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Route overview: Portland to Boston (BOS) flight deals

Portland → Boston

Dec 25, 2026 · return Dec 27, 2026

PDX → BOS1 adulteconomyRound trip

8 flight options · 5 airlines

Nonstop flights

Fri, Dec 25 – Sun, Dec 27

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

Fri, Dec 25 – Sun, Dec 27

Alaska Airlines
7:29 amPDX
5h 24m
Nonstop
3:53 pmBOS
Alaska Airlines
4:56 pmBOS
6h 33m
Nonstop
8:29 pmPDX

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Dec 25 – Sun, Dec 27

Sun Country Airlines
11:59 pmPDX
7h 48m
MSP · 1h 34m
10:47 am+1BOS
Sun Country Airlines
11:43 amBOS
9h 2m
MSP · 1h 54m
5:45 pmPDX

Round-trip total · 1 adult · Taxes included

Fri, Dec 25 – Sun, Dec 27

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

Fri, Dec 25 – Sun, Dec 27

Delta Air Lines
12:35 amPDX
7h 15m
MSP · 1h 10m
10:50 amBOS
Delta Air Lines
4:59 pmBOS
8h 11m
DTW · 1h 5m
10:10 pmPDX

Round-trip total · 1 adult · Taxes included

Fri, Dec 25 – Sun, Dec 27

United Airlines
5:00 amPDX
7h 31m
DEN · 1h 7m
3:31 pmBOS
United Airlines
6:00 amBOS
8h 52m
ORD · 1h 5m
11:52 amPDX

Round-trip total · 1 adult · Taxes included

Fri, Dec 25 – Sun, Dec 27

Delta Air Lines
10:25 pmPDX
8h 11m
ATL · 1h 6m
9:36 am+1BOS
Delta Air Lines
4:59 pmBOS
8h 11m
DTW · 1h 5m
10:10 pmPDX

Round-trip total · 1 adult · Taxes included

Fri, Dec 25 – Sun, Dec 27

United Airlines
11:42 pmPDX
7h 38m
IAD · 1h 5m
10:20 am+1BOS
United Airlines
6:00 amBOS
8h 52m
ORD · 1h 5m
11:52 amPDX

Round-trip total · 1 adult · Taxes included

Make this trip yours

PDX ⇄ BOS

Economy

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

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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.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Portland to Boston (BOS) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-25 → 2026-12-27Alaska AirlinesAS436 / AS358$455.002026-10-29T01:55:00Z
2026-12-25 → 2026-12-27Sun Country AirlinesSY298 + SY251 / SY252 + SY295$325.002026-10-29T01:55:00Z
2026-12-25 → 2026-12-27Southwest AirlinesWN507 + WN2900 / WN4995 + WN1045$416.002026-10-29T01:55:00Z
2026-12-25 → 2026-12-27Delta Air LinesDL2359 + DL2649 / DL1432 + DL913$422.502026-10-29T01:55:00Z
2026-12-25 → 2026-12-27United AirlinesUA459 + UA1232 / UA1414 + UA751$435.502026-10-29T01:55:00Z
2026-12-25 → 2026-12-27Alaska AirlinesAS358 / AS358$455.002026-10-29T01:55:00Z
2026-12-25 → 2026-12-27Delta Air LinesDL888 + DL987 / DL1432 + DL913$422.502026-10-29T01:55:00Z
2026-12-25 → 2026-12-27United AirlinesUA1590 + UA641 / UA1414 + UA751$435.502026-10-29T01:55:00Z

2026-12-25 → 2026-12-27 · $455.00

  • Alaska Airlines AS436: PDX 2026-12-25 21:59:00 → BOS 2026-12-26 06:20:00; nonstop; 321 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-27 16:56:00 → PDX 2026-12-27 20:29:00; nonstop; 393 minutes. Local airport times.

2026-12-25 → 2026-12-27 · $325.00

  • Sun Country Airlines SY298 / SY251: PDX 2026-12-25 23:59:00 → BOS 2026-12-26 10:47:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
    • SY298: PDX 2026-12-25 23:59:00 → MSP 2026-12-26 05:21:00; layover at MSP: 94 minutes.
    • SY251: MSP 2026-12-26 06:55:00 → BOS 2026-12-26 10:47:00.
  • Sun Country Airlines SY252 / SY295: BOS 2026-12-27 11:43:00 → PDX 2026-12-27 17:45:00; 1 stop(s) via MSP; 542 minutes. Local airport times.
    • SY252: BOS 2026-12-27 11:43:00 → MSP 2026-12-27 14:01:00; layover at MSP: 114 minutes.
    • SY295: MSP 2026-12-27 15:55:00 → PDX 2026-12-27 17:45:00.

