
Gilberts Vacation Packages
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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.

Level Chicago – Old Town
Downtown Chicago
Price was CA $976, price is now CA $604 per person
CA $604
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025

Pendry Chicago
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,863, price is now CA $1,113 per person
CA $1,113
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on Aug. 25, 2025

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $1,022, price is now CA $654 per person
CA $654
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,007 reviews)
Very nice hotel and staff were pleasant. The area is okay but if you go a block over it is nicer. The river walk is very close and inviting.
Reviewed on Aug. 25, 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 $93 per night from Sep 11 to Sep 12
CA $93
CA $107 total
Sep 11 - Sep 12
includes taxes & fees
6.6/10 (1,011 reviews)
"The room could have been cleaner, especially the bathtub/shower"
Reviewed on Aug. 23, 2025

Motel 6 Elk Grove Village, IL
1000 W Devon Ave, Elk Grove Village, IL
Fully refundableReserve now, pay when you stay
The price is CA $62 per night from Sep 15 to Sep 16
CA $62
CA $70 total
Sep 15 - Sep 16
includes taxes & fees
7.8/10 Good! (1,012 reviews)
"Good"
Reviewed on Aug. 26, 2025

Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
The price is CA $232 per night from Aug 31 to Sep 1
CA $232
CA $267 total
Aug 31 - Sep 1
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.
Frequently asked questions
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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.