
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.

The Talbott, Autograph Collection
Downtown Chicago
Price was CA $1,023, price is now CA $779 per person
CA $779
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (126 reviews)
All the cuteness of a boutique hotel, with all the Marriott amenities and a great staff too! This will be my #1 pick for Chicago hotels from now on
Reviewed on Jul 1, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $2,393, price is now CA $1,698 per person
CA $1,698
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026

The Emily Hotel
Downtown Chicago
Price was CA $1,720, price is now CA $1,289 per person
CA $1,289
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)
Very close to shopping, eating, and interstate. Great location. We walked to most of what we wanted to do.
Reviewed on Jul 2, 2026

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,838, price is now CA $1,401 per person
CA $1,401
per person
Aug 3 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,756 reviews)
An amazing hotel with an amazing river view! I will definitely be staying there again!
Reviewed on Jul 1, 2026

Omni Chicago Hotel
Downtown Chicago
Price was CA $1,067, price is now CA $815 per person
CA $815
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
The staff was very friendly and the location was great!
Reviewed on Jul 2, 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 $112 per night from Jul 14 to Jul 15
CA $112
CA $122 total
Jul 14 - Jul 15
includes taxes & fees
5/10 (14 reviews)
"The staff was friendy and thehotel had many upgrades. The room was clean and comfortable. Overall we had a nice quiet stay. We plan to stay there again in the future."
Reviewed on Jun 18, 2026

Holiday Inn Express & Suites Aurora - Naperville by IHG
111 North Broadway Avenue Aurora IL
Fully refundable
The price is CA $212 per night from Jul 5 to Jul 6
CA $212
CA $237 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"First the room was clean, and the staff is very helpful and friendly. Andrew was particularly welcoming and sincere. Some things I haven’t seen in other reviews: first, if you are in the back of the building, you will hear the train all day and night, second the building itself is older, and in need ..."
Reviewed on Jun 28, 2026

Best Western Oswego Hotel
2055 Wiesbrook Dr Oswego IL
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Jul 26 to Jul 27
CA $124
CA $135 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (959 reviews)
"Everything was fine except the bathroom smelled like an ashtray"
Reviewed on Jul 2, 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.
Frequently asked questions
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.







