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Kissimmee

$41+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MCO
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
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 32 days in advance, depart on a Thursday or Tuesday and return on a Thursday

Cheap 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 December 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:44 amORF - MCO
1 stop4h 52mMultiple Airlines
Tue 1/64:40 pmMCO - ORF
Nonstop2h 05mMultiple Airlines
Deal found 12/20$129
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/303:11 pmORF - MCO
Nonstop2h 16mMultiple Airlines
Wed 1/144:26 pmMCO - ORF
Nonstop1h 59mMultiple Airlines
Deal found 12/22$154
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/303:11 pmORF - MCO
Nonstop2h 16mMultiple Airlines
Sun 1/117:50 pmMCO - ORF
Nonstop2h 00mMultiple Airlines
Deal found 12/22$170
This Travelocity deal was found by Cheapflights users on 12/22. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:11 pmORF - MCO
Nonstop2h 16mFrontier
Mon 1/125:20 amMCO - ORF
1 stop5h 25mFrontier
Deal found 12/22$201
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/303:11 pmORF - MCO
Nonstop2h 16mMultiple Airlines
Mon 1/126:00 amMCO - ORF
1 stop12h 38mMultiple Airlines
Deal found 12/22$218
This Priceline deal was found by Cheapflights users on 12/21. 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 12/3111:44 amORF - MCO
1 stop4h 52mMultiple Airlines
Mon 1/56:45 amMCO - ORF
1 stop7h 21mMultiple Airlines
Deal found 12/21$219

Find 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$78
(Kiwi.com)

One-way from

$41
(Expedia)

Popular in

December

Cheapest in

September

Average price

$291
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. 8% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 23, 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

Thu 2/5

7:33 pm-11:59 pm

1 stop4h 26m

Orlando

Sun 2/8

7:50 pm-9:50 pm

Nonstop2h 00m

$95

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 1/12

12:25 pm-5:27 pm

1 stop5h 02m

Orlando

Thu 1/15

2:38 pm-4:44 pm

Nonstop2h 06m

$110

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 1/12

6:45 am-8:57 am

Nonstop2h 12m

Orlando

Wed 1/14

9:46 pm-6:38 pm

2 stops20h 52m

$144

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 4/15

8:24 pm-7:34 am

1 stop11h 10m

Orlando

Fri 4/17

2:54 pm-4:53 pm

Nonstop1h 59m

$153

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Mon 1/5

8:20 am-10:35 am

Nonstop2h 15m

Orlando

Sun 1/11

7:10 am-4:50 pm

1 stop9h 40m

$155

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 1/28

12:40 pm-6:35 pm

1 stop5h 55m

Orlando

Wed 2/11

1:25 pm-3:25 pm

Nonstop2h 00m

$167

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 1/21

4:10 pm-6:25 pm

Nonstop2h 15m

Orlando

Wed 1/28

1:30 pm-3:30 pm

Nonstop2h 00m

$167

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Sun 1/25

6:11 pm-12:03 am

1 stop5h 52m

Orlando

Thu 1/29

7:00 am-2:53 pm

1 stop7h 53m

$177

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Tue 1/20

10:20 am-6:40 pm

2 stops8h 20m

Orlando

Tue 1/27

7:00 am-12:05 pm

1 stop5h 05m

$182

NorfolkOrlando

ORF - MCO

ORFMCO

Norfolk

Wed 1/14

5:00 pm-9:09 pm

1 stop4h 09m

Orlando

Sun 1/18

5:00 am-9:32 am

1 stop4h 32m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/21

Showing 1-10 of 22 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 December 19, 2025.

Booking 32 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 December 23, 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 10% 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 December 20, 2025.

Travelers seeking maximum savings on their Virginia Beach to Kissimmee flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Wednesday 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 December 23, 2025.

The most flights from V1B to K1S are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 December 23, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest, 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.
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Boarding

8.4

Comfort

8.2

Crew

8.8

Entertainment

6.7

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
249 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Boarding

8.4

Comfort

8.2

Crew

8.8

Entertainment

6.7

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
8.0
Very good
4,253 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Boarding

8.4

Comfort

8.2

Crew

8.8

Entertainment

6.7

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,054 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Boarding

8.4

Comfort

8.2

Crew

8.8

Entertainment

6.7

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Spirit Airlines
6.3
Okay
8,197 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Boarding

8.4

Comfort

8.2

Crew

8.8

Entertainment

6.7

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.8
Fair
3,076 reviews
Breeze Airways
8.2
Very good
249 reviews

Overall

8.2

Boarding

8.4

Comfort

8.2

Crew

8.8

Entertainment

6.7

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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, Frontier, and Breeze Airways fly from Virginia Beach to Kissimmee in about 2h 15m. The time it takes to get you to your destination can typically vary by up to 2h 47m. Airlines will cover a distance of 655 mi. This flight may include one or multiple stops.

  • 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 $37 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $38 and Breeze Airways from $54 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 (81%), Southwest( 78%).

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

    Looking at all options, your cheapest flight can be booked for $40. While the most popular route (Norfolk - Orlando) can be booked for $58 on average, our data indicates $162 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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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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$158FlexibilityNo cancel feeOn-time65%
FrontierCheapest$54Average$157FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$75Average$131FlexibilityNo cancel feeOn-time88%
SouthwestCheapest$100Average$336FlexibilityNo cancel feeOn-time63%
Breeze AirwaysCheapest$101Average$221FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$116Average$235FlexibilityNo cancel feeOn-time62%
DeltaCheapest$134Average$352FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$166Average$353FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$205Average$430FlexibilityNo cancel feeOn-time69%

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