$286 Cheap Flights from Helena (HLN) to Portland (PWM)

View $286 flight on Wed, Sep 3, 2025Opens in a new window

Popular airlines from Helena, MT (HLN-Helena Regional) to Portland Intl. Jetport Airport (PWM)

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Cheap Flights from Helena to Portland (HLN-PWM)

Prices were available within the past 7 days and start at $286 for one-way flights and $408 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Nov 1 - Sat, Nov 15
HLN
Helena
PWM
Portland
$408 Roundtrip, found 6 days ago
$408
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Nov 1 from Helena to Portland, returning Sat, Nov 15, priced at $408 found 6 days ago
United
Wed, Oct 22 - Tue, Nov 4
HLN
Helena
PWM
Portland
$409 Roundtrip, found 6 days ago
$409
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Helena to Portland, returning Tue, Nov 4, priced at $409 found 6 days ago
United
Tue, Oct 28 - Sat, Nov 15
HLN
Helena
PWM
Portland
$414 Roundtrip, found 6 days ago
$414
Roundtrip
found 6 days ago
Select United flight, departing Tue, Oct 28 from Helena to Portland, returning Sat, Nov 15, priced at $414 found 6 days ago
Delta
Sat, Sep 6 - Wed, Sep 17
HLN
Helena
PWM
Portland
$433 Roundtrip, found 6 days ago
$433
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Sep 6 from Helena to Portland, returning Wed, Sep 17, priced at $433 found 6 days ago
United
Wed, Oct 22 - Mon, Nov 10
HLN
Helena
PWM
Portland
$439 Roundtrip, found 6 days ago
$439
Roundtrip
found 6 days ago
Select United flight, departing Wed, Oct 22 from Helena to Portland, returning Mon, Nov 10, priced at $439 found 6 days ago
Delta
Wed, Oct 29 - Sat, Nov 15
HLN
Helena
PWM
Portland
$439 Roundtrip, found 6 days ago
$439
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 29 from Helena to Portland, returning Sat, Nov 15, priced at $439 found 6 days ago
Delta
Mon, Oct 27 - Sat, Nov 15
HLN
Helena
PWM
Portland
$443 Roundtrip, found 6 days ago
$443
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Oct 27 from Helena to Portland, returning Sat, Nov 15, priced at $443 found 6 days ago
United
Wed, Aug 20 - Fri, Sep 5
HLN
Helena
PWM
Portland
$444 Roundtrip, found 6 days ago
$444
Roundtrip
found 6 days ago
Select United flight, departing Wed, Aug 20 from Helena to Portland, returning Fri, Sep 5, priced at $444 found 6 days ago
Delta
Fri, Aug 15 - Sat, Aug 30
HLN
Helena
PWM
Portland
$448 Roundtrip, found 6 days ago
$448
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Aug 15 from Helena to Portland, returning Sat, Aug 30, priced at $448 found 6 days ago
Delta
Sat, Aug 30 - Tue, Sep 16
HLN
Helena
PWM
Portland
$449 Roundtrip, found 6 days ago
$449
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Aug 30 from Helena to Portland, returning Tue, Sep 16, priced at $449 found 6 days ago

Alternative airports near Portland

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

Select flight to Portland Intl. Jetport PWM. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $648
PWM
Portland Intl. Jetport
CheapestClosest
Average driving time to city center8 min
Flights from $648
Flights from Helena (HLN) to Portland (PWM)
Origin airport
Helena Regional
Destination airport
Portland Intl. Jetport
Roundtrip price
$408
Distance
2018 mi

Helena to Portland Flights

The cheapest times to fly from Helena 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 Helena to Portland are during the month of November. You can find some of the cheapest flights from Helena to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Helena to Portland

Sunday is one of the best days to book for cheap flights from Helena 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 Helena 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 Helena to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $286 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 Helena 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 Helena 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 Helena Regional Airport (HLN) to Portland Intl. Jetport Airport (PWM) cost?
Discover the latest flight deals from HLN to PWM by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from HLN to PWM?
The cheapest flights from HLN to PWM are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from HLN to PWM?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from HLN to PWM. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Helena Regional Airport (HLN) to Portland Intl. Jetport Airport (PWM)?
You'll need to hop on a flight with a layover when traveling from Helena Regional Airport (HLN) to Portland Intl. Jetport Airport (PWM). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to find the best option for your trip.
What day of the week has the most flights from HLN to PWM?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary based on various factors, such as the carrier 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 Helena Regional Airport (HLN) to Portland Intl. Jetport Airport (PWM)?
To touch down at Portland Intl. Jetport Airport (PWM) on schedule, opt for a flight that takes off from Helena Regional Airport (HLN) 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.
Is it cheaper to buy a plane ticket from Helena Regional Airport (HLN) to Portland Intl. Jetport Airport (PWM) last-minute?
Last-minute bookings from HLN to PWM are generally more expensive. To secure the lowest prices, start searching for flights ahead of time. That said, if your travel plans are flexible, you may land a cheap fare right before you leave.
Is it cheaper to book a HLN to PWM flight and hotel package?
Compared with arranging hotels and flights separately, booking a HLN to PWM flight and hotel package with Expedia could result in significant savings. Better yet, managing everything in one place takes the hassle out of planning your trip. Simply secure your flights and select from our wide range of stays, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Helena Regional Airport (HLN) to Portland Intl. Jetport Airport (PWM)?
In most cases, you can reschedule or cancel your HLN to PWM flight. However, additional fees may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you need more details, visit our Customer Service portal.

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*Available to One Key members.