2026-12-25 → 2026-12-27 · $416.00

  • Southwest Airlines WN507 / WN2900: PDX 2026-12-25 05:45:00 → BOS 2026-12-25 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
    • WN507: PDX 2026-12-25 05:45:00 → MDW 2026-12-25 11:30:00; layover at MDW: 90 minutes.
    • WN2900: MDW 2026-12-25 13:00:00 → BOS 2026-12-25 16:10:00.
  • Southwest Airlines WN4995 / WN1045: BOS 2026-12-27 07:10:00 → PDX 2026-12-27 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
    • WN4995: BOS 2026-12-27 07:10:00 → MDW 2026-12-27 08:55:00; layover at MDW: 65 minutes.
    • WN1045: MDW 2026-12-27 10:00:00 → PDX 2026-12-27 12:35:00.

2026-12-25 → 2026-12-27 · $422.50

  • Delta Air Lines DL2359 / DL2649: PDX 2026-12-25 00:35:00 → BOS 2026-12-25 10:50:00; 1 stop(s) via MSP; 435 minutes. Local airport times.
    • DL2359: PDX 2026-12-25 00:35:00 → MSP 2026-12-25 05:50:00; layover at MSP: 70 minutes.
    • DL2649: MSP 2026-12-25 07:00:00 → BOS 2026-12-25 10:50:00.
  • Delta Air Lines DL1432 / DL913: BOS 2026-12-27 16:59:00 → PDX 2026-12-27 22:10:00; 1 stop(s) via DTW; 491 minutes. Local airport times.
    • DL1432: BOS 2026-12-27 16:59:00 → DTW 2026-12-27 19:15:00; layover at DTW: 65 minutes.
    • DL913: DTW 2026-12-27 20:20:00 → PDX 2026-12-27 22:10:00.

2026-12-25 → 2026-12-27 · $435.50

  • United Airlines UA459 / UA1232: PDX 2026-12-25 05:00:00 → BOS 2026-12-25 15:31:00; 1 stop(s) via DEN; 451 minutes. Local airport times.
    • UA459: PDX 2026-12-25 05:00:00 → DEN 2026-12-25 08:28:00; layover at DEN: 67 minutes.
    • UA1232: DEN 2026-12-25 09:35:00 → BOS 2026-12-25 15:31:00.
  • United Airlines UA1414 / UA751: BOS 2026-12-27 06:00:00 → PDX 2026-12-27 11:52:00; 1 stop(s) via ORD; 532 minutes. Local airport times.
    • UA1414: BOS 2026-12-27 06:00:00 → ORD 2026-12-27 08:00:00; layover at ORD: 65 minutes.
    • UA751: ORD 2026-12-27 09:05:00 → PDX 2026-12-27 11:52:00.

2026-12-25 → 2026-12-27 · $455.00

  • Alaska Airlines AS358: PDX 2026-12-25 07:29:00 → BOS 2026-12-25 15:53:00; nonstop; 324 minutes. Local airport times.
  • Alaska Airlines AS358: BOS 2026-12-27 16:56:00 → PDX 2026-12-27 20:29:00; nonstop; 393 minutes. Local airport times.

2026-12-25 → 2026-12-27 · $422.50

  • Delta Air Lines DL888 / DL987: PDX 2026-12-25 22:25:00 → BOS 2026-12-26 09:36:00; 1 stop(s) via ATL; 491 minutes. Local airport times.
    • DL888: PDX 2026-12-25 22:25:00 → ATL 2026-12-26 05:54:00; layover at ATL: 66 minutes.
    • DL987: ATL 2026-12-26 07:00:00 → BOS 2026-12-26 09:36:00.
  • Delta Air Lines DL1432 / DL913: BOS 2026-12-27 16:59:00 → PDX 2026-12-27 22:10:00; 1 stop(s) via DTW; 491 minutes. Local airport times.
    • DL1432: BOS 2026-12-27 16:59:00 → DTW 2026-12-27 19:15:00; layover at DTW: 65 minutes.
    • DL913: DTW 2026-12-27 20:20:00 → PDX 2026-12-27 22:10:00.

2026-12-25 → 2026-12-27 · $435.50

  • United Airlines UA1590 / UA641: PDX 2026-12-25 23:42:00 → BOS 2026-12-26 10:20:00; 1 stop(s) via IAD; 458 minutes. Local airport times.
    • UA1590: PDX 2026-12-25 23:42:00 → IAD 2026-12-26 07:35:00; layover at IAD: 65 minutes.
    • UA641: IAD 2026-12-26 08:40:00 → BOS 2026-12-26 10:20:00.
  • United Airlines UA1414 / UA751: BOS 2026-12-27 06:00:00 → PDX 2026-12-27 11:52:00; 1 stop(s) via ORD; 532 minutes. Local airport times.
    • UA1414: BOS 2026-12-27 06:00:00 → ORD 2026-12-27 08:00:00; layover at ORD: 65 minutes.
    • UA751: ORD 2026-12-27 09:05:00 → PDX 2026-12-27 11:52:00.

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For AI assistants

  • This page: Portland (PDX) to Boston (BOS) · Dec 25, 2026 · return Dec 27, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • 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.