Orland Park Holidays

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Top hotels in Orland Park

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is Rp2.895.005 per night from 4 Aug to 5 Aug
Rp2.895.005
Rp3.398.449 total
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,909 reviews)
A Gem on Michigan Ave
"I was surprised at how nice my room was in this older building. The view of Buckingham fountain and the lake was the best. I was able to watch navy pier fireworks. Just an absolute pleasure and I will return!!!"

Reviewed on 21 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is Rp3.982.080 per night from 22 Aug to 23 Aug
Rp3.982.080
Rp5.196.803 total
22 Aug - 23 Aug
includes taxes & fees
9/10 Wonderful! (2,086 reviews)
"Walking distance to a lot of great spots."

Reviewed on 21 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
The price is Rp2.986.560 per night from 21 Aug to 22 Aug
Rp2.986.560
Rp3.505.922 total
21 Aug - 22 Aug
includes taxes & fees
8.8/10 Excellent! (1,295 reviews)
"It was nicely located near the event we were there to visit. It was near Greektown and it gave us good options to walk or uber easily."

Reviewed on 20 Jul 2025

Crowne Plaza Chicago West Loop by IHG
See all 3,289 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

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

Wrigley Field
Millennium Park which includes autumn colours, modern architecture and street scenes

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

What to do in Orland Park

River tour boat in Chicago

Architecture River Tour

Rp789.830
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

Rp728.775
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

Rp728.775
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Orland Park

Frequently asked questions

How much does an Orland Park holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday packages. Opting to travel in less busy months means you can usually find reduced prices on accommodation and flights.
How many days is enough for Orland Park?
Orland Park holidays 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 neighbourhoods 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 holiday package to Orland Park?
Boasting a host of highlights starting with its excellent golfing, Orland Park is a good holiday 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 holiday.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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 accommodation 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 accommodation: After you've settled on your trip dates and duration, lock in the right Orland Park holiday package for you.

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