Cheap Flights from Portland (PDX) to Kissimmee (ISM)

Popular airlines from Portland International Airport (PDX) to Kissimmee, FL (ISM-Kissimmee Gateway)

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Alternative airports near Kissimmee

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Orlando Intl. MCO. Cheapest option available. Average driving time to city center is 34 minutes. Flights from $239
MCO
Orlando Intl.
Cheapest
Average driving time to city center34 min
Flights from $239

Frequently asked questions

How much does a flight from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM) cost?
Secure a cheap one-way flight or cheap return flight from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM)?
The cheapest month to fly from PDX to ISM is , when there's less demand. Off-peak season is usually when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest PDX to ISM flight.
How many flights per day from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM)?
You'll need to take a flight with a layover if you're traveling from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from PDX to ISM?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* However, this can change depending on the season, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM)?
To arrive at Kissimmee Gateway Airport (ISM) on schedule, opt for a flight that leaves from Portland Intl. Airport (PDX) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Orlando from Portland Intl. Airport (PDX)?
Check out your flight options from Portland Intl. Airport (PDX) to Orlando Intl. Airport (MCO). This is the only airport in Orlando you can fly into if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM) last-minute?
Holding off until just before your trip to book your flight from PDX to ISM generally means paying more. While you may find some last-minute deals, they aren't always guaranteed. Keep your travel plans flexible to boost your chances of getting a bargain.
Is it cheaper to book a PDX to ISM flight and hotel package?
Securing a PDX to ISM flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Select from our impressive range of hotels and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Kissimmee Gateway Airport (ISM)?
Generally, it's possible to cancel or reschedule your PDX to ISM flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
Portland Intl.
Destination airport
Kissimmee Gateway
Distance
2530 mi

Book with confidence

Book with confidence

Portland to Kissimmee Flights

The cheapest times to fly from Portland to Kissimmee

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Portland to Kissimmee are during the month of . You can find some of the cheapest flights from Portland to Kissimmee with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Portland to Kissimmee

Sunday is one of the best days to book for cheap flights from Portland to Kissimmee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Portland to Kissimmee

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Portland to Kissimmee in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Portland to Kissimmee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Portland to Kissimmee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Portland to Kissimmee Flights

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