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Kissimmee

$72+ Cheap flights from Portland, ME (PWM) 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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MCO
dec 26 — jan 21
tors 12/26
tors 1/2
1 adult, Economy
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The best prices from Portland to Kissimmee are usually found in January or July, booked 16 days in advance, depart on a Monday or Tuesday and return on a Friday

Cheap flight deals from Portland to Kissimmee

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Kissimmee (K1S). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated december 21, 2024.

Round-trip from

$98
(Frontier)

One-way from

$72
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$278
From Portland to Kissimmee
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One-way flight from Portland to Kissimmee
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High demand for flights, 2% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Portland to Kissimmee

Cheapest flights from Portland to Kissimmee
Explore the most affordable flight options available from Portland to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on december 21, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tis 12/248:01 pmPWM - MCO
Nonstop3h 41mFrontier
tis 12/313:57 pmMCO - PWM
Nonstop3h 04mFrontier
Deal found 12/20$192
This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
tis 12/248:01 pmPWM - MCO
Nonstop3h 41mMultiple Airlines
fre 1/38:15 amMCO - PWM
Nonstop3h 06mMultiple Airlines
Deal found 12/20$222
This Kiwi.com deal was found by Cheapflights users on 12/20. 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.
fre 12/2712:01 pmPWM - MCO
Nonstop3h 33mBreeze Airways
fre 1/38:15 amMCO - PWM
Nonstop3h 06mBreeze Airways
Deal found 12/20$301
This JetBlue deal was found by Cheapflights users on 12/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mån 12/233:15 pmPWM - MCO
Nonstop3h 35mJetBlue
mån 12/3011:30 amMCO - PWM
Nonstop3h 00mJetBlue
Deal found 12/20$317
This Delta deal was found by Cheapflights users on 12/20. 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 12/246:05 amPWM - MCO
1 stop5h 45mDelta
lör 1/46:00 amMCO - PWM
1 stop5h 19mDelta
Deal found 12/20$336
This American Airlines deal was found by Cheapflights users on 12/20. 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.
ons 12/256:00 amPWM - MCO
2 stops10h 51mAmerican Airlines
fre 1/37:55 amMCO - PWM
1 stop7h 45mAmerican Airlines
Deal found 12/20$361
This Southwest deal was found by Cheapflights users on 12/20. 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.
ons 12/256:00 amPWM - MCO
2 stops9h 10mSouthwest
lör 12/285:50 pmMCO - PWM
2 stops6h 15mSouthwest
Deal found 12/20$366
This United Airlines deal was found by Cheapflights users on 12/20. 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.
mån 12/237:30 amPWM - MCO
1 stop7h 25mUnited Airlines
tis 12/314:15 pmMCO - PWM
1 stop7h 44mUnited Airlines
Deal found 12/20$447

Find flights from Portland to Kissimmee within your budget

Customize your flight search to find flights from Portland 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 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandOrlando

PWM - MCO

PWMMCO

Portland

sön 2/2

7:06 pm-10:43 pm

Nonstop3h 37m

Orlando

mån 2/3

5:07 pm-8:12 pm

Nonstop3h 05m

$98

PortlandOrlando

PWM - MCO

PWMMCO

Portland

sön 1/19

7:06 pm-10:43 pm

Nonstop3h 37m

Orlando

mån 1/27

7:00 am-5:38 pm

1 stop10h 38m

$119

PortlandOrlando

PWM - MCO

PWMMCO

Portland

fre 2/7

12:06 pm-3:36 pm

Nonstop3h 30m

Orlando

fre 2/14

7:05 am-5:38 pm

1 stop10h 33m

$142

PortlandOrlando

PWM - MCO

PWMMCO

Portland

ons 1/29

1:55 pm-5:30 pm

Nonstop3h 35m

Orlando

lör 2/8

10:00 am-12:59 pm

Nonstop2h 59m

$187

PortlandOrlando

PWM - MCO

PWMMCO

Portland

mån 1/27

6:00 am-1:06 pm

1 stop7h 06m

Orlando

fre 1/31

3:23 pm-10:30 pm

1 stop7h 07m

$200

PortlandOrlando

PWM - MCO

PWMMCO

Portland

ons 1/8

12:38 pm-6:22 pm

1 stop5h 44m

Orlando

lör 1/11

7:00 am-12:10 pm

1 stop5h 10m

$206

PortlandOrlando

PWM - MCO

PWMMCO

Portland

lör 1/11

5:23 am-12:14 pm

1 stop6h 51m

Orlando

mån 1/13

5:59 pm-11:10 pm

1 stop5h 11m

$216

PortlandOrlando

PWM - MCO

PWMMCO

Portland

tors 1/2

6:15 pm-11:25 pm

1 stop5h 10m

Orlando

mån 1/6

8:00 am-12:35 pm

1 stop4h 35m

$356

PortlandOrlando

PWM - MCO

PWMMCO

Portland

tors 3/20

10:08 am-1:47 pm

Nonstop3h 39m

$72

PortlandOrlando

PWM - MCO

PWMMCO

Portland

mån 3/24

11:38 am-3:10 pm

Nonstop3h 32m

$94

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 16 results
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Best time to book a flight from Portland to Kissimmee

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

Travel insights for flights from Portland to Kissimmee

Get recent, data-driven insights about flights from Portland to Kissimmee including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Portland, Maine to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Kissimmee. Price data was last updated on December 13, 2024.

To ensure you get the cheapest price possible for a flight from Portland, Maine to Kissimmee, you should look to book at least 16 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Portland, Maine to Kissimmee?

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

Find hourly flight availability from Portland 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 21, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Kissimmee as you normally would.

What is the cheapest day to fly from Portland, Maine to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Portland to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland, Maine to Kissimmee flight should consider departing on Monday afternoons when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 21, 2024.
Read through reviews of airlines operating flights from Portland to Kissimmee, such as Frontier, American Airlines and Breeze Airways. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,814 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,814 reviews
Southwest
8.1
Very good
4,814 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Breeze Airways
8.1
Very good
135 reviews
Southwest
8.1
Very good
4,814 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,597 reviews
Southwest
8.1
Very good
4,814 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,266 reviews
Southwest
8.1
Very good
4,814 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,039 reviews
Southwest
8.1
Very good
4,814 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

    Portland (PWM) is the airport you will fly out of if you book a flight from Portland to Kissimmee. You should not have trouble finding flights to Kissimmee from Portland; 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 7 airlines have flights from the Portland airport to Kissimmee. It is only a 2.9 mi journey to Portland (PWM) from Portland’s city center.

  • What are the cheapest airlines to fly from Portland, Maine to Kissimmee one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $72. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Portland, Maine to Kissimmee for a low price.

  • What are the most reliable airlines from Portland, Maine to Kissimmee?

    No one likes to see their flight delayed. When booking a flight from Portland, Maine to Kissimmee consider choosing Frontier (94%), JetBlue (91%) or Breeze Airways (71%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Portland, Maine to Kissimmee?

    Looking for the cheapest flight from Portland, Maine to Kissimmee? While on average our users pay $152, our data indicates the cheapest price to be $48. The most popular route (Portland - Orlando), is priced around $110.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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 Portland, Maine to Kissimmee?

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

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Alternative routes for Portland to Kissimmee

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Top 7 airlines flying from Portland to Kissimmee

Discover the top 7 airlines that operate flights from Portland 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 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$60Average$201FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$84Average$226FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$96Average$280FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$186Average$401FlexibilityNo cancel feeOn-time71%
DeltaCheapest$187Average$366FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$247Average$400FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$266Average$470FlexibilityNo cancel feeOn-time69%
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