Oak Park Packages (Flight + Hotel)

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Top hotels in Oak Park

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 ฿3,578 per night from 1 Jan to 2 Jan
฿3,578
฿4,200 total
includes taxes & fees
1 Jan - 2 Jan 2025
7.8/10 Good! (7,955 reviews)
"Wallpaper in lobby is old. No working ice machines to be found."

Reviewed on 21 Dec 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿3,187 per night from 23 Jan to 24 Jan
฿3,187
฿3,741 total
includes taxes & fees
23 Jan - 24 Jan 2025
8.6/10 Excellent! (3,626 reviews)
"Having to park my car 4 blocks away"

Reviewed on 22 Dec 2024

River Hotel
Hyatt Regency Chicago
Hyatt Regency Chicago
4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ฿5,058 per night from 5 Jan to 6 Jan
฿5,058
฿6,944 total
includes taxes & fees
5 Jan - 6 Jan 2025
9/10 Wonderful! (3,125 reviews)
"We were upgraded to a room with a view of the river wh"

Reviewed on 22 Dec 2024

Hyatt Regency 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.

Frequently asked questions

How much does an Oak Park holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday 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 holiday 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 holiday in order to discover everything that makes this place unique. Wander around key neighbourhoods, 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 holiday package to Oak Park?
During your Oak Park holiday, 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 holiday as a package?
You can enjoy significant savings on your next Oak Park getaway by booking a personalised holiday 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 holiday 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, favourite 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 accommodation and airfare: After you’ve settled on your dates and duration, lock in the right Oak Park holiday package for you.

Popular places to visit

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.