West Side Ski Holidays

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Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
Price was €1,038, price is now €827 per person
€827
per person
2 Nov - 7 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (4,926 reviews)
Overall a great stay - will be saying this place for future - Thanks

Reviewed on 3 Oct 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €2,563, price is now €1,606 per person
€1,606
per person
2 Nov - 7 Nov
found 1 hour ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Awesome room amazing tub even better service

Reviewed on 2 Oct 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was €1,382, price is now €931 per person
€931
per person
2 Nov - 7 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
Everything was perfect!

Reviewed on 2 Oct 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €1,068, price is now €836 per person
€836
per person
2 Nov - 7 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (352 reviews)
Everything was wonder beside my shower head it was leaking bad

Reviewed on 30 Sept 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,028, price is now €841 per person
€841
per person
2 Nov - 7 Nov
found 5 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,721 reviews)
Very good place to stay.

Reviewed on 1 Oct 2025

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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,865, price is now €1,029 per person
€1,029
per person
20 Nov - 25 Nov
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Clean room. Great staff

Reviewed on 2 Oct 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was €2,563, price is now €1,606 per person
€1,606
per person
2 Nov - 7 Nov
found 1 hour ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Awesome room amazing tub even better service

Reviewed on 2 Oct 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,562, price is now €1,036 per person
€1,036
per person
20 Nov - 25 Nov
found 2 hours ago
Return flight included
Boston (BOS) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Great place to stay.

Reviewed on 20 Sept 2025

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.