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Kissimmee

$79+ Cheap flights from Oregon 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Oregon to Kissimmee

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

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Delta)

One-way from

$80
(Cheapflightsfares)

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 Oregon to Kissimmee
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One-way flight from Oregon 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 Oregon to Kissimmee

Cheapest flights from Oregon to Kissimmee
Explore the most affordable flight options available from Oregon to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 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.
Sun 4/1312:50 amPDX - MCO
1 stop8h 05mDelta
Tue 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.
Sun 3/28:28 pmPDX - MCO
2 stops19h 06mSpirit Airlines
Wed 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.
Mon 3/36:32 amPDX - MCO
1 stop20h 27mFrontier
Tue 3/118:10 pmMCO - PDX
1 stop15h 50mFrontier
Deal found 2/20$210
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/311:31 pmBOI - MCO
1 stop14h 29mSpirit Airlines
Tue 4/89:16 pmMCO - BOI
1 stop18h 23mSpirit Airlines
Deal found 2/19$211
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.
Thu 3/279:18 pmPDX - MCO
1 stop30h 36mMultiple Airlines
Wed 4/23:11 pmMCO - PDX
2 stops22h 09mMultiple Airlines
Deal found 2/19$212
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/311:31 pmBOI - MCO
1 stop14h 29mMultiple Airlines
Wed 4/29:20 amMCO - BOI
1 stop9h 00mMultiple Airlines
Deal found 2/19$219
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.
Sun 4/1311:30 pmBOI - MCO
1 stop7h 04mDelta
Thu 4/176:15 pmMCO - BOI
1 stop7h 44mDelta
Deal found 2/20$227
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Wed 11/125:12 pmBOI - MCO
1 stop9h 30mAmerican Airlines
Tue 11/185:22 amMCO - BOI
1 stop9h 11mAmerican Airlines
Deal found 2/18$238
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/317:55 pmBOI - MCO
1 stop7h 45mSouthwest
Mon 4/710:05 pmMCO - BOI
1 stop14h 10mSouthwest
Deal found 2/19$242
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/69:23 pmEUG - MCO
1 stop29h 37mMultiple Airlines
Wed 4/231:51 pmMCO - EUG
1 stop21h 47mMultiple Airlines
Deal found 2/20$259
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.
Mon 4/147:04 amPDX - MCO
Nonstop5h 30mAlaska Airlines
Mon 4/218:08 pmMCO - PDX
Nonstop6h 26mAlaska Airlines
Deal found 2/20$318
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.
Mon 4/76:41 pmMFR - MCO
2 stops32h 19mMultiple Airlines
Wed 4/165:10 pmMCO - MFR
2 stops22h 01mMultiple Airlines
Deal found 2/19$321

Find flights from Oregon to Kissimmee within your budget

Customize your flight search to find flights from Oregon 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 February 20, 2025.

Fly from

Oregon

Fly to

Kissimmee

Route

Depart

Return

Price

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sun 4/13

12:50 am-11:55 am

1 stop8h 05m

Orlando

Thu 4/17

8:05 am-4:31 pm

1 stop11h 26m

$207

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sun 3/2

8:28 pm-6:34 pm

2 stops19h 06m

Orlando

Wed 3/5

9:16 pm-6:37 pm

1 stop24h 21m

$208

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Mon 3/3

6:32 am-5:59 am

1 stop20h 27m

Orlando

Tue 3/11

8:10 pm-9:00 am

1 stop15h 50m

$210

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Mon 3/31

1:31 pm-6:00 am

1 stop14h 29m

Orlando

Sun 4/6

9:16 pm-12:36 pm

1 stop17h 20m

$211

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Thu 3/27

9:18 pm-6:54 am

1 stop30h 36m

Orlando

Wed 4/2

3:11 pm-10:20 am

2 stops22h 09m

$212

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Mon 3/31

1:31 pm-6:00 am

1 stop14h 29m

Orlando

Wed 4/2

9:20 am-4:20 pm

1 stop9h 00m

$219

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sun 4/13

11:30 pm-8:34 am

1 stop7h 04m

Orlando

Thu 4/17

6:15 pm-11:59 pm

1 stop7h 44m

$227

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Mon 3/31

7:55 pm-5:40 am

1 stop7h 45m

Orlando

Mon 4/7

10:05 pm-10:15 am

1 stop14h 10m

$242

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 4/15

7:05 am-6:41 pm

2 stops9h 36m

Orlando

Tue 4/22

4:54 pm-10:11 pm

1 stop7h 17m

$243

EugeneOrlando

EUG - MCO

EUGMCO

Eugene

Sun 4/6

9:23 pm-6:00 am

1 stop29h 37m

Orlando

Wed 4/23

1:51 pm-8:38 am

1 stop21h 47m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 60 results
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Best time to book a flight from Oregon to Kissimmee

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

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

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

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

Find hourly flight availability from Oregon 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 February 20, 2025.

When flying from Oregon to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 February 20, 2025.
Read through reviews of airlines operating flights from Oregon to Kissimmee, such as Southwest, Alaska Airlines and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

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

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

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
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

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
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

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

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

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
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Comfort

8.1

Entertainment

7.6

Overall

8.1

Boarding

8.2

Food

7.1

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 Oregon to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    One-way options have recently been found by users for as low as $80 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $92 and American Airlines from $99 one-way.

  • What are the most popular routes from Oregon to Kissimmee?

    The most popular route from Oregon to Kissimmee is Portland - Orlando. You may also consider Boise Air Term. Gowen Fld - Orlando or Eugene - Orlando.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Oregon to Kissimmee on time: Hawaiian Airlines (82%), Alaska Airlines (75%), LATAM Airlines (72%).

  • What are the cheapest flights from Oregon to Kissimmee?

    Looking for the cheapest flight from Oregon to Kissimmee? While on average our users pay $403, our data indicates the cheapest price to be $179. The most popular route (Portland - Orlando), is priced around $130.

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

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

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

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

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

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

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

Discover the top 8 airlines that operate flights from Oregon 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 February 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$469FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$525FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$233Average$508FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$236Average$532FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$306Average$516FlexibilityNo cancel feeOn-time63%
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