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Kissimmee

$92+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 Wednesday and return on a Thursday

Cheap flight deals from Portland to Kissimmee

Keep the following information in mind while searching for Portland to Kissimmee flight deals. Data was last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Delta)

One-way from

$92
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$386
Provider with most accurate pricing for Portland-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Portland-Orlando (ORL) flights.
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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. 5% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This Delta deal was found by Cheapflights users on 2/20. 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.
dom. 4/1312:50 amPDX - MCO
1 stop8h 05mDelta
mar. 4/2211:35 amMCO - PDX
1 stop7h 46mDelta
Deal found 2/20$207
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/28:28 pmPDX - MCO
2 stops19h 06mSpirit Airlines
mié. 3/59:16 pmMCO - PDX
1 stop24h 21mSpirit Airlines
Deal found 2/19$208
This Gotogate deal was found by Cheapflights users on 2/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/36:32 amPDX - MCO
1 stop20h 27mFrontier
mar. 3/118:10 pmMCO - PDX
1 stop15h 50mFrontier
Deal found 2/20$210
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/279:18 pmPDX - MCO
1 stop30h 36mMultiple Airlines
mié. 4/23:11 pmMCO - PDX
2 stops22h 09mMultiple Airlines
Deal found 2/19$212
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 4/147:04 amPDX - MCO
Nonstop5h 30mAlaska Airlines
lun. 4/218:08 pmMCO - PDX
Nonstop6h 26mAlaska Airlines
Deal found 2/20$318
This Kissandfly.com deal was found by Cheapflights users on 2/19. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/145:20 pmPDX - MCO
1 stop9h 26mHawaiian Airlines
lun. 4/218:08 pmMCO - PDX
Nonstop6h 26mHawaiian Airlines
Deal found 2/19$334
This United Airlines deal was found by Cheapflights users on 2/20. 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.
sáb. 5/31:45 pmPDX - MCO
2 stops12h 56mUnited Airlines
mar. 5/2010:00 amMCO - PDX
2 stops13h 53mUnited Airlines
Deal found 2/20$376
This Southwest deal was found by Cheapflights users on 2/20. 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.
mié. 10/226:30 pmPDX - MCO
1 stop13h 25mSouthwest
sáb. 11/17:25 amMCO - PDX
2 stops10h 15mSouthwest
Deal found 2/20$388
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
vie. 6/2711:59 pmPDX - MCO
1 stop15h 36mSun Country Air
lun. 7/712:30 pmMCO - PDX
1 stop13h 16mSun Country Air
Deal found 2/20$397

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 febrero 20, 2025.

Fly from

Portland

Fly to

Kissimmee

Route

Depart

Return

Price

PortlandOrlando

PDX - MCO

PDXMCO

Portland

dom. 4/13

12:50 am-11:55 am

1 stop8h 05m

Orlando

jue. 4/17

8:05 am-4:31 pm

1 stop11h 26m

$207

PortlandOrlando

PDX - MCO

PDXMCO

Portland

dom. 3/2

8:28 pm-6:34 pm

2 stops19h 06m

Orlando

mié. 3/5

9:16 pm-6:37 pm

1 stop24h 21m

$208

PortlandOrlando

PDX - MCO

PDXMCO

Portland

lun. 3/3

6:32 am-5:59 am

1 stop20h 27m

Orlando

mar. 3/11

8:10 pm-9:00 am

1 stop15h 50m

$210

PortlandOrlando

PDX - MCO

PDXMCO

Portland

jue. 3/27

9:18 pm-6:54 am

1 stop30h 36m

Orlando

mié. 4/2

3:11 pm-10:20 am

2 stops22h 09m

$212

PortlandOrlando

PDX - MCO

PDXMCO

Portland

lun. 4/14

7:04 am-3:34 pm

Nonstop5h 30m

Orlando

lun. 4/21

8:08 pm-11:34 pm

Nonstop6h 26m

$318

PortlandOrlando

PDX - MCO

PDXMCO

Portland

lun. 4/14

5:20 pm-5:46 am

1 stop9h 26m

Orlando

lun. 4/21

8:08 pm-11:34 pm

Nonstop6h 26m

$334

PortlandOrlando

PDX - MCO

PDXMCO

Portland

mar. 8/5

6:45 pm-11:31 am

1 stop13h 46m

Orlando

jue. 8/14

12:30 pm-10:46 pm

1 stop13h 16m

$335

PortlandOrlando

PDX - MCO

PDXMCO

Portland

sáb. 5/3

1:45 pm-5:41 am

2 stops12h 56m

Orlando

mar. 5/20

10:00 am-8:53 pm

2 stops13h 53m

$376

PortlandOrlando

PDX - MCO

PDXMCO

Portland

lun. 8/4

1:48 am-1:49 pm

1 stop9h 01m

Orlando

mar. 8/12

7:07 pm-12:27 am

1 stop8h 20m

$377

PortlandOrlando

PDX - MCO

PDXMCO

Portland

lun. 3/3

5:00 am-6:55 pm

2 stops10h 55m

Orlando

mar. 3/11

3:50 pm-11:30 pm

2 stops10h 40m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 20 results
1
2

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 February 14, 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 febrero 20, 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 February 16, 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. Saturday evenings 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 febrero 20, 2025.
See what other customers who have flown with Southwest, 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
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 are 2 flights 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 $92 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $95 and Delta from $104 one-way.

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

    Consider Hawaiian Airlines (82%), Alaska Airlines (75%) or LATAM Airlines (72%) 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 $403, our data shows the cheapest flight currently is $179. When looking at the most popular route, (Portland - Orlando), you can expect to pay $130 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.

See more FAQs

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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$208FlexibilityNo cancel feeOn-time65%
FrontierCheapest$122Average$228FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$142Average$398FlexibilityNo cancel feeOn-time83%
DeltaCheapest$206Average$416FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$386FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$233Average$432FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$236Average$417FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$306Average$496FlexibilityNo cancel feeOn-time63%
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