Irwin Vacation Packages
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Top Irwin Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,601, price is now CA $1,042 per person
CA $1,042
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,458 reviews)
No restaurant or available food after 10pm.
Reviewed on Apr 21, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $2,872, price is now CA $1,722 per person
CA $1,722
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,266 reviews)
Really good spot and location. Staff was super helpful and nice.
Reviewed on Apr 22, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,237, price is now CA $1,387 per person
CA $1,387
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great staff, full kitchen and living room, good location, friendly people, safe. I would stay here again.
Reviewed on Apr 23, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,186, price is now CA $1,455 per person
CA $1,455
per person
Jun 4 - Jun 7
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (466 reviews)
Eric and the rest of the staff was very helpful from check in to check out! The place is very lovely!!!!! Would come back again soon!
Reviewed on Apr 23, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $4,651, price is now CA $3,155 per person
CA $3,155
per person
Jun 5 - Jun 12
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Great staff, facilities, esp the fitness & spa
Reviewed on Apr 23, 2026
Irwin Hotel Deals
Comfort Inn Bourbonnais near I-57
1500 Illinois Highway 50 Bourbonnais IL
Fully refundable
The price is CA $127 per night from May 14 to May 15
CA $127
CA $141 total
May 14 - May 15
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Great place for our tournament
Reviewed on Apr 16, 2026
Best Western Plus Bourbonnais Hotel & Suites
62 Ken Hayes Dr Bourbonnais IL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from May 5 to May 6
CA $114
CA $126 total
May 5 - May 6
includes taxes & fees
8.2/10 Very Good! (560 reviews)
There was not the normal selections that I find at other hotel breakfasts. The pancake machine did not work. There was no sausage/gravy. No ice machines were working on any floor. However the room was nice.
Reviewed on Apr 23, 2026
Wyndham Garden Kankakee
455 Riverstone Parkway Kankakee IL
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Apr 26 to Apr 27
CA $134
CA $160 total
Apr 26 - Apr 27
includes taxes & fees
8.4/10 Very Good! (931 reviews)
Clean rooms
Reviewed on Apr 17, 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.
