Orland Park Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 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

Top hotels in Orland Park

InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is S$428 per night from 7 Aug to 8 Aug
S$428
7 Aug - 8 Aug
includes taxes & fees
9/10 Wonderful! (1,974 reviews)
"Even after renovation rooms are still looking dated"

Reviewed on 4 Jul, 2025

InterContinental Chicago Magnificent Mile by IHG
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 S$214 per night from 4 Aug to 5 Aug
S$214
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,875 reviews)
"The history of the hotel is amazing and she might be an old girl with old features but she still shines like a diamond. Plus, the lake side view cannot be beat."

Reviewed on 4 Jul, 2025

Congress Plaza 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
The price is S$290 per night from 10 Jul to 11 Jul
S$290
10 Jul - 11 Jul
includes taxes & fees
8.4/10 Very Good! (4,376 reviews)
"Clean and comfortable"

Reviewed on 7 Jul, 2025

Embassy Suites by Hilton Chicago Downtown River North
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

What to do 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.