Lake Forest Vacation Packages

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Your Lake Forest Vacation

Put together a custom vacation package to Lake Forest and prepare to experience this incredible city on your own terms. Think about spending some time in the neighborhood of Riverwoods, which is good for nature and lots more. Every trip to Lake Forest needs a well-crafted itinerary. Fill yours with big-name attractions like Lake Forest College, Marriott Theatre and Trinity International University. No matter your travel plans or the size of your budget, organizing a tailored Lake Forest vacation is a piece of cake with Expedia.

Top Lake Forest Vacation Deals

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

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,259, price is now CA $941 per person
CA $941
per person
Jan 17 - Jan 21
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,559, price is now CA $1,037 per person
CA $1,037
per person
Dec 19 - Dec 23
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was CA $2,031, price is now CA $1,315 per person
CA $1,315
per person
Dec 24 - Dec 31
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,005 reviews)
Make sure what you order is what you get .... I had to extend my neck to see the river that I paid for. Room was spacious .... but the gentleman checking me in could have been a little more friendlier with my concerns.

Reviewed on Nov 1, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,339, price is now CA $1,641 per person
CA $1,641
per person
Jan 17 - Jan 21
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,300, price is now CA $993 per person
CA $993
per person
Jan 9 - Jan 14
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Ready to book your vacation to Lake Forest?

 

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Lake Forest Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from Nov 27 to Nov 28
CA $284
CA $333 total
Nov 27 - Nov 28
includes taxes & fees
8.6/10 Excellent! (2,576 reviews)
"The property is convenient to ORD but the rooms are tired and whatever you do, ask for a room away from the elevators….they kept me up all night."

Reviewed on Nov 1, 2026

Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Nov 25 to Nov 26
CA $200
CA $235 total
Nov 25 - Nov 26
includes taxes & fees
8.6/10 Excellent! (1,449 reviews)
"U"

Reviewed on Nov 1, 2026

Marriott Chicago O'Hare
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Nov 22 to Nov 23
CA $236
CA $269 total
Nov 22 - Nov 23
includes taxes & fees
9/10 Wonderful! (3,296 reviews)
"Staff where great and freindly"

Reviewed on Nov 1, 2026

Hyatt Regency O'Hare Chicago
See all 1,514 properties in Lake Forest
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
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Beach Vacations
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Stay near popular Lake Forest attractions

Forest Park Beach

8.6/10 (15 reviews)
Why not spend a lazy afternoon at Forest Park Beach during your trip to Lake Forest? Stroll along the lakeside or visit the shops in this family-friendly area.
See properties

What to do in Lake Forest

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Lake Forest

Frequently asked questions

How much does a Lake Forest vacation package cost?
You can pick up a vacation package to this top destination from CA $941 on Expedia. However, how much your vacation to Lake Forest costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Lake Forest?
If you'd like to snag a cheap Lake Forest vacation package, consider planning a trip in February, March and December. You'll generally find lower prices on accommodations and flights during these quieter months — perfect for budget-conscious travellers.
How many days is enough for Lake Forest?
With about 2 days, you'll have enough time to visit popular neighbourhoods like Bannockburn and Highwood during your Lake Forest vacation. Make sure to also add Highland Park Country Club and Conway Farms Golf Club to your must-see list. In the mood for more adventures? Consider exploring outside of Lake Forest on day trips and tours.
Is it worth booking a vacation package to Lake Forest?
Well known for its cycling, nature and hiking, a Lake Forest vacation has something for everyone. Be sure to check out top sights like Forest Park Beach and Citadel Theatre Company, and consider renting a set of wheels for day trips to experience even more.
How to find the best Lake Forest package deals?
Start your search for a Lake Forest package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some 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 huge savings. If you don't find the perfect Lake Forest package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Lake Forest adventure underway.
Is it cheaper to book a Lake Forest vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can personalize your Lake Forest getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Lake Forest?
If you're planning a spur-of-the-moment Lake Forest getaway, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Lake Forest?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Lake Forest.
  2. Budget wisely: On top of the cost of your stay, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Lake Forest.
  3. Decide how long to go away for: Now that you're up to speed on Lake Forest, you can figure out the perfect length of your break. Create a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Lake Forest 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.