Orland Park Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Orland 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 S$158 per night from 8 Dec to 9 Dec
S$158
includes taxes & fees
8 Dec - 9 Dec
7.8/10 Good! (8,182 reviews)
"Overall we liked the room we stayed at the only complaint was that the hallway leading to the room had an awful smell like lake dead fish or something when we arrived on 11/23 this morning the smell was less but it still smelled"

Reviewed on 25 Nov,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 S$153 per night from 25 Dec to 26 Dec
S$153
includes taxes & fees
25 Dec - 26 Dec
8.6/10 Excellent! (3,551 reviews)
"Is very close to everything"

Reviewed on 23 Nov,2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 25 Dec to 26 Dec
S$152
includes taxes & fees
25 Dec - 26 Dec
8.4/10 Very Good! (3,272 reviews)
"It was a great experience"

Reviewed on 24 Nov,2024

Club Quarters Hotel, Central Loop, Chicago
See all 3,086 properties in Orland Park
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 Orland Park holiday package cost?
From just . Yes, you read that right. Our Orland Park packages are the easiest way to stretch your budget. Bundle your favourite hotels, flights and car rentals and get out and see this wonderful destination.
How do I get a cheap travel package to Orland Park?
If you love landing a bargain, bundle your bookings into an Orland Park holiday package. Whether you need hotels, flights, rental cars or tours, you can book everything in one place. You’ll have loads of choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 hotel options globally to pick from. Fly with who you prefer, stay anywhere you like and save a bundle — now that’s the ideal getaway!
Where should I stay in Orland Park?
A getaway to Orland Park wouldn’t be complete without visiting Orland Park Sportsplex, Centennial Park and Orland Square. Spend your nights close to these top attractions and make sightseeing easy.
What are the top hotels in Orland Park?
Get your trip off to a fantastic start by staying at Quality Inn & Suites Orland Park - Chicago. It’s one of most sought-after properties in Orland Park. Another comfortable option is Homewood Suites by Hilton Orland Park.
How far in advance should I book my Orland Park holiday?
Search Expedia to compare international flights as soon as possible. You can normally purchase a ticket up to 12 months in advance. If you don’t see your preferred carrier, or you’re booking late, don’t stress. The lowest prices to Orland Park sometimes occur a few weeks before the date of departure.
What does an Expedia Orland Park travel package include?
Expedia has all you need to lock in Orland Park trip, but what your package looks like is your call. Select from a combination of hotels, flights and rental cars. Looking for some activities to fill in your time? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a package deal to meet your needs.
What should I know before booking an Orland Park travel package?
Whether it’s relaxation or adventure you’re craving, an Orland Park holiday package lets you plan your escape your way. Plus, you’ll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with an Orland Park Expedia holiday package?
Most definitely. Expedia has more than 550 partner airlines to pick from across the world. With all that choice at your fingertips, finding the ideal carrier to whisk you off to Orland Park will be easy.
If I'm not able to travel, can I cancel my Orland Park holiday package?
You can cancel your Orland Park booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Popular places to visit

McCormick Place

McCormick Place

4.5/5(36 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
Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Orland Park

Flyover in Chicago

Flyover in Chicago

S$51
Per adult
94% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

S$65
Per adult
94% of travellers recommend
Architecture River Tour
Narrated by certified, local docent

Chicago Architecture Center River Cruise aboard Chicago's First Lady

S$73
Per adult
96% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
See all activities in Orland Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.