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Kissimmee

$50+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
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Cheapflights Tip: The best prices from Virginia Beach to Kissimmee are usually found in May or March, booked 31 days in advance, depart on a Tuesday or Monday and return on a Thursday

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 July 1, 2025.

Round-trip from

$97
(Kiwi.com)

One-way from

$50
(Priceline)

Popular in

November

Cheapest in

May

Average price

$227
From Virginia Beach to Kissimmee
Search Deals
One-way flight from Virginia Beach to Kissimmee
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
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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 July 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/195:20 pmORF - MCO
Nonstop2h 08mMultiple Airlines
Mon 8/256:56 pmMCO - ORF
Nonstop2h 11mMultiple Airlines
Deal found 6/29$97
This FlightHub deal was found by Cheapflights users on 6/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:20 pmORF - MCO
Nonstop2h 08mSpirit Airlines
Fri 8/222:26 pmMCO - ORF
Nonstop1h 59mSpirit Airlines
Deal found 6/30$98
This Priceline deal was found by Cheapflights users on 6/30. 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.
Sun 8/172:03 pmORF - MCO
Nonstop2h 12mFrontier
Fri 8/226:00 amMCO - ORF
1 stop9h 18mFrontier
Deal found 6/30$110

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 July 1, 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

Sun 9/7

4:57 pm-7:06 pm

Nonstop2h 09m

Orlando

Fri 9/12

2:39 pm-4:43 pm

Nonstop2h 04m

$97

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Fri 8/15

5:20 pm-7:28 pm

Nonstop2h 08m

Orlando

Fri 8/22

2:26 pm-4:25 pm

Nonstop1h 59m

$98

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 8/17

2:03 pm-4:15 pm

Nonstop2h 12m

Orlando

Fri 8/22

6:00 am-3:18 pm

1 stop9h 18m

$110

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 8/24

5:34 pm-7:42 pm

Nonstop2h 08m

$50

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 8/28

10:02 pm-12:13 am

Nonstop2h 11m

$72

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 9/9

6:15 am-11:57 am

1 stop5h 42m

$79

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 8/14

7:45 pm-12:03 am

1 stop4h 18m

$84

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 8/14

3:00 pm-10:20 pm

2 stops7h 20m

$94

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sat 9/6

12:42 pm-7:52 pm

1 stop7h 10m

$96

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 7/17

9:05 am-7:15 pm

1 stop10h 10m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 11 results
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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 June 27, 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, May is the cheapest month in which you can book a flight from Virginia Beach to Kissimmee (average of $206). Flying from Virginia Beach to Kissimmee in November is currently the most expensive (average of $289). 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 July 1, 2025.

When flying from Virginia Beach to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 June 29, 2025.

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

Weekly flight availability from Virginia Beach to Kissimmee

Explore weekly flight availability from Virginia Beach to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 1, 2025.

The most flights from V1B to K1S are scheduled on a Monday (6 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (3 on average).

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 July 1, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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
4,273 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,273 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,858 reviews
Southwest
8.0
Very good
4,273 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,919 reviews
Southwest
8.0
Very good
4,273 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,273 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $50 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $51 and United Airlines from $79 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: JetBlue (86%), Azul (85%), Spirit Airlines( 76%).

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

    Looking at all options, your cheapest flight can be booked for $48. While the most popular route (Norfolk - Orlando) can be booked for $95 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, May is the cheapest month in which you can book a flight from Virginia Beach to Kissimmee (average of $206). Flying from Virginia Beach to Kissimmee in November is currently the most expensive (average of $289). 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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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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$43Average$164FlexibilityNo cancel feeOn-time65%
FrontierCheapest$50Average$142FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$135FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$107Average$203FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$127Average$256FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$144Average$375FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$147Average$353FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$167Average$328FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$342FlexibilityNo cancel feeOn-timeN/A

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