North Pullman Cheap Vacations
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Flight and Cheap hotel deals in North Pullman
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View all trips5* Cheap holidays in North Pullman
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Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,151, price is now CA $1,628 per person
CA $1,628
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,934 reviews)
Wasn’t as catered to as most hotels at this price point. Best thing was size of room
Reviewed on Jul 27, 2026
The Peninsula Chicago
Downtown Chicago
Price was CA $3,280, price is now CA $2,713 per person
CA $2,713
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,008 reviews)
Amazing. Every aspect of the hotel.
Reviewed on Jul 27, 2026
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View all trips3 Night Cheap holidays in North Pullman
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
Price was CA $2,776, price is now CA $1,853 per person
CA $1,853
per person
Oct 8 - Oct 11
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
We had such a great stay! Only complaint was one of the blinds would not shut in one of the bedrooms, but we understood it was probably not fixable in the 2 days we were there. We were also upgraded to a better room upon arrival! Overall 10/10!
Reviewed on Jul 23, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,283, price is now CA $1,568 per person
CA $1,568
per person
Oct 8 - Oct 11
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,606 reviews)
One of the best hotel I’ve ever stayed in!!
Reviewed on Jul 27, 2026
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View all trips4 Night Cheap holidays in North Pullman
Price found within the past 48 hours. Click for updated prices.
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View all tripsThings to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $35
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $64
per adult
94% of travellers recommend
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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.
