Paw Paw Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,483, price is now CA $1,050 per person
CA $1,050
per person
May 5 - May 8
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,385 reviews)
Excellent experience
Reviewed on Mar 11, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $4,106, price is now CA $2,418 per person
CA $2,418
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (414 reviews)
This place was amazing! We loved it so much we wanted to move in. It had everything we needed and was in the perfect area. Parker at the front desk was by far the best part of our stay, she was personable and welcoming and gave us the best costumer service we’ve ever experienced while being away! We will be back.
Reviewed on Mar 8, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,911, price is now CA $1,281 per person
CA $1,281
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Many restaurants and attractions nearby,Staff pleasant, everything was clean
Reviewed on Mar 12, 2026
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Price was CA $1,718, price is now CA $1,320 per person
CA $1,320
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.8/10 Excellent! (1,201 reviews)
We flew all night and were very tired when we arrived at the property. We were so grateful to be able to check in early.
Reviewed on Mar 9, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,625, price is now CA $1,254 per person
CA $1,254
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (858 reviews)
I would stay here again without a second thought. Great
Reviewed on Mar 11, 2026
Paw Paw Hotel Deals
Comfort Inn & Suites Rochelle - DeKalb
1133 N 7th St Rochelle IL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Mar 30 to Mar 31
CA $97
CA $108 total
Mar 30 - Mar 31
includes taxes & fees
8/10 Very Good! (474 reviews)
I made the reservation for the wrong night of many nights on the road, they charged me for the night anyway!!!!!!!
Reviewed on Feb 18, 2026
Quality Inn Rochelle
567 E IL Route 38 Rochelle IL
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Mar 29 to Mar 30
CA $91
CA $100 total
Mar 29 - Mar 30
includes taxes & fees
Holiday Inn Express Rochelle by IHG
1240 North Dement Road Rochelle IL
Fully refundable
The price is CA $167 per night from Apr 12 to Apr 13
CA $167
CA $186 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (410 reviews)
I arrived at 3:10 (check in is at 3:00pm) and was told they did not have a room available said it might be 30 minutes or so. So I waiting for approximately 20 minutes before he told me he had a room I could have since the group in front of me went to eat. I had a reservation, no reason a room should ...
Reviewed on Mar 9, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
