$28 Cheap Flights to Orland Park, IL

View $28 flight on Tue, May 19, 2026Opens in a new window

Popular airlines to Orland Park

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How much is the cheapest flight to Orland Park?

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, May 13 - Tue, May 19
IAH
Houston
ORD
Chicago
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from Houston to Chicago, returning Tue, May 19, priced at $56 found 2 hours ago
Spirit Airlines
Wed, Apr 22 - Tue, May 5
IAH
Houston
ORD
Chicago
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Apr 22 from Houston to Chicago, returning Tue, May 5, priced at $72 just found
Southwest Airlines
Wed, Apr 29 - Tue, May 5
BOS
Boston
MDW
Chicago
$139 Roundtrip, just found
$139
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Apr 29 from Boston to Chicago, returning Tue, May 5, priced at $139 just found
Delta
Wed, Apr 29 - Tue, May 5
BOS
Boston
ORD
Chicago
$155 Roundtrip, just found
$155
Roundtrip
just found
Select Delta flight, departing Wed, Apr 29 from Boston to Chicago, returning Tue, May 5, priced at $155 just found
American Airlines
Tue, Apr 14 - Wed, Apr 15
BOS
Boston
RFD
Rockford
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Apr 14 from Boston to Rockford, returning Wed, Apr 15, priced at $157 found 6 days ago

Alternative airports near Orland Park

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 40 minutes. Flights from $298
ORD
O'Hare Intl.
Cheapest
Average driving time to city center40 min
Flights from $298
Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 22 minutes. Flights from $298
MDW
Midway Intl.
CheapestClosest
Average driving time to city center22 min
Flights from $298

Frequently asked questions

What month is the cheapest to fly to Orland Park?
May is the cheapest month to travel to Orland Park. Demand is lower then, so you're likely to snag a great deal. Booking your trip outside of public holidays and school breaks could also help you save.
Which US cities have the cheapest flights to Orland Park?
Typically, you'll find that New York, Washington and Dallas have cheap flights to Orland Park. However, being flexible is the secret to scoring a bargain. Book midweek or during the low season to keep costs as low as possible.
Which US cities fly direct to Orland Park?
There are 150 US cities that you can fly to Orland Park nonstop from. Explore the options by using the "Direct flights only" box on Expedia and find the best departure point for your trip. Here are several of the leading cities to leave from:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Orland Park?
To secure cheap flights to Orland Park, book early and visit during the off-season months of March and September. After another tip? Leave on a Thursday and save 16% on average compared to traveling on a Sunday.* Set a price alert on the Expedia app and we'll update you as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Orland Park?
Although booking in advance is generally the easiest way to save cash, don't worry if your Orland Park getaway is last minute. You can still get cheap flights to Orland Park, especially if your plans have some flexibility. Try changing your trip dates, exploring different ticket types or jetting out of another hub.
How far in advance should I book a flight to Orland Park?
Book your flight to Orland Park two to four months ahead if you're flying in from an international destination. For domestic travel, the recommendation is around 28 days in advance. Cheaper fares and a wider variety of travel dates, schedules and seating options are just some of the advantages of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Orland Park?
Generally, you can find cheap flights to Orland Park on a Sunday. You'll save around 8% on average compared to those who book on a Friday, which is often the most expensive day for tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Orland Park?
There are 44 carriers connecting Orland Park with 216 airports across the world. The chief gateway to this city is O'Hare Intl. Airport (ORD). Fly with any of these popular airlines to Orland Park:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Alaska Airlines

Where do you fly into Orland Park?
Orland Park's main point of arrival is Midway Intl. Airport (MDW). If you want more nearby choices when flying to Orland Park, consider Lewis University Airport (LOT), O'Hare Intl. Airport (ORD) or Joliet Park District Airport (JOT). It's also possible to fly to Orland Park through Gary, IN (GYY-Gary - Chicago Intl.).
How far is the airport from central Orland Park?
You'll be about 12 mi northeast of central Orland Park after arriving at Midway Intl. Airport (MDW).
Can I save money by booking an Orland Park trip package?
Bundle your hotel and flight and you could save hundreds of dollars. Plus, you can add extras like activities and car rentals to your Orland Park flight and hotel package deal. With Expedia, it's simple to look after all your Orland Park travel arrangements in one place.
Can I change or cancel my flight to Orland Park?
You can often cancel or change your flight to Orland Park within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may be issued a credit toward future travel rather than a direct refund. Make sure you check the airline's terms of service in your itinerary for specific details. You can use Expedia's "No cancel fee" or "Changes included" filters when you search to find cheap flights to Orland Park with flexible change policies. To learn more, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$56

Trending flights to Orland Park

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Wed, May 13 - Tue, May 19
IAH
Houston
ORD
Chicago
$56 Roundtrip, found 2 hours ago
$56
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, May 13 from Houston to Chicago, returning Tue, May 19, priced at $56 found 2 hours ago

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