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Kissimmee

$309+ Cheap flights from Billings (BIL) 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
BIL — MCO
feb 27 — mar 61
fre 2/27
fre 3/6
1 adult, Economy
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Cheap flight deals from Billings to Kissimmee

Cheapest flights from Billings to Kissimmee
Explore the most affordable flight options available from Billings to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on januari 28, 2026.

This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tis 10/277:17 pm
BIL
-
MCO
1 stop10h 26m
Alaska Airlines
tors 10/297:20 am
MCO
-
BIL
1 stop9h 48m
Alaska Airlines
Deal found 1/26$309
This American Airlines deal was found by Cheapflights users on 1/27. 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.
lör 9/2612:17 pm
BIL
-
MCO
1 stop6h 10m
American Airlines
fre 10/25:41 pm
MCO
-
BIL
1 stop6h 41m
American Airlines
Deal found 1/27$322
This United Airlines deal was found by Cheapflights users on 1/27. 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.
lör 4/182:35 pm
BIL
-
MCO
1 stop7h 02m
United Airlines
tis 4/218:00 am
MCO
-
BIL
1 stop7h 23m
United Airlines
Deal found 1/27$334
This United Airlines deal was found by Cheapflights users on 1/27. 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.
tis 4/72:35 pm
BIL
-
MCO
1 stop7h 02m
United Airlines
tors 4/1612:06 pm
MCO
-
BIL
2 stops10h 51m
United Airlines
Deal found 1/27$339
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tors 8/137:00 am
BIL
-
MCO
2 stops15h 28m
United Airlines
ons 8/199:15 am
MCO
-
BIL
2 stops13h 36m
United Airlines
Deal found 1/26$345
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tis 2/102:45 pm
BIL
-
MCO
1 stop6h 44m
United Airlines
lör 2/148:00 am
MCO
-
BIL
1 stop7h 23m
United Airlines
Deal found 1/26$359
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.
tis 2/106:54 am
BIL
-
MCO
2 stops14h 51m
American Airlines
lör 2/143:56 pm
MCO
-
BIL
1 stop8h 16m
American Airlines
Deal found 1/26$364
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tis 2/105:15 am
BIL
-
MCO
2 stops11h 23m
Delta
lör 2/1411:09 am
MCO
-
BIL
2 stops10h 30m
Delta
Deal found 1/26$370
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons 2/252:35 pm
BIL
-
MCO
1 stop6h 55m
United Airlines
ons 3/410:05 am
MCO
-
BIL
2 stops13h 17m
United Airlines
Deal found 1/26$391
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lör 2/212:35 pm
BIL
-
MCO
1 stop6h 55m
United Airlines
lör 2/286:10 am
MCO
-
BIL
1 stop9h 13m
United Airlines
Deal found 1/25$397

Find flight deals from Billings to Kissimmee

Keep the following information in mind while searching for Billings to Kissimmee flight deals. Data was last updated januari 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$309
(United Airlines)

Popular in

November

Cheapest in

August

Average price

$604
Provider with most accurate pricing for Billings Logan Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Billings Logan Intl-Orlando (ORL) flights.
Search Deals
From Billings Logan Intl to Kissimmee
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 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 Billings 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 januari 28, 2026.
Use the filters below to find and compare flights from Billings to Kissimmee that are best for you.

Fly from

Billings

Fly to

Kissimmee

Route

Depart

Return

Price

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

tis 4/7

2:35 pm-11:37 pm

1 stop7h 02m

Orlando

tors 4/16

8:00 am-1:23 pm

1 stop7h 23m

$309

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

fre 4/17

2:35 pm-11:37 pm

1 stop7h 02m

Orlando

tors 4/23

12:06 pm-8:57 pm

2 stops10h 51m

$339

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

tis 2/10

2:45 pm-11:29 pm

1 stop6h 44m

Orlando

lör 2/14

8:00 am-1:23 pm

1 stop7h 23m

$359

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

fre 4/17

2:35 pm-11:37 pm

1 stop7h 02m

Orlando

tis 4/21

8:00 am-1:23 pm

1 stop7h 23m

$359

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

fre 2/20

2:35 pm-11:30 pm

1 stop6h 55m

Orlando

mån 2/23

6:10 am-1:23 pm

1 stop9h 13m

$364

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

lör 4/18

7:00 am-9:59 pm

2 stops12h 59m

Orlando

tis 4/21

8:00 am-1:23 pm

1 stop7h 23m

$364

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

ons 2/25

2:35 pm-11:30 pm

1 stop6h 55m

Orlando

ons 3/4

10:05 am-9:22 pm

2 stops13h 17m

$391

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

lör 2/21

2:35 pm-11:30 pm

1 stop6h 55m

Orlando

lör 2/28

6:10 am-1:23 pm

1 stop9h 13m

$397

BillingsOrlando

BIL - MCO

BILMCO

Billings Logan Intl

fre 4/17

2:05 pm-6:59 pm

1 stop26h 54m

Orlando

tis 4/21

7:00 am-11:58 pm

1 stop18h 58m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Best time to book a flight from Billings to Kissimmee

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

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

Currently, August is the cheapest month in which you can book a flight from Billings to Kissimmee (average of $263). Flying from Billings to Kissimmee in December is currently the most expensive (average of $420). 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 januari 28, 2026.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Billings 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
8,123 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

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
7.9
Good
8,123 reviews
Delta
7.9
Good
8,123 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

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
9,212 reviews
Delta
7.9
Good
8,123 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

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.
American Airlines
7.2
Good
11,201 reviews
Delta
7.9
Good
8,123 reviews

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.8

Food

7.2

Comfort

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 Billings 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 Billings to Kissimmee?

    Billings Logan Intl (BIL), located 2.7 mi from the city center, is the airport you fly out of when you book flights from Billings to Kissimmee. 3 airlines have flights from Billings Logan Intl to Kissimmee on a regular basis. Booking flights from Billings Logan Intl 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 Billings to Kissimmee?

    United Airlines can get you from Billings to Kissimmee in just under 7h 02m. Your travel time can differ by up to . The distance between Billings and Kissimmee is about 1904 mi.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Billings to Kissimmee (average of $263). Flying from Billings to Kissimmee in December is currently the most expensive (average of $420). 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 3 airlines flying from Billings to Kissimmee

Discover the top 3 airlines that operate flights from Billings 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 januari 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$241Average$504FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$284Average$520FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$372Average$481FlexibilityNo cancel feeOn-time71%

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