A rural landscape with a field of tall grass, two grain silos, and a wooden barn under a colorful sky.

Cheap Flights to Headingley from CA $86

View CA $86 flight on Sun, Oct 11, 2026Opens in a new window

Popular airlines to Headingley

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

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

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

How much is the cheapest flight to Headingley?

Prices were available within the past 7 days and start at CA $86 for one-way flights and CA $149 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Sat, Sep 19 - Sun, Sep 20
YTZ
Toronto
YWG
Winnipeg
CA $188 Roundtrip, found 3 hours ago
CA $188
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Sat, Sep 19 from Toronto to Winnipeg, returning Sun, Sep 20, priced at CA $188 found 3 hours ago
Flair Airlines
Sat, Aug 15 - Tue, Aug 18
YEG
Edmonton
YWG
Winnipeg
CA $202 Roundtrip, found 4 hours ago
CA $202
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Sat, Aug 15 from Edmonton to Winnipeg, returning Tue, Aug 18, priced at CA $202 found 4 hours ago
Air Canada
Sun, Oct 11 - Tue, Oct 13
YYZ
Toronto
YWG
Winnipeg
CA $211 Roundtrip, just found
CA $211
Roundtrip
just found
Select Air Canada flight, departing Sun, Oct 11 from Toronto to Winnipeg, returning Tue, Oct 13, priced at CA $211 just found
WestJet
Mon, Sep 28 - Thu, Oct 15
YYZ
Toronto
YWG
Winnipeg
CA $211 Roundtrip, just found
CA $211
Roundtrip
just found
Select WestJet flight, departing Mon, Sep 28 from Toronto to Winnipeg, returning Thu, Oct 15, priced at CA $211 just found
Air Transat
Sat, Oct 10 - Mon, Oct 12
YHM
Hamilton
YWG
Winnipeg
CA $245 Roundtrip, just found
CA $245
Roundtrip
just found
Select Air Transat flight, departing Sat, Oct 10 from Hamilton to Winnipeg, returning Mon, Oct 12, priced at CA $245 just found

Find the cheapest month to fly from Columbus (CMH) to Winnipeg (YWG)

April is typically the cheapest month to fly

From CA $509 - CA $844 per traveller.

Frequently asked questions

What is the name of Headingley's airport?
Organize a flight to Headingley with Expedia and you'll be touching down at Winnipeg James Armstrong Richardson Intl. Airport (YWG).
How far is Winnipeg James Armstrong Richardson Intl. Airport (YWG) from central Headingley?
If you plan on staying in central Headingley, it's a good idea to work out how you'll get into the city before you arrive. The downtown area is 13 kilometres from YWG.
What airport is best to fly into Headingley?
A flight to Headingley means hitting the tarmac at Winnipeg Airport. Step off the plane, gather your bags and you'll be 13 kilometres from the downtown area.
How many airlines fly to Headingley?
There are 10 air carriers that jet into Headingley from 36 airports across the globe.
Which airlines fly to Headingley?
Air Canada, WestJet and Porter Airlines are the most frequent fliers to Headingley. The majority of flights come in from Toronto, with Air Canada offering the most services on this route.
How many nonstop flights are there to Headingley?
Planning an awesome Headingley escape is a piece of cake when there are 401 nonstop flights each week to get you there.
Where are the most popular flights to Headingley departing from?
A large number of flights to Headingley set off from Toronto, Calgary and Vancouver airports.
How long is the flight to Headingley Airport?
If you're going to Headingley from Toronto, you'll have a flight duration of 2 hours and 44 minutes. Those setting off from Calgary can expect to be airborne for 2 hours and 5 minutes. From Vancouver it's roughly 2 hours and 48 minutes away.
How to book the cheapest flight to Headingley?
Don't leave booking your flight to Headingley until the last moment. That's one move savvy jet-setters use to get the best deals. Booking ahead means more choices and more affordable flights. Also, shop around and compare your options. If your destination has more than one airport, you may be able to score a great price by flying into one that's farther away. Last of all, another simple way to save some money is be ready to book at a moment's notice. If you stumble on an amazing bargain, don't think twice — snap it up while the opportunity's there.
Do you have any tips for my flight to Headingley?
If you're poorly prepared, airports and flying can be tough. But there's no need to panic. Follow these handy hints for a worry-free start to your getaway in Headingley. What to pack in your hand luggage:

  • Air travel can be a cruisy experience if you pack the right things. First of all you'll need basic toiletries, such as deodorant and a toothbrush, a clean set of clothes and a good book. Next, find room in your carry-on bag for your electronic gadgets, chargers, any medications and perhaps a neck pillow as well. Lastly, and most importantly, don't forget to bring your passport, travel papers and some cash.

Do not pack the following items in your hand luggage:

  • While the list of banned items can differ between airlines, the general rule of thumb is avoid carrying anything sharp, flammable or explosive. This includes screwdrivers, pocket knives, fuel and fireworks. Sports equipment like ice skates, and items that could harm other people, such as guns and swords, can't come on board with you either.

What to wear on a flight:

  • Go for comfort over style. Prepare for temperature changes by wearing layers, and opt for flat, closed-toe footwear like sneakers.
  • Deep vein thrombosis (DVT) is a risk on long-haul flights. It results from blood clots forming due to poor circulation and inactivity, so do some gentle leg and foot exercises in your seat and consider wearing compression socks or tights.

How to get through airport security fast when flying to Headingley?
Being organized before you arrive at the airport will make your trip to Headingley a piece of cake. Read through our useful tips for a speedy journey past security:

  • Airport security personnel first need to determine that you have a valid ID and matching travel documents before you can proceed any further. Keep them within easy reach.
  • Next up, both you and your hand luggage will be X-rayed. To make the process quick and painless, remove anything that might set the alarms off. Items such as your belt, coat and earphones need to go through the machine.
  • For just a few minutes, you'll have to unplug from the digital world. Your phone, laptop and any other electronics will also need to be sent through the scanner.
  • Any liquids or gels, such as shampoo or hairspray, that you want to bring on board need to be in containers no larger than 3.4 ounces (100 millilitres). Also, everything must fit inside a quart-size (one litre), clear zip-lock bag.
  • Slip-on shoes are a practical footwear choice as you're less likely to be required to remove them when passing through security. Safety boots and heavier-style shoes are usually subjected to extra screening.
  • Airlines won't allow any sharp items or pocket knives in your carry-on luggage. If you need to bring these kinds of items, check them in.

Book with confidence

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

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 Headingley 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 Headingley.

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

Travel information

Destination airport
Winnipeg James Armstrong Richardson Intl.
Destination airport IATA code
YWG
Destination city name
Winnipeg
Roundtrip price
CA $149

Trending flights to Headingley

Prices were available within the past 7 days and start at CA $86 for one-way flights and CA $149 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Thu, Sep 17 - Thu, Sep 17
YHM
Hamilton
YWG
Winnipeg
CA $149 Roundtrip, just found
CA $149
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 17 from Hamilton to Winnipeg, returning Thu, Sep 17, priced at CA $149 just found

Explore a world of travel with Expedia

*Available to Expedia members.