- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston
per person
14 Mar - 21 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
7.6/10 Good! (1,003 reviews)
The whole lobby was under construction… made for a loud and dusty experience. Staff seemed a bit pushy … didn’t feel warmly welcomed.
Reviewed on 24 Nov 2024
Level Chicago – Old Town
Downtown Chicago
per person
14 Mar - 21 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (275 reviews)
I loved the amenities available to us - garage parking, washer/dryer in unit, full kitchen and fully furnished. Staff were polite and helpful. Great location
Reviewed on 7 Dec 2024
Trump International Hotel & Tower Chicago
Downtown Chicago
per person
14 Mar - 21 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,458 reviews)
Very nice staff and very welcoming. The bathrobes could be whiter or cleaner and the bath water has a ton of chlorine in it. Other than that it is very nice.
Reviewed on 20 Dec 2024
Where to stay in Old Town Triangle
Find the best Old Town Triangle areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Triangle
Downtown Chicago
5 out of top 10 points of interest in this area
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 Millennium Park are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Top hotels in Old Town Triangle
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €118 per night from 23 Dec to 24 Dec
€118
includes taxes & fees
23 Dec - 24 Dec
7.8/10 Good! (8,279 reviews)
"This is a very old property which is part of it's charm. Water pressure in the shower was very limited. Accomodations are simple. Really liked new vinyl flooring in room with throw rug. Much better than carpeting. I will return."
Reviewed on 21 Dec 2024
River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €105 per night from 21 Jan to 22 Jan
€105
includes taxes & fees
21 Jan - 22 Jan 2025
8.6/10 Excellent! (3,626 reviews)
"Having to park my car 4 blocks away"
Reviewed on 22 Dec 2024
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €194 per night from 5 Jan to 6 Jan
€194
includes taxes & fees
5 Jan - 6 Jan 2025
9/10 Wonderful! (3,114 reviews)
"I loved my stay. One of the best hotels in the city."
Reviewed on 18 Dec 2024
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.
Frequently asked questions
Things to do
Flyover in Chicago
€36
per adult
96% of travellers recommend
Architecture River Tour
€46
per adult
94% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
€42
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.