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Kissimmee

$253+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
HLN — MCO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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 12/16$737
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/256:10 amHLN - MCO
2 stops9h 44mUnited Airlines
Wed 12/317:45 amMCO - HLN
1 stop8h 00mUnited Airlines
Deal found 12/15$742

Find flight deals from Helena to Kissimmee

Keep the following information in mind while searching for Helena to Kissimmee flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$344
(Alaska Airlines)

One-way from

$253
(Alaska Airlines)

Popular in

November

Cheapest in

September

Average price

$915
Provider with most accurate pricing for Helena-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Helena-Orlando (ORL) flights.
Search Deals
From Helena to Kissimmee
Search Deals
One-way flight from Helena to Kissimmee
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($245 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 18, 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

Tue 2/24

4:36 pm-7:40 am

1 stop13h 04m

Orlando

Wed 3/4

7:00 am-3:59 pm

1 stop10h 59m

$344

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Tue 2/24

4:36 pm-7:40 am

1 stop13h 04m

Orlando

Mon 3/2

8:09 pm-3:59 pm

1 stop21h 50m

$344

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Mon 2/23

4:36 pm-7:40 am

1 stop13h 04m

Orlando

Mon 3/2

8:09 pm-3:59 pm

1 stop21h 50m

$354

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Sun 2/22

4:36 pm-7:09 pm

1 stop24h 33m

Orlando

Thu 3/5

8:09 pm-3:59 pm

1 stop21h 50m

$374

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Tue 2/24

1:05 pm-7:56 am

2 stops16h 51m

Orlando

Tue 3/3

8:50 am-10:27 pm

2 stops15h 37m

$396

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Sat 2/28

4:36 pm-7:40 am

1 stop13h 04m

Orlando

Sun 3/1

8:09 pm-3:59 pm

1 stop21h 50m

$404

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Wed 2/25

4:36 pm-11:59 pm

1 stop29h 23m

Orlando

Mon 3/2

8:09 pm-3:59 pm

1 stop21h 50m

$414

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Wed 2/25

4:36 pm-11:59 pm

1 stop29h 23m

Orlando

Fri 3/6

8:09 pm-3:59 pm

1 stop21h 50m

$414

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Fri 2/27

4:36 pm-5:16 pm

1 stop22h 40m

Orlando

Tue 3/3

8:09 pm-3:59 pm

1 stop21h 50m

$423

HelenaOrlando

HLN - MCO

HLNMCO

Helena

Wed 2/25

4:36 pm-11:59 pm

1 stop29h 23m

Orlando

Thu 3/5

9:00 am-3:59 pm

1 stop8h 59m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 17 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, July is the cheapest month in which you can book a flight from Helena to Kissimmee (average of $128). Flying from Helena to Kissimmee in February is currently the most expensive (average of $343). 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 December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Helena to Kissimmee in the evening. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the morning.

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 18, 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
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

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
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

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
9,092 reviews
Delta
7.9
Good
8,005 reviews

Comfort

7.9

Boarding

8.1

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

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 $344, Alaska Airlines can have you in Kissimmee from Helena in 13h 04m. The distance between Helena and Kissimmee is about 2075 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, July is the cheapest month in which you can book a flight from Helena to Kissimmee (average of $128). Flying from Helena to Kissimmee in February is currently the most expensive (average of $343). 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.

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$322Average$652FlexibilityNo cancel feeOn-time69%
DeltaCheapest$423Average$544FlexibilityNo cancel feeOn-timeN/A

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