North Pullman Cheap Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Cheap hotel deals in North Pullman
Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,524, price is now CA $1,030 per person
CA $1,030
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (327 reviews)
The staff provided Excellent customer service!!
Reviewed on Apr 25, 2026
La Banque Hotel
Price was CA $1,779, price is now CA $1,190 per person
CA $1,190
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (480 reviews)
The staff was friendly and the bed was very comfortable! Easy to find parking, many food options within walking distance.
Reviewed on Apr 21, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,254, price is now CA $1,578 per person
CA $1,578
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
The Trump Hotel was located in the best center place possible in the heart of Downtown Chicago, walkable distance to literally everything, bars, restaurants, tourist attractions, walk by the river and boat tours, magnificent mile, millennium park and the bean, the willis skydeck... it's also Super clean! Fresh nice smell in the hallways and the rooms. Lake view room had the entire Downtown and the lake view covered. Super amazing!!!! Amenities top notch. Very polite and friendly staff. Terrace 16 was a little slow but amazing food and ambiance. Highly recommended!
Reviewed on Apr 24, 2026
The Emily Hotel
Downtown Chicago
Price was CA $1,813, price is now CA $1,276 per person
CA $1,276
per person
Jun 10 - Jun 14
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,330 reviews)
Room was cozy, clean, comfortable! Staff very friendly and in great location
Reviewed on Apr 25, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $1,879, price is now CA $1,353 per person
CA $1,353
per person
Jun 10 - Jun 14
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,348 reviews)
Conveniently located, cute bars and restaurants nearby and within walking distance of a tour bus stop. The room was clean, comfortable beds and the staff was pleasant.
Reviewed on Apr 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to North Pullman
View all trips5* Cheap holidays in North Pullman
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
Price was CA $1,499, price is now CA $1,305 per person
CA $1,305
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Beautiful and in walking distance to so many shops and cafes! We had a great stay.
Reviewed on Apr 6, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,254, price is now CA $1,578 per person
CA $1,578
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
The Trump Hotel was located in the best center place possible in the heart of Downtown Chicago, walkable distance to literally everything, bars, restaurants, tourist attractions, walk by the river and boat tours, magnificent mile, millennium park and the bean, the willis skydeck... it's also Super clean! Fresh nice smell in the hallways and the rooms. Lake view room had the entire Downtown and the lake view covered. Super amazing!!!! Amenities top notch. Very polite and friendly staff. Terrace 16 was a little slow but amazing food and ambiance. Highly recommended!
Reviewed on Apr 24, 2026
Don't see what you're looking for?
See all available trips from Columbus to North Pullman
View all trips3 Night Cheap holidays in North Pullman
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Price was CA $1,973, price is now CA $1,218 per person
CA $1,218
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Really good spot and location. Staff was super helpful and nice.
Reviewed on Apr 22, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,254, price is now CA $1,578 per person
CA $1,578
per person
Jun 4 - Jun 7
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
The Trump Hotel was located in the best center place possible in the heart of Downtown Chicago, walkable distance to literally everything, bars, restaurants, tourist attractions, walk by the river and boat tours, magnificent mile, millennium park and the bean, the willis skydeck... it's also Super clean! Fresh nice smell in the hallways and the rooms. Lake view room had the entire Downtown and the lake view covered. Super amazing!!!! Amenities top notch. Very polite and friendly staff. Terrace 16 was a little slow but amazing food and ambiance. Highly recommended!
Reviewed on Apr 24, 2026
Don't see what you're looking for?
See all available trips from Columbus to North Pullman
View all trips4 Night Cheap holidays in North Pullman
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,575, price is now CA $1,008 per person
CA $1,008
per person
Jun 11 - Jun 15
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great and helpful staff very clean, a place where you don’t feel out of place
Reviewed on Apr 25, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,057, price is now CA $1,341 per person
CA $1,341
per person
Jun 10 - Jun 14
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,458 reviews)
No restaurant or available food after 10pm.
Reviewed on Apr 21, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,921, price is now CA $1,275 per person
CA $1,275
per person
Jun 20 - Jun 24
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (463 reviews)
Eric and the rest of the staff was very helpful from check in to check out! The place is very lovely!!!!! Would come back again soon!
Reviewed on Apr 23, 2026
Don't see what you're looking for?
See all available trips from Columbus to North Pullman
View all tripsMore vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
