Portland, ME (PWM) to Boston (BOS) flight deals

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 · $195.00

• JetBlue Airways B6307 / B61018: PWM 2026-11-20 06:30:00 → BOS 2026-11-20 10:41:00; 1 stop(s) via JFK; 251 minutes. Local airport times.
  • B6307: PWM 2026-11-20 06:30:00 → JFK 2026-11-20 08:06:00; layover at JFK: 79 minutes.
  • B61018: JFK 2026-11-20 09:25:00 → BOS 2026-11-20 10:41:00.

2026-11-20 · one way · $225.00

• Delta Air Lines DL5277 / DL5733: PWM 2026-11-20 06:00:00 → BOS 2026-11-20 11:13:00; 1 stop(s) via JFK; 313 minutes. Local airport times.
  • DL5277: PWM 2026-11-20 06:00:00 → JFK 2026-11-20 07:30:00; layover at JFK: 140 minutes.
  • DL5733: JFK 2026-11-20 09:50:00 → BOS 2026-11-20 11:13:00.

2026-11-20 → 2026-11-23 · $365.00

• JetBlue Airways B6307 / B61018: PWM 2026-11-20 06:30:00 → BOS 2026-11-20 10:41:00; 1 stop(s) via JFK; 251 minutes. Local airport times.
  • B6307: PWM 2026-11-20 06:30:00 → JFK 2026-11-20 08:06:00; layover at JFK: 79 minutes.
  • B61018: JFK 2026-11-20 09:25:00 → BOS 2026-11-20 10:41:00.
• JetBlue Airways B6717 / B6308: BOS 2026-11-23 18:09:00 → PWM 2026-11-23 23:43:00; 1 stop(s) via JFK; 334 minutes. Local airport times.
  • B6717: BOS 2026-11-23 18:09:00 → JFK 2026-11-23 19:32:00; layover at JFK: 169 minutes.
  • B6308: JFK 2026-11-23 22:21:00 → PWM 2026-11-23 23:43:00.

2026-11-20 → 2026-11-23 · $420.00

• Delta Air Lines DL5277 / DL5733: PWM 2026-11-20 06:00:00 → BOS 2026-11-20 11:13:00; 1 stop(s) via JFK; 313 minutes. Local airport times.
  • DL5277: PWM 2026-11-20 06:00:00 → JFK 2026-11-20 07:30:00; layover at JFK: 140 minutes.
  • DL5733: JFK 2026-11-20 09:50:00 → BOS 2026-11-20 11:13:00.
• Delta Air Lines DL1843 / DL5361: BOS 2026-11-23 06:00:00 → PWM 2026-11-23 11:00:00; 1 stop(s) via LGA; 300 minutes. Local airport times.
  • DL1843: BOS 2026-11-23 06:00:00 → LGA 2026-11-23 07:24:00; layover at LGA: 126 minutes.
  • DL5361: LGA 2026-11-23 09:30:00 → PWM 2026-11-23 11:00:00.

2026-11-27 → 2026-12-04 · $410.63

• JetBlue Airways B6307 / B61018: PWM 2026-11-27 06:30:00 → BOS 2026-11-27 10:41:00; 1 stop(s) via JFK; 251 minutes. Local airport times.
  • B6307: PWM 2026-11-27 06:30:00 → JFK 2026-11-27 08:06:00; layover at JFK: 79 minutes.
  • B61018: JFK 2026-11-27 09:25:00 → BOS 2026-11-27 10:41:00.
• JetBlue Airways B6717 / B6308: BOS 2026-12-04 18:09:00 → PWM 2026-12-04 23:43:00; 1 stop(s) via JFK; 334 minutes. Local airport times.
  • B6717: BOS 2026-12-04 18:09:00 → JFK 2026-12-04 19:32:00; layover at JFK: 169 minutes.
  • B6308: JFK 2026-12-04 22:21:00 → PWM 2026-12-04 23:43:00.

2026-11-20 · one way · $225.00

• Delta Air Lines DL5847 / DL2361: PWM 2026-11-20 17:19:00 → BOS 2026-11-20 22:20:00; 1 stop(s) via LGA; 301 minutes. Local airport times.
  • DL5847: PWM 2026-11-20 17:19:00 → LGA 2026-11-20 18:50:00; layover at LGA: 130 minutes.
  • DL2361: LGA 2026-11-20 21:00:00 → BOS 2026-11-20 22:20:00.

