$331 Cheap Flights from Portland (PDX) to Tupelo (TUP)

View $331 flight on Sat, Aug 16, 2025Opens in a new window

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

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Cheap Flights from Portland to Tupelo (PDX-TUP)

Prices were available within the past 7 days and start at $331 for one-way flights and $378 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Aug 24 - Tue, Aug 26
PDX
Portland
TUP
Tupelo
$378 Roundtrip, found 6 days ago
$378
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Aug 24 from Portland to Tupelo, returning Tue, Aug 26, priced at $378 found 6 days ago
American Airlines
Sun, Aug 24 - Tue, Aug 26
PDX
Portland
TUP
Tupelo
$409 Roundtrip, found 6 days ago
$409
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Aug 24 from Portland to Tupelo, returning Tue, Aug 26, priced at $409 found 6 days ago
American Airlines
Sun, Aug 24 - Tue, Aug 26
PDX
Portland
TUP
Tupelo
$419 Roundtrip, found 6 days ago
$419
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Aug 24 from Portland to Tupelo, returning Tue, Aug 26, priced at $419 found 6 days ago
Alaska Airlines
Tue, Oct 7 - Thu, Oct 16
PDX
Portland
TUP
Tupelo
$435 Roundtrip, found 5 days ago
$435
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Oct 7 from Portland to Tupelo, returning Thu, Oct 16, priced at $435 found 5 days ago
Hawaiian Airlines
Tue, Oct 7 - Tue, Oct 14
PDX
Portland
TUP
Tupelo
$436 Roundtrip, found 5 days ago
$436
Roundtrip
found 5 days ago
Select Hawaiian Airlines flight, departing Tue, Oct 7 from Portland to Tupelo, returning Tue, Oct 14, priced at $436 found 5 days ago
Alaska Airlines
Mon, Oct 13 - Thu, Oct 16
PDX
Portland
TUP
Tupelo
$444 Roundtrip, found 5 days ago
$444
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Mon, Oct 13 from Portland to Tupelo, returning Thu, Oct 16, priced at $444 found 5 days ago
Alaska Airlines
Sun, Aug 24 - Tue, Aug 26
PDX
Portland
TUP
Tupelo
$445 Roundtrip, found 6 days ago
$445
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sun, Aug 24 from Portland to Tupelo, returning Tue, Aug 26, priced at $445 found 6 days ago
Alaska Airlines
Tue, Oct 7 - Mon, Oct 13
PDX
Portland
TUP
Tupelo
$446 Roundtrip, found 5 days ago
$446
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Oct 7 from Portland to Tupelo, returning Mon, Oct 13, priced at $446 found 5 days ago
Alaska Airlines
Sun, Oct 12 - Thu, Oct 16
PDX
Portland
TUP
Tupelo
$454 Roundtrip, found 5 days ago
$454
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Sun, Oct 12 from Portland to Tupelo, returning Thu, Oct 16, priced at $454 found 5 days ago
United
Fri, Oct 10 - Mon, Oct 13
PDX
Portland
TUP
Tupelo
$463 Roundtrip, found 5 days ago
$463
Roundtrip
found 5 days ago
Select United flight, departing Fri, Oct 10 from Portland to Tupelo, returning Mon, Oct 13, priced at $463 found 5 days ago
Flights from Portland (PDX) to Tupelo (TUP)
Origin airport
Portland Intl.
Destination airport
Tupelo Regional
Roundtrip price
$378
Distance
1936 mi

Portland to Tupelo Flights

The cheapest times to fly from Portland to Tupelo

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

 

The best time to book a flight from Portland to Tupelo

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

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 Tupelo in 2025. You can also book with separate airlines for your outbound and return journeys, from $331 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 Tupelo 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 Tupelo 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 Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP) cost?
Lock in a cheap one-way flight from $331 or cheap return flight from $378 from Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP) 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 Tupelo Regional Airport (TUP)?
August is the least expensive month to fly from PDX to TUP. Traveling outside of peak seasons is often the key to finding better fares.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll take you from PDX to TUP. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP)?
You'll have to hop on a flight with a layover if you're traveling from Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from PDX to TUP?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the time of year, 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 Tupelo Regional Airport (TUP)?
Choose a flight from Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP) that leaves before 3 PM to reduce the likelihood of delays. Later departures are on average 22% more likely to be canceled.**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 Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP) last-minute?
Booking your ticket from PDX to TUP shortly before your trip is generally more expensive. But if you're flexible with your itinerary, you could bag a cheap last-minute fare.
Is it cheaper to book a PDX to TUP flight and hotel package?
You'll typically save money by booking a PDX to TUP flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've chosen your preferred flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Tupelo Regional Airport (TUP)?
If you booked your PDX to TUP flight in the last 24 hours, you may be able to cancel or modify it without fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you want more information.

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*Available to One Key members.