Gilberts Vacation Packages

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  • Better together

    Save up to CA $4,200 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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,080, price is now CA $773 per person
CA $773
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Location was great. Front desk staff were friendly and helpful

Reviewed on Oct 26, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was CA $1,341, price is now CA $834 per person
CA $834
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
The staff is very friendly and professional.

Reviewed on Oct 27, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,554, price is now CA $1,036 per person
CA $1,036
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,749, price is now CA $1,169 per person
CA $1,169
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Downtown Chicago
Price was CA $1,400, price is now CA $1,010 per person
CA $1,010
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,348 reviews)
No amenities. Only 2 pillows. The room is like a cell. Unable to check us in on time, about 1 1/2 hours past check in. Staff didn't offer anything like breakfast or drink at bar for inconvenience. The only good thing was location.

Reviewed on Oct 27, 2026

Ready to book your vacation to Gilberts?

 

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Gilberts Hotel Deals

Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Nov 1 to Nov 2
CA $79
CA $91 total
Nov 1 - Nov 2
includes taxes & fees
Motel 6 Rolling Meadows, IL - Chicago Northwest
Quality Inn Schaumburg - Chicago near the Mall

Quality Inn Schaumburg - Chicago near the Mall

2.5 out of 5
600 North Martingale Rd Schaumburg IL
Fully refundable
The price is CA $136 per night from Nov 22 to Nov 23
CA $136
CA $156 total
Nov 22 - Nov 23
includes taxes & fees
8.6/10 Excellent! (1,140 reviews)
"n/a"

Reviewed on Oct 27, 2026

Quality Inn Schaumburg - Chicago near the Mall
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

2.5 out of 5
1300 E Higgins Rd Schaumburg IL
Fully refundable
The price is CA $128 per night from Nov 26 to Nov 27
CA $128
CA $147 total
Nov 26 - Nov 27
includes taxes & fees
Comfort Inn Chicago Schaumburg - O'Hare Airport
See all 459 properties in Gilberts
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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Frequently asked questions

How much does a Gilberts vacation package cost?
You can grab a vacation package to this destination from CA $773 on Expedia. However, how much your vacation to Gilberts costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Gilberts?
If you're looking to score a cheap Gilberts vacation package, consider travelling in January, February and November. You'll generally find lower prices on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Gilberts?
Generally, a handful of days is enough to tick off the major sights during your Gilberts vacation. However, if you want to have some time to unwind or take day trips, consider extending your itinerary.
How to find the best Gilberts package deals?
Finding a cheap Gilberts package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Gilberts package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Gilberts vacation as a package?
You can enjoy significant savings on your Gilberts retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Gilberts?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Gilberts trip.
How to plan a trip to Gilberts?

  1. Choose your dates: The things you'd like to do in Gilberts and your preferred season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to flights and experiences. Your accommodations will likely be the largest expense during your trip to Gilberts.
  3. Work out your trip length: Think about how much time you want to spend discovering Gilberts. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the right Gilberts vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.