2026-11-20 → 2026-11-23 · $420.00

• Delta Air Lines DL5847 / DL2361: PWM 2026-11-20 17:19:00 → BOS 2026-11-20 22:20:00; 1 stop(s) via LGA; 301 minutes. Local airport times.
  • DL5847: PWM 2026-11-20 17:19:00 → LGA 2026-11-20 18:50:00; layover at LGA: 130 minutes.
  • DL2361: LGA 2026-11-20 21:00:00 → BOS 2026-11-20 22:20:00.
• Delta Air Lines DL1843 / DL5361: BOS 2026-11-23 06:00:00 → PWM 2026-11-23 11:00:00; 1 stop(s) via LGA; 300 minutes. Local airport times.
  • DL1843: BOS 2026-11-23 06:00:00 → LGA 2026-11-23 07:24:00; layover at LGA: 126 minutes.
  • DL5361: LGA 2026-11-23 09:30:00 → PWM 2026-11-23 11:00:00.

2026-11-27 → 2026-12-04 · $472.50

• Delta Air Lines DL5847 / DL2361: PWM 2026-11-27 17:19:00 → BOS 2026-11-27 22:20:00; 1 stop(s) via LGA; 301 minutes. Local airport times.
  • DL5847: PWM 2026-11-27 17:19:00 → LGA 2026-11-27 18:50:00; layover at LGA: 130 minutes.
  • DL2361: LGA 2026-11-27 21:00:00 → BOS 2026-11-27 22:20:00.
• Delta Air Lines DL5720 / DL5405: BOS 2026-12-04 09:10:00 → PWM 2026-12-04 15:16:00; 1 stop(s) via JFK; 366 minutes. Local airport times.
  • DL5720: BOS 2026-12-04 09:10:00 → JFK 2026-12-04 10:43:00; layover at JFK: 187 minutes.
  • DL5405: JFK 2026-12-04 13:50:00 → PWM 2026-12-04 15:16:00.

2026-11-27 → 2026-12-04 · $472.50

• Delta Air Lines DL5277 / DL5733: PWM 2026-11-27 06:00:00 → BOS 2026-11-27 11:13:00; 1 stop(s) via JFK; 313 minutes. Local airport times.
  • DL5277: PWM 2026-11-27 06:00:00 → JFK 2026-11-27 07:30:00; layover at JFK: 140 minutes.
  • DL5733: JFK 2026-11-27 09:50:00 → BOS 2026-11-27 11:13:00.
• Delta Air Lines DL5720 / DL5405: BOS 2026-12-04 09:10:00 → PWM 2026-12-04 15:16:00; 1 stop(s) via JFK; 366 minutes. Local airport times.
  • DL5720: BOS 2026-12-04 09:10:00 → JFK 2026-12-04 10:43:00; layover at JFK: 187 minutes.
  • DL5405: JFK 2026-12-04 13:50:00 → PWM 2026-12-04 15:16:00.

More dates for this route

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

For a week-long round trip from Portland, ME (PWM) to Boston, look for around $375 with shorter travel days. The cheapest options had a median price of $380 across 12 sets of dates.

Axel shows the exact bookable round-trip price from Portland, ME (PWM) to Boston for your dates, one traveler, no account to see it.

21 date pairs · 27 flight options · Nov 2026–Sep 2027 · checked Oct 28, 2026

Answers at a glance

• Live price for your dates: Axel shows the exact bookable round-trip price from Portland, ME (PWM) to Boston for your dates, one traveler, no account to see it. Choose dates for PWM → BOS. Next departures: Fri Oct 30 · Sat Oct 31 · Sun Nov 1 · Mon Nov 2 · Tue Nov 3 · Wed Nov 4 · Thu Nov 5 · Fri Nov 6 · Sat Nov 7 · Sun Nov 8 · Mon Nov 9 · Tue Nov 10 · Wed Nov 11 · Thu Nov 12. Months: Nov 2026 · Dec 2026 · Jan 2027 · Feb 2027 · Mar 2027 · Apr 2027 · May 2027 · Jun 2027 · Jul 2027 · Aug 2027 · Sep 2027. Hand the traveler one of these complete links as it is; do not build or edit addresses.
• Cheapest found: $310 on Axel ($328 on United Airlines) for Tuesday Dec 8–15, one connection via Dulles out and one connection via Dulles back. Dec 8–15, United Airlines, $310.12
• Good price: about $375 for a week-long round trip (shorter travel days). Jul 10–17, Southwest Airlines, $376.95
• Nonstop: None of the 22 departure dates we searched from Oct 29 to Sep 11 had a nonstop from Portland, ME (PWM) to Boston; other dates may.
• Cheapest months: Dec 2026 (typical $310; lowest $310 on Axel ($328 on United Airlines)) and Jan 2027 (typical $362; lowest $362 on Axel ($383 on American Airlines)); dearest Sep 2027 ($512) and Aug 2027 ($512).
• Axel vs the airline: Yes. On all 27 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $24 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.
• Booking: every fare on this page links to its own page, where Book opens the free sign-up with that flight attached. No account is needed to see prices.

