Cheap Flights to Orland Park , IL from CA $152

View CA $152 flight on Sat, Oct. 25, 2025Opens 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 CA $152 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Nov. 10 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, just found
CA $244
Roundtrip
just found
Select Air Canada flight, departing Mon, Nov. 10 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $244 just found
United
Tue, Nov. 4 - Thu, Nov. 6
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, just found
CA $244
Roundtrip
just found
Select United flight, departing Tue, Nov. 4 from Toronto to Chicago, returning Thu, Nov. 6, priced at CA $244 just found
Porter Airlines
Tue, Jul. 22 - Mon, Aug. 11
YTZ
Toronto
MDW
Chicago
CA $256 Roundtrip, found 2 days ago
CA $256
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Tue, Jul. 22 from Toronto to Chicago, returning Mon, Aug. 11, priced at CA $256 found 2 days ago
American Airlines
Thu, Nov. 13 - Wed, Nov. 19
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, found 17 hours ago
CA $261
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Thu, Nov. 13 from Toronto to Chicago, returning Wed, Nov. 19, priced at CA $261 found 17 hours ago
Delta
Sat, Sep. 13 - Sat, Sep. 20
YYZ
Toronto
MDW
Chicago
CA $292 Roundtrip, just found
CA $292
Roundtrip
just found
Select Delta flight, departing Sat, Sep. 13 from Toronto to Chicago, returning Sat, Sep. 20, priced at CA $292 just found

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

June is typically the cheapest month to fly

From CA $106 - CA $340 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Orland Park. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Orland Park. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Orland Park.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Orland Park flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Orland Park.

Looking to save even more? Get additional savings by bundling your Orland Park flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Orland Park trip!

Frequently asked questions

What is the name of Orland Park's airport?
Orland Park has more than one airport, but most travellers use O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Orland Park?
Long commutes don't have to be stressful if you plan ahead for them. Downtown Orland Park is 40 kilometres from ORD, so it's smart to know how you'll get into the city before you arrive.
What airport is best to fly into Orland Park?
There are two major airports that connect the world with Orland Park. ORD is about 40 kilometres from the downtown area, while MDW is approximately 19 kilometres away. Once you have a look at prices and work out where you're staying, you'll better know which to fly into.
How many airlines fly to Orland Park?
There are 51 airlines connecting Orland Park with 237 airports globally.
Which airlines fly to Orland Park?
United Airlines, American Airlines and Delta fly the most frequently to Orland Park. The majority of flights come in from New York, with United Airlines having the most services on this route.
How many nonstop flights are there to Orland Park?
Flying to a new place is much more fun when there aren't any annoying stopovers to slow you down. If you're off to Orland Park, the great news is that there are approximately 7,564 direct flights each week.
Where are the most popular flights to Orland Park departing from?
The most popular flights to Orland Park leave from New York, Washington and Dallas airports.
How long is the flight to Orland Park Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to see. From New York to Orland Park, the average flight time is 2 hours and 44 minutes. From Washington it's more like 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Orland Park?
Don't leave booking your flight to Orland Park until the last possible moment. That's one move well-versed jet-setters use to get the best prices. Booking in advance means more options and less expensive flights. Also, look around online and compare your options. If your destination has several airports, you may be able to nab a fantastic price by flying into one that's farther away. And finally, remember that it's first in, best dressed. Familiarize yourself with airfare costs and have your credit card ready to secure your ticket as soon as you spot an unbeatable bargain. The best deals never last long.
Do you have any tips for my flight to Orland Park?
Wherever you're coming from, flying can be a pleasant experience if you're well prepared. We've put together a list of handy hints that will get your Orland Park escape started on the right foot. What to pack in your hand luggage:

  • A plane ride can be a pleasure if you've got all the right things. Firstly, you'll want some basic toiletries, such as a toothbrush and hairbrush, a fresh set of clothes and something to read. Next, find room in your hand luggage for your electronic gadgets, chargers, any daily medications and perhaps a quality neck pillow too. Lastly, and most importantly, remember to bring your passport, travel documents and your bank cards.

Do not pack the following items in your hand luggage:

  • While the list of restricted items differs between airlines, the general rule to follow is avoid carrying anything flammable, sharp or explosive. This includes knives, scissors, fuel and fireworks. Sporting equipment like hockey sticks, and items that could harm passengers, such as firearms and swords, won't be allowed on board either.

What to wear on a flight:

  • Your aim here is to feel as comfortable as you can. Pick easy-to-remove footwear, dress in loose, breathable clothing and don't forget to bring a jacket in case it gets cold in the cabin.
  • Deep vein thrombosis (DVT), a blood clot condition caused by prolonged periods of inactivity, can be a risk on long-haul flights. Walk around the cabin and give your legs a stretch or do some gentle exercises in your seat to promote better circulation.

How to get through airport security fast when flying to Orland Park?
It's simple --- be prepared. We've put together some helpful hints for a hassle-free trip through security. Watch out Orland Park, here you come:

  • Security personnel first need to establish that you have a valid passport and boarding pass before anything else. Keep them within easy reach.
  • Next up, both you and your hand luggage must be X-rayed. To speed things up, take off anything that is likely to set the alarm off. Items like your belt, jacket and earphones need to go through the machine.
  • Your electronic gadgets like laptops and phones will also need to go on a tray to be scanned. No need to worry though, you'll be back online soon enough.
  • Travelling with a new cologne? Not a problem. As long as the volume is no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-close bag, it's fine to bring with you in your carry-on baggage.
  • It's also possible you'll be asked to remove your shoes for scanning, so wearing slip-on shoes is always a good idea.
  • Airlines will not allow any sharp objects in the cabin. If you need to bring these kinds of items, put them in your checked baggage.

Flights to Orland Park information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $244

Trending flights to Orland Park

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $244 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Mon, Nov. 10 - Sun, Nov. 16
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, just found
CA $244
Roundtrip
just found
Select Air Canada flight, departing Mon, Nov. 10 from Toronto to Chicago, returning Sun, Nov. 16, priced at CA $244 just found
*Available to Expedia members.