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Kissimmee

$298+ Cheap flights from Casper (CPR) to Kissimmee, FL

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CPR — MCO
Feb 11 — Feb 181
Wed 2/11
Wed 2/18
1 adult, Economy
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Cheap flight deals from Casper to Kissimmee

Keep the following information in mind while searching for Casper to Kissimmee flight deals. Data was last updated January 12, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$298
(United Airlines)

Popular in

July

Cheapest in

October

Average price

$453
Provider with most accurate pricing for Casper Natrona County-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Casper Natrona County-Orlando (ORL) flights.
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From Casper Natrona County to Kissimmee
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Highest demand for flights based on searches. 14% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Casper to Kissimmee

Cheapest flights from Casper to Kissimmee
Explore the most affordable flight options available from Casper to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 12, 2026.

This United Airlines deal was found by Cheapflights users on 1/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:15 pm
CPR
-
MCO
1 stop6h 15m
United Airlines
Tue 3/108:00 am
MCO
-
CPR
1 stop8h 40m
United Airlines
Deal found 1/10$298
This United Airlines deal was found by Cheapflights users on 1/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/103:14 pm
CPR
-
MCO
1 stop6h 23m
United Airlines
Sat 4/187:00 am
MCO
-
CPR
2 stops9h 39m
United Airlines
Deal found 1/10$329
This United Airlines deal was found by Cheapflights users on 1/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/275:30 am
CPR
-
MCO
1 stop7h 55m
United Airlines
Sat 1/318:23 am
MCO
-
CPR
1 stop6h 12m
United Airlines
Deal found 1/12$348
This United Airlines deal was found by Cheapflights users on 1/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:26 am
CPR
-
MCO
1 stop8h 15m
United Airlines
Thu 3/126:00 am
MCO
-
CPR
1 stop6h 51m
United Airlines
Deal found 1/10$384
This United Airlines deal was found by Cheapflights users on 1/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:01 pm
CPR
-
MCO
1 stop9h 26m
United Airlines
Wed 7/293:30 pm
MCO
-
CPR
1 stop6h 42m
United Airlines
Deal found 1/11$388
This United Airlines deal was found by Cheapflights users on 1/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:25 pm
CPR
-
MCO
1 stop7h 43m
United Airlines
Tue 7/287:05 am
MCO
-
CPR
2 stops15h 07m
United Airlines
Deal found 1/11$394
This United Airlines deal was found by Cheapflights users on 1/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/267:00 am
CPR
-
MCO
1 stop6h 25m
United Airlines
Wed 2/48:40 am
MCO
-
CPR
1 stop8h 02m
United Airlines
Deal found 1/10$413

Cheapflights Fare Finder

 
Customize your flight search to find flights from Casper 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 12, 2026.
Use the filters below to find and compare flights from Casper to Kissimmee that are best for you.

Fly from

Casper

Fly to

Kissimmee

Route

Depart

Return

Price

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Sun 3/1

3:15 pm-11:30 pm

1 stop6h 15m

Orlando

Tue 3/10

8:00 am-2:40 pm

1 stop8h 40m

$298

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Fri 4/10

3:14 pm-11:37 pm

1 stop6h 23m

Orlando

Sat 4/18

7:00 am-2:39 pm

2 stops9h 39m

$329

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Tue 1/27

5:30 am-3:25 pm

1 stop7h 55m

Orlando

Sat 1/31

8:23 am-12:35 pm

1 stop6h 12m

$348

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Thu 3/5

11:26 am-9:41 pm

1 stop8h 15m

Orlando

Thu 3/12

6:00 am-10:51 am

1 stop6h 51m

$384

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Mon 1/26

7:00 am-3:25 pm

1 stop6h 25m

Orlando

Wed 2/4

8:40 am-2:42 pm

1 stop8h 02m

$413

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Thu 6/18

6:01 pm-5:27 am

1 stop9h 26m

Orlando

Fri 6/26

10:30 am-6:32 pm

1 stop10h 02m

$458

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

Wed 6/17

11:25 am-7:28 pm

1 stop6h 03m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

Best time to book a flight from Casper to Kissimmee

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

How much does it cost to fly round-trip from Casper to Kissimmee?

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 12, 2026.
See what other customers who have flown with United Airlines from Casper to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,143 reviews

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,143 reviews
United Airlines
7.4
Good
9,143 reviews

Food

6.6

Crew

8.1

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

Find useful and relevant information for your journey from Casper 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 Casper to Kissimmee?

    Casper Natrona County (CPR) is the airport you will fly out of if you book a flight from Casper to Kissimmee. You should not have trouble finding flights to Kissimmee from Natrona County; the airport handles an average of 0 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Casper airport to Kissimmee. It is only a 8.1 mi journey to Natrona County (CPR) from Casper’s city center.

  • How long is the flight from Casper to Kissimmee?

    Departing from Casper to Kissimmee will take you 6h 15m. The distance from Casper to Kissimmee is about 1718 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Casper 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.

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Top airline flying from Casper to Kissimmee

Discover the top airline that operate flights from Casper 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 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$292Average$458FlexibilityNo cancel feeOn-time69%

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