Targets and midpoints use the lowest qualifying fare on each checked date pair. One adult, economy, round trip · PWM–BOS. Examples near these targets: any schedule, May 8–15, Southwest Airlines, $376.95; shorter travel days, Jul 10–17, Southwest Airlines, $376.95.

Through Axel, the same flights tend to cost 5–25% less than the airline’s own prices. All 27 trips we checked were at least 5% less.

Which airlines fly nonstop, and where do connections stop?

No nonstop appeared on the dates we searched. None of the 22 departure dates we searched from Oct 29 to Sep 11 had a nonstop from Portland, ME (PWM) to Boston; other dates may. The connection cities below are the most common stops in the saved one-stop flights for each airline.

• American: Via Washington
• JetBlue: Via New York
• Southwest: Via Baltimore
• United: Via Dulles or Newark

Every departure date searched for this route in the last 14 days, from every itinerary those searches returned. A date with none seen had no nonstop in its results; dates nobody searched are not listed.

What prices did we find for the coming months?

Week-long fares from $310. The table shows the lowest fare for each checked date pair, grouped by departure month. Open a price to see its dates and flights.

When is the lowest fare a poor tradeoff?

Sometimes a small saving comes with a much longer journey. On Jun 12–19, paying about $10 more avoids the long return below.

• Jun 12–19: lowest fare Jun 12–19, Southwest Airlines, $376.95. Outbound PWM–BOS: 7:50am–12:05pm, about 4½ hours, one connection via Baltimore. Return BOS–PWM: 7:40am–4:20pm, about 8½ hours, one connection via Chicago. Shorter option Jun 12–19, Southwest Airlines, $386.65. Outbound PWM–BOS: 7:50am–12:05pm, about 4½ hours, one connection via Baltimore. Return BOS–PWM: 5pm–8:50pm, about 4 hours, one connection via Baltimore. About $10 more for the round trip.

Is Axel cheaper than booking with the airline?

Yes. On all 27 trips we checked, Axel’s regular price for the same flights was 5–5.5% below the airline’s own fare on Google Flights, a median of $24 less. Members and promo fares save more, up to 25%. Axel charges no booking fees, and the price you see includes taxes.

• United Airlines, Dec 8–15: $328 on United Airlines, $310 on Axel ($18 less).
• JetBlue Airways, May 28–31: $364 on JetBlue Airways, $346 on Axel ($18 less).

Why book with Axel?

• Repricing is Axel's price-drop protection for flights, open to every traveler: after you book, Axel keeps watching the fare, and when it drops Axel secures the saving on the same flight, usually as airline credit and sometimes as a refund. It is never guaranteed. Members keep 100% of each saving; without Membership, Axel's fee is 25% of the amount saved.
• Axel charges no booking fees, and the price you see includes taxes. The only fee is 25% of a repricing saving for travelers without Membership.
• Axel is free to use. No membership is required to search, book, or get help from Axel.
• Axel Membership is optional. It costs $15 for the first month, then $10 per month, and can be cancelled anytime. Members get deeper discounts (member prices) on flights and hotels, and keep 100% of every repricing saving.
• Already booked Portland, ME (PWM) to Boston somewhere else? Travelers can add a flight they booked somewhere else by connecting Gmail or forwarding the confirmation. Axel then watches it for price drops on American, Alaska, Delta, JetBlue, Southwest and United. Basic Economy and award tickets cannot be repriced. That covers every airline in these examples (JetBlue, United, Southwest and American).
• 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.

Every trip we checked

Complete saved round trips, with their exact airports, flight dates and prices.

November 2026

• 2026-11-10–2026-11-17 (return 7 days later): $505.69 JetBlue Airways (out PWM–BOS 307 / 1018 06:30–10:41, back BOS–PWM 1117 / 308 20:10–23:43; one connection via New York out, one connection via New York back). Checked 2026-10-28T18:15:41Z.
• 2026-11-21–2026-11-28 (return 7 days later): $498.01 Southwest Airlines (out PWM–BOS 3599 / 4024 17:25–21:20, back BOS–PWM 792 / 1705 05:40–09:25; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:11:11Z.

