Wilmington Vacations from $372

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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!

The Latest Wilmington vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Royal Hotel O'Hare - Chicago

Grand Royal Hotel O'Hare - Chicago

3.5 out of 5
Save 100% on your flight
Price was $611, price is now $372 per person
$372
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
5.8/10 (179 reviews)
Good b in most area's

Reviewed on Oct 10, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,506, price is now $569 per person
$569
per person
Dec 21 - Dec 26
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.8/10 Excellent! (1,046 reviews)
One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.

Reviewed on Oct 2, 2025

The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Price was $855, price is now $382 per person
$382
per person
Dec 16 - Dec 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.6/10 Excellent! (146 reviews)
This is a beautiful property. The Getaway Restaurant

Reviewed on Oct 15, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,619, price is now $850 per person
$850
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Excellent hotel, the room was large and comfortable, breakfast was great and the hotel conditions perfect

Reviewed on Oct 15, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,196, price is now $724 per person
$724
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,222 reviews)
Staff friendly and convenient. However, a bit loud, like we were on the sidewalk hearing music, cars and trains. Room was very minimal and a bit stark. Most like a dorm room/hostel. Very low lighting, fine except to try to read at night.

Reviewed on Oct 15, 2025

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Wilmington Hotel Deals

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

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

Wilmington
9.2/10 Wonderful! (16 reviews)
"Wonderful stay!! Place was really nice, the town was so cute, and Gina went above and beyond in making sure our stay was superb."

Reviewed on Sep 4, 2025

Get rates
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
$93 nightly
The price is $107 total per night from Oct 26 to Oct 27
$107 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,008 reviews)
"Very clean and helpful"

Reviewed on Oct 11, 2025

Hampton Inn Joliet-Plainfield I-55
Red Roof Inn Chicago - Joliet

Red Roof Inn Chicago - Joliet

2 out of 5
1750 Mcdonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
$49 nightly
The price is $56 total per night from Oct 22 to Oct 23
$56 total
Oct 22 - Oct 23
Total with taxes and fees
6.6/10 (1,010 reviews)
"Nice place"

Reviewed on Oct 7, 2025

Red Roof Inn Chicago - Joliet
See all 150 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.

Wilmington Essential Information

Language
English
Currency
U.S dollars
Population
5,700
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Kankakee River State Park, Channahon State Park and Heidecke Lake State Fish and Wildlife Area

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Frequently asked questions

How much does a Wilmington vacation package cost?
You'll find cheap prices from $372 on Expedia for your Wilmington break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Wilmington costs.
What are the cheapest months to go to Wilmington?
December, January and February are the best times to look for cheap Wilmington vacation packages. Opting to travel in quieter periods means you can typically find better prices on flights and accommodations.
How many days is enough for Wilmington?
The ideal duration for your Wilmington vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to tick off all the top sights and discover some hidden treasures along the way.
How to find the best Wilmington package deals?
Use Expedia's filters to find some terrific Wilmington 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 look for Wilmington package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Wilmington vacation as a package?
You can enjoy significant savings on your Wilmington escape by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Wilmington?
If you've got your Wilmington travel dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Wilmington vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Wilmington trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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