$263 Cheap Flights from Tupelo (TUP) to Portland (PDX)

View $263 flight on Mon, Feb 2, 2026Opens in a new window

Popular airlines from Tupelo, MS (TUP-Tupelo Regional) to Portland International Airport (PDX)

Cheap Flights from Tupelo to Portland (TUP-PDX)

Prices were available within the past 7 days and start at $263 for one-way flights and $456 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Contour Airlines
Sat, Dec 13 - Wed, Dec 17
TUP
Tupelo
PDX
Portland
$456 Roundtrip, found 5 days ago
$456
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Sat, Dec 13 from Tupelo to Portland, returning Wed, Dec 17, priced at $456 found 5 days ago
Contour Airlines
Sat, Dec 13 - Wed, Dec 17
TUP
Tupelo
PDX
Portland
$486 Roundtrip, found 5 days ago
$486
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Sat, Dec 13 from Tupelo to Portland, returning Wed, Dec 17, priced at $486 found 5 days ago
Contour Airlines
Sat, Dec 13 - Wed, Dec 17
TUP
Tupelo
PDX
Portland
$490 Roundtrip, found 5 days ago
$490
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Sat, Dec 13 from Tupelo to Portland, returning Wed, Dec 17, priced at $490 found 5 days ago
Contour Airlines
Sat, Dec 13 - Wed, Dec 17
TUP
Tupelo
PDX
Portland
$496 Roundtrip, found 5 days ago
$496
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Sat, Dec 13 from Tupelo to Portland, returning Wed, Dec 17, priced at $496 found 5 days ago
Contour Airlines
Sat, Dec 13 - Wed, Dec 17
TUP
Tupelo
PDX
Portland
$520 Roundtrip, found 5 days ago
$520
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Sat, Dec 13 from Tupelo to Portland, returning Wed, Dec 17, priced at $520 found 5 days ago
Flights from Tupelo (TUP) to Portland (PDX)
Origin airport
Tupelo Regional
Destination airport
Portland Intl.
Roundtrip price
$456
Distance
1936 mi

Tupelo to Portland Flights

The cheapest times to fly from Tupelo to Portland

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 Tupelo to Portland are during the month of December. You can find some of the cheapest flights from Tupelo to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Tupelo to Portland

Sunday is one of the best days to book for cheap flights from Tupelo to Portland: 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 Tupelo to Portland

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 Tupelo to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $263 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 Tupelo to Portland 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 Tupelo to Portland 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.

 

Frequently asked questions

How much does a flight from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX) cost?
Get a cheap one-way flight from $263 or cheap return flight from $456 from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX)?
The cheapest month to fly from TUP to PDX is December, when demand is low. Off-peak season is generally when airlines offer better prices between these airports.
What is the cheapest airline that flies from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll fly you from TUP to PDX. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX)?
Nonstop flights from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from TUP to PDX?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX)?
To reach Portland Intl. Airport (PDX) on schedule, pick a flight that leaves Tupelo Regional Airport (TUP) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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.
Is it cheaper to buy a plane ticket from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX) last-minute?
Holding off until just before your departure to book your flight from TUP to PDX generally means paying more. While it's possible to find some last-minute offers, they aren't always guaranteed. Keep your travel plans flexible to maximize your chances of snagging a bargain.
Is it cheaper to book a TUP to PDX flight and hotel package?
Compared with arranging hotels and flights separately, booking a TUP to PDX flight and hotel package with Expedia could lead to significant savings. Better still, having it all in one place will take the stress out of planning your trip. Simply secure your flights and select from our extensive range of hotels, then personalize your trip with other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Tupelo Regional Airport (TUP) to Portland Intl. Airport (PDX)?
In most cases, you can cancel or reschedule your TUP to PDX flight. However, there may be additional fees, especially if you booked over 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you need further information, head to our Customer Service portal.

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*Available to One Key members.