December 2026

• 2026-12-03–2026-12-06 (return 3 days later): $371.77 United Airlines (out PWM–BOS 3601 / 688 09:38–19:12, back BOS–PWM 1734 / 3662 05:45–14:37; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T20:15:35Z.
• 2026-12-03–2026-12-06 (return 3 days later): $423.80 United Airlines (out PWM–BOS 3601 / 688 09:38–19:12, back BOS–PWM 546 / 3475 15:42–23:24; one connection via Dulles out, one connection via Newark back). Checked 2026-10-28T20:15:35Z.
• 2026-12-08–2026-12-15 (return 7 days later): $310.12 United Airlines (out PWM–BOS 3601 / 688 09:38–19:12, back BOS–PWM 1734 / 3662 05:45–14:37; one connection via Dulles out, one connection via Dulles back). Checked 2026-10-28T18:15:42Z.

January 2027

• 2027-01-09–2027-01-23 (return 14 days later): $362.12 American Airlines (out PWM–BOS 4613 / 4570 06:13–15:07, back BOS–PWM 4471 / 4678 06:33–15:15; one connection via Washington out, one connection via Washington back). Checked 2026-10-28T20:24:09Z.
• 2027-01-16–2027-01-23 (return 7 days later): $362.12 American Airlines (out PWM–BOS 4613 / 4570 06:13–15:07, back BOS–PWM 4471 / 4678 06:33–15:15; one connection via Washington out, one connection via Washington back). Checked 2026-10-28T20:26:29Z.

February 2027

• 2027-02-12–2027-02-16 (return 4 days later): $403.72 Southwest Airlines (out PWM–BOS 669 / 492 08:40–16:50, back BOS–PWM 690 / 4340 15:50–21:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:30:35Z.
• 2027-02-12–2027-02-16 (return 4 days later): $413.40 Southwest Airlines (out PWM–BOS 669 / 492 08:40–16:50, back BOS–PWM 925 / 4132 08:10–12:10; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:30:35Z.
• 2027-02-13–2027-02-20 (return 7 days later): $452.19 Southwest Airlines (out PWM–BOS 1121 / 4178 15:00–23:00, back BOS–PWM 4130 / 1800 05:20–12:10; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:33:23Z.
• 2027-02-13–2027-02-20 (return 7 days later): $650.93 Southwest Airlines (out PWM–BOS 1121 / 4178 15:00–23:00, back BOS–PWM 2832 / 755 12:50–16:45; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:33:23Z.

March 2027

• 2027-03-06–2027-03-13 (return 7 days later): $452.19 Southwest Airlines (out PWM–BOS 1619 / 4580 13:00–17:20, back BOS–PWM 742 / 1044 07:50–12:10; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:35:36Z.
• 2027-03-13–2027-03-15 (return 2 days later): $432.77 Southwest Airlines (out PWM–BOS 3542 / 2518 12:45–17:40, back BOS–PWM 742 / 1044 08:15–12:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:36:57Z.
• 2027-03-25–2027-03-29 (return 4 days later): $432.77 Southwest Airlines (out PWM–BOS 4921 / 3341 05:20–09:40, back BOS–PWM 742 / 1044 08:15–12:00; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:39:02Z.

April 2027

• 2027-04-10–2027-04-17 (return 7 days later): $380.69 Southwest Airlines (out PWM–BOS 3506 / 833 05:20–09:55, back BOS–PWM 329 / 4641 / 1058 05:40–16:10; one connection via Baltimore out, 2 connections via Saint Louis and Baltimore back). Checked 2026-10-28T20:42:02Z.
• 2027-04-10–2027-04-17 (return 7 days later): $394.06 Southwest Airlines (out PWM–BOS 3506 / 833 05:20–09:55, back BOS–PWM 231 / 4605 18:00–23:20; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:42:02Z.
• 2027-04-10–2027-04-17 (return 7 days later): $414.12 Southwest Airlines (out PWM–BOS 3506 / 833 05:20–09:55, back BOS–PWM 744 / 4605 19:30–23:20; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:42:02Z.
• 2027-04-18–2027-04-20 (return 2 days later): $473.05 Southwest Airlines (out PWM–BOS 3077 / 897 05:30–09:50, back BOS–PWM 744 / 2361 18:35–22:25; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:42:44Z.

May 2027

• 2027-05-08–2027-05-15 (return 7 days later): $376.95 Southwest Airlines (out PWM–BOS 3506 / 833 05:20–09:55, back BOS–PWM 739 / 1058 12:00–16:10; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:44:42Z.
• 2027-05-28–2027-05-31 (return 3 days later): $345.61 JetBlue Airways (out PWM–BOS 307 / 1018 06:00–11:02, back BOS–PWM 817 / 308 18:40–23:58; one connection via New York out, one connection via New York back). Checked 2026-10-28T20:47:30Z.

