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.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Price was CA $1,084, price is now CA $784 per person
CA $784
per person
Sep 11 - Sep 14
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,024 reviews)
Clean large room. Friendly helpful staff. Garage parking with covered bridge to hotel and casino. Highly recommend.
Reviewed on Jun 25, 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 23 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
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,544, price is now CA $1,096 per person
CA $1,096
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
The property is convenient but they need to do a refresh on lobby carpet and the rooms carpet. The showers are dated and need a refresh. Also they need a better stocked bar and they need a kitchen.
Reviewed on Jun 27, 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 1 day 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 26 to Jul 27
CA $144
CA $167 total
Jul 26 - Jul 27
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.
