Exclusive Flat Iron Building Vacation Deals

Flat Iron Building vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $300, price is now $190 per person
$190
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and a terrace are also provided.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $534, price is now $321 per person
$321
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $944, price is now $576 per person
$576
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $443, price is now $277 per person
$277
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $434, price is now $273 per person
$273
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $450, price is now $289 per person
$289
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a gym, and a poolside bar. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Frequently asked questions

How much are vacation packages to Flat Iron Building?
Save a tidy sum on your visit to Flat Iron Building by combining your flights and hotel stay into a $190 package. With all that extra cash in your pocket, why not stay for a few more nights and explore even more?
Where can I get the best vacation package deals for Flat Iron Building?
Look no further than Travelocity. With access to 400 airline partners and 1,000,000 properties across the globe, finding the best Flat Iron Building package deal couldn't be simpler.
Why should I purchase my Flat Iron Building vacation package via Travelocity?
Travel is all about making cherished memories and leaving all your troubles behind — which is why we have a friendly team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our huge range of vacation destinations. So what are you waiting for? There's no time like the present to lock in the vacation of a lifetime.

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
Free Cancellation
$149 nightly
The price is $174 total per night
$174 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features 3 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Spa
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
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $109 total per night
$109 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.
Pool
Breakfast included
Hyatt Place Chicago/Wicker Park

Hyatt Place Chicago/Wicker Park

3 out of 5
1551 West North Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Dec 14 - Dec 15
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Breakfast included
Pet friendly
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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.