Flights To Osceola County - Cheap Flights Starting at CA $165

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Osceola County's top cities

A tree-lined pathway leading to a body of water.

St. Cloud

Flights
St. Cloud
A dense cluster of red flowers with green foliage.

Poinciana

Flights
Poinciana

How Much Does it Cost To Fly To Osceola County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Oct 26 - Fri, Oct 30
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $292 Roundtrip, just found
CA $292
Roundtrip
just found
Select Flair Airlines flight, departing Mon, Oct 26 from Pearson Intl. to Orlando Intl., returning Fri, Oct 30, priced at CA $292 just found
Sun, Nov 1 - Fri, Nov 6
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $297 Roundtrip, found 1 day ago
CA $297
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Sun, Nov 1 from Pearson Intl. to Orlando Intl., returning Fri, Nov 6, priced at CA $297 found 1 day ago
Sun, Oct 25 - Thu, Oct 29
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $310 Roundtrip, found 1 day ago
CA $310
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Sun, Oct 25 from Pearson Intl. to Orlando Intl., returning Thu, Oct 29, priced at CA $310 found 1 day ago
Mon, Nov 9 - Thu, Nov 19
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $314 Roundtrip, found 1 day ago
CA $314
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Mon, Nov 9 from Pearson Intl. to Orlando Intl., returning Thu, Nov 19, priced at CA $314 found 1 day ago
Mon, Oct 26 - Mon, Nov 2
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $377 Roundtrip, just found
CA $377
Roundtrip
just found
Select WestJet flight, departing Mon, Oct 26 from Pearson Intl. to Orlando Intl., returning Mon, Nov 2, priced at CA $377 just found
Mon, Oct 26 - Wed, Oct 28
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $379 Roundtrip, found 6 days ago
CA $379
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Oct 26 from Pearson Intl. to Orlando Intl., returning Wed, Oct 28, priced at CA $379 found 6 days ago
Wed, Nov 11 - Wed, Nov 11
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $379 Roundtrip, found 6 days ago
CA $379
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Nov 11 from Pearson Intl. to Orlando Intl., returning Wed, Nov 11, priced at CA $379 found 6 days ago
Mon, Oct 26 - Mon, Nov 2
YYZ
Pearson Intl.
MCO
Orlando Intl.
CA $383 Roundtrip, just found
CA $383
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Oct 26 from Pearson Intl. to Orlando Intl., returning Mon, Nov 2, priced at CA $383 just found
Fri, Nov 27 - Sun, Dec 6
YOW
Macdonald-Cartier Intl.
MCO
Orlando Intl.
CA $432 Roundtrip, found 3 days ago
CA $432
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Fri, Nov 27 from Macdonald-Cartier Intl. to Orlando Intl., returning Sun, Dec 6, priced at CA $432 found 3 days ago
OriginDestinationTravel datesFlights from*
MSYOrlandoOctober 2 to October 5CA $245
LGAOrlandoAugust 31 to September 9CA $252
EWROrlandoSeptember 14 to September 19CA $252
JFKOrlandoSeptember 12 to September 19CA $280
DTWOrlandoSeptember 11 to September 18CA $307
JFKVero BeachJuly 25 to August 1CA $309
CLTOrlandoAugust 4 to August 11CA $487
CLTMelbourneAugust 1 to August 4CA $594
DTWMelbourneOctober 19 to October 26CA $598
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MSYOrlandoJuly 12 to July 15CA $379
EWROrlandoJuly 12 to July 16CA $531
LGAOrlandoJuly 10 to July 13CA $601
JFKOrlandoJuly 10 to July 12CA $625
DTWOrlandoJuly 10 to July 15CA $979
CLTOrlandoJuly 10 to July 12CA $1,098
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

Aug 22 - Aug 29

7 night stay

Montreal (YUL) to Orlando (MCO)

United • Non-stop roundtrip • Coach
Price was CA $1,510, price is now CA $868 per person
CA $868
per person
found 23 hours ago
Westgate Vacation Villas Resort
4.0-star property

