Cheap Flights to Osceola County (2026/2027)

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St. Cloud

Flights
St. Cloud
OriginDestinationTravel DatesFlights From*
EWROrlandoSeptember 5 to September 12$158
JFKVero BeachJune 16 to June 16$181
JFKOrlandoAugust 12 to August 17$187
LGAMelbourneAugust 8 to August 10$207
LGAVero BeachJuly 1 to July 4$207
DTWOrlandoSeptember 2 to September 12$213
CLTVero BeachJune 23 to June 29$223
CLTOrlandoJuly 7 to July 8$228
EWRMelbourneJuly 7 to July 11$273
EWRVero BeachJuly 23 to July 28$277
DTWMelbourneSeptember 2 to September 5$309
JFKMelbourneJuly 10 to July 15$341
DTWVero BeachSeptember 11 to September 19$360
CLTMelbourneSeptember 4 to September 8$385
MSYMelbourneAugust 14 to August 16$406
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKVero BeachJune 5 to June 7$153
JFKMelbourneJune 6 to June 13$243
LGAMelbourneJune 6 to June 13$243
EWROrlandoJune 6 to June 11$275
MSYOrlandoJune 5 to June 7$279
LGAOrlandoJune 6 to June 11$286
JFKOrlandoJune 5 to June 30$299
CLTOrlandoJune 6 to June 23$301
EWRMelbourneJune 6 to June 13$323
DTWOrlandoJune 5 to June 19$337
LGAVero BeachJune 5 to June 6$360
CLTVero BeachJune 5 to June 7$460
CLTMelbourneJune 6 to June 7$462
DTWVero BeachJune 7 to June 11$708
*Prices include taxes and fees

Best Osceola County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

Jul 3 - Jul 10

7 night stay

Boston (BOS) to Orlando (MCO)

Delta • Coach

Orlando (MCO) to Boston (BOS)

Frontier Airlines • Coach
Price was $1,672, price is now $490 per person
$490
per person
found 1 day ago
Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

Jul 13 - Jul 20

7 night stay

Boston (BOS) to Orlando (MCO)

American Airlines • Coach

Orlando (MCO) to Boston (BOS)

Frontier Airlines • Coach
Price was $1,659, price is now $673 per person
$673
per person
found 1 day ago
Westgate Towers Resort
3.5-star property

Westgate Towers Resort

Jul 1 - Jul 8

7 night stay

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

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,066, price is now $569 per person
$569
per person
found 1 day ago
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Travelers ❤️ These Osceola County 🏨

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 Old Town and ESPN Wide World of Sports Complex are located nearby.
8.6/10 Excellent! (4,232 reviews)
"We booked this hotel for a long weekend for my son's soccer tournament. I briefly looked through the description and photos when I did my research. I was looking for location, a pool, and a room that accommodated 6 people. to my surprise, it was more than I could have expected. I honestly thought ..."

Reviewed on May 29, 2026

Opens in a new windowVacation Village Orlando, Celebration
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! (4,197 reviews)
"I was in town on business and this is an absolutely terrific hotel on a budget price for families or anybody. Great pool, rooms, lazy river, all the things!! Will stay again for sure. Close to Disney and very accessible."

Reviewed on May 29, 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! (3,598 reviews)
"Great"

Reviewed on May 29, 2026

Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
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Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 out of 5
2900 Parkway Blvd Kissimmee FL
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Hollywood Studios® are located nearby.
8.2/10 Very Good! (3,020 reviews)
"The check in staff and others were very friendly and helpful. Property is older but well maintained. It is large and sometimes a little confusing to find your way around. Would like to have had breakfast included but there is an area where you can purchase different items which saves money vs the ..."

Reviewed on May 29, 2026

Opens in a new windowDelta Hotels by Marriott 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 $153 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 September 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, $153 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 $153 and $708. 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.