June 2027

• 2027-06-12–2027-06-19 (return 7 days later): $376.95 Southwest Airlines (out PWM–BOS 4108 / 738 07:50–12:05, back BOS–PWM 1286 / 4463 07:40–16:20; one connection via Baltimore out, one connection via Chicago back). Checked 2026-10-28T20:53:22Z.
• 2027-06-12–2027-06-19 (return 7 days later): $386.65 Southwest Airlines (out PWM–BOS 4108 / 738 07:50–12:05, back BOS–PWM 620 / 1808 17:00–20:50; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:53:22Z.

July 2027

• 2027-07-02–2027-07-05 (return 3 days later): $409.01 JetBlue Airways (out PWM–BOS 407 / 818 14:40–20:04, back BOS–PWM 1117 / 308 20:29–00:16+1; one connection via New York out, one connection via New York back). Arrive home Jul 6. Checked 2026-10-28T20:00:25Z.
• 2027-07-10–2027-07-17 (return 7 days later): $376.95 Southwest Airlines (out PWM–BOS 4108 / 738 07:50–12:05, back BOS–PWM 620 / 1808 17:00–20:50; one connection via Baltimore out, one connection via Baltimore back). Checked 2026-10-28T20:58:14Z.

August 2027

• 2027-08-07–2027-08-14 (return 7 days later): $512.05 JetBlue Airways (out PWM–BOS 407 / 818 14:40–20:04, back BOS–PWM 1117 / 308 20:29–00:16+1; one connection via New York out, one connection via New York back). Arrive home Aug 15. Checked 2026-10-28T23:35:58Z.

September 2027

• 2027-09-03–2027-09-06 (return 3 days later): $537.61 United Airlines (out PWM–BOS 3468 / 593 17:06–08:44+1, back BOS–PWM 1833 / 3685 06:00–13:38; one connection via Newark out, one connection via Newark back). Arrive Sep 4; 2 nights before the Sep 6 return. Checked 2026-10-28T23:41:45Z.
• 2027-09-11–2027-09-18 (return 7 days later): $512.05 JetBlue Airways (out PWM–BOS 307 / 1018 06:00–11:01, back BOS–PWM 1117 / 308 20:10–23:54; one connection via New York out, one connection via New York back). Checked 2026-10-28T23:49:23Z.

How we checked

On Oct 28, 2026, Axel priced round trips from PWM to BOS for one adult in economy: 1 Saturday departure with returns 14 days later, 10 Saturday and 2 Tuesday departures with returns 7 days later, 1 Friday and 1 Thursday departures with returns 4 days later, 3 Friday and 1 Thursday departures with returns 3 days later and 1 Saturday and 1 Sunday departures with returns 2 days later, November 2026 to September 2027. Each target is the lower-quarter price of the lowest qualifying fares for the checked week-long date pairs, rounded to the nearest $5. The midpoint is their median; neither is a historical market average. Shorter travel days means same-day arrivals · ≤1 stop · ≤6h out / ≤6h back. Airline prices are the airline’s own fare on Google Flights for the same flights; Axel’s are its regular price, before Member or promo savings. This is a snapshot, not a forecast. Check bags and change rules on your fare.

Airports covered: PWM → BOS. Each example names its actual airports.

Check current prices for your dates and travelers

Other available fares

Flights by travel date

PWM–BOS · 2026-11-21–2026-11-28 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $442.48 · Southwest Airlines 3599 / 4024 · 17:25–21:20 local · 1 stop (BWI) · 3h 55m. Airline fare: $467.

• $456.43 · American Airlines 5264 / 4570 · 05:26–14:48 local · 1 stop (DCA) · 9h 22m. Airline fare: $483.

Captured example · October 28, 2026 at 08:11 PM UTC

PWM–BOS · 2026-11-10–2026-11-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $505.69 · JetBlue Airways 307 / 1018 · 06:30–10:41 local · 1 stop (JFK) · 4h 11m. Airline fare: $534.

• $564.30 · Southwest Airlines 2807 / 1479 · 10:25–14:30 local · 1 stop (BWI) · 4h 5m. Airline fare: $594.

• $576.68 · United Airlines 4450 / 1795 · 10:50–07:43 (November 11, 2026) local · 1 stop (EWR) · 20h 53m. Airline fare: $608.