Westgate Vacation Villas Resort

Jul 11 - Jul 18

7 night stay

Montreal (YUL) to Orlando (MCO)

Delta • Non-stop roundtrip • Coach
Price was CA $3,808, price is now CA $1,594 per person
CA $1,594
per person
found 1 day ago
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

Jul 11 - Jul 18

7 night stay

Montreal (YUL) to Orlando (MCO)

Delta • Non-stop roundtrip • Coach
Price was CA $1,641, price is now CA $957 per person
CA $957
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Montreal to Osceola County
View all trips

Travelers ❤️ These Osceola County 🏨

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
9.4/10 Exceptional! (4,756 reviews)
"Great place to stay with family, everything you need to enjoy your stay. If a soft pillow bothers you, do bring your own, as the pillows are very soft. Otherwise, our family had a great time here. I would recommend it, as it is also close to most places to shop and eat out."

Reviewed on Jul 8, 2026

Opens in a new windowKompose Boutique Resort at Theme Parks
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Town and Disney's Typhoon Lagoon Water Park are located nearby.
8.4/10 Very good! (2,803 reviews)
"Great location incredible breakfast. Good place to stay"

Reviewed on Jul 7, 2026

Opens in a new windowHoliday Inn & Suites Orlando SW - Celebration Area by IHG
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
8.8/10 Excellent! (3,654 reviews)
"El hotel es precioso, y tiene muy buena higiene, No hay mucha diversión en las noches . Pero por lo demás es excelente!"

Reviewed on Jul 8, 2026

Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Town and ESPN Wide World of Sports Complex are located nearby.
8.6/10 Excellent! (4,478 reviews)
"This was a perfect place to stay with a teenage boy having his own bedroom and kitchen. I highly recommend considering staying at this location."

Reviewed on Jul 7, 2026

Opens in a new windowVacation Village Orlando, Celebration
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Osceola County?
Within the last seven days, the cheapest roundtrip flight to Osceola County cost CA $245 on our site. Check out our excellent deals, book your tickets and look forward to your next exciting getaway. This price was available on Travelocity for flights to Osceola County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Osceola County?
Leave October clear in your calendar, because it's the cheapest month to head to Osceola County. That's according to Travelocity's direct flight demand between January and December last year. With more money in your pocket, you can upgrade your hotel booking, go to a concert or whatever else you'd like to do.
How can I check my flight status to Osceola County?
Get alerts about your flight status, any gate changes and more with Trips. This convenient portal is located at the top right of our homepage and is where you can view and manage your bookings. Create your account in seconds and away you go. Or, download the Travelocity app and look up the details of your flight to Osceola County while you're on the go — and even when you're offline. The app can sort out all your booking needs. Whether you want to organize transportation to or from the airport or share itinerary details with any members of your family flying with you, our trusty app has your back.
How do I find the best deals on flights to Osceola County?
One easy way to find an amazing deal is to be flexible with your dates. Start by searching for your flight to Osceola County, then click on the "Flexible dates" box at the top of the page. This will allow you to compare prices for the surrounding days. Like more advice? Book in advance. To give you an idea of costs, CA $245 was the most affordable price for a roundtrip flight to Osceola County in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Osceola County with Travelocity?
If you're chasing cheap flights to Osceola County, you'll uncover some top deals with Travelocity. From cheap family flights with low-cost airlines to flexible ticket options, we can help with your journey. Enjoy a hassle-free trip with our 24/7 customer support, Price Match Guarantee and free cancellations with most hotels and activities. Start packing your bags and get set to step onboard a plane to this interesting destination.
What are the most popular flight routes to Osceola County?
With great connections, booking flights to Osceola County is stress-free. Here's a selection of the main flight routes to this must-see travel destination:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 3,839 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 3,536 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2,769 flights a month.

How much is a flight to Osceola County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Osceola County were between CA $245 and CA $1,098. When you're ready to jet off, Travelocity will help you find a fare that won't blow your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.