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Kissimmee

$64+ Cheap flights from Portland (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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MCO
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Portland to Kissimmee are usually found in January or May, booked 76 days in advance, depart on a Monday or Tuesday and return on a Thursday

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 November 20, 2024.

Popular in

April

Cheapest in

January

Round-trip from

$96
(Cheapflightsfares)

One-way from

$64
(Frontier)
High demand for flights, 28% potential price rise
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Best time to find cheap flights, 23% potential price drop
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From Portland to Kissimmee
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One-way flight from Portland to Kissimmee
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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 November 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/19. 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.
Fri 12/139:13 pmPWM - MCO
Nonstop3h 39mFrontier
Mon 12/165:09 pmMCO - PWM
Nonstop3h 05mFrontier
Deal found 11/19$127
This Priceline deal was found by Cheapflights users on 11/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/612:01 pmPWM - MCO
Nonstop3h 33mBreeze Airways
Mon 12/98:15 amMCO - PWM
Nonstop3h 06mBreeze Airways
Deal found 11/20$140
This Kiwi.com deal was found by Cheapflights users on 11/19. 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.
Sun 12/89:13 pmPWM - MCO
Nonstop3h 39mMultiple Airlines
Mon 12/98:15 amMCO - PWM
Nonstop3h 06mMultiple Airlines
Deal found 11/19$142
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Tue 12/107:20 amPWM - MCO
1 stop7h 49mAmerican Airlines
Tue 12/177:00 amMCO - PWM
1 stop5h 05mAmerican Airlines
Deal found 11/19$158
This Delta deal was found by Cheapflights users on 11/19. 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.
Thu 12/55:00 amPWM - MCO
1 stop5h 28mDelta
Wed 12/116:09 amMCO - PWM
1 stop5h 40mDelta
Deal found 11/19$188
This United Airlines deal was found by Cheapflights users on 11/19. 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 12/97:27 pmPWM - MCO
1 stop5h 22mUnited Airlines
Wed 12/113:20 pmMCO - PWM
1 stop7h 30mUnited Airlines
Deal found 11/19$203
This JetBlue deal was found by Cheapflights users on 11/19. 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.
Mon 12/93:15 pmPWM - MCO
Nonstop3h 32mJetBlue
Wed 12/1111:00 amMCO - PWM
Nonstop3h 13mJetBlue
Deal found 11/19$207
This Southwest deal was found by Cheapflights users on 11/20. 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.
Wed 12/46:00 amPWM - MCO
2 stops10h 15mSouthwest
Wed 12/117:55 amMCO - PWM
2 stops7h 20mSouthwest
Deal found 11/20$366

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Mon 1/13

9:02 pm-12:41 am

Nonstop3h 39m

Orlando

Mon 1/20

5:07 pm-8:12 pm

Nonstop3h 05m

$96

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Mon 1/6

12:01 pm-3:34 pm

Nonstop3h 33m

Orlando

Mon 1/13

8:15 am-11:26 am

Nonstop3h 11m

$108

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Mon 2/10

9:02 pm-12:37 am

Nonstop3h 35m

Orlando

Fri 2/14

8:15 am-11:26 am

Nonstop3h 11m

$129

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Tue 12/10

7:20 am-3:09 pm

1 stop7h 49m

Orlando

Tue 12/17

7:00 am-12:05 pm

1 stop5h 05m

$158

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Sat 1/11

1:55 pm-5:30 pm

Nonstop3h 35m

Orlando

Mon 1/20

10:00 am-12:59 pm

Nonstop2h 59m

$177

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Mon 1/13

3:02 pm-10:36 pm

1 stop7h 34m

Orlando

Fri 1/17

5:40 pm-11:57 pm

1 stop6h 17m

$188

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Mon 12/9

7:27 pm-12:49 am

1 stop5h 22m

Orlando

Wed 12/11

3:20 pm-10:50 pm

1 stop7h 30m

$203

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Sun 2/9

3:35 pm-10:55 pm

1 stop7h 20m

Orlando

Sat 2/15

11:50 am-2:55 pm

Nonstop3h 05m

$243

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Tue 12/17

8:01 pm-11:42 pm

Nonstop3h 41m

$64

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Sat 12/14

3:37 pm-7:09 pm

Nonstop3h 32m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 November 15, 2024.

To ensure you get the cheapest price possible for a flight from Portland, Maine to Kissimmee, you should look to book at least 76 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, December is the cheapest month in which you can book a flight from Portland, Maine to Kissimmee (average of $203). Flying from Portland, Maine to Kissimmee in November is currently the most expensive (average of $263). 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 November 20, 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 November 18, 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 November 20, 2024.
Read through reviews of airlines operating flights from Portland to Kissimmee, such as American Airlines, JetBlue and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Comfort

8.3

Entertainment

6.6

Overall

8.2

Boarding

8.4

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Breeze Airways
8.2
Very good
123 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Comfort

8.3

Entertainment

6.6

Overall

8.2

Boarding

8.4

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Southwest
8.1
Very good
5,014 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Comfort

8.3

Entertainment

6.6

Overall

8.2

Boarding

8.4

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

Delta
8.0
Very good
8,756 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Comfort

8.3

Entertainment

6.6

Overall

8.2

Boarding

8.4

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

JetBlue
7.5
Good
3,394 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Comfort

8.3

Entertainment

6.6

Overall

8.2

Boarding

8.4

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

United Airlines
7.4
Good
9,171 reviews
Breeze Airways
8.2
Very good
123 reviews

Food

6.7

Comfort

8.3

Entertainment

6.6

Overall

8.2

Boarding

8.4

Crew

8.9

Reviews

1 / 8

Good flight on Breeze, on time, comfortable, friendly pilot and crew

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 $64. However, be on the lookout for offers from JetBlue and Breeze Airways, 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 JetBlue (100%), Breeze Airways (89%) or Frontier (56%) 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 $174, our data indicates the cheapest price to be $63. The most popular route (Portland - Orlando), is priced around $92.

  • 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, December is the cheapest month in which you can book a flight from Portland, Maine to Kissimmee (average of $203). Flying from Portland, Maine to Kissimmee in November is currently the most expensive (average of $263). 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 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$88Average$245FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$91Average$211FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$96Average$275FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$183Average$410FlexibilityNo cancel feeOn-time71%
DeltaCheapest$186Average$413FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$247Average$394FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$277Average$466FlexibilityNo cancel feeOn-time69%
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