Streeterville

Chicago

Navy Pier which includes general coastal views and wild flowers as well as a couple
Navy Pier showing a sunset and rides
Navy Pier featuring central business district, a sunset and a city
Navy Pier showing rides
Navy Pier which includes signage

Popular places to visit

Water Tower Place

Water Tower Place

4/5(24 reviews)

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

Water Tower Place
875 North Michigan Avenue

875 North Michigan Avenue

4.5/5(84 reviews)

You can find out about the history of Chicago when you stop by John Hancock Center. Amble around this vibrant area's lakeside or experience its fascinating museums.

875 North Michigan Avenue
Chicago Children's Museum

Chicago Children's Museum

4/5(1 review)

You can take time to visit Chicago Children's Museum during your travels to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Chicago Children's Museum
The Loop - Downtown

Wrigley Building

4.5/5(3 reviews)

Learn about the local history of Chicago when you take a trip to Wrigley Building. Discover the acclaimed art galleries and notable monuments in this vibrant area.

Wrigley Building
Fourth Presbyterian Church

Fourth Presbyterian Church

Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Fourth Presbyterian Church
Milton Lee Olive Park

Milton Lee Olive Park

Explore the great outdoors at Milton Lee Olive Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Milton Lee Olive Park

Things to do

River tour boat in Chicago

Architecture River Tour

S$63
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

S$57
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

S$58
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Relax and enjoy the view

Chicago Architecture Center River Cruise aboard First Lady

S$72
per adult
96% of travellers recommend
Chicago Architecture Center River Cruise aboard First Lady
See all activities in Chicago

Top hotels in Streeterville

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
The price is S$220 per night from 3 Nov to 4 Nov
S$220
3 Nov - 4 Nov
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 ...
8.8/10 Excellent! (3,014 reviews)
"Good place to stay, will come back."

Reviewed on 4 Oct, 2025

Hilton Chicago/Magnificent Mile Suites
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
The price is S$253 per night from 2 Nov to 3 Nov
S$253
2 Nov - 3 Nov
includes taxes & fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,334 reviews)
"I loved staying at this hotel. We parked the car & walked the whole weekend. The man who helped bring our luggage to our room was very kind & did a great job, his name is Dakota. He also was there every day if we had any questions. We had a sunrise view of the Lake from our 14th floor window. We ..."

Reviewed on 29 Sept, 2025

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$155 per night from 4 Nov to 5 Nov
S$155
4 Nov - 5 Nov
includes taxes & fees
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
8.2/10 Very Good! (3,593 reviews)
"Shops nearby"

Reviewed on 1 Oct, 2025

The Whitehall Hotel, BW Premier Collection
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street, Chicago, IL
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
7.2/10 Good! (1,355 reviews)
"Would give 5 stars, but had to reduce to 4 stars for 2 reasons. First, traffic and parking was extremely difficult and the best option was valet at the hotel, which was $75 a day before gratuity. Second, upon registration you are Required to take their amenities package for $99 which included 6 bottles ..."

Reviewed on 1 Oct, 2025

Get rates
The Chicago Hotel Collection - 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$327 per night from 2 Nov to 3 Nov
S$327
2 Nov - 3 Nov
includes taxes & fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (2,166 reviews)
"We stayed at The Sable last weekend and we have a serious complaint: our own home now feels deeply, deeply inadequate. The views of the city were so stunning, they ruined my ability to enjoy the view of my neighbor's fence. And the service was so fantastic, I'm now struggling to readjust to the real ..."

Reviewed on 2 Oct, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
243 E. Ontario, Chicago, IL
The price is S$222 per night from 2 Nov to 3 Nov
S$222
2 Nov - 3 Nov
includes taxes & fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular ...
8.4/10 Very Good! (2,844 reviews)
"everything was perfect"

Reviewed on 28 Sept, 2025

Aloft Chicago Mag Mile
See all 4,486 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.

Other neighbourhoods around Streeterville

Magnificent Mile - River North

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.

Magnificent Mile
Downtown Chicago which includes 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
Default Image

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.

River North
The Loop - Downtown featuring a river or creek

The Loop

4.5/5(187 area reviews)

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.

The Loop
Magnificent Mile - River North featuring street scenes, night scenes and signage

Near North Side

4.5/5(248 area reviews)

Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at Clark-Division Station or Chicago Station (Brown Line) to see more of the city.

Near North Side
Chicago which includes rides

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 of the city at Washington Station or Monroe Station (Blue Line).

Theatre District

Streeterville