Streeterville

Chicago

A waterfront promenade with a historic building featuring two towers and a large arched entrance.
A Ferris wheel and a carousel at a fairground.
A waterfront cityscape with a prominent red pier labeled 'Navy Pier' and a skyline of modern skyscrapers.
A carousel with colorful horses and a Ferris wheel in the background.
The Chicago Children's Museum with American flags, trees, and a white car in the foreground.

Stay near popular Streeterville attractions

A castle-like structure with turrets and a modern skyscraper in the background.

Water Tower Place

9.0/10 (1,113 reviews)
Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago 3D Fireworks Cruise

S$67
per adult
72% of travellers recommend
Chicago 3D Fireworks Cruise
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
cruise ship sailing past navy pier in chicago

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

S$185
per adult
82% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
See all activities in Chicago

Top hotels in Streeterville

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 31 Aug to 1 Sept
S$208
31 Aug - 1 Sept
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in their ...
7.8/10 Good! (1,961 reviews)
"The location was good the breakfast bar was good."

Reviewed on 15 Aug, 2026

The Chicago Hotel Collection - Magnificent Mile
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 S$324 per night from 31 Aug to 1 Sept
S$324
31 Aug - 1 Sept
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ...
Hotel Riu Plaza Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
The price is S$257 per night from 23 Aug to 24 Aug
S$257
23 Aug - 24 Aug
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the clean rooms in their ...
8.6/10 Excellent! (1,999 reviews)
"Aman'rah took great care of us from the moment we checked in! Enjoyed the pool. Comfortable, chic room. Great location."

Reviewed on 15 Aug, 2026

The Wade
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
The price is S$218 per night from 7 Sept to 8 Sept
S$218
7 Sept - 8 Sept
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the restaurant and the helpful staff in ...
8.4/10 Very good! (3,925 reviews)
"👍"

Reviewed on 16 Aug, 2026

The Whitehall Hotel, BW Premier Collection
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
162 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 31 Aug to 1 Sept
S$190
31 Aug - 1 Sept
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very good! (2,119 reviews)
"Staff was great, and the location was very nice. But the room didn’t have many amenities and the outlets weren’t working well by the bed which made it hard to charge my phone. No mini-fridge and no iron made it less convenient."

Reviewed on 16 Aug, 2026

Hotel Saint Clair- Magnificent Mile
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
900 E Grand Chicago IL
The price is S$313 per night from 7 Sept to 8 Sept
S$313
7 Sept - 8 Sept
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in ...
Sable at Navy Pier Chicago, Curio Collection by Hilton
See all 4,433 properties in Streeterville
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 Streeterville

Find the best Streeterville areas for the activities you enjoy most.
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

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

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.

Streeterville