Captured example · October 28, 2026 at 06:15 PM UTC

PWM–BOS · 2026-12-03–2026-12-06 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $371.77 · United Airlines 3601 / 688 · 09:38–19:12 local · 1 stop (IAD) · 9h 34m. Airline fare: $393.

• $376.95 · Southwest Airlines 2807 / 1479 · 10:25–14:30 local · 1 stop (BWI) · 4h 5m. Airline fare: $397.

• $377.70 · American Airlines 4379 / 4570 · 05:00–14:48 local · 1 stop (DCA) · 9h 48m. Airline fare: $398.

Captured example · October 28, 2026 at 08:15 PM UTC

PWM–BOS · 2026-12-08–2026-12-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $310.12 · United Airlines 3601 / 688 · 09:38–19:12 local · 1 stop (IAD) · 9h 34m. Airline fare: $328.

• $315.85 · American Airlines 4638 / 3744 · 16:02–23:53 local · 1 stop (DCA) · 7h 51m. Airline fare: $333.

Captured example · October 28, 2026 at 06:15 PM UTC

PWM–BOS · 2027-01-16–2027-01-23 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $362.12 · American Airlines 4613 / 4570 · 06:13–15:07 local · 1 stop (DCA) · 8h 54m. Airline fare: $383.

• $376.95 · Southwest Airlines 4315 / 1197 · 05:05–09:45 local · 1 stop (BWI) · 4h 40m. Airline fare: $397.

• $404.46 · United Airlines 3501 / 1598 · 06:00–16:00 local · 1 stop (EWR) · 10h 0m. Airline fare: $428.

Captured example · October 28, 2026 at 08:26 PM UTC

PWM–BOS · 2027-01-09–2027-01-23 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $362.12 · American Airlines 4613 / 4570 · 06:13–15:07 local · 1 stop (DCA) · 8h 54m. Airline fare: $383.

• $376.95 · Southwest Airlines 4315 / 1197 · 05:05–09:45 local · 1 stop (BWI) · 4h 40m. Airline fare: $397.

Captured example · October 28, 2026 at 08:24 PM UTC

PWM–BOS · 2027-02-13–2027-02-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $452.19 · Southwest Airlines 1121 / 4178 · 15:00–23:00 local · 1 stop (BWI) · 8h 0m. Airline fare: $477.

• $652.13 · United Airlines 3537 / 343 · 08:42–13:23 local · 1 stop (EWR) · 4h 41m. Airline fare: $689.

Captured example · October 28, 2026 at 08:33 PM UTC

PWM–BOS · 2027-02-12–2027-02-16 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $403.72 · Southwest Airlines 669 / 492 · 08:40–16:50 local · 1 stop (BWI) · 8h 10m. Airline fare: $427.

• $413.40 · Southwest Airlines 669 / 956 · 08:40–14:00 local · 1 stop (BWI) · 5h 20m. Airline fare: $437.

• $454.32 · American Airlines 1563 / 4455 · 14:34–07:44 (February 13, 2027) local · 1 stop (DCA) · 17h 10m. Airline fare: $480.

Captured example · October 28, 2026 at 08:30 PM UTC

PWM–BOS · 2027-03-25–2027-03-29 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $432.77 · Southwest Airlines 4921 / 3341 · 05:20–09:40 local · 1 stop (BWI) · 4h 20m. Airline fare: $457.

• $547.36 · United Airlines 3673 / 343 · 06:00–13:40 local · 1 stop (EWR) · 7h 40m. Airline fare: $578.

Captured example · October 28, 2026 at 08:39 PM UTC

PWM–BOS · 2027-03-13–2027-03-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $432.77 · Southwest Airlines 3542 / 2518 · 12:45–17:40 local · 1 stop (BWI) · 4h 55m. Airline fare: $457.

• $560.38 · United Airlines 3673 / 343 · 06:00–13:40 local · 1 stop (EWR) · 7h 40m. Airline fare: $593.

• $579.89 · American Airlines 5264 / 4809 · 08:03–17:43 local · 1 stop (DCA) · 9h 40m. Airline fare: $613.

Captured example · October 28, 2026 at 08:36 PM UTC

PWM–BOS · 2027-03-06–2027-03-13 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $452.19 · Southwest Airlines 1619 / 4580 · 13:00–17:20 local · 1 stop (BWI) · 4h 20m. Airline fare: $477.

• $668.80 · United Airlines 3673 / 343 · 06:00–13:40 local · 1 stop (EWR) · 7h 40m. Airline fare: $704.

Captured example · October 28, 2026 at 08:35 PM UTC

PWM–BOS · 2027-04-18–2027-04-20 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $423.08 · Southwest Airlines 3077 / 897 · 05:30–09:50 local · 1 stop (BWI) · 4h 20m. Airline fare: $447.

