Orland Park Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
Hilton Garden Inn Chicago North Shore/Evanston

Hilton Garden Inn Chicago North Shore/Evanston

3.5 out of 5
per person
Jan. 1 - Jan. 8
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,002 reviews)
Very nice and comfortable hotel and friendly staff.. pleasant inside the hotel !!! However, parking is difficult and expensive and the area is not easy to navigate. Overall, if the hotel paid for parking i would feel much more satisfied.

Reviewed on Nov. 15, 2024

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Save 100% on your flight
per person
Jan. 1 - Jan. 8
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (1,000 reviews)
Close to campus, big rooms

Reviewed on Nov. 15, 2024

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Feb. 3 - Feb. 8
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
This is a Waldorf Astoria in name only. Lives more like a Hilton at Waldorf prices. You won’t find the high end quality like the Waldorf in NY. There is not point in calling it the Waldorf if it doesn’t live up to the NY standard.

Reviewed on Nov. 22, 2024

DoubleTree by Hilton Chicago - North Shore Conference Center

DoubleTree by Hilton Chicago - North Shore Conference Center

4 out of 5
per person
Jan. 1 - Jan. 8
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,005 reviews)
Just one night stay, everything was good except the exhaust fan in the bathroom.

Reviewed on Nov. 21, 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Feb. 3 - Feb. 8
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Top notch hotel in a great location. Home away from home feel. Stellar customer service. Restaurant onsite with a great bar and stunning views. For discerning travelers this is about as good as it gets in Chicago.

Reviewed on Nov. 10, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Ready to book your vacation to Orland Park?

 

Choose your dates

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 $120 per night from Nov. 25 to Nov. 26
CA $120
CA $141 total
includes taxes & fees
Nov 25 - Nov 26
7.8/10 Good! (8,142 reviews)
"Ice machines! This was an issue here all summer long. I pointed it out to management over the summer but the issue has gone from bad to worse. Supposedly, there are ice machines on even floors. This visit, housekeeping directed me to the machine on the 4th floor as the only working ice machine. I ..."

Reviewed on Nov. 22, 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 $139 per night from Dec. 24 to Dec. 25
CA $139
CA $164 total
includes taxes & fees
Dec 24 - Dec 25
8.6/10 Excellent! (3,546 reviews)
"I loved the view from my room! I loved that it is right in the middle of Downtown!!! I would stay here again."

Reviewed on Nov. 21, 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 CA $134 per night from Dec. 24 to Dec. 25
CA $134
CA $158 total
includes taxes & fees
Dec 24 - Dec 25
8.4/10 Very Good! (3,264 reviews)
"This is a go-to hotel for me near a yearly event I participate in. It's the best value of any of the hotels in its immediate surrounding area."

Reviewed on Nov. 21, 2024

Club Quarters Hotel, Central Loop, Chicago
See all 3,092 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 $726. 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

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
Wrigley Field featuring central business district, a city and a sporting event

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
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

Flyover in Chicago

Flyover in Chicago

CA $53
Per adult
94% of travellers recommend
Flyover in Chicago
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

CA $62
Per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
River tour boat in Chicago

Architecture River Tour

CA $75
Per adult
94% of travellers recommend
Architecture River 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.