Flights from Portland to New England for 4 days

Flights for your trip

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

2026-11-20 · one way · $185.00

• Alaska Airlines AS436: PDX 2026-11-20 21:59:00 → BOS 2026-11-21 06:20:00; nonstop; 321 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $411.25

• Alaska Airlines AS358: PDX 2026-11-27 07:29:00 → BOS 2026-11-27 15:53:00; nonstop; 324 minutes. Local airport times.
• Alaska Airlines AS358: BOS 2026-12-04 16:56:00 → PDX 2026-12-04 20:29:00; nonstop; 393 minutes. Local airport times.

2026-11-20 · one way · $130.00

• Sun Country Airlines SY298 / SY251: PDX 2026-11-20 23:59:00 → BOS 2026-11-21 10:47:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
  • SY298: PDX 2026-11-20 23:59:00 → MSP 2026-11-21 05:21:00; layover at MSP: 94 minutes.
  • SY251: MSP 2026-11-21 06:55:00 → BOS 2026-11-21 10:47:00.

2026-11-20 · one way · $165.00

• Southwest Airlines WN507 / WN2900: PDX 2026-11-20 05:45:00 → BOS 2026-11-20 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
  • WN507: PDX 2026-11-20 05:45:00 → MDW 2026-11-20 11:30:00; layover at MDW: 90 minutes.
  • WN2900: MDW 2026-11-20 13:00:00 → BOS 2026-11-20 16:10:00.

2026-11-20 · one way · $170.00

• Delta Air Lines DL888 / DL987: PDX 2026-11-20 22:25:00 → BOS 2026-11-21 09:36:00; 1 stop(s) via ATL; 491 minutes. Local airport times.
  • DL888: PDX 2026-11-20 22:25:00 → ATL 2026-11-21 05:54:00; layover at ATL: 66 minutes.
  • DL987: ATL 2026-11-21 07:00:00 → BOS 2026-11-21 09:36:00.

2026-11-20 · one way · $175.00

• United Airlines UA1590 / UA641: PDX 2026-11-20 23:42:00 → BOS 2026-11-21 10:20:00; 1 stop(s) via IAD; 458 minutes. Local airport times.
  • UA1590: PDX 2026-11-20 23:42:00 → IAD 2026-11-21 07:35:00; layover at IAD: 65 minutes.
  • UA641: IAD 2026-11-21 08:40:00 → BOS 2026-11-21 10:20:00.

2026-11-27 → 2026-12-04 · $293.75

• Sun Country Airlines SY298 / SY251: PDX 2026-11-27 23:59:00 → BOS 2026-11-28 10:47:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
  • SY298: PDX 2026-11-27 23:59:00 → MSP 2026-11-28 05:21:00; layover at MSP: 94 minutes.
  • SY251: MSP 2026-11-28 06:55:00 → BOS 2026-11-28 10:47:00.
• Sun Country Airlines SY252 / SY295: BOS 2026-12-04 11:43:00 → PDX 2026-12-04 17:45:00; 1 stop(s) via MSP; 542 minutes. Local airport times.
  • SY252: BOS 2026-12-04 11:43:00 → MSP 2026-12-04 14:01:00; layover at MSP: 114 minutes.
  • SY295: MSP 2026-12-04 15:55:00 → PDX 2026-12-04 17:45:00.

2026-11-27 → 2026-12-04 · $376.00

• Southwest Airlines WN507 / WN2900: PDX 2026-11-27 05:45:00 → BOS 2026-11-27 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
  • WN507: PDX 2026-11-27 05:45:00 → MDW 2026-11-27 11:30:00; layover at MDW: 90 minutes.
  • WN2900: MDW 2026-11-27 13:00:00 → BOS 2026-11-27 16:10:00.
• Southwest Airlines WN4995 / WN1045: BOS 2026-12-04 07:10:00 → PDX 2026-12-04 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
  • WN4995: BOS 2026-12-04 07:10:00 → MDW 2026-12-04 08:55:00; layover at MDW: 65 minutes.
  • WN1045: MDW 2026-12-04 10:00:00 → PDX 2026-12-04 12:35:00.

