Orland Park Holidays
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Top Flight + Hotel Deals in Orland Park
Price found within the past 48 hours. Click for updated prices.
Top hotels in Orland Park
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€123
10 Nov - 11 Nov
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
€152
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (5,534 reviews)
"I absolutely loved this place. Close to everything and great view"
Reviewed on 12 Oct 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
€203
30 Oct - 31 Oct
includes taxes & 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.
Stay near popular Orland Park attractions
Orland Square
8.4/10 (33 reviews)
Orland Square Mall offers over 130 stores and dining options in Chicago's southwest suburbs. Browse upscale retailers like Apple and Sephora, then indulge at The Cheesecake Factory or Texas de Brazil.
Orland Park Sportsplex
8.0/10 (25 reviews)
The Orland Park Sportsplex offers indoor recreation with basketball courts and a 35-foot climbing wall. Fitness enthusiasts enjoy year-round access to modern facilities, especially during winter months.
Centennial Park
7.8/10 (17 reviews)
Centennial Park's 192-acre expanse offers an outdoor retreat with an aquatic centre and Lake Sedgewick. Kayak the serene waters or enjoy family time at the water park's exhilarating slides and lazy river.
Centennial Park Aquatic Center
7.6/10 (8 reviews)
This family-friendly water park features thrilling slides, a lazy river, and a zero-depth pool for all ages. Arrive early on summer weekends to claim prime lounging spots near the water attractions.
What to do in Orland Park
Wendella's 90-min Chicago River Architecture Tour
€36
per adult
94% of travellers recommend
Frequently asked questions
How much does an Orland Park holiday package cost?
Offering excellent value package deals from €849 on Expedia, you'll be surprised at how little a holiday to Orland Park costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Orland Park?
March, September and October are the best times to look for cheap Orland Park holiday packages. Opting to travel in less busy months means you can usually find reduced prices on accommodation and flights.
How many days is enough for Orland Park?
Orland Park holidays can be as short or long as you like, but to really sink your teeth into this destination, we'd say 2 days is a good ballpark. With this timeframe, you can visit headline attractions like Orland Square and Orland Park Sportsplex as well as underrated spots. Don't forget to explore neighbourhoods such as Orland Hills and Southmoor either. If you're smart with your time, you can even take a day trip or two from Orland Park too.
Is it worth booking a holiday package to Orland Park?
Boasting a host of highlights starting with its excellent golfing, Orland Park is a good holiday destination. Whether you'd like to visit attractions like Centennial Park and Orland Square or take the path less traveled, you'll have plenty to keep you busy during your Orland Park holiday.
How to find the best Orland Park package deals?
Start your search for an Orland Park package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Orland Park package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Orland Park getaway off to a flying start.
Is it cheaper to book an Orland Park holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Orland Park holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Orland Park?
If you're planning a spontaneous Orland Park trip, browse 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 incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Orland Park?
- Pick your travel dates: The things you'd like to do in Orland Park and your preferred season will help you decide when to travel.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodation will likely be the largest expense during your trip to Orland Park.
- Work out your trip length: Think about how much time you'd like to spend discovering Orland Park. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
- Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the right Orland Park 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.
