Cheap Flights to Oak Lawn , IL from CA $152

View CA $152 flight on Thu, Nov. 27, 2025Opens in a new window

Popular airlines to Oak Lawn

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How much is the cheapest flight to Oak Lawn?

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Thu, Nov. 27 - Mon, Dec. 1
YTZ
Toronto
ORD
Chicago
CA $243 Roundtrip, just found
CA $243
Roundtrip
just found
Select Air Canada flight, departing Thu, Nov. 27 from Toronto to Chicago, returning Mon, Dec. 1, priced at CA $243 just found
United
Sat, Nov. 8 - Tue, Nov. 11
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, just found
CA $244
Roundtrip
just found
Select United flight, departing Sat, Nov. 8 from Toronto to Chicago, returning Tue, Nov. 11, priced at CA $244 just found
Porter Airlines
Tue, Aug. 12 - Wed, Sep. 3
YTZ
Toronto
MDW
Chicago
CA $249 Roundtrip, found 4 days ago
CA $249
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Tue, Aug. 12 from Toronto to Chicago, returning Wed, Sep. 3, priced at CA $249 found 4 days ago
American Airlines
Fri, Oct. 31 - Thu, Nov. 6
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, found 2 hours ago
CA $261
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Oct. 31 from Toronto to Chicago, returning Thu, Nov. 6, priced at CA $261 found 2 hours ago
Air Transat
Fri, Sep. 5 - Sat, Sep. 13
YTZ
Toronto
MDW
Chicago
CA $285 Roundtrip, found 4 days ago
CA $285
Roundtrip
found 4 days ago
Select Air Transat flight, departing Fri, Sep. 5 from Toronto to Chicago, returning Sat, Sep. 13, priced at CA $285 found 4 days ago

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

June is typically the cheapest month to fly

From CA $105 - CA $339 per traveller.

Graph displaying average flight prices per month

Expedia.ca gives you the best tools to secure great deals on flights to Oak Lawn. 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 Oak Lawn. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Oak Lawn.

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 Oak Lawn 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 Oak Lawn.

Looking to save even more? Get additional savings by bundling your Oak Lawn 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 Oak Lawn trip!

Frequently asked questions

What is the name of Oak Lawn's airport?
Oak Lawn is served by multiple airports, but most visitors prefer O'Hare Intl. Airport (ORD).
How far is O'Hare Intl. Airport (ORD) from central Oak Lawn?
O'Hare Intl. Airport (ORD) is 32 kilometres from downtown Oak Lawn, so prepare yourself for a bit of a commute into the city centre.
What airport is best to fly into Oak Lawn?
Travellers flying into Oak Lawn can choose to touchdown at two major airports. O'Hare Airport is 32 kilometres away from the centre of town. Midway Intl. Airport (MDW) is 8 kilometres away.
How many airlines fly to Oak Lawn?
Oak Lawn is serviced by 51 air carriers from 237 airports around the world.
Which airlines fly to Oak Lawn?
Oak Lawn receives the highest number of flights from United Airlines, American Airlines and Delta with United Airlines being the preferred choice of carrier. New York is the most popular city for passengers to jet off from.
How many nonstop flights are there to Oak Lawn?
With around 7,564 nonstop flights operating every week, you'll be landing in Oak Lawn before you can ask, "Are we there yet?"
Where are the most popular flights to Oak Lawn departing from?
Travellers often jet off from New York, Washington and Dallas airports when flying to Oak Lawn.
How long is the flight to Oak Lawn Airport?
Which city you depart from determines how much of the in-flight entertainment you'll get to see. From New York to Oak Lawn, the average flight time is 2 hours and 44 minutes. From Washington it's typically 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Oak Lawn?
We all know those lucky travellers who somehow grab wonderfully cheap fares every time they fly. Would you like to know how to do it for your Oak Lawn vacation? Don't wait until the last possible moment to lock in your flight. Another easy way to land the most competitive fare is to shop around. If where you're headed has a few airports, don't forget to look into the cost of flying into a smaller terminal. Last of all, be prepared to secure your seat quickly if you find an irresistible price. It might not stick around for too long! With a bit of knowledge and some luck, the ideal fare can be yours.
Do you have any tips for my flight to Oak Lawn?
We've pulled together all the info you need to make your journey as stress-free as possible. Follow our tips and you'll be cruising through the airport and having a ball in Oak Lawn in no time at all. What to pack in your hand luggage:

  • The trick to having a great travel experience is to pack ahead. So, let's start with the basics: passport, official ID, cash and daily medications. Next, bring items that'll help pass the time, like some electronic gadgets or a few magazines. You'll also want to bring your chargers, a neck pillow and a pair of earplugs. Last but not least, be sure to chuck in toiletries like a toothbrush, deodorant and a fresh change of clothes.

Do not pack the following items in your hand luggage:

  • Double-check that you don't have sharp or pointed objects hiding in your carry-on luggage. Other prohibited items include explosive or flammable substances, such as fuel and matches, and liquids and gels in containers larger than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • The aisles of an airplane aren't the place for a fashion parade. Layer up with comfortable clothing and opt for shoes that are flat and easy to remove.
  • The result of prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect passengers during long-distance flights. Reduce the risks by staying hydrated, keeping your legs and ankles moving and wearing compression tights or socks.

How to get through airport security fast when flying to Oak Lawn?
Being prepared before you get to the airport will help make your getaway to Oak Lawn easy and painless. We've compiled some useful tips for a speedy journey past security:

  • Security personnel first need to establish that you have a valid ID and matching travel documents before you can proceed any further. Have them within easy reach, ready for inspection.
  • After that, both you and your carry-on bag must be X-rayed. To make the process quick and painless, remove anything that is likely to trigger the alarm. Items like your belt, jacket and earphones will be required to go through the machine.
  • Your electronic devices like laptops and phones will also have to go on a tray to be scanned. No need to worry though, you'll be back online before you know it.
  • Don't forget to remove gels and liquids from your carry-on luggage. They usually need to be sent through the X-ray scanner separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit in a single quart-size (one litre), clear zip-close bag.
  • Lightweight sneakers are a sensible footwear choice as you're less likely to be asked to remove them when passing through security. Boots and other heavy-style shoes are usually subjected to extra screening.
  • Sharp items like knives can't be taken on board. They'll be seized at security, so pack them safely away in your checked bags.

Flights to Oak Lawn information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Destination city name
Chicago
Roundtrip price
CA $243

Trending flights to Oak Lawn

Prices were available within the past 7 days and start at CA $152 for one-way flights and CA $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Wed, Oct. 8 - Wed, Oct. 8
YTZ
Toronto
MDW
Chicago
CA $243 Roundtrip, found 10 hours ago
CA $243
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Wed, Oct. 8 from Toronto to Chicago, returning Wed, Oct. 8, priced at CA $243 found 10 hours ago
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