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Kissimmee

$259+ Cheap flights from Helena (HLN) 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — MCO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Helena to Kissimmee

Keep the following information in mind while searching for Helena to Kissimmee flight deals. Data was last updated September 15, 2025.

Round-trip from

$506
(Alaska Airlines)

One-way from

$259
(Alaska Airlines)

Popular in

December

Cheapest in

October

Average price

$468
From Helena to Kissimmee
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One-way flight from Helena to Kissimmee
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Highest demand for flights based on searches. 19% potential increase in price ($166 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($34 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Helena to Kissimmee

Cheapest flights from Helena to Kissimmee
Explore the most affordable flight options available from Helena to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:28 pmHLN - MCO
1 stop10h 58mAlaska Airlines
Thu 12/189:44 amMCO - HLN
1 stop10h 11mAlaska Airlines
Deal found 9/14$506
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/216:18 pmHLN - MCO
1 stop11h 30mAlaska Airlines
Wed 11/129:00 amMCO - HLN
1 stop10h 36mAlaska Airlines
Deal found 9/14$522
This Delta deal was found by Cheapflights users on 9/14. 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.
Sun 12/145:30 amHLN - MCO
2 stops9h 33mDelta
Thu 12/187:09 amMCO - HLN
1 stop7h 17mDelta
Deal found 9/14$558
This United Airlines deal was found by Cheapflights users on 9/15. 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 9/302:44 pmHLN - MCO
1 stop6h 46mUnited Airlines
Sat 10/410:01 amMCO - HLN
1 stop8h 39mUnited Airlines
Deal found 9/15$567
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/212:44 pmHLN - MCO
1 stop6h 46mUnited Airlines
Wed 11/1211:31 amMCO - HLN
2 stops11h 51mUnited Airlines
Deal found 9/14$592
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 12/242:26 pmHLN - MCO
1 stop7h 17mUnited Airlines
Tue 12/306:00 amMCO - HLN
1 stop9h 45mUnited Airlines
Deal found 9/15$647
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/295:18 pmHLN - MCO
1 stop18h 32mUnited Airlines
Fri 10/35:35 pmMCO - HLN
1 stop22h 32mUnited Airlines
Deal found 9/14$685
This United Airlines deal was found by Cheapflights users on 9/13. 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 12/252:26 pmHLN - MCO
1 stop7h 17mUnited Airlines
Wed 12/315:12 pmMCO - HLN
1 stop22h 33mUnited Airlines
Deal found 9/13$687
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/146:30 amHLN - MCO
2 stops9h 32mUnited Airlines
Thu 12/189:26 amMCO - HLN
2 stops14h 05mUnited Airlines
Deal found 9/14$690
This Delta deal was found by Cheapflights users on 9/15. 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 12/245:35 amHLN - MCO
2 stops11h 46mDelta
Tue 12/307:05 amMCO - HLN
1 stop7h 21mDelta
Deal found 9/15$708

Cheapflights Fare Finder

 
Customize your flight search to find flights from Helena 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 September 15, 2025.
Use the filters below to find and compare flights from Helena to Kissimmee that are best for you.

Fly from

Helena

Fly to

Kissimmee

Route

Depart

Return

Price

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Sun 12/14

6:28 pm-7:26 am

1 stop10h 58m

Orlando

Thu 12/18

9:44 am-5:55 pm

1 stop10h 11m

$506

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Sat 1/31

4:10 pm-7:07 pm

1 stop24h 57m

Orlando

Sat 2/7

7:20 am-3:43 pm

1 stop10h 23m

$522

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Mon 2/2

4:10 pm-4:40 pm

2 stops22h 30m

Orlando

Sat 2/7

5:45 pm-3:43 pm

2 stops23h 58m

$539

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Mon 2/2

2:27 pm-10:30 am

2 stops18h 03m

Orlando

Sat 2/7

7:00 pm-1:41 pm

2 stops20h 41m

$540

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Sat 1/31

12:50 pm-12:10 am

2 stops9h 20m

Orlando

Sat 2/7

9:20 am-10:38 pm

2 stops15h 18m

$545

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Thu 1/8

5:35 am-8:43 pm

2 stops13h 08m

Orlando

Mon 1/12

12:50 pm-10:38 pm

2 stops11h 48m

$547

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Sun 12/14

5:30 am-5:03 pm

2 stops9h 33m

Orlando

Thu 12/18

7:09 am-12:26 pm

1 stop7h 17m

$558

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Mon 3/2

12:50 pm-12:03 am

1 stop9h 13m

Orlando

Fri 3/6

6:30 pm-10:38 pm

2 stops30h 08m

$571

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Tue 9/30

2:44 pm-11:30 pm

1 stop6h 46m

Orlando

Sat 10/4

12:00 pm-10:14 pm

2 stops12h 14m

$572

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Mon 3/2

4:10 pm-6:17 am

1 stop12h 07m

Orlando

Fri 3/6

6:30 pm-3:43 pm

1 stop23h 13m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 15 results
1
2

Best time to book a flight from Helena to Kissimmee

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

What is the cheapest month to book a flight from Helena to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Helena to Kissimmee (average of $206). Flying from Helena 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 HLN to K1S?

Find hourly flight availability from Helena 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 September 15, 2025.

When flying from Helena 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.

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 September 15, 2025.
Peruse reviews from past customers who have flown with Delta and United Airlines from Helena 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.
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

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

    Helena (HLN), located 2.7 mi from the city center, is the airport you fly out of when you book flights from Helena to Kissimmee. 2 airlines have flights from Helena to Kissimmee on a regular basis. Booking flights from Helena 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 Helena to Kissimmee?

    For as low as $506, Alaska Airlines can have you in Kissimmee from Helena in 10h 58m. The distance between Helena and Kissimmee is about 2075 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Helena 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 Helena to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Helena to Kissimmee (average of $206). Flying from Helena 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 2 airlines flying from Helena to Kissimmee

Discover the top 2 airlines that operate flights from Helena 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$406Average$739FlexibilityNo cancel feeOn-time69%
DeltaCheapest$423Average$616FlexibilityNo cancel feeOn-timeN/A

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