Sandwich Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Sandwich Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,023, price is now CA $778 per person
CA $778
per person
Aug 5 - Aug 7
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Highly rare the hotel. Excellent location for n. Chi go events right on zmichigan Ave North. Staff extremely welcoming at all aspects. Watch out though. Hefty taxes which made tge room cost 3

Reviewed on Jul 2, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,250, price is now CA $872 per person
CA $872
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
I would definitely stay here again! Convenient location, walkable from most things. Staff were amazing and so helpful. Basic rooms, decent size. Very clean, great bar.

Reviewed on Jul 1, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
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 Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
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

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,998, price is now CA $1,556 per person
CA $1,556
per person
Sep 3 - Sep 6
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
Great service

Reviewed on Jun 30, 2026

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Sandwich Hotel Deals

The Montcler Hotel - Redberri Luxury Collection

The Montcler Hotel - Redberri Luxury Collection

3 out of 5
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

The Montcler Hotel - Redberri Luxury Collection
Holiday Inn Express & Suites Aurora - Naperville by IHG

Holiday Inn Express & Suites Aurora - Naperville by IHG

2.5 out of 5
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

Holiday Inn Express & Suites Aurora - Naperville by IHG
Best Western Oswego Hotel

Best Western Oswego Hotel

2.5 out of 5
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! (958 reviews)
"Everything was fine except the bathroom smelled like an ashtray"

Reviewed on Jul 2, 2026

Best Western Oswego Hotel
See all 125 properties in Sandwich
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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Frequently asked questions

How much does a Sandwich vacation package cost?
You'll find cheap prices from CA $778 on Expedia for your Sandwich escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Sandwich costs.
What are the cheapest months to go to Sandwich?
If you'd like to snag a cheap Sandwich vacation package, consider visiting in January, April and October. You're likely to find better rates on accommodations and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Sandwich?
The ideal length for your Sandwich vacation depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to visit all the major sights and explore some hidden treasures along the way.
How to find the best Sandwich package deals?
Start your search for a Sandwich package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Sandwich package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Sandwich getaway off to a flying start.
Is it cheaper to book a Sandwich vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalize your Sandwich getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Sandwich?
If you're planning a spontaneous Sandwich getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Sandwich?

  1. Choose your travel dates: The things you'd like to do in Sandwich and your favourite season will help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will probably be the largest expense during your trip to Sandwich.
  3. Work out your trip length: Think about how much time you want to spend discovering Sandwich. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the perfect Sandwich vacation package for you.

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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.