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Kissimmee

$43+ Cheap flights from Virginia Beach, VA to Kissimmee, FL

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheapflights Tip: The best prices from Virginia Beach to Kissimmee are usually found in September or May, booked 31 days in advance, depart on a Thursday or Monday and return on a Thursday

Find flight deals from Virginia Beach to Kissimmee

Cheapest flights from Virginia Beach to Kissimmee
Explore the most affordable flight options available from Virginia Beach to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Super.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:40 pmORF - MCO
Nonstop2h 18mSpirit Airlines
Wed 12/244:40 pmMCO - ORF
Nonstop2h 05mSpirit Airlines
Deal found 11/19$90
This Super.com deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:38 amORF - MCO
Nonstop2h 12mSpirit Airlines
Mon 12/85:46 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 11/18$93
This Mytrip deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:11 pmORF - MCO
1 stop11h 34mSpirit Airlines
Fri 12/125:46 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 11/20$95
This Booking.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:40 pmORF - MCO
1 stop6h 41mFrontier
Sun 12/2112:12 pmMCO - ORF
Nonstop2h 02mFrontier
Deal found 11/19$96
This Mytrip deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/229:26 pmORF - MCO
Nonstop2h 03mMultiple Airlines
Sun 11/2311:14 amMCO - ORF
Nonstop2h 01mMultiple Airlines
Deal found 11/19$98
This Super.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:38 amORF - MCO
Nonstop2h 12mSpirit Airlines
Sun 12/75:46 amMCO - ORF
Nonstop1h 57mSpirit Airlines
Deal found 11/19$99
This Cheapflightsfares deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/148:38 amORF - MCO
Nonstop2h 12mSpirit Airlines
Mon 12/224:40 pmMCO - ORF
Nonstop2h 05mSpirit Airlines
Deal found 11/18$100
This Super.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:38 amORF - MCO
Nonstop2h 12mSpirit Airlines
Fri 12/196:45 amMCO - ORF
1 stop7h 21mSpirit Airlines
Deal found 11/19$105
This Super.com deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2410:28 amORF - MCO
Nonstop2h 12mFrontier
Wed 11/268:37 amMCO - ORF
Nonstop2h 01mFrontier
Deal found 11/20$106
This Expedia deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:15 pmORF - MCO
Nonstop2h 15mMultiple Airlines
Mon 11/247:40 amMCO - ORF
Nonstop2h 03mMultiple Airlines
Deal found 11/19$108
This Super.com deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/197:40 pmORF - MCO
Nonstop2h 18mSpirit Airlines
Thu 12/254:40 pmMCO - ORF
Nonstop2h 05mSpirit Airlines
Deal found 11/20$109
This Priceline deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/171:56 pmORF - MCO
Nonstop2h 15mMultiple Airlines
Wed 12/244:40 pmMCO - ORF
Nonstop2h 05mMultiple Airlines
Deal found 11/19$111

Cheap flight deals from Virginia Beach to Kissimmee

Keep the following information in mind while searching for Virginia Beach to Kissimmee flight deals. Data was last updated November 20, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$89
(Kiwi.com)

One-way from

$43
(Kiwi.com)

Popular in

November

Cheapest in

September

Average price

$280
Provider with most accurate pricing for Norfolk-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Orlando (ORL) flights.
Search Deals
From Virginia Beach to Kissimmee
Search Deals
One-way flight from Virginia Beach to Kissimmee
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Virginia Beach to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 20, 2025.
Use the filters below to find and compare flights from Virginia Beach to Kissimmee that are best for you.

