Wrigley View Rooftop

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was S$3,187, price is now S$2,412 per person
S$2,412
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.

Reviewed on 9 Mar, 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was S$2,970, price is now S$2,593 per person
S$2,593
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,993 reviews)
Friendly staff, very helpful and approachable. The rooms were clean and I pay attention to these things, the room was immaculate upon checkin. I appreciated the lovely in-room espresso machine too. Good breakfast from the onsite restaurant. There’s also coffee, donuts and bubble tea cafes right across Michigan ave. Close to the art institute, the orange and red lines, and more I am sure. Highly recommend the Arlo for your stay in downtown Chicago.

Reviewed on 9 Mar, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was S$2,896, price is now S$2,583 per person
S$2,583
per person
29 May - 31 May
found 4 hours ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious

Reviewed on 9 Mar, 2026

Tours & day trips

See all 190 activities
Flyover in Chicago

Flyover in Chicago

Activity duration is 30 minutes
9.8 out of 10 with 14 reviews
Free cancellation available
Price is S$48 per adult
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Private & custom tours

See all 60 activities
Chicago Cocktail Adventure Part 1

Chicago Cocktail Adventure Part 1

Activity duration is 3 hours
Free cancellation available
Price is S$6 per adult
Chicago Cocktail Adventure Part 1Opens in new tab

Food, drink & nightlife

See all 25 activities
Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

Activity duration is 3 hours
10.0 out of 10 with 263 reviews
Free cancellation available
Price is S$102 per adult
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Classes & workshops

See all 22 activities
BYOB Spray Paint and Sip at Studio W.I.P.

BYOB Spray Paint and Sip at Studio W.I.P.

Activity duration is 1 hour and 30 minutes
9.8 out of 10 with 235 reviews
Free cancellation available
Price is S$57 per adult
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Attractions

See all 19 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 700 reviews
Free cancellation available
Price is S$38 per adult
360 CHICAGO Observation DeckOpens in new tab

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
"Eternal Silence" is a monument in Chicago's Graceland Cemetery. It is a 10ft tall bronze sculpture set on and backdropped by black granite. Also referred to as the Statue of Death, it was created by American sculptor Lorado Taft in 1909. It is a monument to Dexter Graves, who brought the first colony to Chicago consisting of thirteen families who moved from Ashtabula, Ohio in 1831

Graceland Cemetery

Enjoy a stop at Graceland Cemetery, a landmark worth seeing in Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

Graceland Cemetery
Hutchinson Street Historic District which includes motorcycle riding and street scenes

Hutchinson Street Historic District

You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.

Hutchinson Street Historic District

Lucky Strike at Wrigleyville

You can take time to visit Lucky Strike at Wrigleyville during your travels to Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

Lucky Strike at Wrigleyville

Shine Bright In Life! Healing Arts Center

Enjoy an outing to Shine Bright In Life! Healing Arts Center during your stay in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

Shine Bright In Life! Healing Arts Center

Chicago's Mercury Theater

You can enjoy a show at Chicago's Mercury Theater during your trip to Chicago. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

Chicago's Mercury Theater

Top Wrigley View Rooftop Hotel Deals

Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

4 out of 5
3630 N Clark St Chicago IL
Hotel Zachary Chicago, a Tribute Portfolio Hotel
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
Wrigleyville Suites
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
3475 N. Clark St. Chicago IL
The Chicago Hotel Collection - Wrigleyville
Wrigley Hostel

Wrigley Hostel

1.5 out of 5
3514 N. Sheffield Chicago IL
Wrigley Hostel
Dorothy's

Dorothy's

3 out of 5
3445 N Halsted St Chicago IL
Dorothy's
The Majestic Hotel

The Majestic Hotel

3 out of 5
528 W Brompton Ave Chicago IL
The Majestic Hotel
The Villa Toscana

The Villa Toscana

2.5 out of 5
3447 N Halsted Chicago IL
The Villa Toscana
Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

3 out of 5
3434 N. Broadway Avenue Chicago IL
Best Western Plus Hawthorne Terrace Hotel
City Suites Hotel

City Suites Hotel

3 out of 5
933 W Belmont Ave Chicago IL
City Suites Hotel
See all 4,146 properties in Wrigley View Rooftop
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.

The Annual Holiday Sale

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.