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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $960, price is now CA $667 per person
CA $667
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Clean rooms and comfortable beds but the windows were a little thin that you could hear everything outside.
Reviewed on Jun 27, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,525, price is now CA $1,074 per person
CA $1,074
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,557 reviews)
Views were amazing on the water with a bonus fireworks show. Thanks Sable!
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 22 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 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 $211 per night from Jun 30 to Jul 1
CA $211
CA $426 total
Jun 30 - Jul 1
includes taxes & fees
Hampton Inn Joliet-Plainfield I-55
3555 Mall Loop Drive Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Jul 22 to Jul 23
CA $144
CA $167 total
Jul 22 - Jul 23
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The staff was very accommodating, at first there was difficulty finding both reservations but they found them and things were good!"
Reviewed on Jun 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.
Stay near popular Wilmington attractions
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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.
