Sandwich Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Sandwich Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $1,769, price is now CA $1,257 per person
CA $1,257
per person
Aug 10 - Aug 15
found 20 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
Great place to stay and excellent breakfast choices
Reviewed on May 14, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,271, price is now CA $1,438 per person
CA $1,438
per person
Aug 2 - Aug 7
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
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $3,275, price is now CA $2,074 per person
CA $2,074
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Walls are paper thin. We literally heard snoring all night from the room next to us. Also, the smell of cigarette smoke kept coming into our room.
Rooms were nice and clean. The view was 🔥.
Reviewed on May 23, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,988, price is now CA $1,971 per person
CA $1,971
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (3,727 reviews)
Super location, good crowd of staff and fellow travellers. Smells great!
Reviewed on May 24, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $4,234, price is now CA $3,009 per person
CA $3,009
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,361 reviews)
Excellent hotel and close to restaurants and shopping. Very clean.
Reviewed on May 24, 2026
Sandwich Hotel Deals
The Montcler Hotel - Redberri Luxury Collection
3300 Drew Ave Sandwich IL
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Jun 1 to Jun 2
CA $160
CA $175 total
Jun 1 - Jun 2
includes taxes & fees
Holiday Inn Express & Suites Aurora - Naperville by IHG
111 North Broadway Avenue Aurora IL
Fully refundable
The price is CA $198 per night from May 28 to May 29
CA $198
CA $221 total
May 28 - May 29
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"I liked everything. People at front desk are perfect. Good area; near Pub and different restaurants. If you like fast food, you can get White Castle in 5 minutes."
Reviewed on May 19, 2026
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jun 1 to Jun 2
CA $132
CA $143 total
Jun 1 - Jun 2
includes taxes & fees
8.8/10 Excellent! (912 reviews)
"It was good staying there"
Reviewed on May 23, 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.
