Gilberts Vacation Packages

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    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.
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Price was CA $1,194, price is now CA $897 per person
CA $897
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Nice property but a little worn.mattresses were not that comfortable .Some staff were great, others not so much.

Reviewed on Nov 8, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,117, price is now CA $1,438 per person
CA $1,438
per person
Jan 8 - Jan 11
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,321, price is now CA $978 per person
CA $978
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,692, price is now CA $1,262 per person
CA $1,262
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen

Reviewed on Nov 6, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was CA $1,638, price is now CA $1,242 per person
CA $1,242
per person
Jan 11 - Jan 18
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)

Ready to book your vacation to Gilberts?

 

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Gilberts Hotel Deals

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 $114 per night from Dec 1 to Dec 2
CA $114
CA $131 total
Dec 1 - Dec 2
includes taxes & fees
7.2/10 Good! (1,009 reviews)
"The housekeeping staff was excellent. The woman in the breakfast area was very hardworking person, Ina was her name."

Reviewed on Nov 8, 2026

Comfort Inn Chicago Schaumburg - O'Hare Airport
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 $80 per night from Nov 9 to Nov 10
CA $80
CA $92 total
Nov 9 - Nov 10
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 $118 per night from Dec 1 to Dec 2
CA $118
CA $135 total
Dec 1 - Dec 2
includes taxes & fees
Quality Inn Schaumburg - Chicago near the Mall
See all 451 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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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 $897 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.