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 21 hours ago
$76
Roundtrip
found 21 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 21 hours ago
Sun, Sep 20 - Sun, Sep 27
CVG
Cincinnati - Northern Kentucky Intl.
MLB
Orlando Melbourne Intl.
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Sun, Sep 20 from Cincinnati - Northern Kentucky Intl. to Orlando Melbourne Intl., returning Sun, Sep 27, priced at $80 found 2 hours ago
Mon, Sep 14 - Fri, Sep 18
ABE
Lehigh Valley Intl.
MLB
Orlando Melbourne Intl.
$84 Roundtrip, found 6 days ago
$84
Roundtrip
found 6 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 6 days ago
Mon, Nov 23 - Thu, Nov 26
GRR
Gerald R. Ford Intl.
SFB
Orlando Sanford Intl.
$94 Roundtrip, found 19 hours ago
$94
Roundtrip
found 19 hours ago
Select Allegiant Air flight, departing Mon, Nov 23 from Gerald R. Ford Intl. to Orlando Sanford Intl., returning Thu, Nov 26, priced at $94 found 19 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 1 day ago
$102
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Oct 19 from Lehigh Valley Intl. to Orlando Intl., returning Fri, Oct 23, priced at $102 found 1 day ago
Tue, Nov 3 - Sat, Nov 7
CVG
Cincinnati - Northern Kentucky Intl.
MCO
Orlando Intl.
$106 Roundtrip, found 18 hours ago
$106
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Tue, Nov 3 from Cincinnati - Northern Kentucky Intl. to Orlando Intl., returning Sat, Nov 7, priced at $106 found 18 hours ago
Thu, Dec 10 - Thu, Dec 17
GRR
Gerald R. Ford Intl.
MCO
Orlando Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 10 from Gerald R. Ford Intl. to Orlando Intl., returning Thu, Dec 17, priced at $108 found 1 day ago
OriginDestinationTravel DatesFlights From*
MSYOrlandoOctober 2 to October 3$95
EWROrlandoDecember 2 to December 9$96
DTWOrlandoDecember 7 to December 10$109
CLTOrlandoOctober 27 to October 30$115
DTWLakelandDecember 7 to December 14$164
JFKOrlandoOctober 4 to October 7$219
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
CLTVero BeachSeptember 19 to September 26$400
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*
MSYOrlandoSeptember 6 to September 17$272
CLTOrlandoSeptember 5 to September 6$319
DTWOrlandoSeptember 6 to September 8$324
LGAOrlandoSeptember 5 to September 12$324
EWROrlandoSeptember 6 to September 11$345
JFKOrlandoSeptember 6 to September 20$408
LGAMelbourneSeptember 5 to September 8$410
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
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
4.0-star property

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Oct 8 - Oct 15

7 night stay

Boston (BOS) to Orlando (MCO)

Breeze Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,231, price is now $1,165 per person
$1,165
per person
found 1 day ago
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0-star property

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Oct 17 - Oct 24

7 night stay

Boston (BOS) to Orlando (MCO)

Frontier Airlines • Roundtrip • Coach
Price was $973, price is now $508 per person
$508
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.
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! (3,752 reviews)
"Rooms clean, staff friendly and respectful. Food is amazing, pools are clean."

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.