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.

Thu, Nov 12 - Thu, Nov 19
CVG
Cincinnati - Northern Kentucky Intl.
SFB
Orlando Sanford Intl.
$76 Roundtrip, found 12 hours ago
$76
Roundtrip
found 12 hours ago
Select Allegiant Air flight, departing Thu, Nov 12 from Cincinnati - Northern Kentucky Intl. to Orlando Sanford Intl., returning Thu, Nov 19, priced at $76 found 12 hours ago
Sun, Nov 8 - Thu, Nov 12
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Nov 8 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Thu, Nov 12, priced at $80 found 1 day ago
Thu, Sep 24 - Thu, Oct 1
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$83 Roundtrip, found 1 day ago
$83
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Sep 24 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Thu, Oct 1, priced at $83 found 1 day ago
Mon, Sep 14 - Fri, Sep 18
ABE
Lehigh Valley Intl.
MLB
Orlando Melbourne Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Sep 14 from Lehigh Valley Intl. to Orlando Melbourne Intl., returning Fri, Sep 18, priced at $84 found 5 days ago
Thu, Nov 12 - Thu, Nov 19
CVG
Cincinnati - Northern Kentucky Intl.
SFB
Orlando Sanford Intl.
$86 Roundtrip, found 2 days ago
$86
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Nov 12 from Cincinnati - Northern Kentucky Intl. to Orlando Sanford Intl., returning Thu, Nov 19, priced at $86 found 2 days ago
Sun, Sep 13 - Sun, Sep 20
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$87 Roundtrip, found 17 hours ago
$87
Roundtrip
found 17 hours ago
Select Allegiant Air flight, departing Sun, Sep 13 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Sun, Sep 20, priced at $87 found 17 hours ago
Sat, Oct 24 - Thu, Oct 29
ABE
Lehigh Valley Intl.
SFB
Orlando Sanford Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select Allegiant Air flight, departing Sat, Oct 24 from Lehigh Valley Intl. to Orlando Sanford Intl., returning Thu, Oct 29, priced at $97 found 4 days ago
Mon, Oct 19 - Fri, Oct 23
ABE
Lehigh Valley Intl.
MCO
Orlando Intl.
$102 Roundtrip, found 16 hours ago
$102
Roundtrip
found 16 hours ago
Select Allegiant Air flight, departing Mon, Oct 19 from Lehigh Valley Intl. to Orlando Intl., returning Fri, Oct 23, priced at $102 found 16 hours ago
OriginDestinationTravel DatesFlights From*
EWROrlandoDecember 3 to December 9$86
DTWOrlandoOctober 31 to November 2$108
CLTOrlandoOctober 27 to October 30$115
DTWLakelandDecember 7 to December 14$164
LGAOrlandoDecember 2 to December 8$168
JFKOrlandoOctober 5 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
DTWMelbourneNovember 7 to November 14$335
CLTMelbourneOctober 24 to October 31$387
DTWVero BeachOctober 16 to October 18$479
EWRVero BeachNovember 19 to December 3$606
JFKVero BeachOctober 4 to October 8$606
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLTOrlandoSeptember 5 to September 11$259
MSYOrlandoSeptember 5 to September 17$285
EWROrlandoSeptember 6 to October 5$288
DTWOrlandoSeptember 6 to September 9$334
LGAOrlandoSeptember 6 to September 8$355
LGAMelbourneSeptember 5 to September 8$410
JFKOrlandoSeptember 5 to September 13$449
EWRMelbourneSeptember 5 to September 8$462
JFKVero BeachSeptember 5 to September 8$534
EWRVero BeachSeptember 5 to September 7$1,195
*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 $637, price is now $287 per person
$287
per person
found 1 day ago
The Delaney Hotel
3.5-star property

The Delaney Hotel

Nov 7 - Nov 10

3 night stay

Boston (BOS) to Orlando (MCO)

Breeze Airways • Coach

Orlando (MCO) to Boston (BOS)

Southwest Airlines • Coach
Price was $1,412, price is now $718 per person
$718
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 17 - Nov 22

5 night stay

Boston (BOS) to Orlando (MCO)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $785, price is now $421 per person
$421
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! (5,582 reviews)
"Todo"

Reviewed on Sep 3, 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.
8.8/10 Excellent! (3,750 reviews)
"Very friendly staff - felt welcome all stay long. The property is beautiful! We went to the H2O park included in the stay. The pools at the resort were also amazing!"

Reviewed on Sep 3, 2026

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! (3,209 reviews)
"Perfect family-friendly hotel for us. Our only issue was the dirt build-up in the overflow hole in the sink in both rooms we had at the hotel."

Reviewed on Sep 3, 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 $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 November 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 $1,195. 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.