Far Southwest Side Ski Holidays

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Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

Downtown Chicago
€5,106
per person
8 Oct - 14 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
8.8/10 Excellent! (2,360 reviews)
Great hotel and location

Reviewed on 6 Aug 2026

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
€5,536
per person
8 Oct - 14 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (2,311 reviews)
I cannot prise Beverly at the front desk enough, she is so helpful and knowledgeable. Rooms good size. Great base to explore the city. Breakfasts were lovely and staff attentive.

Reviewed on 6 Aug 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
€5,227
per person
8 Oct - 14 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (2,631 reviews)
Great beautiful rooms. Nice beds

Reviewed on 7 Aug 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
€5,220
per person
8 Oct - 14 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9/10 Wonderful! (3,779 reviews)
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Downtown Chicago
€6,006
per person
8 Oct - 14 Oct
found 1 day ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.6/10 Exceptional! (1,003 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 1 day 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 1 day ago
Return direct flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Nobu Hotel Chicago

Nobu Hotel Chicago

Downtown Chicago
€6,640
per person
8 Oct - 14 Oct
found 1 day 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 Far Southwest Side
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.