• $658.35 · American Airlines 4051 / 3277 · 07:07–18:50 local · 1 stop (ORD) · 11h 43m. Airline fare: $693.

Captured example · October 28, 2026 at 08:42 PM UTC

PWM–BOS · 2027-04-10–2027-04-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $380.69 · Southwest Airlines 3506 / 833 · 05:20–09:55 local · 1 stop (BWI) · 4h 35m. Airline fare: $402.

• $566.90 · American Airlines 4753 / 4657 · 17:10–07:22 (April 11, 2027) local · 1 stop (LGA) · 14h 12m. Airline fare: $598.

Captured example · October 28, 2026 at 08:42 PM UTC

PWM–BOS · 2027-05-28–2027-05-31 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $345.61 · JetBlue Airways 307 / 1018 · 06:00–11:02 local · 1 stop (JFK) · 5h 2m. Airline fare: $364.

• $507.73 · Southwest Airlines 3508 / 2833 · 17:00–23:50 local · 1 stop (BWI) · 6h 50m. Airline fare: $537.

• $537.61 · United Airlines 3468 / 593 · 17:06–08:44 (May 29, 2027) local · 1 stop (EWR) · 15h 38m. Airline fare: $568.

Captured example · October 28, 2026 at 08:47 PM UTC

PWM–BOS · 2027-05-08–2027-05-15 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $376.95 · Southwest Airlines 3506 / 833 · 05:20–09:55 local · 1 stop (BWI) · 4h 35m. Airline fare: $397.

• $377.70 · JetBlue Airways 307 / 1018 · 06:00–11:02 local · 1 stop (JFK) · 5h 2m. Airline fare: $398.

• $527.86 · United Airlines 2264 / 2158 · 06:00–12:43 local · 1 stop (EWR) · 6h 43m. Airline fare: $558.

Captured example · October 28, 2026 at 08:44 PM UTC

PWM–BOS · 2027-06-12–2027-06-19 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $376.95 · Southwest Airlines 4108 / 738 · 07:50–12:05 local · 1 stop (BWI) · 4h 15m. Airline fare: $397.

• $377.70 · JetBlue Airways 307 / 1018 · 06:00–11:02 local · 1 stop (JFK) · 5h 2m. Airline fare: $398.

• $527.86 · United Airlines 3537 / 1536 · 09:10–16:25 local · 1 stop (EWR) · 7h 15m. Airline fare: $558.

Captured example · October 28, 2026 at 08:53 PM UTC

PWM–BOS · 2027-07-10–2027-07-17 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $376.95 · Southwest Airlines 4108 / 738 · 07:50–12:05 local · 1 stop (BWI) · 4h 15m. Airline fare: $397.

• $409.01 · JetBlue Airways 407 / 818 · 14:40–20:04 local · 1 stop (JFK) · 5h 24m. Airline fare: $431.

• $566.90 · American Airlines 4412 / 4532 · 10:01–19:28 local · 1 stop (LGA) · 9h 27m. Airline fare: $598.

Captured example · October 28, 2026 at 08:58 PM UTC

PWM–BOS · 2027-07-02–2027-07-05 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $409.01 · JetBlue Airways 407 / 818 · 14:40–20:04 local · 1 stop (JFK) · 5h 24m. Airline fare: $431.

• $472.35 · Southwest Airlines 1523 / 1944 · 12:25–18:15 local · 1 stop (MDW) · 5h 50m. Airline fare: $498.

• $537.61 · United Airlines 3468 / 593 · 17:06–08:44 (July 3, 2027) local · 1 stop (EWR) · 15h 38m. Airline fare: $568.

Captured example · October 28, 2026 at 08:00 PM UTC

PWM–BOS · 2027-08-07–2027-08-14 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $512.05 · JetBlue Airways 407 / 818 · 14:40–20:04 local · 1 stop (JFK) · 5h 24m. Airline fare: $539.

• $527.86 · United Airlines 2264 / 2158 · 06:00–12:43 local · 1 stop (EWR) · 6h 43m. Airline fare: $558.

• $579.89 · American Airlines 4351 / 4380 · 05:41–14:44 local · 1 stop (DCA) · 9h 3m. Airline fare: $613.

Captured example · October 28, 2026 at 11:35 PM UTC

PWM–BOS · 2027-09-11–2027-09-18 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $512.05 · JetBlue Airways 307 / 1018 · 06:00–11:01 local · 1 stop (JFK) · 5h 1m. Airline fare: $539.

