Paw Paw Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top Paw Paw Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,548, price is now CA $1,689 per person
CA $1,689
per person
Jul 19 - Jul 24
found 9 hours ago
Roundtrip non-stop flight included
Québec (YQB) 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
Pendry Chicago
Downtown Chicago
Price was CA $1,509, price is now CA $1,012 per person
CA $1,012
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,124 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026
The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $1,189, price is now CA $801 per person
CA $801
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,550 reviews)
The TV in our room was barely functional. Often shut off or reset itself. Sometimes the guide was inaccessible and when it did work, some of the functions were broken or worked incredibly slowly.
Reviewed on May 1, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,704, price is now CA $1,161 per person
CA $1,161
per person
Jun 11 - Jun 15
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (946 reviews)
Rooms were cleaned I liked how secure the hotel was.
Reviewed on Apr 29, 2026
Paw Paw Hotel Deals
Comfort Inn & Suites Rochelle - DeKalb
1133 N 7th St Rochelle IL
Fully refundable
The price is CA $103 per night from May 27 to May 28
CA $103
CA $114 total
May 27 - May 28
includes taxes & fees
8/10 Very Good! (490 reviews)
The staff is always very ki
Reviewed on Apr 17, 2026
Super 8 by Wyndham Rochelle
601 E Highway 38 Rochelle IL
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from May 7 to May 8
CA $86
CA $95 total
May 7 - May 8
includes taxes & fees
8.2/10 Very Good! (987 reviews)
did not have breakfast, but looking at it, it was very small and either out of things or not enough stock. I passed on it. The bathroom appeared to have NO light switch that I could find. Used the entry light to see, and didn't use the shower.
Reviewed on Apr 28, 2026
Super 8 by Wyndham DeKalb IL
800 W Fairview Dr DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $93 per night from May 4 to May 5
CA $93
CA $105 total
May 4 - May 5
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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.