Fly from

Virginia Beach

Fly to

Kissimmee

Route

Depart

Return

Price

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 12/19

7:40 pm-9:58 pm

Nonstop2h 18m

Orlando

Wed 12/24

4:40 pm-6:45 pm

Nonstop2h 05m

$109

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 12/1

4:57 pm-7:12 pm

Nonstop2h 15m

Orlando

Fri 12/5

10:50 am-1:00 pm

Nonstop2h 10m

$113

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 1/13

4:10 pm-6:20 pm

Nonstop2h 10m

Orlando

Thu 1/15

9:15 am-11:10 am

Nonstop1h 55m

$117

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 12/23

7:40 pm-9:58 pm

Nonstop2h 18m

Orlando

Sat 12/27

10:00 am-12:10 pm

Nonstop2h 10m

$121

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 12/20

9:25 pm-7:45 am

1 stop10h 20m

Orlando

Tue 12/23

4:40 pm-6:45 pm

Nonstop2h 05m

$128

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 1/8

10:20 am-6:40 pm

2 stops8h 20m

Orlando

Sun 1/11

9:15 am-11:10 am

Nonstop1h 55m

$143

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 1/26

7:31 pm-11:54 pm

1 stop4h 23m

Orlando

Thu 1/29

6:00 am-6:36 pm

1 stop12h 36m

$156

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 12/5

7:55 am-10:10 am

Nonstop2h 15m

Orlando

Mon 12/15

9:10 am-11:20 am

Nonstop2h 10m

$158

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 12/14

8:38 am-10:50 am

Nonstop2h 12m

$49

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 2/18

4:00 pm-6:10 pm

Nonstop2h 10m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 18 results
1
2

Best time to book a flight from Virginia Beach to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Virginia Beach with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Virginia Beach to Kissimmee

How far ahead should I book a flight from Virginia Beach to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Virginia Beach to Kissimmee. Price data was last updated on November 14, 2025.

Booking 31 days in advance of your planned departure date is, on average, the best time to get cheap flights from Virginia Beach to Kissimmee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Virginia Beach to Kissimmee?

Currently, September is the cheapest month in which you can book a flight from Virginia Beach to Kissimmee (average of $42). Flying from Virginia Beach to Kissimmee in June is currently the most expensive (average of $83). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from V1B to K1S?

Find hourly flight availability from Virginia Beach to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Virginia Beach to Kissimmee in the afternoon. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Virginia Beach to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Kissimmee. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Virginia Beach to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated November 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and American Airlines from Virginia Beach to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,047 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,159 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,104 reviews
Southwest
8.0
Very good
4,251 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Virginia Beach to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Virginia Beach to Kissimmee?

    Airlines like Spirit Airlines, Breeze Airways, and Southwest fly from Virginia Beach to Kissimmee in about 2h 10m. The time it takes to get you to your destination is usually consistent. Airlines will cover a distance of 655 mi. All flights are typically nonstop.

  • What are the cheapest airlines to fly from Virginia Beach to Kissimmee one-way?

    One-way options have recently been found by users for as low as $49 on Spirit Airlines. Other airlines that offer cheap prices include Southwest from $59 and Breeze Airways from $64 one-way.

  • What are the most reliable airlines from Virginia Beach to Kissimmee?

    Before booking your flight to Kissimmee from Virginia Beach, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (84%), JetBlue (82%), Southwest( 80%).

  • What are the cheapest flights from Virginia Beach to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $39. While the most popular route (Norfolk - Orlando) can be booked for $59 on average, our data indicates $171 when flying from Virginia Beach to Kissimmee.

  • Can I find deals for flights from Virginia Beach to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Virginia Beach to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Virginia Beach to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Virginia Beach to Kissimmee.

  • Can I find deals for business class flights from Virginia Beach to Kissimmee?

    Yes. Cheapflights offers flight deals from Virginia Beach to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Virginia Beach to Kissimmee?

    Currently, September is the cheapest month in which you can book a flight from Virginia Beach to Kissimmee (average of $42). Flying from Virginia Beach to Kissimmee in June is currently the most expensive (average of $83). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Virginia Beach to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Virginia Beach to Kissimmee

Discover the top 9 airlines that operate flights from Virginia Beach to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$169FlexibilityNo cancel feeOn-time65%
FrontierCheapest$50Average$145FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$75Average$131FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$103Average$219FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$103Average$343FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$117Average$256FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$349FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$166Average$351FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$205Average$445FlexibilityNo cancel feeOn-time69%

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