Lake Forest Holidays

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Lake Forest Flight & Hotel Packages

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

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was S$727, price is now S$539 per person
S$539
per person
22 Sept - 24 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,134 reviews)
Incredible location and staff so helpful and kind! Loved our stay

Reviewed on 30 Jun, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,019, price is now S$695 per person
S$695
per person
22 Sept - 24 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Was excited to again stay with Omni but this property wasn’t up to the same standards as others we’ve stayed at… It was clean but just seemed “sad”

Reviewed on 1 Jul, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,006, price is now S$696 per person
S$696
per person
24 Sept - 26 Sept
found 12 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) 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 26 Jun, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,351, price is now S$982 per person
S$982
per person
22 Sept - 24 Sept
found 1 day ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
Great service

Reviewed on 30 Jun, 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was S$956, price is now S$717 per person
S$717
per person
24 Sept - 26 Sept
found 12 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.8/10 Excellent! (2,222 reviews)
Great experience! Thanks!

Reviewed on 29 Jun, 2026

Top hotels in Lake Forest

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is S$237 per night from 20 Jul to 21 Jul
S$237
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (2,762 reviews)
"They over charge your card and then can’t tell what the charge is for or make something up. When we got there they gave us a dirty room and we had to call to get out room changed not a upgrade but whatever."

Reviewed on 30 Jun, 2026

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 S$371 per night from 3 Jul to 4 Jul
S$371
3 Jul - 4 Jul
includes taxes & fees
8.4/10 Very good! (2,333 reviews)
"Staff were really helpful and sweet during check in. During checkout I was told there are no shuttles to take me to my terminal in quite a short and ubrupt manner. But to be honest the price is ridiculous for the outdated hotel. Seems like they think they can charge Hilton prices for what looks like ..."

Reviewed on 30 Jun, 2026

Hilton Chicago O'Hare Airport
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
1501 Sherman Ave Evanston IL
Fully refundable
The price is S$220 per night from 5 Jul to 6 Jul
S$220
5 Jul - 6 Jul
includes taxes & fees
8.6/10 Excellent! (1,985 reviews)
"Clean"

Reviewed on 30 Jun, 2026

Holiday Inn Chicago North-Evanston by IHG
See all 1,504 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.

Stay near popular Lake Forest attractions

Forest Park Beach

8.6/10 (15 reviews)
Forest Park Beach offers pristine Lake Michigan shoreline with well-maintained swimming areas and scenic walking paths. Enjoy sailing from the boating centre or relax at family-friendly picnic spots with lakefront views.
See properties

What to do in Lake Forest

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Lake Forest

Frequently asked questions

How much does a Lake Forest holiday package cost?
Offering great value package deals from S$539 on Expedia, you'll be surprised at how little a holiday 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?
February, March and December are great times to look for cheap Lake Forest holiday packages. Choosing to travel in quieter months means you can typically find lower prices on flights and hotels.
How many days is enough for Lake Forest?
You can easily explore all the major sights in Lake Forest in a few days, including the must-see Conway Farms Golf Club. If you're looking for an extended Lake Forest holiday, check out which kind of day trips and activities are available in the area.
Is it worth booking a holiday package to Lake Forest?
Popular for its cycling, nature and hiking, a Lake Forest holiday has something for everyone. Be sure to visit major sights like Forest Park Beach and Citadel Theatre Company, and consider renting a car for day trips to experience even more.
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 holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking stays and flights individually. Better still, you can customise 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 holiday 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.
How to plan a trip to Lake Forest?

  1. Choose your travel dates: What you want to do in Lake Forest and your favourite season can help you decide when to get away.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to save for your trip to Lake Forest. Then, choose a property that works with your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you're up to speed on Lake Forest, you can work out the ideal length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Lake Forest holiday package.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.