Lee Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Lee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,117, price is now CA $818 per person
CA $818
per person
Dec 20 - Dec 23
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,734, price is now CA $1,158 per person
CA $1,158
per person
Dec 19 - Dec 25
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Great location in the West Loop. The rooms are big and the beds are comfy. We’ve stayed there three times. The outdoor theatre shows great films and has an outdoor bar. Coffee shop is in the lobby. There’s not really a fun bar, but lots of places to have cocktails in the neighborhood. A lobby fireplace would be a nice addition in the lobby for cold Chicago nights.

Reviewed on Nov 13, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,281, price is now CA $1,610 per person
CA $1,610
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,217, price is now CA $919 per person
CA $919
per person
Jan 24 - Jan 26
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)

Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
Downtown Chicago
Price was CA $1,145, price is now CA $928 per person
CA $928
per person
Jan 24 - Jan 26
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.4/10 Exceptional! (953 reviews)
The wellness center was my favorite!

Reviewed on Nov 8, 2026

Ready to book your vacation to Lee?

 

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Lee Hotel Deals

Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Dec 1 to Dec 2
CA $132
CA $147 total
Dec 1 - Dec 2
includes taxes & fees
Best Western Sycamore Inn
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road Sycamore IL
Fully refundable
The price is CA $150 per night from Dec 9 to Dec 10
CA $150
CA $167 total
Dec 9 - Dec 10
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"I stayed in the king size bedroom with my significant other and we thought the room was to the standards. It was clean is perfect. staff was nice and kind breakfast was very decent and delicious but unfortunately for other stuff to do their pool was closed for three months due to maintenance and ..."

Reviewed on Nov 9, 2026

Country Inn & Suites by Radisson, Sycamore, IL
Hampton Inn DeKalb, IL

Hampton Inn DeKalb, IL

3 out of 5
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Dec 6 to Dec 7
CA $139
CA $158 total
Dec 6 - Dec 7
includes taxes & fees
Hampton Inn DeKalb, IL
See all 34 properties in Lee
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Lee vacation package cost?
You can snap up a vacation package to this popular destination from CA $818 on Expedia. However, how much your vacation to Lee costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Lee?
If you're hoping to book a cheap Lee vacation package, consider travelling in January, February and April. You'll usually find lower prices on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Lee?
The ideal duration of your Lee vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to check out all the leading attractions and explore some hidden treasures along the way.
How to find the best Lee package deals?
Use Expedia's handy filters to find some of the best Lee package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Lee package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Lee vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Lee escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Lee?
If you're planning an impromptu Lee trip, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Lee?

  1. Choose your travel dates: The things you'd like to do in Lee and your favourite season will help you decide when to go.
  2. Budget wisely: In addition to the price of your accommodations, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Lee.
  3. Decide how long to go away for: Now that you're more familiar with Lee, you can figure out the right length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Lee vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.