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
per person
Jul. 7 - Jul. 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Great location; clean, comfortable room. Love art deco decor

Reviewed on May 28, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 29 - Aug. 3
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 7 - Jul. 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
Friendly staff. Great amenities

Reviewed on May 28, 2024

Ambassador Chicago, part of JdV by Hyatt

Ambassador Chicago, part of JdV by Hyatt

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 29 - Aug. 3
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
In the area I wanted to be near

Reviewed on May 23, 2024

InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 29 - Aug. 3
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,584 reviews)
It was a great experience, very clean and the staff was so nice

Reviewed on May 27, 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 $241 per night from Jun. 6 to Jun. 7
CA $241
CA $283 total
includes taxes & fees
Jun 6 - Jun 7
7.6/10 Good! (6,815 reviews)
"No hot water during whole stay. Had to shower in a fellow traveller's room."

Reviewed on May 27, 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 $271 per night from Jun. 16 to Jun. 17
CA $271
CA $318 total
includes taxes & fees
Jun 16 - Jun 17
8.6/10 Excellent! (2,900 reviews)
Perfect for a get away weekend
"Hotel was clean, high end, with friendly and helpful staff. The Valet in particular was a kind Italian gentleman who was helpful and informative. Only issue from my end was the “parking” I paid for turned out to be a lot several blocks from the hotel. I chose just to use the valet service but save ..."

Reviewed on May 25, 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 $273 per night from Jun. 16 to Jun. 17
CA $273
CA $320 total
includes taxes & fees
Jun 16 - Jun 17
8.2/10 Very Good! (1,953 reviews)
Outstanding Front desk staff and Hotel
"Very Nice Hotel, In the heart of Chicago. Friendly and professional staff and the vallet guys are top notch not to mention cool. You are legit in walking distance of some if not all of what Chicago has to offer in terms of touristy type tings."

Reviewed on May 26, 2024

Eurostars Magnificent Mile
See all 3,037 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Orland Park vacation package cost?
From just CA $840. 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 Six Flags Great America

Six Flags Great America

4.5/5(5 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
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

What to do in Orland Park

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $311
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Pizza Tour

Chicago Pizza Tour

CA $102
Per adult
100% of travellers recommend
Chicago Pizza Tour
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.