Sandwich Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- 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
- Rest easyPlan, book, and manage your trip all in one place
Top Sandwich Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,504, price is now CA $1,044 per person
CA $1,044
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,707 reviews)
It was very close to restuarants, easy to find and very accessible. All staff were really helpful.
Reviewed on May 16, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,256, price is now CA $1,425 per person
CA $1,425
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.
Reviewed on May 14, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $2,765, price is now CA $1,782 per person
CA $1,782
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.
Reviewed on May 16, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $2,893, price is now CA $1,935 per person
CA $1,935
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (984 reviews)
We loved the view from the 30th floor! The place was near the L, bus stops and walking distance to restaurants.. The bed was comfortable but it would be nice to have a table and lamp on both sides. The room seemed to be geared towards singles rather than couples. The espresso machine was a nice touch but fairly unusable for us. We ended up buying instant coffee and used the electric kettle. Sad that we couldn’t use the hot tub during our trip because it was closed for maintenance. But all in all, we were quite pleased with the apartment! Hubby spent a lot of time on the balcony enjoying the views. Highly recommend!
Reviewed on May 16, 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 $140 per night from May 21 to May 22
CA $140
CA $153 total
May 21 - May 22
includes taxes & fees
Holiday Inn Express & Suites Aurora - Naperville by IHG
111 North Broadway Avenue Aurora IL
Fully refundable
The price is CA $205 per night from May 19 to May 20
CA $205
CA $229 total
May 19 - May 20
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
The rooms were clean and the bed was very comfortable. The pillow was amazing. The sheets were very nice, too. Breakfast was good and a very nice area to eat on the main level.
Reviewed on May 15, 2026
Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from May 31 to Jun 1
CA $118
CA $129 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (904 reviews)
The check-in process was good, the room clean and well laid out, the breakfast was very good and the swimming pool was wonderful.
Reviewed on May 15, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
