Far Southwest Side Ski Holidays
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Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was €795, price is now €564 per person
€564
per person
2 Jan - 6 Jan
found 5 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Very nice, service was stellar, the bed was super comfortable, location perfect for our activities. Bar and resturaunt inviting and comfortable. We will definitely return on our next visit to Chicago.
Reviewed on 9 Nov 2025
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was €648, price is now €519 per person
€519
per person
2 Jan - 6 Jan
found 5 hours ago
Return flight included
Toronto (YYZ) 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.
Nobu Hotel Chicago
Downtown Chicago
Price was €1,043, price is now €896 per person
€896
per person
2 Jan - 6 Jan
found 5 hours ago
Return flight included
Toronto (YYZ) 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 Toronto to Far Southwest Side
View all tripsPrice found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was €795, price is now €564 per person
€564
per person
2 Jan - 6 Jan
found 5 hours ago
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Very nice, service was stellar, the bed was super comfortable, location perfect for our activities. Bar and resturaunt inviting and comfortable. We will definitely return on our next visit to Chicago.
Reviewed on 9 Nov 2025
Don't see what you're looking for?
See all available trips from Toronto to Far Southwest 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.