2026-11-27 → 2026-12-04 · $381.88

• Delta Air Lines DL2359 / DL2649: PDX 2026-11-27 00:35:00 → BOS 2026-11-27 10:50:00; 1 stop(s) via MSP; 435 minutes. Local airport times.
  • DL2359: PDX 2026-11-27 00:35:00 → MSP 2026-11-27 05:50:00; layover at MSP: 70 minutes.
  • DL2649: MSP 2026-11-27 07:00:00 → BOS 2026-11-27 10:50:00.
• Delta Air Lines DL464 / DL1244: BOS 2026-12-04 11:00:00 → PDX 2026-12-04 16:37:00; 1 stop(s) via SLC; 517 minutes. Local airport times.
  • DL464: BOS 2026-12-04 11:00:00 → SLC 2026-12-04 14:30:00; layover at SLC: 63 minutes.
  • DL1244: SLC 2026-12-04 15:33:00 → PDX 2026-12-04 16:37:00.

2026-11-20 → 2026-11-23 · $393.63

• United Airlines UA1590 / UA641: PDX 2026-11-20 23:42:00 → BOS 2026-11-21 10:20:00; 1 stop(s) via IAD; 458 minutes. Local airport times.
  • UA1590: PDX 2026-11-20 23:42:00 → IAD 2026-11-21 07:35:00; layover at IAD: 65 minutes.
  • UA641: IAD 2026-11-21 08:40:00 → BOS 2026-11-21 10:20:00.
• United Airlines UA1414 / UA751: BOS 2026-11-23 06:00:00 → PDX 2026-11-23 11:52:00; 1 stop(s) via ORD; 532 minutes. Local airport times.
  • UA1414: BOS 2026-11-23 06:00:00 → ORD 2026-11-23 08:00:00; layover at ORD: 65 minutes.
  • UA751: ORD 2026-11-23 09:05:00 → PDX 2026-11-23 11:52:00.

2026-11-20 · one way · $185.00

• Alaska Airlines AS358: PDX 2026-11-20 07:29:00 → BOS 2026-11-20 15:53:00; nonstop; 324 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $411.25

• Alaska Airlines AS436: PDX 2026-11-27 21:59:00 → BOS 2026-11-28 06:20:00; nonstop; 321 minutes. Local airport times.
• Alaska Airlines AS358: BOS 2026-12-04 16:56:00 → PDX 2026-12-04 20:29:00; nonstop; 393 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $411.25

• Alaska Airlines AS436: PDX 2026-11-20 21:59:00 → BOS 2026-11-21 06:20:00; nonstop; 321 minutes. Local airport times.
• Alaska Airlines AS358: BOS 2026-11-23 16:56:00 → PDX 2026-11-23 20:29:00; nonstop; 393 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $411.25

• Alaska Airlines AS358: PDX 2026-11-20 07:29:00 → BOS 2026-11-20 15:53:00; nonstop; 324 minutes. Local airport times.
• Alaska Airlines AS358: BOS 2026-11-23 16:56:00 → PDX 2026-11-23 20:29:00; nonstop; 393 minutes. Local airport times.

2026-11-20 · one way · $170.00

• Delta Air Lines DL2359 / DL2649: PDX 2026-11-20 00:35:00 → BOS 2026-11-20 10:50:00; 1 stop(s) via MSP; 435 minutes. Local airport times.
  • DL2359: PDX 2026-11-20 00:35:00 → MSP 2026-11-20 05:50:00; layover at MSP: 70 minutes.
  • DL2649: MSP 2026-11-20 07:00:00 → BOS 2026-11-20 10:50:00.

2026-11-20 · one way · $175.00

• United Airlines UA459 / UA1232: PDX 2026-11-20 05:00:00 → BOS 2026-11-20 15:31:00; 1 stop(s) via DEN; 451 minutes. Local airport times.
  • UA459: PDX 2026-11-20 05:00:00 → DEN 2026-11-20 08:28:00; layover at DEN: 67 minutes.
  • UA1232: DEN 2026-11-20 09:35:00 → BOS 2026-11-20 15:31:00.

