Gilberts Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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

Downtown Chicago
CA $569
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
CA $1,593
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
Save 100% on your flight
CA $914
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (165 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $757
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
A wonderful hotel. The hotel is in a great location and very convenient. The breakfast is plentiful and delicious

Reviewed on Sep 23, 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
Save 100% on your flight
CA $1,071
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,146 reviews)
Friendly staff and location is great

Reviewed on Sep 22, 2026

Ready to book your vacation to Gilberts?

Choose your dates

Gilberts Hotel Deals

Eaglewood Resort and Spa

Eaglewood Resort and Spa

1401 Nordic Rd Itasca IL
CA $176
CA $226 total
Oct 2 - Oct 3
includes taxes & fees
8.8/10 Excellent! (1,358 reviews)
"The hotel grounds and golf area is top notch... beautiful. The rooms are very dated. They need to update the rooms, mainly the bathrooms. The restaurant was nice. Food and drinks were very good. My husband and I were there fir our 24th year anniversary and we enjoyed they live band. They were really ..."

Reviewed on Sep 23, 2026

Eaglewood Resort and Spa
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

1800 East Golf Rd Schaumburg IL
CA $203
CA $233 total
Oct 1 - Oct 2
includes taxes & fees
Hyatt Regency Schaumburg Chicago
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL
Fully refundable
CA $134
CA $154 total
Oct 20 - Oct 21
includes taxes & fees
7.2/10 Good! (1,006 reviews)
"I asked for a wake-up call at 5:15 am and I got one at 4:30 am. I was NOT happy. The staff did not seem at all concerned about the error."

Reviewed on Sep 23, 2026

Comfort Inn Chicago Schaumburg - O'Hare Airport
See all 447 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.

Frequently asked questions

How much does a Gilberts vacation package cost?
You can grab a vacation package to this destination from CA $569 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.