Lake Forest Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

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.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,986 reviews)
Staff was great, very attentive.

Reviewed on Jul. 14, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on Jul. 15, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 4 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Amazing customer service

Reviewed on Jul. 13, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Hotel is beautiful! Staff was amazing! It was super clean, and the buffet was to die for! However, the wifi did not work! I needed it to do work on my computer and I couldn’t do anything!

Reviewed on Jul. 14, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun. 13, 2025

Ready to book your vacation to Lake Forest?

 

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Lake Forest Hotel Deals

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 $209 per night from Jul 21 to Jul 22
CA $209
CA $238 total
Jul 21 - Jul 22
includes taxes & fees
8.6/10 Excellent! (1,729 reviews)
"This was a last minute booking as our flight got cancelled. Airport shuttle was a life saver!!"

Reviewed on Jul. 12, 2025

Hyatt Regency O'Hare Chicago
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 $246 per night from Aug 8 to Aug 9
CA $246
CA $288 total
Aug 8 - Aug 9
includes taxes & fees
8/10 Very Good! (2,077 reviews)
Convenient location
"Excellent option when traveling from ORD. Convenient location with direct access to the airport terminal. Good facilities."

Reviewed on Jul. 13, 2025

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 $233 per night from Aug 8 to Aug 9
CA $233
CA $274 total
Aug 8 - Aug 9
includes taxes & fees
8.4/10 Very Good! (1,083 reviews)
"For the price we paid, i was disappointed to find that our room smelt like cigarettes. A few fixtures in the room seem to be stained from smoke and the carpet didn’t feel clean. But aside from that, the pool was clean, bathroom was nice, breakfast was expensive but it was okay. Stayed for two days. ..."

Reviewed on Jul. 11, 2025

Marriott Chicago O'Hare
See all 1,444 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

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Lake Forest

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

What to do in Lake Forest

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
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 $753 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.