$55 Cheap flights to Osceola County

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Top places to visit in Osceola County

St. Cloud Lakefront Park Florida stock photo royalty free
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St. Cloud

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Delonix regia tree in bloom
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Poinciana

Poinciana

Cheap flights to Osceola County from $55 One Way, $118 Round Trip

$118 return flights and $55 one-way flights to Osceola County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Sep 6 - Tue, Sep 15
EWR
New York
MCO
Orlando
$118 Roundtrip, found 18 hours ago
$118
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Sun, Sep 6 from New York to Orlando, returning Tue, Sep 15, priced at $118 found 18 hours ago
Tue, Oct 6 - Tue, Oct 13
EWR
New York
MCO
Orlando
$177 Roundtrip, found 20 hours ago
$177
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Tue, Oct 6 from New York to Orlando, returning Tue, Oct 13, priced at $177 found 20 hours ago
Thu, Sep 10 - Thu, Sep 17
EWR
New York
MCO
Orlando
$187 Roundtrip, found 3 hours ago
$187
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from New York to Orlando, returning Thu, Sep 17, priced at $187 found 3 hours ago
Tue, Jul 21 - Sat, Jul 25
JFK
New York
VRB
Vero Beach
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jul 21 from New York to Vero Beach, returning Sat, Jul 25, priced at $187 found 1 day ago
Tue, Oct 6 - Tue, Oct 13
EWR
New York
MCO
Orlando
$187 Roundtrip, found 20 hours ago
$187
Roundtrip
found 20 hours ago
Select United flight, departing Tue, Oct 6 from New York to Orlando, returning Tue, Oct 13, priced at $187 found 20 hours ago
Wed, Aug 19 - Sat, Aug 22
JFK
New York
MCO
Orlando
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Aug 19 from New York to Orlando, returning Sat, Aug 22, priced at $197 found 12 hours ago
Sun, Aug 30 - Sun, Sep 6
PUJ
Punta Cana
SFB
Orlando
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Select Arajet flight, departing Sun, Aug 30 from Punta Cana to Orlando, returning Sun, Sep 6, priced at $240 found 4 days ago
Wed, Aug 26 - Wed, Sep 2
PUJ
Punta Cana
MCO
Orlando
$379 Roundtrip, just found
$379
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Aug 26 from Punta Cana to Orlando, returning Wed, Sep 2, priced at $379 just found
Tue, Feb 23 - Tue, Mar 9
GRU
São Paulo
SFB
Orlando
$401 Roundtrip, found 14 hours ago
$401
Roundtrip
found 14 hours ago
Select Arajet flight, departing Tue, Feb 23 from São Paulo to Orlando, returning Tue, Mar 9, priced at $401 found 14 hours ago
Sun, Dec 6 - Sun, Dec 13
PUJ
Punta Cana
MCO
Orlando
$460 Roundtrip, just found
$460
Roundtrip
just found
Select JetBlue Airways flight, departing Sun, Dec 6 from Punta Cana to Orlando, returning Sun, Dec 13, priced at $460 just found
Thu, Oct 1 - Mon, Oct 5
PUJ
Punta Cana
MCO
Orlando
$462 Roundtrip, found 2 hours ago
$462
Roundtrip
found 2 hours ago
Select Delta flight, departing Thu, Oct 1 from Punta Cana to Orlando, returning Mon, Oct 5, priced at $462 found 2 hours ago
Sat, Jul 11 - Mon, Jul 20
PUJ
Punta Cana
MCO
Orlando
$468 Roundtrip, found 2 hours ago
$468
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Sat, Jul 11 from Punta Cana to Orlando, returning Mon, Jul 20, priced at $468 found 2 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKVero BeachJune 20 to June 27$268
MSYOrlandoJune 21 to June 27$279
CLTOrlandoJune 20 to June 29$295
LGAVero BeachJune 20 to June 24$358
LGAOrlandoJune 20 to June 26$368
EWROrlandoJune 21 to June 25$398
DTWOrlandoJune 21 to June 24$398
JFKOrlandoJune 20 to June 26$407
CLTMelbourneJune 19 to June 21$503
EWRVero BeachJune 20 to June 24$554
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Osceola County Accommodation Deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $89 total per night from Jun 17 to Jun 18
$89 total
Jun 17 - Jun 18
Total with taxes and fees
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 ...
9.4/10 Exceptional! (4,424 reviews)
"Beautiful place"

Reviewed on Jun 16, 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
$207 nightly
The price is $235 total per night from Jun 23 to Jun 24
$235 total
Jun 23 - Jun 24
Total with taxes and fees
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. ...
8.8/10 Excellent! (3,672 reviews)
"Great get away for the money. Very relaxing stay."

Reviewed on Jun 15, 2026

Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Jun 28 to Jun 29
$112 total
Jun 28 - Jun 29
Total with taxes and fees
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 ...
Opens in a new windowVacation Village Orlando, Celebration
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Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
$54 nightly
The price is $62 total per night from Jun 17 to Jun 18
$62 total
Jun 17 - Jun 18
Total with taxes and fees
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 ...
8.2/10 Very Good! (5,198 reviews)
"El desayuno y el área"

Reviewed on Jun 15, 2026

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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Osceola County

Snag some “suite” deals when you add cheap hotel rooms to Osceola County flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

Budget Prices, Luxury Life

Find mobile-only bargains on your home away from home with Orbitz cutting-edge mobile tools. Search domestic and international hotels at Orbitz On the Go. Find free travel planning apps for your iPhone, Android or iPad. You’ll always get our guaranteed low prices on your favorite hotels and flights to Osceola County.

