West Side Ski Holidays

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Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
€2,058
per person
8 Oct - 14 Oct
found 1 day ago
Return flight included
Athens (ATH) to Chicago (ORD)
9/10 Wonderful! (3,752 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
€2,065
per person
8 Oct - 14 Oct
found 1 day ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (2,631 reviews)
Great rescpatio

Reviewed on 5 Aug 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
€3,126
per person
8 Oct - 14 Oct
found 1 day ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.2/10 Wonderful! (1,150 reviews)
Helpful staff, nice and clean

Reviewed on 6 Aug 2026

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
€5,536
per person
8 Oct - 14 Oct
found 24 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (2,311 reviews)
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

Downtown Chicago
€5,106
per person
8 Oct - 14 Oct
found 24 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
8.8/10 Excellent! (2,360 reviews)
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Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

Downtown Chicago
€6,218
per person
8 Oct - 14 Oct
found 24 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
€6,264
per person
8 Oct - 14 Oct
found 24 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Nobu Hotel Chicago

Nobu Hotel Chicago

Downtown Chicago
€6,640
per person
8 Oct - 14 Oct
found 24 hours ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (891 reviews)
Don't see what you're looking for?
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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€24
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
See all activities in West Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.