Travel with Axel,
get the best price.

Route overview: Portland to Boston (BOS) flight deals

Portland → Boston

Dec 4, 2026 · choose your return date

PDX → BOS1 adulteconomyOne way and round trips

30 flight options · 2 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Dec 4, 2026 · One waySouthwest AirlinesUp to 1 stop each way$165.00 Dec 4, 2026 · One wayAlaska AirlinesNonstop$185.00 Dec 4, 2026 – Dec 5, 2026 · 1 nightSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 5, 2026 · 1 nightAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 6, 2026 · 2 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 6, 2026 · 2 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 7, 2026 · 3 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 7, 2026 · 3 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 8, 2026 · 4 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 8, 2026 · 4 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 9, 2026 · 5 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 9, 2026 · 5 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 10, 2026 · 6 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 10, 2026 · 6 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 11, 2026 · 7 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 11, 2026 · 7 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 12, 2026 · 8 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 12, 2026 · 8 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 13, 2026 · 9 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 13, 2026 · 9 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 14, 2026 · 10 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 14, 2026 · 10 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 15, 2026 · 11 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 15, 2026 · 11 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 16, 2026 · 12 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 16, 2026 · 12 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 17, 2026 · 13 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 17, 2026 · 13 nightsAlaska AirlinesNonstop$350.00 Dec 4, 2026 – Dec 18, 2026 · 14 nightsSouthwest AirlinesUp to 1 stop each way$320.00 Dec 4, 2026 – Dec 18, 2026 · 14 nightsAlaska AirlinesNonstop$350.00

Flights for your trip

  1. Fri, Dec 4 · One way

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS

    One-way total · 1 adult · Taxes included

  2. Fri, Dec 4 · One way

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS

    One-way total · 1 adult · Taxes included

  3. Fri, Dec 4 – Sat, Dec 5

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  4. Fri, Dec 4 – Sat, Dec 5

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:46 pmBOS
    6h 41m
    Nonstop
    8:27 pmPDX

    Round-trip total · 1 adult · Taxes included

  5. Fri, Dec 4 – Sun, Dec 6

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  6. Fri, Dec 4 – Sun, Dec 6

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:56 pmBOS
    6h 33m
    Nonstop
    8:29 pmPDX

    Round-trip total · 1 adult · Taxes included

  7. Fri, Dec 4 – Mon, Dec 7

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  8. Fri, Dec 4 – Mon, Dec 7

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:56 pmBOS
    6h 33m
    Nonstop
    8:29 pmPDX

    Round-trip total · 1 adult · Taxes included

  9. Fri, Dec 4 – Tue, Dec 8

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  10. Fri, Dec 4 – Tue, Dec 8

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:33 pmBOS
    6h 20m
    Nonstop
    7:53 pmPDX

    Round-trip total · 1 adult · Taxes included

  11. Fri, Dec 4 – Thu, Dec 10

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  12. Fri, Dec 4 – Thu, Dec 10

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:33 pmBOS
    6h 20m
    Nonstop
    7:53 pmPDX

    Round-trip total · 1 adult · Taxes included

  13. Fri, Dec 4 – Fri, Dec 11

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  14. Fri, Dec 4 – Fri, Dec 11

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:56 pmBOS
    6h 33m
    Nonstop
    8:29 pmPDX

    Round-trip total · 1 adult · Taxes included

  15. Fri, Dec 4 – Sat, Dec 12

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  16. Fri, Dec 4 – Sat, Dec 12

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    6:00 amBOS
    6h 23m
    Nonstop
    9:23 amPDX

    Round-trip total · 1 adult · Taxes included

  17. Fri, Dec 4 – Mon, Dec 14

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  18. Fri, Dec 4 – Mon, Dec 14

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:56 pmBOS
    6h 33m
    Nonstop
    8:29 pmPDX

    Round-trip total · 1 adult · Taxes included

  19. Fri, Dec 4 – Tue, Dec 15

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  20. Fri, Dec 4 – Tue, Dec 15

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:33 pmBOS
    6h 20m
    Nonstop
    7:53 pmPDX

    Round-trip total · 1 adult · Taxes included

  21. Fri, Dec 4 – Wed, Dec 16

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  22. Fri, Dec 4 – Wed, Dec 16

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:33 pmBOS
    6h 20m
    Nonstop
    7:53 pmPDX

    Round-trip total · 1 adult · Taxes included

  23. Fri, Dec 4 – Fri, Dec 18

    Southwest Airlines
    5:45 amPDX
    7h 25m
    MDW · 1h 30m
    4:10 pmBOS
    Southwest Airlines
    7:10 amBOS
    8h 25m
    MDW · 1h 5m
    12:35 pmPDX

    Round-trip total · 1 adult · Taxes included

  24. Fri, Dec 4 – Fri, Dec 18

    Alaska Airlines
    9:59 pmPDX
    5h 21m
    Nonstop
    6:20 am+1BOS
    Alaska Airlines
    4:56 pmBOS
    6h 33m
    Nonstop
    8:29 pmPDX

    Round-trip total · 1 adult · Taxes included

Swipe to see 23 more recent deals.

