Cherry Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to ฿4,531 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

Top Cherry Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 1 day ago
Return flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (1,785 reviews)
The servers and bartenders at the property were amazing! Gentleman who stored our luggage was polite and extremely attentive!

Reviewed on 16 Jul 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 2 hours ago
Return flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
There was an odd odor. My room was not ready for several hours after check in.

Reviewed on 17 Jul 2025

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 1 day ago
Return flight included
Calgary (YYC) to Chicago (ORD)
8.6/10 Excellent! (1,795 reviews)
I had a great stay. No complaints. The staff was great.

Reviewed on 17 Jul 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 1 day ago
Return flight included
Calgary (YYC) to Chicago (ORD)
8.4/10 Very Good! (1,986 reviews)
For a four star hotel in chicago it is very pricy only good for location as the amenities and extras are what you gt in a 3 star hotel outside of the city. The carpet is dated and dusty, the bathroom was clean and more modern than expected, but it is not as expected.

Reviewed on 16 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
1 Sept - 3 Sept
found 2 hours ago
Return flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Staff was friendly and it was clean. Easy beautiful view and great food. The breakfast was beyond my expectations

Reviewed on 17 Jul 2025

Top hotels in Cherry

Grand Bear Resort at Starved Rock

Grand Bear Resort at Starved Rock

3 out of 5
2643 IL-178, Utica, IL
The price is ฿5,487 per night from 28 Jul to 29 Jul
฿5,487
฿6,272 total
28 Jul - 29 Jul
includes taxes & fees
7.2/10 Good! (859 reviews)
"It was amazing! The waterpark was clean and everyone was friendly."

Reviewed on 16 Jul 2025

Grand Bear Resort at Starved Rock
Quality Inn Peru near Starved Rock State Park

Quality Inn Peru near Starved Rock State Park

2.5 out of 5
5240 Trompeter Road, La Salle, IL
Fully refundableReserve now, pay when you stay
The price is ฿2,898 per night from 3 Aug to 4 Aug
฿2,898
฿3,274 total
3 Aug - 4 Aug
includes taxes & fees
7.8/10 Good! (623 reviews)
"na"

Reviewed on 12 Jul 2025

Quality Inn Peru near Starved Rock State Park
Best Western Oglesby Inn

Best Western Oglesby Inn

2.5 out of 5
900 Holiday Street, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is ฿3,539 per night from 20 Jul to 21 Jul
฿3,539
฿3,927 total
20 Jul - 21 Jul
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Clean Quite Good Location Plenty of Parking Parked Pickup with Camper & Motorcycle with no issues"

Reviewed on 14 Jul 2025

Best Western Oglesby Inn
See all 161 properties in Cherry
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 Cherry holiday package cost?
You'll find cheap prices from ฿13,736 on Expedia for your Cherry escape. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Cherry costs.
What are the cheapest months to go to Cherry?
If you'd like to snag a cheap Cherry holiday package, consider travelling in January, February and November. You'll generally find lower rates on accommodation and flights during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Cherry?
With a well-planned schedule, you can easily visit the top Cherry attractions in a few days. But if you want to discover hidden spots or take day trips, consider booking your Cherry holiday for longer.
How to find the best Cherry package deals?
Use Expedia's filters to help you find some tempting Cherry package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Cherry package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Cherry holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Cherry trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Cherry?
Land fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Cherry adventure.
How to plan a trip to Cherry?

  1. Pick your dates: The things you plan to do in Cherry and your favourite season can help you decide when to go.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to set aside for your trip to Cherry. Then, select a hotel that matches your budget, whether that's an economical option or a high-end getaway.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you want to experience in Cherry. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Cherry holiday 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.