Orland Park Vacation Packages

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Your Orland Park Vacation

Get ready to experience Orland Park on your terms with a custom Orland Park vacation package! Discovering the treasures of this lively city is easy with a base in a neighborhood 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 vacation plans into gear!

Top Orland Park Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 3 - Jun. 7
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (650 reviews)
Great customer service

Reviewed on Apr. 21, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 3 - Jun. 7
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,152 reviews)
Amazing. Definitely coming back!

Reviewed on Apr. 20, 2024

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 20 - Jun. 24
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (636 reviews)
The restaurant downstairs was quite good. The hotel staff were above and beyond, they tied up my various charging cables neatly with cable ties, which I find very handy indeed. The hotel is across the street from Google and very close to the Guiness Brewery and the Fulton Market area. Lots of food choices.

Reviewed on Apr. 27, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 3 - Jun. 7
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (206 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on Mar. 16, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
Jun. 7 - Jun. 11
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Orland Park Hotel Deals

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 CA $155 per night from Apr. 29 to Apr. 30
CA $155
CA $181 total
includes taxes & fees
Apr 29 - Apr 30
7.6/10 Good! (6,604 reviews)
Good but could be more comfy
"The rooms were updated but the mattress was not very comfortable."

Reviewed on Apr. 28, 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 CA $194 per night from Apr. 29 to Apr. 30
CA $194
CA $227 total
includes taxes & fees
Apr 29 - Apr 30
8.6/10 Excellent! (2,822 reviews)
"Small room is my only complaint, seems they cut the room in half, other that that room was quite and dining options around hotel were good"

Reviewed on Apr. 27, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $246 per night from Apr. 30 to May 1
CA $246
CA $289 total
includes taxes & fees
Apr 30 - May 1
8.2/10 Very Good! (1,864 reviews)
"This was an amazing place to stay can’t wait to go back"

Reviewed on Apr. 26, 2024

Eurostars Magnificent Mile
See all 3,010 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.

Explore other types of vacation packages

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Frequently asked questions

How much does an Orland Park vacation package cost?
From just CA $1,337. Yes, you read that right. Our Orland Park packages are the easiest way to stretch your budget. Bundle your favorite 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 vacation 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 vacation?
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 vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Orland Park

Image for Wrigley Field

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(141 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
Image for Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Orland Park

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

CA $73
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

CA $102
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Museum of Contemporary Art: General Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

CA $30
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
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.