Orland Park Vacations from ₩961,664

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The Latest Orland Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was ₩1,121,550, price is now ₩961,664 per person
₩961,664
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9/10 Wonderful! (1,429 reviews)
Spacious room and very kind staffs Very close to the riverwalk and every other place to enjoy delicious food and Jazz bar

Reviewed on Jul 17, 2026

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Price was ₩1,297,368, price is now ₩1,061,978 per person
₩1,061,978
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.6/10 Exceptional! (4,258 reviews)
Such a cute modern property, rooms were spacious, and in walking distance of main attractions! I would definitely book here again!

Reviewed on Jul 16, 2026

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
Downtown Chicago
Price was ₩973,252, price is now ₩973,252 per person
₩973,252
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
9.4/10 Exceptional! (3,475 reviews)

Find the Best Orland Park Vacation Packages

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 ₩279,730 per night from Aug 10 to Aug 11
₩279,730
₩332,573 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (10,202 reviews)
"central to everything and great, quiet rooms. we loved the bar and the building is beautiful."

Reviewed on Jul 17, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩383,348 per night from Jul 26 to Jul 27
₩383,348
₩505,034 total
Jul 26 - Jul 27
includes taxes & fees
Omni Chicago Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₩309,341 per night from Aug 9 to Aug 10
₩309,341
₩409,958 total
Aug 9 - Aug 10
includes taxes & fees
9.4/10 Exceptional! (4,738 reviews)
"Good location. Expensive parking"

Reviewed on Jul 17, 2026

Hotel Riu Plaza Chicago
See all 3,318 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.

Stay near popular Orland Park attractions

Centennial Park

7.8/10 (17 reviews)
Centennial Park's 192-acre expanse offers an outdoor retreat with an aquatic center and Lake Sedgewick. Kayak the serene waters or enjoy family time at the water park's exhilarating slides and lazy river.
See properties

Frequently asked questions

How much does an Orland Park vacation package cost?
Offering excellent value package deals from ₩961,664 on Expedia, you'll be surprised at how little a vacation to Orland Park costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Orland Park?
March, September and October are the best times to look for cheap Orland Park vacation packages. Opting to travel in less busy months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Orland Park?
Orland Park vacations can be as short or long as you like, but to really sink your teeth into this destination, we'd say 2 days is a good ballpark. With this timeframe, you can visit headline attractions like Orland Square and Orland Park Sportsplex as well as underrated spots. Don't forget to explore neighborhoods such as Orland Hills and Southmoor either. If you're smart with your time, you can even take a day trip or two from Orland Park too.
Is it worth booking a vacation package to Orland Park?
Boasting a host of highlights starting with its excellent golfing, Orland Park is a good vacation destination. Whether you'd like to visit attractions like Centennial Park and Orland Square or take the path less traveled, you'll have plenty to keep you busy during your Orland Park vacation.
How to find the best Orland Park package deals?
Start your search for an Orland Park package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Orland Park package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Orland Park getaway off to a flying start.
Is it cheaper to book an Orland Park vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Orland Park vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Orland Park?
If you're planning a spontaneous Orland Park trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Orland Park?

  1. Pick your travel dates: The things you'd like to do in Orland Park and your preferred season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and flights. Your accommodations will likely be the largest expense during your trip to Orland Park.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Orland Park. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, lock in the right Orland Park vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.