Gilberts Vacations from ￥264,242

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

The Latest Gilberts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥325,386, price is now ￥264,242 per person
￥264,242
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (2,079 reviews)
My stay at the St. Clair Hotel was overall a good experience. The room was clean, cozy, and exactly as described. Everything was well maintained, and the hotel was in a convenient location. There were just a couple of things that could be improved. The room did not include bottled water, and it wasn’t clear whether water was available for purchase or if guests needed to request it. It would be helpful if the hotel clarified this for future guests. Also, I also ask about a crib for my 4-month-old baby, and I was told that cribs were not available. Since we were traveling with both a 2-year-old and a 4-month-old, this made sleeping arrangements difficult. My husband and I had to sleep separately, each with one child, which wasn’t the safest or most comfortable situation. Offering cribs, or at least making their availability clearer before booking, would be a great improvement for families traveling with infants. Overall, we enjoyed our stay and appreciated the cleanliness and comfort of the room

Reviewed on Aug 4, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥448,770, price is now ￥333,590 per person
￥333,590
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was ￥389,820, price is now ￥304,796 per person
￥304,796
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)
Had a lovely stay!

Reviewed on Aug 5, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was ￥427,298, price is now ￥342,162 per person
￥342,162
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,606 reviews)
Our stay was amazing with a beautiful view.

Reviewed on Aug 5, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥374,078, price is now ￥302,472 per person
￥302,472
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (509 reviews)

Find the Best Gilberts Vacation Packages

Gilberts Hotel Deals

Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
The price is ￥17,900 per night from Aug 23 to Aug 24
￥17,900
￥23,326 total
Aug 23 - Aug 24
includes taxes & fees
8.8/10 Excellent! (1,250 reviews)
"Nice room"

Reviewed on Aug 5, 2026

Eaglewood Resort and Spa
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 ￥26,658 per night from Aug 13 to Aug 14
￥26,658
￥29,744 total
Aug 13 - Aug 14
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"good"

Reviewed on Aug 5, 2026

The Westin Chicago Northwest
Wyndham Garden Schaumburg Chicago Northwest

Wyndham Garden Schaumburg Chicago Northwest

3 out of 5
1725 E Algonquin Road Schaumburg IL
Fully refundableReserve now, pay when you stay
The price is ￥13,193 per night from Aug 25 to Aug 26
￥13,193
￥15,169 total
Aug 25 - Aug 26
includes taxes & fees
6.6/10 (1,010 reviews)
"Parking"

Reviewed on Aug 4, 2026

Wyndham Garden Schaumburg Chicago Northwest
See all 453 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'll find cheap prices from ￥264,242 on Expedia for your Gilberts getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Gilberts costs.
What are the cheapest months to go to Gilberts?
If you'd like to score a cheap Gilberts vacation package, consider visiting in January, February and November. You'll generally find lower prices on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Gilberts?
The ideal length for your Gilberts vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to hit all the main sights and discover some hidden spots along the way.
How to find the best Gilberts package deals?
Finding a cheap Gilberts package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Gilberts package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Gilberts vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Gilberts trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Gilberts?
Land fantastic 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 break.
How to plan a trip to Gilberts?

  1. Choose when to go: Check your calendar and get packing. Your favorite season and the type of activities on offer will also help you decide when to visit Gilberts.
  2. Budget wisely: On top of the cost of your stay, you should factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Gilberts.
  3. Decide how long to go away for: Now that you're more familiar with Gilberts, you can figure out the right length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find a Gilberts vacation package that brings all your bookings together.

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