Cheap Flights to Winter Park , FL from CA $150

View CA $150 flight on Tue, Jun 9, 2026Opens in a new window

Popular airlines to Winter Park

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How much is the cheapest flight to Winter Park?

Prices were available within the past 7 days and start at CA $150 for one-way flights and CA $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Tue, Jun 9 - Wed, Jun 10
BUF
Buffalo
MCO
Orlando
CA $299 Roundtrip, found 1 hour ago
CA $299
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Jun 9 from Buffalo to Orlando, returning Wed, Jun 10, priced at CA $299 found 1 hour ago
American Airlines
Tue, Jun 23 - Mon, Jun 29
BUF
Buffalo
MCO
Orlando
CA $312 Roundtrip, just found
CA $312
Roundtrip
just found
Select American Airlines flight, departing Tue, Jun 23 from Buffalo to Orlando, returning Mon, Jun 29, priced at CA $312 just found
Air Canada
Wed, Jun 10 - Wed, Jun 17
YTZ
Toronto
MCO
Orlando
CA $323 Roundtrip, found 3 hours ago
CA $323
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Wed, Jun 10 from Toronto to Orlando, returning Wed, Jun 17, priced at CA $323 found 3 hours ago
Delta
Sat, Jun 20 - Tue, Jun 23
YYZ
Toronto
MCO
Orlando
CA $329 Roundtrip, just found
CA $329
Roundtrip
just found
Select Delta flight, departing Sat, Jun 20 from Toronto to Orlando, returning Tue, Jun 23, priced at CA $329 just found
Porter Airlines
Wed, Jun 10 - Fri, Sep 11
YYZ
Toronto
MCO
Orlando
CA $346 Roundtrip, found 3 days ago
CA $346
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Jun 10 from Toronto to Orlando, returning Fri, Sep 11, priced at CA $346 found 3 days ago

Alternative airports near Winter Park

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

Select flight to Orlando Intl. MCO. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $542
MCO
Orlando Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $542

Find the cheapest month to fly from Columbus (CMH) to Orlando (MCO)

May is typically the cheapest month to fly

From CA $110 - CA $279 per traveller.

Frequently asked questions

What is the name of Winter Park's airport?
Organize a flight to Winter Park with Expedia and you'll be hitting the tarmac at Orlando Intl. Airport (MCO).
How far is Orlando Intl. Airport from central Winter Park?
It's 19 kilometres from Orlando Intl. Airport (MCO) to downtown Winter Park. Make things easier by researching the best way of getting from the terminal to the city centre before you land.
What airport is best to fly into Winter Park?
A flight to Winter Park means touching down at Orlando Intl. Airport. Jump off the plane, grab your bags and you'll be 19 kilometres from downtown.
How many airlines fly to Winter Park?
There are 39 airlines connecting Winter Park to 153 airports from all over the globe.
Which airlines fly to Winter Park?
Most often, travellers choose to fly with United Airlines, Spirit Airlines and JetBlue when heading to Winter Park. The largest number of these flights come in from New York, with United Airlines flying this route the most frequently.
How many nonstop flights are there to Winter Park?
With around 3,585 direct flights operating each week, you'll be touching down in Winter Park before you can ask, "Are we there yet?"
Where are the most popular flights to Winter Park departing from?
Flights to Winter Park from New York, Atlanta and Newark airports are in high demand.
How long is the flight to Winter Park Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to see. From New York to Winter Park, the average flight time is 3 hours and 5 minutes. From Atlanta it's around 1 hour and 31 minutes, and from Newark it's 3 hours and 1 minute.
How to book the cheapest flight to Winter Park?
Don't leave locking in your flight to Winter Park until the last possible moment. That's one move savvy jet-setters use to get the best prices. Booking well in advance means more options and more affordable flights. Also, do some online research and compare your options. If your destination has multiple airports, you may be able to nab a terrific price by flying into one a little farther out. Finally, another easy way to save some cash is be ready to book at a moment's notice. If you spot an amazing deal, don't think twice — grab it while you can.
Do you have any tips for my flight to Winter Park?
If you're poorly prepared, airports and flying can be a real challenge. But there's no need to panic. Follow these handy tips for a worry-free start to your getaway in Winter Park. What to pack in your hand luggage:

  • Flying can be a comfortable experience if you carry the right gear. Firstly, you'll need toiletry items, such as lip balm and hand cream, a fresh change of clothes and a magazine or two. Next, leave space in your carry-on bag for your electronic gadgets, chargers, any daily medications and maybe a cozy neck pillow too. Last, but definitely not least, don't forget to bring your passport, travel docs and some cash.

Do not pack the following items in your hand luggage:

  • While the list of prohibited items differs between airlines, the general rule of thumb is nothing flammable, sharp or explosive. This includes screwdrivers, knives, fireworks and fuel. Sporting equipment like baseball bats, and items that could injure passengers, such as firearms and swords, can't come on board with you either.

What to wear on a flight:

  • Comfort should be your top priority when deciding what to wear on board. Loose clothing is a wise option, as are flat, slightly roomy shoes.
  • Deep vein thrombosis (DVT), a blood clotting condition caused by extended periods of inactivity, can be a risk on long-haul flights. Make a point of walking around the cabin or do some gentle exercises in your seat to promote better circulation.

How to get through airport security fast when flying to Winter Park?
The answer is simple — be prepared. We've rounded up some top tips for a hassle-free trip through airport security. Look out Winter Park, here you come:

  • Security personnel first need to see that you have a valid ID and matching travel documents before anything else. Have them in your hand, ready for inspection.
  • Next up, both you and your carry-on luggage will be X-rayed. To make the process quick and painless, take off anything that is likely to set the alarm off. Items like your belt, coat and headphones need to go through the machine.
  • Electronic devices like phones and laptops will also have to go through the machine to be scanned. No need to worry though, you'll be back online before you know it.
  • Travelling with a new perfume? Not a problem. As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a clear zip-close bag, it's OK to bring with you in your carry-on.
  • There's a chance you'll be asked to remove your shoes for scanning, so wearing slip-on shoes is always a smart idea.
  • 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 Winter 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 Winter Park. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Winter 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 Winter 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 Winter Park.

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

Travel information

Destination airport
Orlando Intl.
Destination airport IATA code
MCO
Destination city name
Orlando
Roundtrip price
CA $298

Trending flights to Winter Park

Prices were available within the past 7 days and start at CA $150 for one-way flights and CA $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue, Jun 16 - Wed, Jun 17
YHM
Hamilton
MCO
Orlando
CA $321 Roundtrip, found 22 hours ago
CA $321
Roundtrip
found 22 hours ago
Select Air Canada flight, departing Tue, Jun 16 from Hamilton to Orlando, returning Wed, Jun 17, priced at CA $321 found 22 hours ago

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