$246 Cheap Flights from Portland (PWM) to Billings (BIL)

View $246 flight on Tue, Jan 6, 2026Opens in a new window

Popular airlines from Portland Intl. Jetport Airport (PWM) to Billings Logan Intl. Airport (BIL)

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Cheap Flights from Portland to Billings (PWM-BIL)

Prices were available within the past 7 days and start at $246 for one-way flights and $299 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Jan 14 - Sat, Jan 24
PWM
Portland
BIL
Billings
$299 Roundtrip, found 21 hours ago
$299
Roundtrip
found 21 hours ago
Select Delta flight, departing Wed, Jan 14 from Portland to Billings, returning Sat, Jan 24, priced at $299 found 21 hours ago
Delta
Thu, Nov 20 - Sat, Dec 13
PWM
Portland
BIL
Billings
$324 Roundtrip, found 5 days ago
$324
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Nov 20 from Portland to Billings, returning Sat, Dec 13, priced at $324 found 5 days ago
Delta
Sat, Jan 17 - Tue, Feb 3
PWM
Portland
BIL
Billings
$349 Roundtrip, found 21 hours ago
$349
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Jan 17 from Portland to Billings, returning Tue, Feb 3, priced at $349 found 21 hours ago
Delta
Wed, Nov 19 - Sat, Dec 6
PWM
Portland
BIL
Billings
$354 Roundtrip, found 5 days ago
$354
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Nov 19 from Portland to Billings, returning Sat, Dec 6, priced at $354 found 5 days ago
Delta
Sat, Feb 7 - Tue, Feb 10
PWM
Portland
BIL
Billings
$364 Roundtrip, found 21 hours ago
$364
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Feb 7 from Portland to Billings, returning Tue, Feb 10, priced at $364 found 21 hours ago
United
Thu, Nov 20 - Wed, Nov 26
PWM
Portland
BIL
Billings
$379 Roundtrip, found 5 days ago
$379
Roundtrip
found 5 days ago
Select United flight, departing Thu, Nov 20 from Portland to Billings, returning Wed, Nov 26, priced at $379 found 5 days ago
American Airlines
Tue, Feb 10 - Sun, Feb 15
PWM
Portland
BIL
Billings
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Feb 10 from Portland to Billings, returning Sun, Feb 15, priced at $379 found 1 day ago
Delta
Thu, Dec 4 - Mon, Dec 15
PWM
Portland
BIL
Billings
$384 Roundtrip, found 5 days ago
$384
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Dec 4 from Portland to Billings, returning Mon, Dec 15, priced at $384 found 5 days ago
Delta
Sat, Feb 7 - Wed, Feb 11
PWM
Portland
BIL
Billings
$387 Roundtrip, found 21 hours ago
$387
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Feb 7 from Portland to Billings, returning Wed, Feb 11, priced at $387 found 21 hours ago
Alaska Airlines
Thu, Dec 4 - Sat, Dec 6
PWM
Portland
BIL
Billings
$639 Roundtrip, found 4 days ago
$639
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Thu, Dec 4 from Portland to Billings, returning Sat, Dec 6, priced at $639 found 4 days ago

Alternative airports near Billings

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

Select flight to Logan Intl. BIL. Cheapest and Closest option available. Average driving time to city center is 5 minutes. Flights from $404
BIL
Logan Intl.
CheapestClosest
Average driving time to city center5 min
Flights from $404

Frequently asked questions

How much does a flight from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL) cost?
Snag a cheap one-way flight from $246 or cheap return flight from $299 from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL) 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 Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL)?
The cheapest month to fly from PWM to BIL is January, when there's less demand. Off-peak months are typically when you'll find lower airfares between these airports.
What is the cheapest airline that flies from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest PWM to BIL flight.
How many flights per day from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL)?
There aren't any daily direct flights from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL). But you can choose flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way in no time.
What day of the week has the most flights from PWM to BIL?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change depending on a number of factors, such as the airline and season.*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. Jetport Airport (PWM) to Logan Intl. Airport (BIL)?
To arrive at Logan Intl. Airport (BIL) on schedule, pick a flight that leaves Portland Intl. Jetport Airport (PWM) before 3 PM. The likelihood 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 Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL) last-minute?
Booking your ticket from PWM to BIL just before your getaway is typically more expensive. However, if you're flexible with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a PWM to BIL flight and hotel package?
You'll typically save money by securing a PWM to BIL 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. After choosing your ideal accommodations and flights, you can add extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from Portland Intl. Jetport Airport (PWM) to Logan Intl. Airport (BIL)?
If you booked your PWM to BIL flight within the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Portland Intl. Jetport
Destination airport
Logan Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, United
Roundtrip price
$299
Distance
1864 mi

Book with confidence

Portland to Billings Flights

The cheapest times to fly from Portland to Billings

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

 

The best time to book a flight from Portland to Billings

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

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 Billings in 2025. You can also book with separate airlines for your outbound and return journeys, from $246 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 Billings 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 Billings 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 Billings Flights

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*Available to One Key members.