Oak Park Vacation Packages

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Your Oak Park Vacation

With one of our vacation packages to Oak Park, you'll have endless opportunities for adventure and relaxation. There's a lot to experience, including its chic vibe and rich history. Want to explore your new surroundings? United Center, Brookfield Zoo and Portage Park are just three of the leading places to visit during your trip to Oak Park. No matter your travel plans or budget, putting together the ultimate tailored Oak Park vacation is a walk in the park with Expedia.

Top Oak Park Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
JW Marriott Chicago
Kimpton Gray Hotel by IHG
Urban Chicago Oasis
Hilton Chicago O'Hare Airport

Ready to book your vacation to Oak Park?

 

Choose your dates

Oak Park Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Apr. 20 to Apr. 21
CA $207
CA $243 total
includes taxes & fees
Apr 20 - Apr 21
8.2/10 Very Good! (3,887 reviews)
"Overall good hotel. Breakfast was good, the buffet food was okay but the made to order line was worth waiting in. Wait for the elevators was a bit long but hotel was busy on a weekend. Bed was not the most comfortable but pillows were great. One bedroom suite was spacious. Located in a busy downtown ..."

Reviewed on Apr. 15, 2025

Embassy Suites by Hilton Chicago Downtown River North
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Apr. 18 to Apr. 19
CA $249
CA $333 total
includes taxes & fees
Apr 18 - Apr 19
8.8/10 Excellent! (2,054 reviews)
"Great atmosphere & views! Did not like extra $25 charge I could not use or additional resort fee."

Reviewed on Apr. 14, 2025

Swissotel - Chicago
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Apr. 21 to Apr. 22
CA $192
CA $226 total
includes taxes & fees
Apr 21 - Apr 22
8.8/10 Excellent! (2,132 reviews)
"I didnt like the parking or food service or front desk service besides that it was very good"

Reviewed on Apr. 14, 2025

Hilton Chicago/Magnificent Mile Suites
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.

Frequently asked questions

How much does an Oak Park vacation package cost?
Offering great value package deals from CA $739 on Expedia, you’ll be pleasantly surprised at how much a vacation to Oak Park costs! Expedia’s packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oak Park?
You can usually find reduced prices and greater availability in January, February and March. Take a look at our cheap Oak Park vacation packages and you could score some great off-season discounts.
How many days is enough for Oak Park?
Dedicate at least 2 days for your Oak Park vacation in order to discover everything that makes this place unique. Wander around key neighborhoods, including Illinois Medical District and West Town. Then check out major sights like Unity Temple and Oak Park Conservatory. With a clever itinerary, you’ll be kept busy with room for some me-time too. Want to go beyond Oak Park? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Oak Park?
During your Oak Park vacation, you can look forward to enjoying some excellent history and culture. Leave enough room in your schedule to visit leading attractions like Unity Temple and Madison Street Theatre.
How to find the best Oak Park package deals?
Begin your search for an Oak Park package deal by entering your destination and preferred trip dates under our “Packages” tab. Then select a few filters, like “Guest rating” and “Property type,” to tailor the results to your exact needs. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the perfect Oak Park package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oak Park escape off to a flying start.
Is it cheaper to book an Oak Park vacation as a package?
You can enjoy significant savings on your next Oak Park getaway by booking a personalized vacation package. Check the “Package” heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oak Park?
If you’re considering a spontaneous Oak Park getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Oak Park?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to visit Oak Park.
  2. Set your budget: Consider costs such as food, flights and transportation when working out how much to save for your trip to Oak Park. Then, select a property that works with your budget, whether that’s a low-cost stay or a swankier retreat.
  3. Decide how long to go away for: Now that you know more about Oak Park, you can figure out the ideal length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your accommodations and airfare: After you’ve settled on your dates and duration, lock in the right Oak Park vacation package for you.

Discover the most popular places to visit in Oak Park

What to do in Oak Park

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