South Shore, IL

Chicago

A cityscape with a mix of modern and older buildings, a large body of water in the background, and a clear sky.

Stay near popular South Shore attractions

Rainbow Beach

Why not spend a lazy afternoon at Rainbow Beach during your trip to Chicago? Stroll along the beaches or visit the shops while you're in the area.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

￥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Art Institute of Chicago

Art Institute of Chicago

￥6,384
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago's Navy Pier Centennial Wheel Ticket

Chicago's Navy Pier Centennial Wheel Ticket

￥3,863
per adult
100% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
Flyover in Chicago

Flyover in Chicago

￥4,997
per adult
96% of travellers recommend
Flyover in Chicago
See all activities in Chicago

South Shore Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
The price is ￥16,533 per night from Sep 8 to Sep 9
￥16,533
￥19,656 total
Sep 8 - Sep 9
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! (10,238 reviews)
"The halls were very very dirty and run down. No one was at the front desk when I went to check out. For what I paid it was for sure not up to the level I would expect. The outside noise was very loud and the music in the elevator was loud."

Reviewed on Aug 31, 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
Fully refundableReserve now, pay when you stay
The price is ￥24,329 per night from Sep 29 to Sep 30
￥24,329
￥28,924 total
Sep 29 - Sep 30
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
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

4 out of 5
One Superior Place Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (883 reviews)
"Unfortunately this property was a bad experience. There is little to no communication from the host. Your only option is to talk to a chat bot from California. We tried checking in 10 minutes early and were told that wasn't possible, There was no one at the check-in desk when we got there. The room ..."

Reviewed on Aug 31, 2026

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Kasa Magnificent Mile Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
The price is ￥23,677 per night from Sep 7 to Sep 8
￥23,677
￥28,149 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
8/10 Very Good! (1,559 reviews)
"The room was perfect and the staff is so nice and helpful! The parking was pretty expensive but understandable. There is a chipotle connected which was perfect for when we wanted to grab a quick dinner! Last thing is that breakfast ended at 9 am which was quite early for us who had stayed out late ..."

Reviewed on Aug 31, 2026

Hampton Inn Chicago Downtown/Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
The price is ￥27,079 per night from Sep 7 to Sep 8
￥27,079
￥36,893 total
Sep 7 - Sep 8
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! (3,124 reviews)
"I really loved that the hotel borafied (purpled out for bts fans) the hotel. It was nice to see a fan gathering spot and with a decent walking distance to soldier field. It was comfortable and safe too."

Reviewed on Aug 31, 2026

Hilton Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
The price is ￥32,659 per night from Sep 7 to Sep 8
￥32,659
￥44,538 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,460 reviews)
"Our stay here at this hotel was OKAY. I don’t think it’ll be a location I’ll stay at again in the future unless it was a somewhat emergency or last minute option. I was not impressed by the cleaning staff at all as we booked a room with 4 adults and had to call the front desk multiple times throughout ..."

Reviewed on Aug 31, 2026

Hyatt Regency Chicago
See all 4,278 properties in South Shore
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 South Shore

Find the best South Shore areas and neighborhoods for the activities you enjoy most. Learn more about South Shore
Learn more about South Shore
A busy city street with tall buildings, a bus, and cars.

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 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 historic castle-like building with intricate stonework and a paved walkway.

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 city street with a train passing overhead, cars, pedestrians, and a red brick building.

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.

South Shore, IL

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