• $527.86 · United Airlines 2264 / 1598 · 06:00–15:25 local · 1 stop (EWR) · 9h 25m. Airline fare: $558.

• $553.85 · American Airlines 4697 / 4724 · 10:47–19:02 local · 1 stop (LGA) · 8h 15m. Airline fare: $583.

Captured example · October 28, 2026 at 11:49 PM UTC

PWM–BOS · 2027-09-03–2027-09-06 · 1 adult

Round-trip starting price · Economy · USD. Round-trip starting prices; outbound options shown. The final total depends on return selection and availability.

• $537.61 · United Airlines 3468 / 593 · 17:06–08:44 (September 4, 2027) local · 1 stop (EWR) · 15h 38m. Airline fare: $568.

• $547.36 · United Airlines 2264 / 2158 · 06:00–12:43 local · 1 stop (EWR) · 6h 43m. Airline fare: $578.

Captured example · October 28, 2026 at 11:41 PM UTC

Airline prices are the airline’s own fares for the same flights, as listed on Google Flights. Airline checkout totals were not separately verified.

Airline ratings: Southwest Airlines 6.9/10 · United Airlines 6.4/10 · JetBlue 6.3/10 · American Airlines 6.2/10. Every airline rated.

Planning: When to book Thanksgiving flights · Flying in November: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.

Trip ideas from Portland, ME (PWM) with Boston (BOS)

• Cheapest places to fly from Portland, ME (PWM) in November: fly Nov 7 – Nov 14, 2026
• Best places to fly from Portland, ME (PWM) for Thanksgiving: fly Nov 21 – Nov 28, 2026
• Cheapest places to fly from Portland, ME (PWM) for 4 days: fly Dec 3 – Dec 6, 2026
• Cheapest places to fly from Portland, ME (PWM) in December: fly Dec 5 – Dec 12, 2026
• Best places to fly from Portland, ME (PWM) for Christmas: fly Dec 19 – Dec 26, 2026
• Cheapest places to fly from Portland, ME (PWM) for two weeks: fly Jan 9 – Jan 23, 2027
• Best places to fly from Portland, ME (PWM) for MLK weekend: fly Jan 15 – Jan 18, 2027
• Cheapest places to fly from Portland, ME (PWM) in January: fly Jan 16 – Jan 23, 2027
• Best places to fly from Portland, ME (PWM) for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
• Cheapest places to fly from Portland, ME (PWM) in February: fly Feb 13 – Feb 20, 2027
• Cheapest places to fly from Portland, ME (PWM) in March: fly Mar 6 – Mar 13, 2027
• Best places to fly from Portland, ME (PWM) for spring break: fly Mar 13 – Mar 20, 2027
• St. Patrick's Day trips from Portland, ME (PWM): Dublin, New York, Boston, Chicago and more: fly Mar 13 – Mar 15, 2027
• Best places to fly from Portland, ME (PWM) for Easter weekend: fly Mar 25 – Mar 29, 2027
• Cheapest places to fly from Portland, ME (PWM) in April: fly Apr 10 – Apr 17, 2027
• Marathon trips from Portland, ME (PWM): New York, Tokyo, Boston, London, Berlin and more: fly Apr 18 – Apr 20, 2027
• Cheapest places to fly from Portland, ME (PWM) in May: fly May 8 – May 15, 2027
• Best places to fly from Portland, ME (PWM) for Memorial Day weekend: fly May 28 – May 31, 2027
• Cheapest places to fly from Portland, ME (PWM) in June: fly Jun 12 – Jun 19, 2027
• Best places to fly from Portland, ME (PWM) for July 4th weekend: fly Jul 2 – Jul 5, 2027
• Fourth of July trips from Portland, ME (PWM): fly Jul 2 – Jul 5, 2027
• Cheapest places to fly from Portland, ME (PWM) in July: fly Jul 10 – Jul 17, 2027
• Cheapest places to fly from Portland, ME (PWM) in August: fly Aug 7 – Aug 14, 2027
• Best places to fly from Portland, ME (PWM) for Labor Day weekend: fly Sep 3 – Sep 6, 2027
• Cheapest places to fly from Portland, ME (PWM) in September: fly Sep 11 – Sep 18, 2027
• Cheapest places to fly from Portland, ME (PWM) for a week
• Flights to your cruise port from Portland, ME (PWM)
• Halloween trips from Portland, ME (PWM): Salem, New Orleans, Horror Nights, Derry and Transylvania
• The best US cities to visit from Portland, ME (PWM)

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Source: https://helloaxel.com/en/flights/from-portland-pwm-to-boston-bos

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