Pearl City Vacation Packages
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Top Pearl City Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pendry Chicago
Downtown Chicago
Price was CA $1,585, price is now CA $1,126 per person
CA $1,126
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,121 reviews)
Staff was amazing. Great hotel and location!
Reviewed on Jun 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,852, price is now CA $1,331 per person
CA $1,331
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission.
Reviewed on Jun 4, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,521, price is now CA $1,143 per person
CA $1,143
per person
Jul 24 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (481 reviews)
Very clean and loved the location and amenities with the store on the first floor was fantastic
Reviewed on Jun 3, 2026
Pearl City Hotel Deals
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Pearl City IL
The price is CA $146 per night from Jun 11 to Jun 12
CA $146
CA $472 total
Jun 11 - Jun 12
includes taxes & fees
Savanna Inn & Suites
101 Valley View Drive Savanna IL
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jun 10 to Jun 11
CA $180
CA $200 total
Jun 10 - Jun 11
includes taxes & fees
9/10 Wonderful! (952 reviews)
"The hotel was wonderful and the free shuttle on the weekend evenings was an added bonus. I would highly recommend the hot tub suite."
Reviewed on May 31, 2026
Country Inn & Suites by Radisson, Freeport, IL
1710 South Dirck Drive Freeport IL
Fully refundable
The price is CA $177 per night from Jul 2 to Jul 3
CA $177
CA $196 total
Jul 2 - Jul 3
includes taxes & fees
9/10 Wonderful! (899 reviews)
"The hotel and propert clean. Room nice. Just wish there was shower curtain on shower pole. Everything else was nice. We had handicap room. 235."
Reviewed on Jun 1, 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.
