Oak Forest Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Erik Rowley

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Oak Forest Holiday

Our pick of the best Oak Forest Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is NZ$349 per night from 4 Aug to 5 Aug
NZ$349
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,913 reviews)
A Gem on Michigan Ave
"I was surprised at how nice my room was in this older building. The view of Buckingham fountain and the lake was the best. I was able to watch navy pier fireworks. Just an absolute pleasure and I will return!!!"

Reviewed on 21 Jul. 2025

Congress Plaza Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is NZ$323 per night from 10 Aug to 11 Aug
NZ$323
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (1,279 reviews)
"Great stay - two weeks of wonderful service and attentive front desk. It made my trip worth it!"

Reviewed on 18 Jul. 2025

Crowne Plaza Chicago West Loop by IHG
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is NZ$250 per night from 18 Aug to 19 Aug
NZ$250
18 Aug - 19 Aug
includes taxes & fees
7/10 Good! (2,249 reviews)
"Everything good, a little dated but clean."

Reviewed on 18 Jul. 2025

Travelodge by Wyndham Downtown Chicago
See all 2,143 properties in Oak 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.

Discover the most popular places to visit in Oak Forest

Wrigley Field which includes a city, central business district and a sporting event

Wrigley Field

4.5/5(21 reviews)

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Wrigley Field
Navy Pier

Navy Pier

4.5/5(64 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier
McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

What to do in Oak Forest

River tour boat in Chicago

Architecture River Tour

NZ$81
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

NZ$75
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

NZ$75
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Oak Forest

Frequently asked questions

How much does an Oak Forest holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday 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?
Plan your trip for the low season and you're likely to find cheap Oak Forest holiday packages. Bear in mind that school holiday periods and local events and festivals can have an impact on prices, so do your research before you go.
How many days is enough for Oak Forest?
With a well-organised itinerary, you can easily visit the most popular Oak Forest attractions in a handful of days. But if you want to discover hidden gems or go on day trips, think about booking your Oak Forest holiday for longer.
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 holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging accommodation and flights individually. Better still, you can customise 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 holiday 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.
How to plan a trip to Oak Forest?

  1. Pick your travel dates: The things you want to do in Oak Forest and your favourite season can help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Oak Forest.
  3. Decide how long to go away for: Now that you know more about Oak Forest, you can figure out the right length of your break. Pull together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your accommodation and airfare: After you've nailed down your travel dates and duration, book the right Oak Forest holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.