1 of 24

Make this trip yours

PDX ⇄ BOS

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Alaska Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

Explore this route

All dates for this routeDec 3, 2026 · Return optionsDec 5, 2026 · Return optionsHotels in Boston with Axel
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-04 · one wayAlaska AirlinesAS436Axel-exclusive $185.002026-10-29T01:55:00Z
2026-12-04 · one waySouthwest AirlinesWN507 + WN2900Axel-exclusive $165.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-05Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-05Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-06Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-06Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-07Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-07Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-08Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-08Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-09Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-09Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-10Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-10Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-11Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-11Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-12Alaska AirlinesAS436 / AS311Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-12Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-13Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-13Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-14Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-14Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-15Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-15Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-16Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-16Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-17Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-17Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-18Alaska AirlinesAS436 / AS358Axel-exclusive $350.002026-10-29T01:55:00Z
2026-12-04 → 2026-12-18Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045Axel-exclusive $320.002026-10-29T01:55:00Z

Route overview: Portland to Boston (BOS) flight deals

2026-12-04 · one way · Axel-exclusive $165.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.

2026-12-04 · one way · Axel-exclusive $185.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.

2026-12-04 → 2026-12-05 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-05 07:10:00 → PDX 2026-12-05 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-05 07:10:00 → MDW 2026-12-05 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-05 10:00:00 → PDX 2026-12-05 12:35:00.

2026-12-04 → 2026-12-05 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-05 16:46:00 → PDX 2026-12-05 20:27:00; nonstop; 401 minutes. Local airport times.

2026-12-04 → 2026-12-06 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-06 07:10:00 → PDX 2026-12-06 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-06 07:10:00 → MDW 2026-12-06 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-06 10:00:00 → PDX 2026-12-06 12:35:00.

2026-12-04 → 2026-12-06 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-06 16:56:00 → PDX 2026-12-06 20:29:00; nonstop; 393 minutes. Local airport times.

2026-12-04 → 2026-12-07 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-07 07:10:00 → PDX 2026-12-07 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-07 07:10:00 → MDW 2026-12-07 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-07 10:00:00 → PDX 2026-12-07 12:35:00.

2026-12-04 → 2026-12-07 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-07 16:56:00 → PDX 2026-12-07 20:29:00; nonstop; 393 minutes. Local airport times.

2026-12-04 → 2026-12-08 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-08 07:10:00 → PDX 2026-12-08 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-08 07:10:00 → MDW 2026-12-08 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-08 10:00:00 → PDX 2026-12-08 12:35:00.

2026-12-04 → 2026-12-08 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-08 16:33:00 → PDX 2026-12-08 19:53:00; nonstop; 380 minutes. Local airport times.

2026-12-04 → 2026-12-10 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-10 07:10:00 → PDX 2026-12-10 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-10 07:10:00 → MDW 2026-12-10 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-10 10:00:00 → PDX 2026-12-10 12:35:00.

2026-12-04 → 2026-12-10 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-10 16:33:00 → PDX 2026-12-10 19:53:00; nonstop; 380 minutes. Local airport times.

2026-12-04 → 2026-12-11 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-11 07:10:00 → PDX 2026-12-11 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-11 07:10:00 → MDW 2026-12-11 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-11 10:00:00 → PDX 2026-12-11 12:35:00.

2026-12-04 → 2026-12-11 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-11 16:56:00 → PDX 2026-12-11 20:29:00; nonstop; 393 minutes. Local airport times.

2026-12-04 → 2026-12-12 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-12 07:10:00 → PDX 2026-12-12 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-12 07:10:00 → MDW 2026-12-12 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-12 10:00:00 → PDX 2026-12-12 12:35:00.

2026-12-04 → 2026-12-12 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS311: BOS 2026-12-12 06:00:00 → PDX 2026-12-12 09:23:00; nonstop; 383 minutes. Local airport times.

2026-12-04 → 2026-12-14 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-14 07:10:00 → PDX 2026-12-14 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-14 07:10:00 → MDW 2026-12-14 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-14 10:00:00 → PDX 2026-12-14 12:35:00.

2026-12-04 → 2026-12-14 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-14 16:56:00 → PDX 2026-12-14 20:29:00; nonstop; 393 minutes. Local airport times.

2026-12-04 → 2026-12-15 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-15 07:10:00 → PDX 2026-12-15 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-15 07:10:00 → MDW 2026-12-15 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-15 10:00:00 → PDX 2026-12-15 12:35:00.

2026-12-04 → 2026-12-15 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-15 16:33:00 → PDX 2026-12-15 19:53:00; nonstop; 380 minutes. Local airport times.

2026-12-04 → 2026-12-16 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-16 07:10:00 → PDX 2026-12-16 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-16 07:10:00 → MDW 2026-12-16 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-16 10:00:00 → PDX 2026-12-16 12:35:00.

2026-12-04 → 2026-12-16 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-16 16:33:00 → PDX 2026-12-16 19:53:00; nonstop; 380 minutes. Local airport times.

2026-12-04 → 2026-12-18 · Axel-exclusive $320.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-04 05:45:00 → BOS 2026-12-04 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-04 05:45:00 → MDW 2026-12-04 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-04 13:00:00 → BOS 2026-12-04 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-18 07:10:00 → PDX 2026-12-18 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-18 07:10:00 → MDW 2026-12-18 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-18 10:00:00 → PDX 2026-12-18 12:35:00.

2026-12-04 → 2026-12-18 · Axel-exclusive $350.00

  • Alaska Airlines AS436: PDX 2026-12-04 21:59:00 → BOS 2026-12-05 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-18 16:56:00 → PDX 2026-12-18 20:29:00; nonstop; 393 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Portland (PDX) to Boston (BOS) · Dec 4, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Portland to Boston (BOS) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.