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Kissimmee

$91+ Cheap flights from Portland (PDX) 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Portland to Kissimmee are usually found in January or August, booked 81 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from Portland to Kissimmee

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) 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 January 21, 2025.

Round-trip from

$216
(FlightHub)

One-way from

$96
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$334
From Portland to Kissimmee
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One-way flight from Portland to Kissimmee
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Highest demand for flights based on searches. 7% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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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 January 21, 2025.

This FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/196:32 amPDX - MCO
1 stop20h 27mFrontier
Mon 2/248:59 pmMCO - PDX
1 stop30h 38mFrontier
Deal found 1/21$216
This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/712:03 pmPDX - MCO
1 stop10h 24mMultiple Airlines
Tue 2/116:44 pmMCO - PDX
1 stop17h 37mMultiple Airlines
Deal found 1/20$222
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/35:30 pmPDX - MCO
2 stops19h 08mSpirit Airlines
Wed 2/195:30 pmMCO - PDX
2 stops18h 51mSpirit Airlines
Deal found 1/20$231
This Delta deal was found by Cheapflights users on 1/20. 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.
Mon 2/2412:59 amPDX - MCO
1 stop7h 50mDelta
Mon 3/176:30 pmMCO - PDX
1 stop8h 29mDelta
Deal found 1/20$232
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/255:15 pmPDX - MCO
1 stop9h 33mAlaska Airlines
Tue 3/187:59 pmMCO - PDX
Nonstop6h 29mAlaska Airlines
Deal found 1/20$307
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Tue 2/257:46 amPDX - MCO
2 stops13h 44mUnited Airlines
Tue 3/410:00 amMCO - PDX
2 stops11h 40mUnited Airlines
Deal found 1/19$367

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Wed 2/19

6:32 am-5:59 am

1 stop20h 27m

Orlando

Mon 2/24

8:59 pm-12:37 am

1 stop30h 38m

$216

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Thu 2/6

12:03 pm-11:49 am

1 stop20h 46m

Orlando

Tue 2/11

6:44 pm-9:21 am

1 stop17h 37m

$218

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Mon 2/3

5:30 pm-3:38 pm

2 stops19h 08m

Orlando

Wed 2/19

5:30 pm-9:21 am

2 stops18h 51m

$231

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Mon 2/24

12:59 am-11:49 am

1 stop7h 50m

Orlando

Fri 3/21

6:30 pm-11:59 pm

1 stop8h 29m

$232

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Wed 3/26

6:15 pm-5:30 am

1 stop8h 15m

Orlando

Wed 4/2

7:25 am-3:15 pm

1 stop10h 50m

$262

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 2/25

5:15 pm-5:48 am

1 stop9h 33m

Orlando

Tue 3/18

7:59 pm-11:28 pm

Nonstop6h 29m

$307

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 2/25

7:46 am-12:30 am

2 stops13h 44m

Orlando

Tue 3/4

10:00 am-6:40 pm

2 stops11h 40m

$367

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Mon 5/12

7:10 pm-12:15 pm

1 stop14h 05m

Orlando

Wed 5/21

8:30 am-7:30 pm

2 stops14h 00m

$371

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sun 4/27

10:18 pm-7:20 am

1 stop30h 02m

$91

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Thu 4/17

7:20 pm-8:26 am

1 stop10h 06m

$104

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 17 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 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 January 17, 2025.

Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Kissimmee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, May is the cheapest month in which you can book a flight from Portland to Kissimmee (average of $206). Flying from Portland 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 PDX 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 January 21, 2025.

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

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

Use this chart to determine the cheapest time to fly round-trip from Portland to Kissimmee. Price data was last updated on January 21, 2025.

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

Weekly flight availability from Portland to Kissimmee

Explore weekly flight availability from Portland to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from PDX to K1S are scheduled on a Monday (2 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).

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 January 21, 2025.
See what other customers who have flown with Frontier, Alaska Airlines and Delta from Portland to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

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
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

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.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

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
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

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
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Boarding

8.2

Entertainment

7.7

Overall

8.1

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?

    If you book a flight to Kissimmee from Portland, you will be flying from Portland, which is the city’s only airport. Portland (PDX) is located 6.0 mi from the center of Portland. There is 1 flight from Portland to Kissimmee per day from 8 different airlines.

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

    One-way options have recently been found by users for as low as $96 on Frontier. Other airlines that offer cheap prices include Delta from $104 and Spirit Airlines from $110 one-way.

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

    Consider Hawaiian Airlines (84%), Alaska Airlines (79%) or LATAM Airlines (73%) when booking your flight. These represent the most reliable airlines when flying from Portland to Kissimmee.

  • What are the cheapest flights from Portland to Kissimmee?

    While on average a flight from Portland to Kissimmee is generally $343, our data shows the cheapest flight currently is $107. When looking at the most popular route, (Portland - Orlando), you can expect to pay $172 for that flight.

  • 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 to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Portland to Kissimmee (average of $206). Flying from Portland 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 8 airlines flying from Portland to Kissimmee

Discover the top 8 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$200FlexibilityNo cancel feeOn-time65%
FrontierCheapest$121Average$229FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$142Average$398FlexibilityNo cancel feeOn-time83%
DeltaCheapest$206Average$394FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$212Average$380FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$222Average$439FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$225Average$408FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$301Average$485FlexibilityNo cancel feeOn-time63%
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