Orland Park Holidays from £939
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Your Orland Park Holiday
Get ready to experience Orland Park on your terms with a custom Orland Park holiday package! Discovering the treasures of this lively city is easy with a base in a neighbourhood such as Flossmoor, which is great for golfing, among lots of other things. Like to get out and explore? Orland Park Sportsplex, Orland Square and Centennial Park are just a few of the most popular places to visit during a trip to Orland Park. Stop dreaming and start doing. Browse the broad range of options on Expedia today and finally put your Orland Park holiday plans into gear!
Top Orland Park Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
£1,116
per person
3 Nov - 8 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) 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 27 Sept 2026
Orland Park Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 58,600 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Odyssey Fun World, Hollywood Casino Amphitheatre and Centennial Park |
Top hotels in Orland Park
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£167
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (5,455 reviews)
"Perfect location"
Reviewed on 28 Sept 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£132
25 Oct - 26 Oct
includes taxes & fees
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
£166
24 Oct - 25 Oct
includes taxes & fees
8.6/10 Excellent! (3,299 reviews)
"They charged $29 without any explanation. I didn’t know food credit or anything. After I checked out that charged. What is destination fee? If you want sell something, you have to tell me what you are selling to me."
Reviewed on 28 Sept 2026
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.
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.
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 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
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Frequently asked questions
How much does an Orland Park travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Orland Park from just £939. And the more you bundle, the more you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Orland Park travel package?
We totally get it — life doesn't always go according to plan. If you've locked in an Orland Park travel package and need to change or cancel it, we can help. It's always worth looking up our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.
How do I get a cheap travel package to Orland Park?
Crafting your own Orland Park travel package with Expedia is a great way to save. We offer access to over 550 airlines and 1,000,000 properties globally. With such an extensive range to choose from, you'll have no issues creating your next dream getaway.
Does Expedia offer Book Now, Pay Later Orland Park holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fantastic getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's convenient monthly instalment plans. If paying a little each month sounds right for you, pick this option during the checkout process.
- Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.
Where should I stay in Orland Park?
A holiday in Orland Park wouldn't be complete without paying a visit to Orland Park Sportsplex, Orland Square and Centennial Park. Stay close to these attractions and make sightseeing a breeze.
What are the top hotels in Orland Park?
Secure a room at Hyatt Regency Chicago. It's one of the area's most sought-after properties. Another reputable option in Orland Park is The Godfrey Hotel Chicago.
How far in advance should I book my Orland Park holiday?
The earlier, the better. Air carriers usually release flight tickets around a year ahead of departure, and this is an excellent opportunity to land some of the lowest prices. Just been told you should take all your holiday days next week? That's fine too — Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Orland Park travel package include?
It all comes down to what kind of getaway you're contemplating. Orland Park holiday deals can include flights, hotels and car rentals. You can mix and match to find the package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking an Orland Park travel package?
You'll score great savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything together makes trip planning easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or a low-cost family road trip, check out our travel packages today.
Can I choose my airline with an Orland Park Expedia travel package?
You can, and with over 550 airlines to pick from worldwide, you're spoiled for choice. Browse the available options and find out which airline best suits your needs and budget.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
