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$393+ Cheap flights from Hailey to Portland, ME (SUN - PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
SUN — PWM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Hailey to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Hailey (SUN) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 8, 2026.

Round-trip from

$452
(United Airlines)

One-way from

$393
(Alaska Airlines)
From Hailey Sun Valley-Friedman to Portland
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One-way flight from Hailey Sun Valley-Friedman to Portland
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Find flight deals from Hailey to Portland

Cheapest flights from Hailey to Portland
Explore the most affordable flight options available from Hailey to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This United Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/1412:43 pmSUN - PWM
2 stops23h 13mUnited Airlines
Sat 1/179:40 amPWM - SUN
2 stops13h 49mUnited Airlines
Deal found 1/7$735

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hailey to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Hailey to Portland that are best for you.

Fly from

Hailey

Fly to

Portland

Route

Depart

Return

Price

HaileyPortland

SUN - PWM

SUNPWM

Hailey Sun Valley-Friedman

Tue 6/16

7:29 pm-10:27 am

2 stops12h 58m

$393

HaileyPortland

SUN - PWM

SUNPWM

Hailey Sun Valley-Friedman

Tue 6/16

2:29 pm-9:27 pm

3 stops28h 58m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Best time to book a flight from Hailey to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Hailey with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hailey to Portland

What is the cheapest month to book a flight from Hailey to Portland, Maine?

Currently, April is the cheapest month in which you can book a flight from Hailey to Portland, Maine (average of $163). Flying from Hailey to Portland, Maine in July is currently the most expensive (average of $378). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hailey to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Hailey to Portland, Maine?

    United Airlines and American Airlines can get you from Hailey to Portland, Maine in just under 14h 20m. Your travel time can differ by up to 11h 20m. The distance from Hailey to Portland, Maine is about 2174 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Hailey to Portland that include hotel bookings?

    Yes. In addition to deals on Hailey to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hailey to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hailey to Portland.

  • Can I find deals for business class flights from Hailey to Portland?

    Yes. Cheapflights offers flight deals from Hailey to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hailey to Portland, Maine?

    Currently, April is the cheapest month in which you can book a flight from Hailey to Portland, Maine (average of $163). Flying from Hailey to Portland, Maine in July is currently the most expensive (average of $378). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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