Cheap Flights to Osceola County from $66 (2026/2027)

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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 19 - Wed, Oct 21
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$64 Roundtrip, found 4 hours ago
$64
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Oct 19 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Oct 21, priced at $64 found 4 hours ago
Mon, Oct 19 - Tue, Oct 20
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$69 Roundtrip, just found
$69
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 19 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Tue, Oct 20, priced at $69 just found
Tue, Dec 15 - Wed, Dec 16
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$74 Roundtrip, just found
$74
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 15 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Dec 16, priced at $74 just found
Wed, Dec 2 - Thu, Dec 3
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$86 Roundtrip, found 1 hour ago
$86
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Newark Liberty Intl. Airport to Orlando Intl., returning Thu, Dec 3, priced at $86 found 1 hour ago
Tue, Jan 19 - Thu, Jan 28
BWI
Baltimore Washington Intl. Thurgood Marshall
VRB
Vero Beach Municipal
$163 Roundtrip, found 23 hours ago
$163
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Tue, Jan 19 from Baltimore Washington Intl. Thurgood Marshall to Vero Beach Municipal, returning Thu, Jan 28, priced at $163 found 23 hours ago
Thu, Mar 11 - Thu, Mar 18
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Mar 11 from Newark Liberty Intl. Airport to Orlando Intl., returning Thu, Mar 18, priced at $227 found 3 days ago
Tue, Dec 1 - Wed, Dec 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Dec 1 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Dec 2, priced at $237 found 1 day ago
Wed, Oct 7 - Thu, Oct 22
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$246 Roundtrip, found 3 days ago
$246
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Thu, Oct 22, priced at $246 found 3 days ago
OriginDestinationTravel DatesFlights From*
MSYOrlandoOctober 2 to October 3$95
CLTOrlandoDecember 7 to December 14$110
EWROrlandoDecember 2 to December 5$157
DTWLakelandDecember 7 to December 14$164
LGAOrlandoDecember 2 to December 9$168
JFKOrlandoOctober 4 to October 8$219
JFKMelbourneNovember 14 to November 18$227
LGAMelbourneOctober 1 to October 6$250
EWRMelbourneOctober 1 to October 6$271
LGAVero BeachOctober 28 to November 4$324
CLTVero BeachOctober 23 to October 31$376
CLTMelbourneOctober 24 to October 31$387
DTWMelbourneDecember 12 to December 20$395
DTWVero BeachOctober 16 to October 18$479
EWRVero BeachNovember 19 to December 3$606
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MSYOrlandoSeptember 12 to September 14$204
CLTOrlandoSeptember 11 to September 13$244
EWROrlandoSeptember 12 to September 19$294
DTWOrlandoSeptember 11 to September 14$314
LGAOrlandoSeptember 12 to September 19$329
CLTVero BeachSeptember 12 to September 19$366
JFKMelbourneSeptember 13 to September 20$443
CLTMelbourneSeptember 11 to September 14$458
JFKOrlandoSeptember 12 to September 19$463
EWRMelbourneSeptember 12 to September 17$463
EWRVero BeachSeptember 13 to September 17$953
*Prices include taxes and fees

Best Osceola County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Westgate River Ranch Resort & Rodeo
3.5-star property

Westgate River Ranch Resort & Rodeo

Oct 2 - Oct 4

2 night stay

San Juan (SJU) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $699, price is now $360 per person
$360
per person
found 1 day ago
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
4.0-star property

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Nov 16 - Nov 22

6 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • Coach
Price was $1,931, price is now $959 per person
$959
per person
found 1 day ago
Westgate Blue Tree Resort in Lake Buena Vista
3.5-star property

Westgate Blue Tree Resort in Lake Buena Vista

Nov 16 - Nov 22

6 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $943, price is now $531 per person
$531
per person
found 1 day ago
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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! (5,607 reviews)
"Honestly the best location available since we planned our trip accordingly for Disney. Everything was in a 10min radius with a Walmart across the street. Staff was super helpful, room was clean, breakfast had many options and tasted good! The hotel overall was above expectation and I definitely will ..."

Reviewed on Sep 4, 2026

Opens in a new windowKompose Boutique Resort at Theme Parks
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.
Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3 out of 5
5200 West Irlo Bronson Memorial Highway Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
8.6/10 Excellent! (3,212 reviews)
"Clean and beautiful property, geared toward families with younger children, but absolutely delightful. I didn't have a chance to use the pool, but it was very nice, with almost elegant furniture that made a relaxing retreat. The room was wonderful, nicely decorated and very comfortable-- and slightly ..."

Reviewed on Sep 4, 2026

Opens in a new windowMagic Moment Resort & Kids Club, Dazzler Select by Wyndham
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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 aparthotel 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.
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 $64 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, $64 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 $64 and $953. 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.
How long is the average flight to Osceola County?
The length of your direct flight to Osceola County is dependent on your departure location. To give you an idea of what to expect, here are the average flight times for a number of leading routes to Osceola County:

  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 54 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 37 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 34 minutes

What can I expect on a flight to Osceola County?
This will mostly depend on where you're setting off from and which airline you fly with. You'll likely find all sorts of flights to Osceola County, from business fares to cheap flights for family vacations. On long-haul flights, your carrier will typically provide hot meals and entertainment as well as games to keep your little ones amused.