2026-11-20 → 2026-11-23 · $293.75

• Sun Country Airlines SY298 / SY251: PDX 2026-11-20 23:59:00 → BOS 2026-11-21 10:47:00; 1 stop(s) via MSP; 468 minutes. Local airport times.
  • SY298: PDX 2026-11-20 23:59:00 → MSP 2026-11-21 05:21:00; layover at MSP: 94 minutes.
  • SY251: MSP 2026-11-21 06:55:00 → BOS 2026-11-21 10:47:00.
• Sun Country Airlines SY252 / SY295: BOS 2026-11-23 11:43:00 → PDX 2026-11-23 17:45:00; 1 stop(s) via MSP; 542 minutes. Local airport times.
  • SY252: BOS 2026-11-23 11:43:00 → MSP 2026-11-23 14:01:00; layover at MSP: 114 minutes.
  • SY295: MSP 2026-11-23 15:55:00 → PDX 2026-11-23 17:45:00.

2026-11-20 → 2026-11-23 · $376.00

• Southwest Airlines WN507 / WN2900: PDX 2026-11-20 05:45:00 → BOS 2026-11-20 16:10:00; 1 stop(s) via MDW; 445 minutes. Local airport times.
  • WN507: PDX 2026-11-20 05:45:00 → MDW 2026-11-20 11:30:00; layover at MDW: 90 minutes.
  • WN2900: MDW 2026-11-20 13:00:00 → BOS 2026-11-20 16:10:00.
• Southwest Airlines WN4995 / WN1045: BOS 2026-11-23 07:10:00 → PDX 2026-11-23 12:35:00; 1 stop(s) via MDW; 505 minutes. Local airport times.
  • WN4995: BOS 2026-11-23 07:10:00 → MDW 2026-11-23 08:55:00; layover at MDW: 65 minutes.
  • WN1045: MDW 2026-11-23 10:00:00 → PDX 2026-11-23 12:35:00.

2026-11-20 → 2026-11-23 · $381.88

• Delta Air Lines DL2359 / DL2649: PDX 2026-11-20 00:35:00 → BOS 2026-11-20 10:50:00; 1 stop(s) via MSP; 435 minutes. Local airport times.
  • DL2359: PDX 2026-11-20 00:35:00 → MSP 2026-11-20 05:50:00; layover at MSP: 70 minutes.
  • DL2649: MSP 2026-11-20 07:00:00 → BOS 2026-11-20 10:50:00.
• Delta Air Lines DL1127 / DL2151: BOS 2026-11-23 15:05:00 → PDX 2026-11-23 20:58:00; 1 stop(s) via MSP; 533 minutes. Local airport times.
  • DL1127: BOS 2026-11-23 15:05:00 → MSP 2026-11-23 17:25:00; layover at MSP: 94 minutes.
  • DL2151: MSP 2026-11-23 18:59:00 → PDX 2026-11-23 20:58:00.

2026-11-27 → 2026-12-04 · $381.88

• Delta Air Lines DL888 / DL987: PDX 2026-11-27 22:25:00 → BOS 2026-11-28 09:36:00; 1 stop(s) via ATL; 491 minutes. Local airport times.
  • DL888: PDX 2026-11-27 22:25:00 → ATL 2026-11-28 05:54:00; layover at ATL: 66 minutes.
  • DL987: ATL 2026-11-28 07:00:00 → BOS 2026-11-28 09:36:00.
• Delta Air Lines DL464 / DL1244: BOS 2026-12-04 11:00:00 → PDX 2026-12-04 16:37:00; 1 stop(s) via SLC; 517 minutes. Local airport times.
  • DL464: BOS 2026-12-04 11:00:00 → SLC 2026-12-04 14:30:00; layover at SLC: 63 minutes.
  • DL1244: SLC 2026-12-04 15:33:00 → PDX 2026-12-04 16:37:00.

