Oak Forest Vacations from $604
Book a Hotel + Flight or Car together to unlock savings
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.
The Latest Oak Forest vacation packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
$741
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (527 reviews)
The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.
Reviewed on Sep 27, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$871
per person
Nov 4 - Nov 7
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,025 reviews)
The Trump hotel is right in the middle of downtown, but it's on the quieter side of the river from the other hotels. It offers direct access to the river where you can join the architecture river tour and is overall quieter than the hotels on the other side of the river. The self parking is a bit of a tricky drive up very narrow and curving ramps. If you drive a Suburban or a Cybertruck, you might have difficulty.
Reviewed on Sep 29, 2026
Renaissance Chicago Downtown Hotel
Downtown Chicago
$694
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
It was very clean & great staff. Awesome river front view. Best hotel in Chicago Downtown
Reviewed on Sep 28, 2026
Stay near popular Oak Forest attractions
Gaelic Park
7.0/10 (12 reviews)
Chicago Gaelic Park celebrates Irish heritage through traditional music, dance, and sports in a vibrant cultural setting. Experience authentic performances at the on-site pub or attend the annual Irish Fest in May.
Chicago Gaelic Park
Chicago Gaelic Park is just one of the places to see in Oak Forest, so why not enjoy the other things to explore during your travels? Visit the shops in this family-friendly area, or simply enjoy its restaurants.
George Dunne National Golf Club
6.8/10 (5 reviews)
This championship course offers bent grass fairways and challenging water hazards on 11 of its 18 holes. Reserve your tee time early to experience one of Golf Digest's top-rated public courses in the Chicago area.
What to do in Oak Forest
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Oak Forest Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$153 nightly
$182 total
Oct 27 - Oct 28
Total with taxes and fees
Hilton Chicago
720 S Michigan Ave Chicago IL
$190 nightly
$226 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (3,319 reviews)
"Very good stay the hotel was clean and the bed was comfortable, close to all the good spots as well. I’d stay here again in the future"
Reviewed on Sep 29, 2026
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
Fully refundableReserve now, pay when you stay
$199 nightly
$237 total
Oct 1 - Oct 2
Total with taxes and fees
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 Oak Forest Vacation Packages
Oak Forest Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 28,100 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Midwest Carvers Museum, Bronzeville Childrens Museum and William W. Powers State Recreation Area |
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Frequently asked questions
How much does an Oak Forest vacation package cost?
Offering excellent value package deals from $604 on Expedia, you'll be surprised at how little a vacation to Oak Forest costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Oak Forest?
You can typically find lower rates and greater availability in November, December and January. Browse our cheap Oak Forest vacation packages and you could score some great off-season discounts.
How many days is enough for Oak Forest?
The ideal duration for your Oak Forest vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you plenty of time to tick off all the major sights and explore some hidden treasures along the way.
How to find the best Oak Forest package deals?
Begin your search for an Oak Forest package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Oak Forest package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oak Forest escape underway.
Is it cheaper to book an Oak Forest vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Oak Forest escape to fit your exact needs. Pick 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 Oak Forest?
If you're planning an impromptu Oak Forest getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Oak Forest vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Oak Forest vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.