Wilmington Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,117
per person
Nov 12 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,322
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,527
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
CA $1,364
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,808 reviews)
The rooms were spacious and had many amenities. The staff was very helpful. Great location across from the Michigan River. Lots to see and do in the area.

Reviewed on Aug 18, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
CA $1,380
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)

Ready to book your vacation to Wilmington?

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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
8.8/10 Excellent! (6 reviews)
"."

Reviewed on Aug 10, 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
CA $231
CA $446 total
Aug 19 - Aug 20
includes taxes & fees
9.6/10 Exceptional! (32 reviews)
"Nice place to stay. Must get ice cream at Rt 66 Creamery"

Reviewed on Jul 27, 2026

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

Hampton Inn Joliet-Plainfield I-55

3555 Mall Loop Drive Joliet IL
Fully refundableReserve now, pay when you stay
CA $113
CA $131 total
Sep 6 - Sep 7
includes taxes & fees
Hampton Inn Joliet-Plainfield I-55
See all 162 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.

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 $1,117 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.