Hooppole Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Hooppole Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago
Downtown Chicago
Price was CA $3,592, price is now CA $2,089 per person
CA $2,089
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Excellent service with great top notch amenities and a room that has everything you can need away from home. Highly recommend!
Reviewed on Aug. 31, 2025
Arlo Chicago
Downtown Chicago
Price was CA $1,313, price is now CA $837 per person
CA $837
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,828 reviews)
Great staff and quality of service. Check in process a little confusing and stressful at first but location, amenities, and friendly team made our experience memorable.
Reviewed on Sep. 2, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,906, price is now CA $1,221 per person
CA $1,221
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!
Reviewed on Sep. 2, 2025
Hooppole Hotel Deals
Best Western Geneseo Inn
1375 S Oakwood Avenue, Geneseo, IL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Sep 4 to Sep 5
CA $158
CA $176 total
Sep 4 - Sep 5
includes taxes & fees
Best Western Annawan Inn
315 Canal Street, Annawan, IL
The price is CA $143 per night from Sep 10 to Sep 11
CA $143
CA $158 total
Sep 10 - Sep 11
includes taxes & fees
Regency Inn Geneseo IL I-80
765 West Main Street, Geneseo, IL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Sep 4 to Sep 5
CA $98
CA $109 total
Sep 4 - Sep 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.
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.