
Far North Side Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by W. Ross Wells
- Plan, book, travel with confidence
- Better togetherSave up to €185 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was €759, price is now €617 per person
€617
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
Great staff and clean room, Coffee in the AM... can't ask for much more...
Great job
Reviewed on 4 Dec 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,520, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on 2 Dec 2025

Level Chicago – Old Town
Downtown Chicago
Price was €1,036, price is now €757 per person
€757
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Room was spotless, all the kitchen amenities were provided such as a Nespresso machine with refills, electric kettle, dishes, utensils, pots, and pans. The refrigerator has a water dispenser inside full-size freezer microwave dishwasher. They provide dishwashing detergent and dish soap. Paper towels. Stackable washer and dryer they supply a single sample of laundry detergent to do laundry then you’re on your own. Aldi is on the first floor so if you need anything grocery is available. there is a café attached to the building. Workout area is immaculately cleaned every day. There is a game room a large area to watch TV. we did not bring our pet, but there is an area on the rooftop for pets to run around and there’s green space down below. A full basketball court and an area for children to play. it was winter so the pool and hot tub were closed. they provide fresh linens and towels as needed. They are very prompt and answer the phone quickly. The parking is secure and well lit. Location is in a safe neighborhood. Across the street is disco pancakes for breakfast. Target is just down the road and CVS and Jewel grocery stores. This is our second time staying. When we do stay, we stay about a week. It is quiet. Great views.
Reviewed on 3 Dec 2025

Viceroy Chicago
Downtown Chicago
Price was €1,082, price is now €818 per person
€818
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,129 reviews)
Clean room and lovely staff. Loved the extra holiday vibes! It made our trip to Chicago magical!
Reviewed on 8 Dec 2025

Sofitel Chicago Magnificent Mile
Downtown Chicago
Price was €1,025, price is now €815 per person
€815
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,210 reviews)
Hotel is exceptional. Staff was excellent. Our corner suite has an amazing view!!
Reviewed on 7 Dec 2025
Don't see what you're looking for?
See all available trips from Dublin to Far North Side
View all tripsPrice found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was €1,520, price is now €1,023 per person
€1,023
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate
Reviewed on 2 Dec 2025

Don't see what you're looking for?
See all available trips from Dublin to Far North Side
View all tripsPrice found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was €947, price is now €813 per person
€813
per person
15 Jan - 19 Jan
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Concierge not helpful and neither is was the door man,
Neither would get me a cab, they said to just stand outside
Reviewed on 4 Dec 2025

Chicago luxury home suites
Downtown Chicago
Price was €1,139, price is now €980 per person
€980
per person
15 Jan - 19 Jan
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
10/10 Exceptional! (1 review)
Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job.
Reviewed on 26 Nov 2025

Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €938, price is now €825 per person
€825
per person
15 Jan - 19 Jan
just found
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city
Reviewed on 26 Nov 2025
Don't see what you're looking for?
See all available trips from Dublin to Far North Side
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
