Lake Forest Vacations from $150

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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.

The Latest Lake Forest vacation packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $308, price is now $150 per person
$150
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (1,001 reviews)
Everything was perfect

Reviewed on Nov 12, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $384, price is now $196 per person
$196
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,130 reviews)
The room had no soundproofing. Every night a car was revving loudly across Michigan Ave around midnight, making it impossible to sleep without noise-cancelling AirPods.

Reviewed on Nov 18, 2025

Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
Save 100% on your flight
Price was $447, price is now $237 per person
$237
per person
Dec 26 - Dec 31
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
16.4/10 Exceptional! (999 reviews)
Rooms were clean and overall the hotel was nice

Reviewed on Nov 1, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $493, price is now $263 per person
$263
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $1,009, price is now $547 per person
$547
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
Political stigma aside, I must say, this property is stunning across the board. From the moment you enter the building you're met with this amazingly inviting fragrance. The Room was spotless. All the staff was sincere, kind, hospitable, and surprisingly diverse. Also, The front desk was exceptionally accommodating while I (minimally) "stress tested" the room service. 10/10 would and Will return. Mr. & Mrs.S

Reviewed on Nov 17, 2025

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Discover the most popular places to visit in Lake Forest

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 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
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Lake Forest

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

$44
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Lake Forest

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
$196 nightly
The price is $230 total per night from Dec 12 to Dec 13
$230 total
Dec 12 - Dec 13
Total with taxes and fees
8.2/10 Very Good! (2,163 reviews)
Clean and quiet and comfortable

Reviewed on Nov 14, 2025

Hilton Chicago O'Hare Airport
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
$139 nightly
The price is $158 total per night from Nov 23 to Nov 24
$158 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (2,128 reviews)
Friendly staff. Quick check-in

Reviewed on Nov 17, 2025

Hyatt Regency O'Hare Chicago
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
$114 nightly
The price is $129 total per night from Nov 27 to Nov 28
$129 total
Nov 27 - Nov 28
Total with taxes and fees
8.8/10 Excellent! (2,599 reviews)
Staff was friendly, helpful and efficient. Room was clean, comfortable.

Reviewed on Nov 16, 2025

Holiday Inn Chicago O'Hare – Rosemont by IHG
See all 1,500 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.

Find the Best Lake Forest Vacation Packages

Lake Forest Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
19,400
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Six Flags Great America, Genesee Theater and Marriott Theatre

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Frequently asked questions

How much does a Lake Forest vacation package cost?
Offering great value package deals from $150 on Expedia, you'll be surprised at how little a vacation to Lake Forest costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lake Forest?
If you're looking to book a cheap Lake Forest vacation package, consider planning a trip in January, June and December. You'll usually find better prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Lake Forest?
To get the most out of your Lake Forest vacation, we suggest booking for 2 days. Split your time between visiting Conway Farms Golf Club, Lake Forest College and other well-known attractions, as well as experiencing neighborhoods like Bannockburn and Highwood. If you've got some time to spare, include a day trip in your Lake Forest vacation itinerary.
Is it worth booking a vacation package to Lake Forest?
Lake Forest has everything you need for a fantastic break — cycling, nature and hiking are just the start. Whether you'd like to check out attractions such as Forest Park Beach and Citadel Theatre Company, or take the road less traveled, you'll have plenty to do on your Lake Forest vacation.
How to find the best Lake Forest package deals?
Landing a cheap Lake Forest package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Lake Forest package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Lake Forest vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can customize your Lake Forest trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Lake Forest?
If you're considering a spur-of-the-moment Lake Forest adventure, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Lake Forest vacation packages?
Your Lake Forest getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to give you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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.