HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MCO
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oregon to Kissimmee with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 June 16, 2025.

Round-trip from

$167
(American Airlines)

One-way from

$84
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$458
From Oregon to Kissimmee
Search Deals
One-way flight from Oregon to Kissimmee
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

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 June 16, 2025.

This American Airlines deal was found by Cheapflights users on 6/16. 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 8/161:07 pmBOI - MCO
1 stop7h 43mAmerican Airlines
Sat 8/237:00 amMCO - BOI
1 stop7h 19mAmerican Airlines
Deal found 6/16$167
This Southwest deal was found by Cheapflights users on 6/13. 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.
Fri 8/226:20 amBOI - MCO
2 stops11h 40mSouthwest
Sat 9/1310:40 amMCO - BOI
1 stop13h 30mSouthwest
Deal found 6/13$178
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/1512:50 pmBOI - MCO
1 stop9h 09mDelta
Wed 7/237:15 pmMCO - BOI
1 stop6h 54mDelta
Deal found 6/15$197
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 7/159:30 pmPDX - MCO
1 stop8h 21mDelta
Tue 7/227:15 pmMCO - PDX
1 stop7h 20mDelta
Deal found 6/15$207
This Southwest deal was found by Cheapflights users on 6/14. 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.
Sat 9/69:05 pmPDX - MCO
2 stops15h 10mSouthwest
Fri 9/129:20 amMCO - PDX
1 stop9h 40mSouthwest
Deal found 6/14$208
This American Airlines deal was found by Cheapflights users on 6/15. 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 7/305:30 amPDX - MCO
1 stop8h 09mAmerican Airlines
Wed 8/68:00 amMCO - PDX
1 stop9h 21mAmerican Airlines
Deal found 6/15$209
This FlightHub deal was found by Cheapflights users on 6/15. 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.
Wed 6/2512:18 pmPDX - MCO
1 stop14h 26mFrontier
Thu 7/106:00 amMCO - PDX
1 stop21h 16mFrontier
Deal found 6/15$210
This Orbitz deal was found by Cheapflights users on 6/14. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/45:50 pmPDX - MCO
1 stop9h 10mMultiple Airlines
Tue 7/88:39 pmMCO - PDX
1 stop15h 39mMultiple Airlines
Deal found 6/14$231
This Booking.com deal was found by Cheapflights users on 6/14. 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.
Sun 6/2912:36 pmBOI - MCO
1 stop15h 08mMultiple Airlines
Thu 7/38:39 pmMCO - BOI
1 stop14h 09mMultiple Airlines
Deal found 6/14$237
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Fri 7/181:06 pmEUG - MCO
1 stop7h 22mUnited Airlines
Sun 7/276:30 amMCO - EUG
1 stop9h 30mUnited Airlines
Deal found 6/15$239
This Cheapflightsfares deal was found by Cheapflights users on 6/14. 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.
Sat 7/193:10 pmPDX - MCO
1 stop14h 11mSpirit Airlines
Sun 7/279:28 pmMCO - PDX
1 stop14h 50mSpirit Airlines
Deal found 6/14$247
This United Airlines deal was found by Cheapflights users on 6/14. 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 8/92:32 pmBOI - MCO
1 stop6h 56mUnited Airlines
Sat 8/169:15 amMCO - BOI
2 stops10h 52mUnited Airlines
Deal found 6/14$256

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 June 16, 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

