Wilmington Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,509, price is now CA $1,013 per person
CA $1,013
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.
Reviewed on Mar 23, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,939, price is now CA $1,428 per person
CA $1,428
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline.
Reviewed on Mar 27, 2026
Hotel Arista
Price was CA $1,425, price is now CA $1,058 per person
CA $1,058
per person
Jun 3 - Jun 9
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,011 reviews)
Our room was spacious, clean and well appointed. I love a bathroom with good lighting and the tv in the vanity mirror was fantastic to catch the morning news as we got ready!!
The staff was exceptional. From check in, to drinks at the bar, to room service, everyone was incredibly friendly and professional. I highly recommend Hotel Arista.
Reviewed on Mar 24, 2026
The Peninsula Chicago
Downtown Chicago
Price was CA $2,387, price is now CA $1,773 per person
CA $1,773
per person
May 18 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Excellent room and facilities. Helpfull staff and amazing locstion.
Reviewed on Mar 27, 2026
Wilmington Hotel Deals
Cozy two bedroom home by historic Rt. 66, pet friendy too!
Wilmington IL
The price is CA $181 per night from Apr 1 to Apr 2
CA $181
CA $300 total
Apr 1 - Apr 2
includes taxes & fees
9.2/10 Wonderful! (22 reviews)
We had a great stay! The house was nice and cozy, very clean, and in a great location. The host was easy to communicate with and very responsive throughout our stay. Would definitely recommend!
Reviewed on Mar 22, 2026
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Apr 12 to Apr 13
CA $135
CA $157 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
One of my favorite now in this area everything great
Reviewed on Mar 23, 2026
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Apr 8 to Apr 9
CA $118
CA $137 total
Apr 8 - Apr 9
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Everything was fantastic
Reviewed on Mar 26, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
