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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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$167
(American Airlines)

One-way from

$84
(American Airlines)

Popular in

March

Cheapest in

July

Average price

$312
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. 8% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 9/51:38 pmBOI - MCO
1 stop6h 50mAmerican Airlines
Tue 9/97:00 amMCO - BOI
1 stop7h 27mAmerican Airlines
Deal found 7/29$167
This Southwest deal was found by Cheapflights users on 7/26. 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 11/115:15 amBOI - MCO
2 stops11h 10mSouthwest
Tue 11/188:50 amMCO - BOI
2 stops8h 15mSouthwest
Deal found 7/26$192
This Delta deal was found by Cheapflights users on 7/28. 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.
Sat 10/251:39 pmBOI - MCO
1 stop8h 20mDelta
Tue 11/46:10 pmMCO - BOI
1 stop7h 44mDelta
Deal found 7/28$197
This Delta deal was found by Cheapflights users on 7/28. 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.
Wed 8/205:30 amPDX - MCO
1 stop8h 47mDelta
Fri 8/226:30 pmMCO - PDX
1 stop8h 22mDelta
Deal found 7/28$207
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/99:00 amPDX - MCO
2 stops9h 59mAmerican Airlines
Mon 9/155:40 pmMCO - PDX
1 stop9h 25mAmerican Airlines
Deal found 7/29$212
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 9/274:00 pmBOI - MCO
1 stop25h 19mAlaska Airlines
Sat 10/47:00 amMCO - BOI
1 stop9h 36mAlaska Airlines
Deal found 7/28$216
This Southwest deal was found by Cheapflights users on 7/28. 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 9/306:00 amPDX - MCO
2 stops9h 45mSouthwest
Sat 10/46:50 amMCO - PDX
1 stop15h 15mSouthwest
Deal found 7/28$218
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Tue 8/267:52 pmPDX - MCO
2 stops16h 56mSpirit Airlines
Tue 9/26:00 amMCO - PDX
2 stops15h 57mSpirit Airlines
Deal found 7/29$233
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Sun 9/286:25 pmPDX - MCO
1 stop8h 08mUnited Airlines
Tue 9/303:55 pmMCO - PDX
1 stop8h 11mUnited Airlines
Deal found 7/29$235
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Sat 8/3012:27 pmBOI - MCO
1 stop7h 19mUnited Airlines
Sat 9/67:00 amMCO - BOI
1 stop8h 30mUnited Airlines
Deal found 7/27$237
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Mon 8/113:10 pmPDX - MCO
1 stop14h 11mMultiple Airlines
Sat 8/308:59 pmMCO - PDX
1 stop30h 16mMultiple Airlines
Deal found 7/28$249
This Frontier deal was found by Cheapflights users on 7/28. 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.
Wed 8/206:51 amPDX - MCO
1 stop7h 24mFrontier
Sat 8/2311:07 amMCO - PDX
1 stop14h 32mFrontier
Deal found 7/28$258

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 July 29, 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

Fri 9/5

1:38 pm-10:28 pm

1 stop6h 50m

Orlando

Sun 9/7

7:00 am-12:27 pm

1 stop7h 27m

$167

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 10/25

1:39 pm-11:59 pm

1 stop8h 20m

Orlando

Tue 11/4

6:10 pm-11:54 pm

1 stop7h 44m

$197

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Wed 8/20

5:30 am-5:17 pm

1 stop8h 47m

Orlando

Fri 8/22

6:30 pm-11:52 pm

1 stop8h 22m

$207

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 9/9

9:00 am-9:59 pm

2 stops9h 59m

Orlando

Mon 9/15

5:40 pm-12:05 am

1 stop9h 25m

$212

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 9/27

4:00 pm-7:19 pm

1 stop25h 19m

Orlando

Sat 10/4

7:00 am-2:36 pm

1 stop9h 36m

$216

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 9/30

6:00 am-6:45 pm

2 stops9h 45m

Orlando

Sat 10/4

6:50 am-7:05 pm

1 stop15h 15m

$218

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 8/26

7:52 pm-3:48 pm

2 stops16h 56m

Orlando

Tue 9/2

6:00 am-6:57 pm

2 stops15h 57m

$233

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sun 9/28

6:25 pm-5:33 am

1 stop8h 08m

Orlando

Tue 9/30

3:55 pm-9:06 pm

1 stop8h 11m

$235

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 8/30

12:27 pm-9:46 pm

1 stop7h 19m

Orlando

Sat 9/6

7:00 am-1:30 pm

1 stop8h 30m

$237

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Mon 8/11

3:10 pm-8:21 am

1 stop14h 11m

Orlando

Sat 8/30

8:59 pm-12:15 am

1 stop30h 16m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 $288). 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 July 29, 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.

Weekly flight availability from Oregon to Kissimmee

Explore weekly flight availability from Oregon 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 July 29, 2025.

The most flights from USOR 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).

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 July 29, 2025.
Read through reviews of airlines operating flights from Oregon to Kissimmee, such as Alaska Airlines, Southwest, and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,979 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Hawaiian Airlines
7.8
Good
2,605 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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 $84 on American Airlines. Other airlines that offer cheap prices include Hawaiian Airlines from $92 and Alaska Airlines from $97 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: Sun Country Air (100%), Alaska Airlines (62%), Hawaiian Airlines (62%).

  • What are the cheapest flights from Oregon to Kissimmee?

    Looking for the cheapest flight from Oregon to Kissimmee? While on average our users pay $877, our data indicates the cheapest price to be $168. The most popular route (Portland - Orlando), is priced around $207.

  • 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 $288). 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 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$227FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$226FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$201Average$509FlexibilityNo cancel feeOn-time71%
DeltaCheapest$205Average$425FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$206Average$503FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$228Average$453FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$234Average$506FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$236Average$525FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$276Average$485FlexibilityNo cancel feeOn-time85%

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