
Southern Wisconsin Kid friendly Holidays
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Price found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was €1,234, price is now €989 per person
€989
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.
Reviewed on 12 Nov 2025

Park Hyatt Chicago
Downtown Chicago
Price was €1,766, price is now €1,366 per person
€1,366
per person
29 Dec - 2 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on 20 Oct 2025

Level Chicago – Old Town
Downtown Chicago
Price was €1,350, price is now €1,075 per person
€1,075
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on 9 Nov 2025

The Peninsula Chicago
Downtown Chicago
Price was €2,128, price is now €1,751 per person
€1,751
per person
29 Dec - 2 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
Staff is always there for your every need. Excellent clean room. Quiet and luxurious
Reviewed on 7 Nov 2025

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €1,236, price is now €1,041 per person
€1,041
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Great stay as always- beautiful property, rooms, Game Room is a gem, and excellent staff; just a couple notes:
Bring back The Milk Room!
The lobby seating was less inviting with so much turned over to assigned-seating dining.
Can the hotel offer at least complimentary coffee/tea for guests? I prepaid for breakfast but still had to pay $5 per cup of coffee.
Reviewed on 9 Nov 2025
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View all tripsPrice found within the past 48 hours. Click for updated prices.

Park Hyatt Chicago
Downtown Chicago
Price was €1,766, price is now €1,366 per person
€1,366
per person
29 Dec - 2 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on 20 Oct 2025

The Peninsula Chicago
Downtown Chicago
Price was €2,128, price is now €1,751 per person
€1,751
per person
29 Dec - 2 Jan
found 19 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,009 reviews)
Staff is always there for your every need. Excellent clean room. Quiet and luxurious
Reviewed on 7 Nov 2025

Nobu Hotel Chicago
Downtown Chicago
Price was €1,687, price is now €1,450 per person
€1,450
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (736 reviews)
This hotel is amazing! All of the staff we encountered were so helpful, kind, and very attentive. The hotel is beautiful and the zen suite is amazing. Highly recommend!
Reviewed on 26 Oct 2025
Don't see what you're looking for?
See all available trips from Dublin to Southern Wisconsin
View all tripsPrice found within the past 48 hours. Click for updated prices.

Pendry Chicago
Downtown Chicago
Price was €1,234, price is now €989 per person
€989
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
A great location, a fabulous building, and a delightful room. The one mystery was a background thumping noise that persisted throughout the stay. Fortunately, didn't disturb sleep. The reception staff sloughed off any knowledge or interest in the cause, but we couldn't imagine that the source was an unknown to hotel staff, and potentially fixable.
Reviewed on 12 Nov 2025

Park Hyatt Chicago
Downtown Chicago
Price was €1,766, price is now €1,366 per person
€1,366
per person
29 Dec - 2 Jan
found 4 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,006 reviews)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!
Reviewed on 20 Oct 2025

Level Chicago – Old Town
Downtown Chicago
Price was €1,350, price is now €1,075 per person
€1,075
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on 9 Nov 2025
Don't see what you're looking for?
See all available trips from Dublin to Southern Wisconsin
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
