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Kissimmee

$126+ Cheap flights from Valparaiso, FL (VPS) 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — MCO
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Valparaiso to Kissimmee

Cheapest flights from Valparaiso to Kissimmee
Explore the most affordable flight options available from Valparaiso to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Delta deal was found by Cheapflights users on 1/25. 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 2/245:11 pm
VPS
-
MCO
1 stop3h 47m
Delta
Tue 3/37:45 pm
MCO
-
VPS
1 stop4h 18m
Delta
Deal found 1/25$254
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:59 am
VPS
-
MCO
1 stop5h 59m
American Airlines
Wed 3/48:30 pm
MCO
-
VPS
1 stop4h 29m
American Airlines
Deal found 1/26$257
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:49 pm
VPS
-
MCO
2 stops9h 39m
American Airlines
Tue 3/33:55 pm
MCO
-
VPS
1 stop7h 20m
American Airlines
Deal found 1/25$259
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/174:07 pm
VPS
-
MCO
1 stop17h 24m
Multiple Airlines
Sat 2/216:54 pm
MCO
-
VPS
1 stop26h 04m
Multiple Airlines
Deal found 1/26$265
This Delta deal was found by Cheapflights users on 1/25. 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.
Wed 3/47:05 am
VPS
-
MCO
1 stop4h 55m
Delta
Sun 3/812:00 pm
MCO
-
VPS
1 stop5h 08m
Delta
Deal found 1/25$290
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:49 pm
VPS
-
MCO
2 stops9h 39m
American Airlines
Sat 2/286:59 pm
MCO
-
VPS
1 stop6h 00m
American Airlines
Deal found 1/25$311
This American Airlines deal was found by Cheapflights users on 1/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:13 am
VPS
-
MCO
1 stop6h 42m
American Airlines
Wed 7/227:01 pm
MCO
-
VPS
1 stop5h 49m
American Airlines
Deal found 1/26$314
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:53 pm
VPS
-
MCO
1 stop5h 12m
American Airlines
Fri 4/178:15 pm
MCO
-
VPS
1 stop4h 35m
American Airlines
Deal found 1/25$320
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:43 am
VPS
-
MCO
2 stops10h 34m
American Airlines
Sat 4/188:15 pm
MCO
-
VPS
1 stop4h 35m
American Airlines
Deal found 1/25$325
This Southwest deal was found by Cheapflights users on 1/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
VPS
-
MCO
1 stop6h 10m
Southwest
Wed 3/46:10 am
MCO
-
VPS
2 stops8h 10m
Southwest
Deal found 1/26$331

Find flight deals from Valparaiso to Kissimmee

Keep the following information in mind while searching for Valparaiso to Kissimmee flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$254
(Delta)

One-way from

$126
(Delta)

Popular in

April

Cheapest in

March

Average price

$207
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Orlando (ORL) flights.
Search Deals
From Valparaiso Destin-Ft Walton Beach to Kissimmee
Search Deals
One-way flight from Valparaiso Destin-Ft Walton Beach to Kissimmee
Search Deals
High demand for flights, 10% potential price rise
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso 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 January 27, 2026.
Use the filters below to find and compare flights from Valparaiso to Kissimmee that are best for you.

Fly from

Valparaiso

Fly to

Kissimmee

Route

Depart

Return

Price

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Wed 2/25

5:11 pm-12:03 am

1 stop5h 52m

Orlando

Wed 3/4

5:30 am-8:33 am

1 stop4h 03m

$254

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Tue 2/24

4:38 pm-11:47 pm

1 stop6h 09m

Orlando

Tue 3/3

4:55 pm-10:15 pm

1 stop6h 20m

$254

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Sat 2/21

5:12 pm-12:03 am

1 stop5h 51m

Orlando

Sat 2/28

5:30 am-8:33 am

1 stop4h 03m

$254

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Tue 2/24

5:11 pm-9:58 pm

1 stop3h 47m

Orlando

Tue 3/3

7:45 pm-11:03 pm

1 stop4h 18m

$254

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Wed 2/25

7:59 am-2:58 pm

1 stop5h 59m

Orlando

Wed 3/4

8:30 pm-11:59 pm

1 stop4h 29m

$257

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Tue 2/17

4:07 pm-10:31 am

1 stop17h 24m

Orlando

Sat 2/21

6:54 pm-7:58 pm

1 stop26h 04m

$265

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Thu 6/11

4:53 pm-12:10 am

1 stop6h 17m

Orlando

Tue 6/16

6:12 am-12:02 pm

1 stop6h 50m

$320

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Fri 4/10

7:24 pm-1:04 am

1 stop4h 40m

Orlando

Wed 4/15

5:30 am-8:32 am

1 stop4h 02m

$320

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Fri 3/6

7:42 am-3:33 pm

1 stop6h 51m

Orlando

Fri 3/6

7:45 pm-11:59 pm

1 stop5h 14m

$327

ValparaisoOrlando

VPS - MCO

VPSMCO

Valparaiso Destin-Ft Walton Beach

Wed 2/25

5:11 pm-12:03 am

1 stop5h 52m

$126

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 17 results
1
2

Best time to book a flight from Valparaiso to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Valparaiso 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 Valparaiso to Kissimmee

What is the cheapest month to book a flight from Valparaiso, Florida to Kissimmee?

Currently, February is the cheapest month in which you can book a flight from Valparaiso, Florida to Kissimmee (average of $50). Flying from Valparaiso, Florida to Kissimmee in December is currently the most expensive (average of $132). 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.

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 January 27, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Valparaiso to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,118 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,118 reviews
Delta
7.9
Good
8,118 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,197 reviews
Delta
7.9
Good
8,118 reviews

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

  • What airport do you fly from for flights from Valparaiso to Kissimmee?

    Valparaiso Destin-Ft Walton Beach (VPS), located 3.1 mi from the city center, is the airport you fly out of when you book flights from Valparaiso to Kissimmee. 2 airlines have flights from Destin-Ft Walton Beach to Kissimmee on a regular basis. Booking flights from Valparaiso Destin-Ft Walton Beach to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • How long is the flight from Valparaiso, Florida to Kissimmee?

    A quick flight from Valparaiso, Florida to Kissimmee can take about 5h 52m. Delta provides one of the quickest options available for as low as $254. Airlines will cover a distance of 345 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

  • How can I find direct flights from Valparaiso to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Valparaiso 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 Valparaiso, Florida to Kissimmee?

    Currently, February is the cheapest month in which you can book a flight from Valparaiso, Florida to Kissimmee (average of $50). Flying from Valparaiso, Florida to Kissimmee in December is currently the most expensive (average of $132). 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 2 airlines flying from Valparaiso to Kissimmee

Discover the top 2 airlines that operate flights from Valparaiso 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$210Average$437FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$277Average$480FlexibilityNo cancel feeOn-time71%

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