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Flights from Portland to Boston

Find cheap airlines flights from Portland to Boston

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Southwest Airlines logo Southwest Airlines

Cheap flight deals from Portland to Boston

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • Round-trip
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Portland to Boston

Cheapest one-way flight price AED 348
Cheapest return ticket price AED 751
Off-season for travel May
Peak season for travel March
Flight distance 4,072.57 km
Average flight time 5 hours 36 minutes
Popular airline Alaska Airlines

When is the cheapest time to fly from Portland to Boston?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
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  • 22 29

  • Jul

    29 6
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  • 13 20
  • 20 27

  • Aug

    27 3
  • 3 10
  • 10 17
  • 17 24
  • 24 31
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

How to find a cheap flight from Portland to Boston

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Portland to Boston. Book your flights at the right time and save more.
1
Being flexible with your dates to get the cheapest Portland to Boston ticket.
Tap "Date" on flight search bar to scan through the calender for Portland to Boston airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Mon, Jun 30 at AED 349 for one-way flights.
2
Compare cheap Portland to Boston flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Portland to Boston. The cheapest airline operating is Hawaiian Airlines.
3
Set up a Price Alert
By setting up a Price Alert for your Portland to Boston route, you can easily track the price of your airline tickets from without manually checking every day.
4
Don't miss cheap Portland to Boston flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Portland to Boston to get exclusive deals for you.

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