Gilberts Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Nice room and view. Rooftop was gorgeous

Reviewed on Jul. 13, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Nice property, very walkable. Front desk was great. Bar area nice & welcome drink nice. Concierge was not around. Got suite with 2 full baths which was awesome with teens. Great stay overall!

Reviewed on Jul. 12, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I love Virgin air and expected a 5-star experience. Hotel checkin was not all that welcoming, but efficientl. They had no valet service and basically told us we were on our own. Thought ok I need a drink so went to the rooftop bar. An afterthought at this hotel. Cushions were dirty and faded. Barely staffed. More like a rooftop bar in costs rica than downtown Chicago. Room was nice and stylish. The highlight of the stay tbh as was the coffee shop.

Reviewed on Jul. 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Ready to book your vacation to Gilberts?

 

Choose your dates

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 refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 28 to Jul 29
CA $122
CA $141 total
Jul 28 - Jul 29
includes taxes & fees
7/10 Good! (860 reviews)
"Cleaning Staff is so kind and polite."

Reviewed on Jul. 1, 2025

Comfort Inn Chicago Schaumburg - O'Hare Airport
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Jul 20 to Jul 21
CA $163
CA $187 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,153 reviews)
Will Stay Again
"Very kind and welcoming staff. Room was simple but impeccable. Easy check in and parking."

Reviewed on Jul. 10, 2025

Hyatt Regency Schaumburg Chicago
The Westin Chicago Northwest
The Westin Chicago Northwest
4 out of 5
400 Park Blvd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Aug 10 to Aug 11
CA $152
CA $170 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"This is one of my favorites... The staff is awesome. Thanks for your phenomenal customer service Bryan!!"

Reviewed on Jul. 13, 2025

The Westin Chicago Northwest
See all 432 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

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Gilberts vacation package cost?
You can grab a vacation package to this destination from CA $615 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.