 reviews)
"Parking was easy and the property is in a great location. Half of the elevators didn’t work, which extended wait times and was slightly frustrating. Room well kept and clean."

Reviewed on Nov 9, 2026

The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is P8,521 per night from Nov 22 to Nov 23
P8,521
P11,981 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,535 reviews)
"Amazing stay in this historic hotel. Convenient location. Will definitely be back!"

Reviewed on Nov 9, 2026

Hilton Chicago
See all 4,475 properties in Near 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.

Where to stay in Near South Side

Find the best Near South Side areas and neighborhoods for the activities you enjoy most.
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

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

A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.

A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Near South Side