Wilmington Vacation Packages

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Your Wilmington Vacation

Our vacation packages to Wilmington let you customize your own adventure. Tailor your journey to suit your interests and needs and make the most of your time in this wonderful city. During your trip to Wilmington, set aside some time for sightseeing. A fantastic place to begin exploring is Midewin National Tallgrass Prairie. Stop dreaming and start doing. Check out the multitude of options on Expedia today and finally put your Wilmington vacation plans into motion!

Top Wilmington Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,730, price is now CA $1,207 per person
CA $1,207
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,734, price is now CA $2,634 per person
CA $2,634
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,724, price is now CA $1,939 per person
CA $1,939
per person
Jan 12 - Jan 18
found 7 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,000, price is now CA $1,481 per person
CA $1,481
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $4,492, price is now CA $3,391 per person
CA $3,391
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Always the best hotel in Chicago!!!!

Reviewed on Nov 2, 2026

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Wilmington Hotel Deals

Riverview Retreat- Engler's Escape in Wilmington on the Kankakee River

Riverview Retreat- Engler's Escape in Wilmington on the Kankakee River

Wilmington IL
8.4/10 Very good! (7 reviews)
"The river was further away from the house than pics showed, we couldn’t connect to the t.v. With Hulu and a couple other apps, said John does fire stick was hooked up, we could connect with Netflix..place was clean and tidy!!! We enjoyed our stay!! House needs work, tile in the bathroom is cracked ..."

Reviewed on Sep 20, 2026

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Riverview Retreat- Engler's Escape in Wilmington on the Kankakee River
Cozy two bedroom home by historic Rt. 66, pet friendy too!

Cozy two bedroom home by historic Rt. 66, pet friendy too!

Wilmington IL
Fully refundable
The price is CA $271 per night from Nov 13 to Nov 14
CA $271
CA $480 total
Nov 13 - Nov 14
includes taxes & fees
9.6/10 Exceptional! (37 reviews)
"Host was great it was a great place to stay felt like home."

Reviewed on Sep 15, 2026

Cozy two bedroom home by historic Rt. 66, pet friendy too!
Hampton Inn Joliet-Plainfield I-55

Hampton Inn Joliet-Plainfield I-55

2.5 out of 5
3555 Mall Loop Drive Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Dec 2 to Dec 3
CA $107
CA $124 total
Dec 2 - Dec 3
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Very nice place"

Reviewed on Nov 3, 2026

Hampton Inn Joliet-Plainfield I-55
See all 153 properties in Wilmington
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.
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Stay near popular Wilmington attractions

Midewin National Tallgrass Prairie

7.2/10 (15 reviews)
You can take time to visit Midewin National Tallgrass Prairie during your travels to Wilmington. Make time to visit the area's casinos, or simply enjoy its top-notch restaurants.
See properties

Frequently asked questions

How much does a Wilmington vacation package cost?
You'll find cheap prices from CA $1,207 on Expedia for your Wilmington escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Wilmington costs.
What are the cheapest months to go to Wilmington?
To pick up cheap Wilmington vacation packages, organize your trip outside of busy periods like public holidays and major events. You'll generally find better availability and lower prices for flights and hotels.
How many days is enough for Wilmington?
Typically, a handful of days is enough to go to the top attractions during your Wilmington vacation. But if you'd like to have more time to chill out or go on day trips, think about extending your itinerary.
How to find the best Wilmington package deals?
Use Expedia's filter tool to help you find some tempting Wilmington package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Wilmington package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Wilmington vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still have the freedom to create a personalized Wilmington vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Wilmington?
If you're considering a spontaneous Wilmington vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Wilmington?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the available activities will also help you decide when to escape to Wilmington.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Wilmington.
  3. Decide your trip length: Think about how long you want to spend exploring Wilmington. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Wilmington 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.