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Kissimmee

$42+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
May 3 — May 101
Sat 5/3
Sat 5/10
1 adult, Economy
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Cheapflights Tip: The best prices from Virginia Beach to Kissimmee are usually found in March or February, 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 April 28, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$88
(Cheapflightsfares)

One-way from

$42
(FlightHub)

Popular in

October

Cheapest in

March

Average price

$236
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. 7% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 28, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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.
Sat 5/1012:13 pmORF - MCO
Nonstop2h 03mMultiple Airlines
Thu 5/158:25 amMCO - ORF
Nonstop2h 06mMultiple Airlines
Deal found 4/26$88
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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.
Thu 5/811:21 amORF - MCO
Nonstop2h 07mFrontier
Sun 5/118:25 amMCO - ORF
Nonstop2h 06mFrontier
Deal found 4/27$92
This Cheapflightsfares deal was found by Cheapflights users on 4/27. 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.
Tue 5/65:09 pmORF - MCO
Nonstop2h 12mSpirit Airlines
Tue 5/138:29 amMCO - ORF
Nonstop2h 00mSpirit Airlines
Deal found 4/27$95
This JetBlue deal was found by Cheapflights users on 4/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 pmORF - MCO
1 stop5h 59mJetBlue
Wed 6/48:00 amMCO - ORF
1 stop9h 05mJetBlue
Deal found 4/27$209
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/277:40 pmORF - MCO
1 stop4h 44mDelta
Tue 6/38:00 amMCO - ORF
1 stop3h 50mDelta
Deal found 4/27$293
This Southwest deal was found by Cheapflights users on 4/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2711:10 amORF - MCO
1 stop7h 20mSouthwest
Tue 6/33:35 pmMCO - ORF
2 stops6h 20mSouthwest
Deal found 4/27$308

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 April 28, 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

Sat 5/10

12:13 pm-2:16 pm

Nonstop2h 03m

Orlando

Thu 5/15

8:25 am-10:31 am

Nonstop2h 06m

$88

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 5/8

11:21 am-1:28 pm

Nonstop2h 07m

Orlando

Sun 5/11

8:25 am-10:31 am

Nonstop2h 06m

$92

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 5/6

5:09 pm-7:21 pm

Nonstop2h 12m

Orlando

Tue 5/13

8:29 am-10:29 am

Nonstop2h 00m

$95

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 5/28

6:00 pm-11:59 pm

1 stop5h 59m

Orlando

Wed 6/4

8:00 am-5:05 pm

1 stop9h 05m

$209

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 5/27

7:00 am-12:50 pm

1 stop5h 50m

Orlando

Wed 6/4

5:30 am-11:50 am

1 stop6h 20m

$293

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 5/27

11:10 am-6:30 pm

1 stop7h 20m

Orlando

Tue 6/3

3:35 pm-9:55 pm

2 stops6h 20m

$308

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 5/29

12:13 pm-2:16 pm

Nonstop2h 03m

$42

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 5/8

11:21 am-1:28 pm

Nonstop2h 07m

$48

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 6/5

11:35 am-7:07 am

1 stop19h 32m

$85

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Thu 6/26

5:57 pm-12:26 am

1 stop6h 29m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 15 results
1
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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 April 18, 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 April 28, 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 March 30, 2025.

Travelers seeking maximum savings on their Virginia Beach to Kissimmee flight should consider departing on Monday evenings when fares are most often at their lowest. Friday 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 April 28, 2025.

The most flights from V1B to K1S are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 April 28, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Virginia Beach to Kissimmee have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,927 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,694 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $42 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $48 and JetBlue from $115 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 (95%), Southwest (80%), JetBlue( 76%).

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

    Looking at all options, your cheapest flight can be booked for $41. While the most popular route (Norfolk - Orlando) can be booked for $89 on average our data indicates $179 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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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 April 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$39Average$150FlexibilityNo cancel feeOn-time65%
FrontierCheapest$50Average$158FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$76Average$135FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$108Average$200FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$122Average$258FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$144Average$378FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$151Average$361FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$166Average$332FlexibilityNo cancel feeOn-time71%
DeltaCheapest$176Average$339FlexibilityNo cancel feeOn-timeN/A

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