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Kissimmee

$99+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(American Airlines)

One-way from

$99
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$378
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. 2% potential increase in price ($9 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 April 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 April 4, 2025.

This American Airlines deal was found by Cheapflights users on 4/3. 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.
Sat 8/161:17 pmBOI - MCO
1 stop7h 33mAmerican Airlines
Sat 8/235:36 amMCO - BOI
1 stop8h 51mAmerican Airlines
Deal found 4/3$197
This Delta deal was found by Cheapflights users on 4/4. 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 5/315:05 pmPDX - MCO
1 stop9h 37mDelta
Tue 6/106:30 pmMCO - PDX
1 stop8h 28mDelta
Deal found 4/4$207
This Southwest deal was found by Cheapflights users on 4/3. 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.
Sun 8/175:35 amPDX - MCO
2 stops10h 10mSouthwest
Wed 8/204:35 pmMCO - PDX
1 stop9h 10mSouthwest
Deal found 4/3$212
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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.
Mon 5/121:37 pmPDX - MCO
1 stop12h 48mSpirit Airlines
Tue 5/2010:25 amMCO - PDX
1 stop9h 20mSpirit Airlines
Deal found 4/4$215
This Delta deal was found by Cheapflights users on 4/4. 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 5/312:47 pmBOI - MCO
1 stop7h 46mDelta
Tue 6/177:00 amMCO - BOI
1 stop10h 03mDelta
Deal found 4/4$224
This United Airlines deal was found by Cheapflights users on 4/4. 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 5/107:00 amPDX - MCO
1 stop7h 48mUnited Airlines
Sat 5/175:10 pmMCO - PDX
1 stop8h 54mUnited Airlines
Deal found 4/4$235
This American Airlines deal was found by Cheapflights users on 4/4. 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 4/1810:00 pmPDX - MCO
1 stop8h 43mAmerican Airlines
Fri 4/253:13 pmMCO - PDX
1 stop9h 20mAmerican Airlines
Deal found 4/4$238
This Booking.com deal was found by Cheapflights users on 4/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/11:15 pmPDX - MCO
1 stop15h 15mFrontier
Sun 5/48:26 pmMCO - PDX
1 stop22h 16mFrontier
Deal found 4/3$250
This United Airlines deal was found by Cheapflights users on 4/4. 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 6/102:35 pmBOI - MCO
1 stop7h 11mUnited Airlines
Tue 6/178:18 amMCO - BOI
1 stop9h 41mUnited Airlines
Deal found 4/4$251
This Booking.com deal was found by Cheapflights users on 4/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/157:01 pmPDX - MCO
1 stop8h 32mMultiple Airlines
Wed 4/238:59 pmMCO - PDX
1 stop30h 43mMultiple Airlines
Deal found 4/2$253
This Alaska Airlines deal was found by Cheapflights users on 4/4. 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 4/196:37 amBOI - MCO
1 stop9h 11mAlaska Airlines
Wed 4/237:09 amMCO - BOI
1 stop11h 46mAlaska Airlines
Deal found 4/4$258
This Booking.com deal was found by Cheapflights users on 4/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/21:52 pmBOI - MCO
1 stop14h 41mSpirit Airlines
Thu 5/87:34 pmMCO - BOI
2 stops17h 47mSpirit Airlines
Deal found 4/3$285

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 April 4, 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

Sat 8/16

1:17 pm-10:50 pm

1 stop7h 33m

Orlando

Sat 8/23

5:36 am-12:27 pm

1 stop8h 51m

$197

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sat 5/31

5:05 pm-5:42 am

1 stop9h 37m

Orlando

Tue 6/10

6:30 pm-11:58 pm

1 stop8h 28m

$207

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Mon 5/12

1:37 pm-5:25 am

1 stop12h 48m

Orlando

Tue 5/20

10:25 am-4:45 pm

1 stop9h 20m

$215

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 5/31

2:47 pm-12:33 am

1 stop7h 46m

Orlando

Tue 6/17

7:00 am-3:03 pm

1 stop10h 03m

$224

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sat 5/10

7:00 am-5:48 pm

1 stop7h 48m

Orlando

Sat 5/17

5:10 pm-11:04 pm

1 stop8h 54m

$235

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Fri 4/18

10:00 pm-9:43 am

1 stop8h 43m

Orlando

Fri 4/25

3:13 pm-9:33 pm

1 stop9h 20m

$238

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Thu 5/1

1:15 pm-7:30 am

1 stop15h 15m

Orlando

Sun 5/4

8:26 pm-3:42 pm

1 stop22h 16m

$250

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 6/10

2:35 pm-11:46 pm

1 stop7h 11m

Orlando

Tue 6/17

8:18 am-3:59 pm

1 stop9h 41m

$251

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 4/15

7:01 pm-6:33 am

1 stop8h 32m

Orlando

Wed 4/23

8:59 pm-12:42 am

1 stop30h 43m

$253

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sat 4/19

6:37 am-5:48 pm

1 stop9h 11m

Orlando

Wed 4/23

7:09 am-4:55 pm

1 stop11h 46m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

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 April 4, 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 April 4, 2025.
Read through reviews of airlines operating flights from Oregon to Kissimmee, such as Alaska Airlines, Southwest 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.
Alaska Airlines
8.0
Very good
9,837 reviews

Food

7.1

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,837 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Food

7.1

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,276 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Food

7.1

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Food

7.1

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,353 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Food

7.1

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,618 reviews
Alaska Airlines
8.0
Very good
9,837 reviews

Food

7.1

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $99 on American Airlines. Other airlines that offer cheap prices include Delta from $104 and Spirit Airlines from $108 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 Medford - 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: Alaska Airlines (89%), Hawaiian Airlines (89%), LATAM Airlines (88%).

  • What are the cheapest flights from Oregon to Kissimmee?

    Looking for the cheapest flight from Oregon to Kissimmee? While on average our users pay $450, our data indicates the cheapest price to be $194. 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 $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 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$208FlexibilityNo cancel feeOn-time65%
FrontierCheapest$109Average$221FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$142Average$398FlexibilityNo cancel feeOn-time83%
DeltaCheapest$206Average$474FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$206Average$514FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$235Average$514FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$237Average$527FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$310Average$515FlexibilityNo cancel feeOn-time63%
Hawaiian AirlinesCheapest$368Average$548FlexibilityNo cancel feeOn-time85%

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