Wilton Center Vacation Packages
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Top Wilton Center Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,161, price is now CA $787 per person
CA $787
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (116 reviews)
We thoroughly enjoyed our stay. The location was excellent, conveniently close to everything we needed. The room was spacious and spotless. The breakfast was fantastic, offering a wide variety of options to choose from.
Reviewed on May 17, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,919, price is now CA $1,699 per person
CA $1,699
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,741, price is now CA $1,702 per person
CA $1,702
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.
Reviewed on May 18, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,199, price is now CA $1,592 per person
CA $1,592
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Location, cleanliness, overall staff assistance and service and of course breakfast
Reviewed on May 26, 2026
Wilton Center Hotel Deals
EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
18501 Convention Center Drive Tinley Park IL
Fully refundable
The price is CA $152 per night from Jun 14 to Jun 15
CA $152
CA $181 total
Jun 14 - Jun 15
includes taxes & fees
9/10 Wonderful! (1,301 reviews)
"Enjoyed our stay at the Even Hotel. Staff was very nice and answered any questions that I had. My room was spacious and bed was very comfortable. Me and my husband will definitely visit again."
Reviewed on May 25, 2026
Red Roof Inn Chicago - Joliet
1750 Mcdonough St Joliet IL
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from May 27 to May 28
CA $73
CA $85 total
May 27 - May 28
includes taxes & fees
6.8/10 (1,004 reviews)
"Not a very clean room, stained sheets, just a dirty and dingy place"
Reviewed on May 17, 2026
Quality Inn & Suites Orland Park - Chicago
8800 W 159th St Orland Park IL
Fully refundable
The price is CA $106 per night from May 31 to Jun 1
CA $106
CA $119 total
May 31 - Jun 1
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"Front Desk staff was top notch! Room was very clean and smelled wonderful! Bed was comfy, breakfast was much more than I expected. Quiet hotel. I could even see the city from my window!"
Reviewed on May 25, 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.
