Gilberts Vacation Packages
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Save up to CA $1,096 when you book a flight and hotel together*
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Your Gilberts Vacation
Unforgettable adventures await when you book a vacation package to Gilberts. Whether you're a foodie, history enthusiast or just a traveler who loves discovering new places, there's something for everyone in this awesome city. Love to explore your surroundings? Santas Village, Randall Oaks Golf Club and Brunswick Zone XL are some of the top places to visit during your trip to Gilberts. Check out Expedia's wide range of travel options and begin planning your ultimate vacation to Gilberts now.
Top Gilberts Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $1,309, price is now CA $837 per person
CA $837
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.
Reviewed on Aug. 21, 2025
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,197, price is now CA $1,334 per person
CA $1,334
per person
Nov 5 - Nov 8
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,347, price is now CA $1,437 per person
CA $1,437
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service
Reviewed on Sep. 4, 2025
Arlo Chicago
Downtown Chicago
Price was CA $1,416, price is now CA $905 per person
CA $905
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,844 reviews)
Good spot, convenient to everything. Staff was helpful. Very urban so some issues with people begging for money etc.
Reviewed on Sep. 3, 2025
Gilberts Hotel Deals
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Sep 15 to Sep 16
CA $79
CA $91 total
Sep 15 - Sep 16
includes taxes & fees
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from Sep 22 to Sep 23
CA $258
CA $297 total
Sep 22 - Sep 23
includes taxes & fees
The Westin Chicago Northwest
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Oct 5 to Oct 6
CA $164
CA $184 total
Oct 5 - Oct 6
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.