1:07 pm-10:50 pm

1 stop7h 43m

Orlando

Sat 8/23

7:00 am-12:19 pm

1 stop7h 19m

$167

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Fri 8/22

6:20 am-8:00 pm

2 stops11h 40m

Orlando

Sat 9/13

10:40 am-10:10 pm

1 stop13h 30m

$178

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Tue 7/15

12:50 pm-11:59 pm

1 stop9h 09m

Orlando

Wed 7/23

7:15 pm-12:09 am

1 stop6h 54m

$197

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Tue 7/15

9:30 pm-8:51 am

1 stop8h 21m

Orlando

Tue 7/22

7:15 pm-11:35 pm

1 stop7h 20m

$207

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Sat 9/6

9:05 pm-3:15 pm

2 stops15h 10m

Orlando

Fri 9/12

9:20 am-4:00 pm

1 stop9h 40m

$208

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Wed 7/30

5:30 am-4:39 pm

1 stop8h 09m

Orlando

Wed 8/6

8:00 am-2:21 pm

1 stop9h 21m

$209

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Wed 7/2

12:18 pm-5:44 am

1 stop14h 26m

Orlando

Wed 7/9

1:51 pm-11:24 pm

1 stop12h 33m

$210

PortlandOrlando

PDX - MCO

PDXMCO

Portland

Fri 7/4

5:50 pm-6:00 am

1 stop9h 10m

Orlando

Tue 7/8

8:39 pm-9:18 am

1 stop15h 39m

$231

BoiseOrlando

BOI - MCO

BOIMCO

Boise Air Term. Gowen Fld

Sun 6/29

12:36 pm-5:44 am

1 stop15h 08m

Orlando

Thu 7/3

8:39 pm-8:48 am

1 stop14h 09m

$237

EugeneOrlando

EUG - MCO

EUGMCO

Eugene

Fri 7/18

1:06 pm-11:28 pm

1 stop7h 22m

Orlando

Sun 7/27

6:30 am-1:00 pm

1 stop9h 30m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 60 results
1
2
3
...
6

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 June 16, 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 June 16, 2025.

The most flights from USOR to K1S are scheduled on a Thursday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 June 16, 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
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,278 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,501 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,801 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Delta from $100 and Frontier from $106 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 (77%), Hawaiian Airlines (77%).

  • What are the cheapest flights from Oregon to Kissimmee?

    Looking for the cheapest flight from Oregon to Kissimmee? While on average our users pay $393, our data indicates the cheapest price to be $183. The most popular route (Portland - Orlando), is priced around $181.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oregon to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to Orlando flights
LaGuardia to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
LaGuardia to Orlando flights
Los Angeles to Miami flights
Dallas/Fort Worth to Orlando flights
Los Angeles to Orlando flights
Los Angeles to Fort Lauderdale flights
Baltimore to Fort Lauderdale flights
John F Kennedy Intl to West Palm Beach flights
Philadelphia to Orlando flights
Baltimore to Miami flights
Reagan-National to Miami flights
O'Hare Intl to Orlando flights
Dallas/Fort Worth to Miami flights
Dallas/Fort Worth to Fort Lauderdale flights
Newark to Tampa flights
Boston to Orlando flights
Atlanta to Fort Lauderdale flights
O'Hare Intl to Miami flights
Atlanta to Miami flights
Dulles Intl to Miami flights
John F Kennedy Intl to Tampa flights
Newark to West Palm Beach flights
LaGuardia to Tampa flights
O'Hare Intl to Fort Lauderdale flights
Boston to Fort Lauderdale flights
Philadelphia to Fort Lauderdale flights
Boston to Miami flights
Hobby to Orlando flights
Denver to Orlando flights
Baltimore to Orlando flights
Philadelphia to Miami flights
Hobby to Miami flights
Providence to Orlando flights
Dulles Intl to Fort Lauderdale flights
George Bush Intcntl to Orlando flights
Cleveland to Orlando flights
O'Hare Intl to Tampa flights
Reagan-National to Orlando flights
Dulles Intl to Orlando flights
San Francisco to Miami flights
Seattle to Orlando flights
LaGuardia to West Palm Beach flights
San Francisco to Orlando flights

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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$85Average$216FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$218FlexibilityNo cancel feeOn-time62%
DeltaCheapest$205Average$427FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$206Average$540FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$206Average$513FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$236Average$514FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$242Average$522FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$271Average$453FlexibilityNo cancel feeOn-time83%
Hawaiian AirlinesCheapest$304Average$497FlexibilityNo cancel feeOn-time85%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.