Cheap Flights to Oak Park , IL from CA $157

View CA $157 flight on Sat, Nov. 8, 2025Opens in a new window

Popular airlines to Oak Park

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Oak Park?

Prices were available within the past 7 days and start at CA $157 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
Fri, Nov. 14 - Mon, Nov. 17
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 1 day ago
CA $244
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Mon, Nov. 17, priced at CA $244 found 1 day ago
United
Sat, Nov. 8 - Wed, Nov. 12
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 1 day ago
CA $244
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov. 8 from Toronto to Chicago, returning Wed, Nov. 12, priced at CA $244 found 1 day ago
American Airlines
Sat, Nov. 1 - Sat, Nov. 8
YYZ
Toronto
ORD
Chicago
CA $261 Roundtrip, found 4 hours ago
CA $261
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Nov. 1 from Toronto to Chicago, returning Sat, Nov. 8, priced at CA $261 found 4 hours ago
Delta
Wed, Sep. 17 - Sat, Sep. 20
YUL
Montreal
MDW
Chicago
CA $296 Roundtrip, found 1 day ago
CA $296
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep. 17 from Montreal to Chicago, returning Sat, Sep. 20, priced at CA $296 found 1 day ago
Porter Airlines
Fri, Sep. 19 - Mon, Sep. 22
YTZ
Toronto
MDW
Chicago
CA $309 Roundtrip, just found
CA $309
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Sep. 19 from Toronto to Chicago, returning Mon, Sep. 22, priced at CA $309 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 $344 per traveller.

Graph displaying average flight prices per month

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

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

Frequently asked questions

What is the name of Oak Park's airport?
Many visitors like to fly into O'Hare Intl. Airport (ORD) when visiting Oak Park.
How far is ORD from central Oak Park?
O'Hare Intl. Airport (ORD) is 14 kilometres from central Oak Park, so be prepared for a bit of a commute into the heart of the city.
What airport is best to fly into Oak Park?
Travellers heading to Oak Park can choose to hit the tarmac at two major airports. O'Hare Intl. Airport (ORD) is 14 kilometres away from the centre of town. Midway Airport is 11 kilometres away.
How many airlines fly to Oak Park?
Oak Park is serviced by 51 air carriers from at least 237 airports across the globe.
Which airlines fly to Oak Park?
Oak Park receives the majority of its flights from United Airlines, American Airlines and Delta with United Airlines being the favourite choice of airline. New York is the most popular city for travellers to depart from.
How many nonstop flights are there to Oak Park?
Flying to somewhere new is much more straightforward when there aren't any annoying stopovers to slow you down. If you're making your way to Oak Park, the great news is that there are 7,564 nonstop flights operating every week.
Where are the most popular flights to Oak Park departing from?
Flights to Oak Park departing from New York, Washington and Dallas airports are very popular.
How long is the flight to Oak Park Airport?
Where you depart from determines how much of the in-flight entertainment you'll get to enjoy. From New York to Oak Park, the average flight time is 2 hours and 44 minutes. From Washington it usually takes 2 hours and 15 minutes, and from Dallas it's 2 hours and 18 minutes.
How to book the cheapest flight to Oak Park?
Don't leave locking in your flight to Oak Park until the last minute. That's one move frequent jet-setters use to get the best prices. Booking well in advance means more options and less expensive flights. Also, shop around and compare your options. If your destination has several airports, you may be able to nab a terrific deal by flying into one that's farther away. Last of all, be ready to lock in your seat quickly if you stumble on a real bargain. It might not stick around for too long. With a bit of know-how and some luck, the perfect fare can be yours.
Do you have any tips for my flight to Oak Park?
If you're not prepared, air travel can be a real challenge. But don't hit the panic button just yet. Follow these helpful hints and enjoy a stress-free start to your vacation in Oak Park. What to pack in your hand luggage:

  • First and foremost, pack your passport, travel docs, cash and vital medications. Next, you'll want some extra in-flight entertainment to while away the hours. A thrilling book and a phone filled with your favourite shows are good options. If you hope to take a short snooze, a comfy neck pillow and some noise-cancelling headphones will also come in handy. Finally, make room for a few toiletry items to ensure you hop off the plane feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Pack all your full-sized bottles of shampoo and conditioner in your checked baggage. Any liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) won't be allowed on. Pointed or sharp objects, like your trusty Swiss Army knife, and dangerous products which are explosive or flammable, such as aerosol cans, spray paint and gasoline, are also banned.

What to wear on a flight:

  • The aisles of an aircraft are no place for a fashion parade. Layer up with comfy clothing and go for shoes that are flat and easy to remove.
  • Deep vein thrombosis (DVT) is a risk on long-distance flights. It's the result of blood clotting due to inactivity and poor circulation, so do some gentle foot and leg exercises in your seat and consider wearing compression socks.

How to get through airport security fast when flying to Oak Park?
As seasoned travellers know, the secret is to be organized before you get to security. That way, you'll be stepping onto that plane to Oak Park in no time flat. Follow these helpful tips and get your trip off to a terrific start:

  • Your travel documents and ID will need to be presented to security personnel. Keep them handy so you don't have to dig around for them.
  • Time to strip down. Well kind of. Your belt, jacket, keys and other small items, like your headphones, will be required to go through the X-ray machine. Make the whole process easier by removing them as your turn draws near.
  • For just a few minutes, you'll need to unplug from technology. Your phone, laptop and any other electronics will also need to be sent through the scanner.
  • Remove all gels and liquids from your hand luggage. They usually need to be sent through the X-ray machine separately. Each item 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.
  • Choosing your footwear wisely can save you several minutes. Boots and heavy shoes are often required to be removed and X-rayed separately. Slip-on sneakers usually aren't.
  • Airlines won't allow any sharp or pointed objects in your hand luggage. If you must bring these kinds of items, pack them safely in your checked luggage.

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

Trending flights to Oak Park

Prices were available within the past 7 days and start at CA $157 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
Fri, Nov. 14 - Mon, Nov. 17
YYZ
Toronto
ORD
Chicago
CA $244 Roundtrip, found 1 day ago
CA $244
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Nov. 14 from Toronto to Chicago, returning Mon, Nov. 17, priced at CA $244 found 1 day ago
*Available to Expedia members.