Oak Forest Vacation Packages

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Your Oak Forest Vacation

Let our vacation packages to Oak Forest inspire your next getaway. There's loads to love about this lively city, starting with the neighborhood of South Deering, which is great for golfing and nature. If your trip to Oak Forest includes some sightseeing, don't miss well-known attractions like Hollywood Casino Amphitheatre, Odyssey Fun World and Coyote Run Golf Course. Check out Expedia's wide range of travel options and book your ideal vacation to Oak Forest today.

Top Oak Forest Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Pendry Chicago
Trump International Hotel & Tower Chicago
theWit Chicago, a Hilton Hotel
La Banque Hotel

Ready to book your vacation to Oak Forest?

 

Choose your dates

Oak Forest Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Sep 1 to Sep 2
CA $185
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (9,045 reviews)
"Very convenient to South Loop sites!"

Reviewed on Aug. 26, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Sep 4 to Sep 5
CA $262
CA $342 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,827 reviews)
"Hotel staff went above and beyond to make our stay great, even upgraded our room to a larger one for no extra charge!"

Reviewed on Aug. 26, 2025

Palmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
The price is CA $219 per night from Sep 2 to Sep 3
CA $219
CA $298 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very Good! (2,111 reviews)
"As a solo traveler, I felt safe the entire time I was here and in the areas surrounding the hotel. The staff were friendly and the interior of the hotel lobby is beautiful. The hotel was clean and centrally located to all the things you “have to see/do” when in Chicago!"

Reviewed on Aug. 25, 2025

Hilton Chicago
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.

Discover the most popular places to visit in Oak Forest

What to do in Oak Forest

Frequently asked questions

How much does an Oak Forest vacation package cost?
Offering great value package deals from CA $604 on Expedia, you'll be thrilled with how little a vacation to Oak Forest costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Oak Forest?
To pick up cheap Oak Forest vacation packages, organize your getaway outside of peak times like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Oak Forest?
To fully enjoy your Oak Forest vacation, we suggest booking for 2 days. Split your time between discovering Orland Square, Lake Katherine Nature Centre and other must-see attractions, on top of experiencing neighbourhoods like Orland Hills and Country Club Hills. If you've got some time to spare, add a tour or day trip to your Oak Forest vacation itinerary.
How to find the best Oak Forest package deals?
Bagging a cheap Oak Forest package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Oak Forest package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Oak Forest vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component individually. And you'll still have the freedom to create a customized Oak Forest vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Oak Forest?
Score amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Oak Forest vacation.
How to plan a trip to Oak Forest?

  1. Choose your dates: What you want to do in Oak Forest and your favourite season can help you decide when to get away.
  2. Budget wisely: In addition to the cost of your accommodations, you should consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Oak Forest.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to experience in Oak Forest. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find an Oak 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.