Flat Iron Building

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
27 Dec - 30 Dec
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (888 reviews)
We thoroughly enjoyed our stay. The staff was courteous and attentive, the room was clean, modern, and comfortable.

Reviewed on 14 Nov,2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Dec - 30 Dec
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,390 reviews)
Excellent , nice city room view ,

Reviewed on 15 Nov,2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
27 Dec - 30 Dec
found 1 day ago
Return flight included
New York (NYC) to Chicago (ORD)
9/10 Wonderful! (263 reviews)
Beautiful place with amazing amenities. Perfect stay for adults or families alike! Highly recommend!

Reviewed on 11 Nov,2024

Tours & day trips

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Flyover in Chicago

Flyover in Chicago

Activity duration is 30 minutes
9.4 out of 10 with 12 reviews
Free cancellation available
Price is S$51 per adult
Flyover in Chicago

Private & custom tours

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Chicago Quest Experience: The Heist

Chicago Quest Experience: The Heist

Activity duration is 1 hour and 35 minutes
Free cancellation available
Price is S$14 per adult*
Chicago Quest Experience: The Heist

Food, drink & nightlife

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Chicago Favourites Ultimate Food and Walking Tour

Chicago Favourites Ultimate Food and Walking Tour

Activity duration is 3 hours
9.8 out of 10 with 34 reviews
Free cancellation available
Price is S$114 per adult
Chicago Favourites Ultimate Food and Walking Tour

Attractions

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360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.6 out of 10 with 608 reviews
Free cancellation available
Price is S$40 per adult
360 CHICAGO Observation Deck

Classes & workshops

See all 12 activitiesOpens in new tab
BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 11 reviews
Price is S$60 per adult
BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

Popular places to visit

Armitage Avenue

Armitage Avenue

During your trip to Chicago, you can enjoy retail therapy at Armitage Avenue. Stroll along the lakeside in this vibrant area or visit its lively bars.

Armitage Avenue

Wood Street Gallery

You can spend time studying the exhibits at Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Wood Street Gallery

AMITA Health Saints Mary and Elizabeth Medical Center Chicago - Saint Elizabeth Campus

If AMITA Health Saints Mary and Elizabeth Medical Center Chicago - Saint Elizabeth Campus is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

AMITA Health Saints Mary and Elizabeth Medical Center Chicago - Saint Elizabeth Campus

Presence Saint Elizabeth Hospital

If Presence Saint Elizabeth Hospital is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Presence Saint Elizabeth Hospital

Monique Meloche Gallery

You can enjoy some culture when you stop by Monique Meloche Gallery in Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.

Monique Meloche Gallery

AMITA Health Saints Mary and Elizabeth Medical Center

If AMITA Health Saints Mary and Elizabeth Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

AMITA Health Saints Mary and Elizabeth Medical Center

Top Flat Iron Building Hotel Deals

The Robey, Chicago, a Member of Design Hotels
The Robey, Chicago, a Member of Design Hotels
3.5 out of 5
2018 W. North Ave., Chicago, IL
The Robey, Chicago, a Member of Design Hotels
Ruby Room
Ruby Room
2.5 out of 5
1745 W Division St, Chicago, IL
Ruby Room
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Congress Plaza Hotel
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Hotel Felix River North/Magnificent Mile
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
River Hotel
Chicago Getaway Hostel
Chicago Getaway Hostel
2 out of 5
616 W Arlington Pl, Chicago, IL
Chicago Getaway Hostel
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
The Westin Michigan Avenue Chicago
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Eurostars Magnificent Mile
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Embassy Suites by Hilton Chicago Downtown River North
See all 3,771 properties in Flat Iron Building
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.

* 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.