Fun for All

While shopping Orbitz sales on Osceola County flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Osceola County flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Osceola County. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Osceola County?
With 24 airlines ready to whisk you away to Osceola County, finding the ideal flight will be a breeze. Book a fare with one of these major carriers that offer services to Orlando Intl. Airport (MCO):

  • Spirit Airlines - 274 flights to Osceola County per month
  • JetBlue - 148 flights to Osceola County per month
  • Frontier Airlines - 105 flights to Osceola County per month

What is the best airport to fly to in Osceola County?
Fly into Orlando Intl. Airport (MCO), the main entry point to Osceola County. Organizing your getaway to this region doesn't get much easier.
How much is a flight to Osceola County?
Fares for return flights fell as low as $118 this week to Osceola County, and went as high as $554. A few lucky travelers departing New York (EWR) managed to get their hands on one-way fares starting at just $55.
How to book the cheapest flight to Osceola County?
With some of the biggest and best flight deals around, you'll always jet for less with Orbitz. The following hints and tips will help you score cheap flights to Osceola County — and leave you with cash to spare:

  • Taking off from or arriving at other airports can be more affordable. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below to see what your options are.
  • If your travel plans aren't set in concrete, click on the 'Show flexible dates' link to bring up the flight deals for a selection of departure dates. You may find an even better fare.
  • To filter your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
  • The early bird catches the best savings, so purchase your seats once you've settled on your travel dates. The most affordable airfares sell out first and prices climb as the departure date nears.
  • Make even more savings on your getaway by bundling your hotel, flights and car rentals into a package with Orbitz. Your travel budget will thank you.
  • Flying during busier seasons means steep airfares. Try to plan your vacation outside of popular dates, such as Christmas, New Year's Eve and Easter.

How long is a flight to Osceola County?
Your point of origin, your departure airport and whether you have a layover — the flight duration depends on lots of things. But we've made life simple and put together the average times for three of the most common routes to Osceola County:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 50 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 38 minutes

What is the best time to book a flight to Osceola County?
Land a bargain and book your seats to Osceola County in January. If you've missed this month, don't stress. February and August often have affordable airfares as well. Just make sure you don't sleep on a sale though — cheap flights emerge and disappear in a flash!
What day of the week is the cheapest to book a flight to Osceola County?
To score an unbeatable flight deal, make a booking on a Tuesday, Wednesday or Saturday. These are usually the cheapest days to purchase flights to Osceola County.
What is the cheapest day of the week to fly to Osceola County?
According to Orbitz data from 2020, Monday is generally the best day to nab cheap flights to Osceola County. Tuesday also has wallet-friendly airfares, whereas Saturday has the highest ticket prices. Although leaving at the weekend can be more convenient, you'll have more cash to play with if you jet out at the start of the week.
What is the cheapest month to fly to Osceola County?
According to Orbitz data, you'll want to fly out in August. This is generally a great month to pick up cheap flights to Osceola County. It's worth noting that the most expensive time to get on a plane is in the month of June.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for flights that won't slap on fees for making amendments. Fill out your departure and arrival points, then select "Filter by flexible change policies." We'll show you all the options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Osceola County?
Whether you're a regular flyer or it's your first time on a plane, it's always great to be prepared on your journey. Here are a few tips and things to keep in mind:

  • You'll need to take all applicable travel documents and some identification. How much is influenced by where you're departing from. When booking, you should always use the correct name, gender and birth date as stated on your current ID.
  • A well-packed carry-on bag is just the ticket for flying in comfort. Given your flight to Osceola County is no short hop, take some snacks and activities to keep you busy. A good book or magazine will help pass the time.
  • Both air conditioning and high altitudes can create a cool environment. No matter what the weather is outside, bring a sweater along to keep warm and cozy during your flight.

How many direct flights are there to Osceola County?
Every month, there are 1,109 direct flights to Osceola County. Pick from a nice range of airlines, including Southwest Airlines, Spirit Airlines and Frontier Airlines. Other popular airlines that fly to Osceola County nonstop are Delta Air Lines, JetBlue Airways and American Airlines.
How do I get cheap first-class/business deals to Osceola County?
If you think a business or first-class fare is beyond your reach, think again. Here are just a few tips to help you pick up a premium flight to Osceola County for less:

  • Be more flexible with your travel dates and wait for huge sales on business or first-class airfares.
  • Low-cost airlines offer first or business-class seating at a fraction of the normal price. Skip the full-service carriers and look up these cheaper options.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat at the front of the plane. You can also try upgrading with points earned through a rewards program.

What is the best time to go to Osceola County?
If you want to soak up the vibe of Osceola County in the tourist season, January, February and March are the top months to visit. June 20 signals the onset of the summer season in the Northern Hemisphere and is a wonderful time to go if you love the great outdoors. During this time of year, average daily temperatures range from 75 ºF to 90 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.