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.
Pendry Chicago
Downtown Chicago
Price was CA $1,665, price is now CA $1,162 per person
CA $1,162
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,128 reviews)
The Pendry is in the heart of everything downtown. The blue line in from the airport was about a 7 minute walk from the lake stop. Rooftop bar is a nice visit as well as the lobby bar. Great staff, good vibes.
Reviewed on Jun 29, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,382, price is now CA $1,700 per person
CA $1,700
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,403, price is now CA $1,007 per person
CA $1,007
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Staff was extremely friendly and helpful! Very clean and inviting environment!
Reviewed on Jun 29, 2026
Wilmington Hotel Deals
Riverview Retreat- Engler's Escape in Wilmington on the Kankakee River
Wilmington IL
Cozy two bedroom home by historic Rt. 66, pet friendy too!
Wilmington IL
The price is CA $236 per night from Jul 1 to Jul 2
CA $236
CA $457 total
Jul 1 - Jul 2
includes taxes & fees
Wingate by Wyndham - Joliet
101 McDonald Avenue Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 6 to Jul 7
CA $125
CA $146 total
Jul 6 - Jul 7
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
"Decent hotel but just a little worn out. Check in person was very pleasant and accommodating. Room was ok. Not dirty but just kind of worn out. Had a terrible musty odor. Breakfast was bare bones. You could make do but not great. Overall a decent hotel but nothing really stood out."
Reviewed on Jun 28, 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.
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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.