2026-11-20 → 2026-11-23 · $381.88

• Delta Air Lines DL888 / DL987: PDX 2026-11-20 22:25:00 → BOS 2026-11-21 09:36:00; 1 stop(s) via ATL; 491 minutes. Local airport times.
  • DL888: PDX 2026-11-20 22:25:00 → ATL 2026-11-21 05:54:00; layover at ATL: 66 minutes.
  • DL987: ATL 2026-11-21 07:00:00 → BOS 2026-11-21 09:36:00.
• Delta Air Lines DL1127 / DL2151: BOS 2026-11-23 15:05:00 → PDX 2026-11-23 20:58:00; 1 stop(s) via MSP; 533 minutes. Local airport times.
  • DL1127: BOS 2026-11-23 15:05:00 → MSP 2026-11-23 17:25:00; layover at MSP: 94 minutes.
  • DL2151: MSP 2026-11-23 18:59:00 → PDX 2026-11-23 20:58:00.

2026-11-27 → 2026-12-04 · $393.63

• United Airlines UA459 / UA1232: PDX 2026-11-27 05:00:00 → BOS 2026-11-27 15:31:00; 1 stop(s) via DEN; 451 minutes. Local airport times.
  • UA459: PDX 2026-11-27 05:00:00 → DEN 2026-11-27 08:28:00; layover at DEN: 67 minutes.
  • UA1232: DEN 2026-11-27 09:35:00 → BOS 2026-11-27 15:31:00.
• United Airlines UA1414 / UA751: BOS 2026-12-04 06:00:00 → PDX 2026-12-04 11:52:00; 1 stop(s) via ORD; 532 minutes. Local airport times.
  • UA1414: BOS 2026-12-04 06:00:00 → ORD 2026-12-04 08:00:00; layover at ORD: 65 minutes.
  • UA751: ORD 2026-12-04 09:05:00 → PDX 2026-12-04 11:52:00.

2026-11-27 → 2026-12-04 · $393.63

• United Airlines UA1590 / UA641: PDX 2026-11-27 23:42:00 → BOS 2026-11-28 10:20:00; 1 stop(s) via IAD; 458 minutes. Local airport times.
  • UA1590: PDX 2026-11-27 23:42:00 → IAD 2026-11-28 07:35:00; layover at IAD: 65 minutes.
  • UA641: IAD 2026-11-28 08:40:00 → BOS 2026-11-28 10:20:00.
• United Airlines UA1414 / UA751: BOS 2026-12-04 06:00:00 → PDX 2026-12-04 11:52:00; 1 stop(s) via ORD; 532 minutes. Local airport times.
  • UA1414: BOS 2026-12-04 06:00:00 → ORD 2026-12-04 08:00:00; layover at ORD: 65 minutes.
  • UA751: ORD 2026-12-04 09:05:00 → PDX 2026-12-04 11:52:00.

2026-11-20 → 2026-11-23 · $393.63

• United Airlines UA459 / UA1232: PDX 2026-11-20 05:00:00 → BOS 2026-11-20 15:31:00; 1 stop(s) via DEN; 451 minutes. Local airport times.
  • UA459: PDX 2026-11-20 05:00:00 → DEN 2026-11-20 08:28:00; layover at DEN: 67 minutes.
  • UA1232: DEN 2026-11-20 09:35:00 → BOS 2026-11-20 15:31:00.
• United Airlines UA1414 / UA751: BOS 2026-11-23 06:00:00 → PDX 2026-11-23 11:52:00; 1 stop(s) via ORD; 532 minutes. Local airport times.
  • UA1414: BOS 2026-11-23 06:00:00 → ORD 2026-11-23 08:00:00; layover at ORD: 65 minutes.
  • UA751: ORD 2026-11-23 09:05:00 → PDX 2026-11-23 11:52:00.

More dates for this route

• Nov 20, 2026 → Nov 23, 2026
• Nov 27, 2026 → Dec 4, 2026
• Nov 20, 2026 · One way

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New England for 4 days from other cities

Fares observed October 28, 2026. USD for the travelers shown. Search a trip for current prices.

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Where to stay: Where to stay in Boston: the 7 best neighborhoods, ranked · Boston hotels where a family of four can share one room

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