Cheap Flights to Osceola County from $40 (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, Aug 17 - Thu, Aug 20
CVG
Cincinnati - Northern Kentucky Intl.
SFB
Orlando Sanford Intl.
$76 Roundtrip, found 1 day ago
$76
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Aug 17 from Cincinnati - Northern Kentucky Intl. to Orlando Sanford Intl., returning Thu, Aug 20, priced at $76 found 1 day ago
Sun, Aug 23 - Sun, Aug 30
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Allegiant Air flight, departing Sun, Aug 23 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Sun, Aug 30, priced at $80 just found
Thu, Aug 20 - Sun, Aug 23
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$83 Roundtrip, found 2 hours ago
$83
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Aug 20 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Sun, Aug 23, priced at $83 found 2 hours ago
Fri, Aug 28 - Fri, Sep 4
ABE
Lehigh Valley Intl.
MLB
Orlando Melbourne Intl.
$84 Roundtrip, just found
$84
Roundtrip
just found
Select Allegiant Air flight, departing Fri, Aug 28 from Lehigh Valley Intl. to Orlando Melbourne Intl., returning Fri, Sep 4, priced at $84 just found
Sat, Aug 22 - Sat, Aug 29
CVG
Cincinnati - Northern Kentucky Intl.
SFB
Orlando Sanford Intl.
$86 Roundtrip, found 3 hours ago
$86
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Sat, Aug 22 from Cincinnati - Northern Kentucky Intl. to Orlando Sanford Intl., returning Sat, Aug 29, priced at $86 found 3 hours ago
Thu, Oct 29 - Thu, Nov 5
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$87 Roundtrip, found 5 hours ago
$87
Roundtrip
found 5 hours ago
Select Allegiant Air flight, departing Thu, Oct 29 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Thu, Nov 5, priced at $87 found 5 hours ago
Mon, Aug 31 - Thu, Sep 3
ABE
Lehigh Valley Intl.
SFB
Orlando Sanford Intl.
$92 Roundtrip, found 22 hours ago
$92
Roundtrip
found 22 hours ago
Select Allegiant Air flight, departing Mon, Aug 31 from Lehigh Valley Intl. to Orlando Sanford Intl., returning Thu, Sep 3, priced at $92 found 22 hours ago
Mon, Oct 19 - Thu, Oct 22
CVG
Cincinnati - Northern Kentucky Intl.
MCO
Orlando Intl.
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Oct 19 from Cincinnati - Northern Kentucky Intl. to Orlando Intl., returning Thu, Oct 22, priced at $92 found 4 days ago
OriginDestinationTravel DatesFlights From*
EWROrlandoSeptember 11 to September 15$106
DTWOrlandoAugust 26 to August 26$117
JFKMelbourneAugust 11 to August 18$201
LGAMelbourneAugust 8 to August 11$201
JFKOrlandoSeptember 22 to October 1$207
CLTOrlandoSeptember 24 to September 27$208
JFKVero BeachAugust 9 to August 9$212
LGAVero BeachAugust 6 to August 17$238
EWRMelbourneOctober 28 to November 3$277
DTWMelbourneSeptember 2 to September 5$316
CLTVero BeachSeptember 17 to September 19$341
CLTMelbourneOctober 23 to October 31$385
DTWVero BeachAugust 19 to August 26$413
EWRVero BeachSeptember 26 to October 3$498
MSYVero BeachOctober 25 to October 29$1,223
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKVero BeachJuly 18 to August 15$294
CLTOrlandoJuly 17 to August 16$297
EWROrlandoJuly 19 to July 27$386
DTWOrlandoJuly 18 to July 25$398
MSYOrlandoJuly 19 to July 21$402
JFKOrlandoJuly 17 to July 22$405
LGAOrlandoJuly 18 to July 20$429
EWRMelbourneJuly 17 to July 21$440
CLTMelbourneJuly 18 to July 19$460
DTWVero BeachJuly 17 to July 19$927
LGAVero BeachJuly 17 to July 24$1,565
*Prices include taxes and fees

Best Osceola County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
2.0-star property

Seasons Florida Resort

Oct 3 - Oct 10

7 night stay

Boston (BOS) to Orlando (MCO)

Breeze Airways • Roundtrip • Coach
Price was $627, price is now $288 per person
$288
per person
found 1 day ago
Westgate Towers Resort
3.5-star property

Westgate Towers Resort

Sep 23 - Sep 30

7 night stay

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Price was $762, price is now $326 per person
$326
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Sep 17 - Sep 22

5 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,108, price is now $514 per person
$514
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! (4,871 reviews)
"The hotel is beautiful well maintained only complaint is there is no desk or chair in the room"

Reviewed on Jul 16, 2026

Opens in a new windowKompose Boutique Resort at Theme Parks
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 ESPN Wide World of Sports Complex and Disney's Typhoon Lagoon Water Park are located nearby.
8.6/10 Excellent! (4,545 reviews)
"The staff is great. Just make sure your room is the room you are looking for online is the same you are paying for. The website shows two different rooms on the same page so you think you are getting one thing but you get another. Overall, the room was very nice just not the one I thought I was ..."

Reviewed on Jul 15, 2026

Opens in a new windowVacation Village Orlando, Celebration
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
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Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Disney Springs™ and Disney's Typhoon Lagoon Water Park are located nearby.
Opens in a new windowPalazzo Lakeside Hotel
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 $76 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 August 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, $76 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 $76 and $1,565. 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.