Kissimmee

$84+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
Aug 24 — Aug 311
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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 August 19, 2025.

Round-trip from

$172
(American Airlines)

One-way from

$84
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$368
From Oregon to Kissimmee
One-way flight from Oregon to Kissimmee
Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in August 2025

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 August 19, 2025.

This American Airlines deal was found by Cheapflights users on 8/17. 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 9/236:35 amBOI - MCO
2 stops10h 32mAmerican Airlines
Mon 9/297:00 amMCO - BOI
1 stop7h 27mAmerican Airlines
Deal found 8/17$172
This Alaska Airlines deal was found by Cheapflights users on 8/17. 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 9/238:31 pmBOI - MCO
1 stop20h 48mAlaska Airlines
Mon 9/295:50 pmMCO - BOI
1 stop8h 09mAlaska Airlines
Deal found 8/17$183
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:45 pmBOI - MCO
1 stop9h 58mDelta
Mon 9/297:20 pmMCO - BOI
1 stop6h 55mDelta
Deal found 8/18$197
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2112:43 pmPDX - MCO
1 stop7h 39mFrontier
Mon 10/2710:28 pmMCO - PDX
2 stops16h 28mFrontier
Deal found 8/17$203
This FlightHub deal was found by Cheapflights users on 8/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2211:23 amPDX - MCO
1 stop16h 07mFrontier
Thu 9/257:05 amMCO - PDX
1 stop14h 27mFrontier
Deal found 8/18$204
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/195:50 pmPDX - MCO
1 stop10h 31mDelta
Wed 10/297:15 amMCO - PDX
1 stop11h 57mDelta
Deal found 8/18$207
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:29 pmPDX - MCO
1 stop8h 01mFrontier
Sun 11/210:16 pmMCO - PDX
2 stops16h 40mFrontier
Deal found 8/17$208
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:43 pmPDX - MCO
2 stops21h 56mFrontier
Thu 10/306:00 amMCO - PDX
1 stop8h 56mFrontier
Deal found 8/17$210
This Southwest deal was found by Cheapflights users on 8/19. 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.
Tue 9/166:00 amPDX - MCO
2 stops9h 45mSouthwest
Tue 9/237:40 amMCO - PDX
1 stop8h 00mSouthwest
Deal found 8/19$212
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2911:23 amPDX - MCO
1 stop16h 07mFrontier
Wed 10/88:59 pmMCO - PDX
1 stop17h 39mFrontier
Deal found 8/19$213
This Frontier deal was found by Cheapflights users on 8/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2112:43 pmPDX - MCO
1 stop7h 39mFrontier
Sat 10/259:44 pmMCO - PDX
2 stops16h 07mFrontier
Deal found 8/17$215
This Expedia deal was found by Cheapflights users on 8/17. 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.
Sun 9/712:22 pmBOI - MCO
2 stops17h 10mMultiple Airlines
Tue 9/95:50 pmMCO - BOI
1 stop8h 09mMultiple Airlines
Deal found 8/17$215

Cheapflights Fare Finder

 
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 August 19, 2025.
Use the filters below to find and compare flights from Oregon to Kissimmee that are best for you.

Fly from

Oregon

Fly to

Kissimmee

Route

Depart

Return

Price

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 11/11

1:29 pm-10:33 pm

1 stop7h 04m

Orlando

Sat 11/15

5:00 am-1:06 pm

2 stops10h 06m

$172

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 11/8

1:40 pm-11:47 pm

1 stop8h 07m

Orlando

Sat 11/15

5:00 am-1:06 pm

2 stops10h 06m

$172

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 9/23

6:35 am-7:07 pm

2 stops10h 32m

Orlando

Mon 9/29

7:00 am-12:27 pm

1 stop7h 27m

$172

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 9/23

8:31 pm-7:19 pm

1 stop20h 48m

Orlando

Mon 9/29

5:50 pm-11:59 pm

1 stop8h 09m

$183

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Thu 9/25

6:00 am-7:19 pm

1 stop11h 19m

Orlando

Mon 9/29

7:10 am-3:00 pm

1 stop9h 50m

$183

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Thu 9/25

7:45 pm-7:43 am

1 stop9h 58m

Orlando

Mon 9/29

7:20 pm-12:15 am

1 stop6h 55m

$197

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 9/27

1:00 pm-11:29 pm

1 stop8h 29m

Orlando

Sat 10/4

9:00 am-6:16 pm

1 stop11h 16m

$197

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 10/7

5:25 am-5:14 pm

1 stop9h 49m

Orlando

Sat 10/18

4:40 pm-10:52 pm

1 stop8h 12m

$197

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Thu 9/11

6:05 am-12:12 am

2 stops15h 07m

Orlando

Mon 9/15

3:46 pm-12:12 am

1 stop11h 26m

$203

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 10/28

12:52 pm-5:44 am

1 stop13h 52m

Orlando

Sun 11/2

10:16 pm-11:56 am

2 stops16h 40m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

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.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Kissimmee

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 August 19, 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.

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.
  • How long is the flight from Oregon to Kissimmee?

    Airlines like American Airlines, Alaska Airlines, and Frontier fly from Oregon to Kissimmee in about 7h 04m. The time it takes to get you to your destination can typically vary by up to 13h 44m. Oregon and Kissimmee are separated by a distance of 2190 mi. This flight may include one or multiple stops.

  • 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 $84 on American Airlines. Other airlines that offer cheap prices include Delta from $104 and Alaska Airlines from $128 one-way.

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

  • 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: LATAM Airlines (47%), Alaska Airlines (43%), Hawaiian Airlines (43%).

  • What are the cheapest flights from Oregon to Kissimmee?

    Looking for the cheapest flight from Oregon to Kissimmee? While on average our users pay $374, our data indicates the cheapest price to be $168. The most popular route (Portland - Orlando), is priced around $189.

  • 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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Alternative routes for Oregon to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Oregon to Kissimmee

Discover the top 9 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 August 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$233FlexibilityNo cancel feeOn-time65%
FrontierCheapest$126Average$226FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$201Average$492FlexibilityNo cancel feeOn-time71%
DeltaCheapest$202Average$412FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$206Average$486FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$226Average$514FlexibilityNo cancel feeOn-time75%
Sun Country AirCheapest$228Average$453FlexibilityNo cancel feeOn-time83%
United AirlinesCheapest$236Average$522FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$276Average$483FlexibilityNo cancel feeOn-time85%

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