Kirkland Vacation Packages
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Top Kirkland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,554, price is now CA $1,181 per person
CA $1,181
per person
May 16 - May 19
found 22 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,414 reviews)
Check in was quick and easy, room was clean and spacious
Reviewed on Mar 9, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,876, price is now CA $1,226 per person
CA $1,226
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
I had a wonderful stay at this hotel. The location is excellent—perfectly situated between the Magnificent Mile and the north side of the Chicago River. It felt safe and was within easy walking distance of everything, including restaurants, shopping, and Old Navy Pier.
The staff were incredibly friendly and accommodating. They even allowed me to check in early so I could rest, which I really appreciated. The room itself was clean and comfortable.
The only minor downside is that, since the building is older, the sound insulation isn’t perfect. On very quiet nights, you might hear occasional street noise, like sirens. That said, the hotel guests were generally quiet, so it wasn’t a major issue.
Overall, this is my top choice for my next visit to Chicago, and I would definitely stay here again.
Reviewed on Mar 22, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,919, price is now CA $1,272 per person
CA $1,272
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
We only stayed for 1 night but the room was exceptionally clean, smelled fresh, and we had an amazing view! Would highly recommend
Reviewed on Mar 22, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,717, price is now CA $1,289 per person
CA $1,289
per person
Jun 18 - Jun 21
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
Beautiful room. Property upgraded to 2-bedroom. Facilities are great with huge gym. Great stay in Chicago.
Reviewed on Mar 14, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,701, price is now CA $1,284 per person
CA $1,284
per person
Jun 5 - Jun 8
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
Spacious room with great views and washer and dryer
Reviewed on Mar 17, 2026
Kirkland Hotel Deals
Baymont by Wyndham Rockford
662 N Lyford Rd Rockford IL
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Apr 12 to Apr 13
CA $103
CA $117 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (1,550 reviews)
Great location, we walked to dinner. Great breakfast, comfortable bed but the pillows are too small.
Reviewed on Mar 22, 2026
Holiday Inn Rockford by IHG
7550 E State Street Rockford IL
Fully refundable
The price is CA $159 per night from Apr 5 to Apr 6
CA $159
CA $181 total
Apr 5 - Apr 6
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
I stay 2-3 nights every week for work I have stayed at a lot of the hotels in that area Great food at scoreboard bar and grill Great staff at the hotel
Reviewed on Mar 19, 2026
Riverview Inn & Suites, an Ascend Collection Hotel
700 W Riverside Blvd Rockford IL
Fully refundable
The price is CA $136 per night from Apr 5 to Apr 6
CA $136
CA $155 total
Apr 5 - Apr 6
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Everything was great
Reviewed on Mar 22, 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.
