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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Jun. 30 - Jul. 3
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The best hotel hands down!

Reviewed on May 13, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 29 - Aug. 2
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
8.4/10 Very Good! (1,003 reviews)
Had an amazing time! Room cleaners were very sweet and

Reviewed on May 6, 2024

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 28 - Aug. 4
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
7.8/10 Good! (1,745 reviews)
The staff is very friendly and helpful. This is my hotel of choice when I’m traveling to Chicago. Chiquita at the front desk is always helpful and very professional.

Reviewed on May 14, 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 1 - Jul. 4
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
I was pleasantly surprised to find artwork displayed throughout the property, including my favorite Kehinde Wiley.

Reviewed on May 12, 2024

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 21 - Jul. 27
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
8.2/10 Very Good! (1,512 reviews)
room was spotless went throughout room w clorox wipe not a single spec of dirt !

Reviewed on May 13, 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 $225 per night from May 27 to May 28
CA $225
CA $265 total
includes taxes & fees
May 27 - May 28
7.6/10 Good! (6,732 reviews)
"A great and easy hotel to stay in for a short trip to Chicago! This location had everything you needed even an oven and microwave to use!"

Reviewed on May 13, 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 $222 per night from May 27 to May 28
CA $222
CA $261 total
includes taxes & fees
May 27 - May 28
8.6/10 Excellent! (2,860 reviews)
"We enjoyed our stay, great area within walking distance of shopping, food and activities. The room was clean and comfortable (standard room). The facility offers valet parking for a fee. The staff was friendly. The only downside was the small shower. Overall, I would recommend this hotel as a budget ..."

Reviewed on May 11, 2024

River Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from May 27 to May 28
CA $208
CA $244 total
includes taxes & fees
May 27 - May 28
7.8/10 Good! (2,264 reviews)
Great hotel
"Everything about our stay was great. The staff, room layout, cleanliness was wonderful. The complementary breakfast was probably one of the best I've experienced."

Reviewed on May 14, 2024

Embassy Suites by Hilton Chicago Downtown River North
See all 3,069 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

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Orland Park vacation package cost?
From just CA $1,380. 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 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

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 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
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.