Cheap Flights to Osceola County from $33 (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.

Wed, Jan 6 - Wed, Jan 13
BWI
Baltimore Washington Intl. Thurgood Marshall
MCO
Orlando Intl.
$66 Roundtrip, found 2 hours ago
$66
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Jan 6 from Baltimore Washington Intl. Thurgood Marshall to Orlando Intl., returning Wed, Jan 13, priced at $66 found 2 hours ago
Mon, Jan 11 - Thu, Jan 14
CVG
Cincinnati - Northern Kentucky Intl.
SFB
Orlando Sanford Intl.
$81 Roundtrip, found 3 hours ago
$81
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Mon, Jan 11 from Cincinnati - Northern Kentucky Intl. to Orlando Sanford Intl., returning Thu, Jan 14, priced at $81 found 3 hours ago
Mon, Jan 25 - Mon, Feb 1
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$83 Roundtrip, found 3 hours ago
$83
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Mon, Jan 25 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Mon, Feb 1, priced at $83 found 3 hours ago
Mon, Nov 16 - Tue, Nov 17
CVG
Cincinnati - Northern Kentucky Intl.
MCO
Orlando Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Nov 16 from Cincinnati - Northern Kentucky Intl. to Orlando Intl., returning Tue, Nov 17, priced at $88 found 2 hours ago
Mon, Dec 7 - Tue, Dec 8
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$157 Roundtrip, found 21 hours ago
$157
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Newark Liberty Intl. Airport to Orlando Intl., returning Tue, Dec 8, priced at $157 found 21 hours ago
Thu, Dec 3 - Sun, Dec 6
BWI
Baltimore Washington Intl. Thurgood Marshall
VRB
Vero Beach Municipal
$163 Roundtrip, found 1 day ago
$163
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Baltimore Washington Intl. Thurgood Marshall to Vero Beach Municipal, returning Sun, Dec 6, priced at $163 found 1 day ago
Sat, Jan 9 - Sat, Jan 9
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$194 Roundtrip, found 11 hours ago
$194
Roundtrip
found 11 hours ago
Select United flight, departing Sat, Jan 9 from Newark Liberty Intl. Airport to Orlando Intl., returning Sat, Jan 9, priced at $194 found 11 hours ago
Sat, Dec 5 - Sat, Dec 12
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$199 Roundtrip, found 1 hour ago
$199
Roundtrip
found 1 hour ago
Select Delta flight, departing Sat, Dec 5 from John F. Kennedy Intl. to Orlando Intl., returning Sat, Dec 12, priced at $199 found 1 hour ago
Sat, Dec 12 - Wed, Dec 16
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Dec 12 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Dec 16, priced at $199 just found
Tue, Dec 8 - Tue, Dec 8
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Dec 8 from John F. Kennedy Intl. to Orlando Intl., returning Tue, Dec 8, priced at $213 found 1 day ago
Wed, Nov 18 - Mon, Nov 23
JFK
John F. Kennedy Intl.
MLB
Orlando Melbourne Intl.
$243 Roundtrip, found 3 hours ago
$243
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Nov 18 from John F. Kennedy Intl. to Orlando Melbourne Intl., returning Mon, Nov 23, priced at $243 found 3 hours ago
OriginDestinationTravel DatesFlights From*
CLTOrlandoNovember 9 to November 12$60
DTWOrlandoJanuary 30 to February 3$110
DTWLakelandDecember 4 to December 7$150
EWROrlandoNovember 15 to November 18$191
LGAMelbourneJanuary 16 to January 23$199
JFKOrlandoDecember 5 to December 12$199
JFKMelbourneNovember 18 to November 23$243
EWRMelbourneNovember 10 to November 14$313
DTWMelbourneJanuary 12 to January 17$394
CLTMelbourneJanuary 13 to January 16$401
JFKVero BeachNovember 5 to November 8$442
CLTVero BeachNovember 9 to November 16$470
DTWVero BeachNovember 11 to November 18$478
EWRVero BeachNovember 10 to November 17$499
LGAVero BeachNovember 30 to December 4$718
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLTOrlandoOctober 23 to October 27$185
MSYOrlandoOctober 25 to October 28$228
EWROrlandoOctober 25 to October 31$259
LGAOrlandoOctober 24 to November 2$314
JFKOrlandoOctober 24 to October 26$501
LGAMelbourneOctober 25 to October 26$549
DTWMelbourneOctober 23 to October 26$555
DTWOrlandoOctober 23 to November 1$619
EWRMelbourneOctober 25 to October 26$753
CLTMelbourneOctober 25 to October 26$921
JFKVero BeachOctober 23 to October 24$998
*Prices include taxes and fees

Best Osceola County Flight and Hotel Packages

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

Nov 3 - Nov 10

7 night stay

Boston (BOS) to Orlando (MCO)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,114, price is now $516 per person
$516
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

Dec 22 - Dec 27

5 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,638, price is now $835 per person
$835
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Dec 30 - Jan 4

5 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Coach

Orlando (MCO) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,644, price is now $852 per person
$852
per person
found 1 day ago
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See all available trips from Boston to Osceola County
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Travelers ❤️ These Osceola County 🏨

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
4736 W Irlo Bronson Hwy Memorial Kissimmee FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
9/10 Wonderful! (4,056 reviews)
"."

Reviewed on Oct 19, 2026

Opens in a new windowSeasons Florida Resort
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.
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.
8.8/10 Excellent! (3,789 reviews)
"Great stay, spacious rooms, relaxing environment, quieter than the hotels closer to the Disney hot spots."

Reviewed on Oct 18, 2026

Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
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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.
8.6/10 Excellent! (5,195 reviews)
"Great place to stay for the price"

Reviewed on Oct 18, 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 $60 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 January 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, $60 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 $60 and $998. 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.