$62+ Cheap flights from Pittsburgh (PIT) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — BOS
Apr 26 — May 31
Round-trip
1 adult, Economy
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Cheapest flights from Pittsburgh to MassachusettsExplore the most affordable flight options available from Pittsburgh to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.
Explore the most affordable flight options available from Pittsburgh to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 27, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2512:23 pm
PIT
- BDL
Nonstop1h 28m
Breeze Airways
Mon 9/286:00 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$123
This Booking.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Mon 4/138:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 6/17:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$128
This Breeze Airways deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 5/187:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$143
This Booking.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Mon 4/278:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/119:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 5/257:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$153
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:45 am
PIT
- BOS
1 stop13h 14m
Multiple Airlines
Mon 4/135:57 pm
BOS
- PIT
Nonstop1h 58m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$156
This Breeze Airways deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Fri 4/248:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$158
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:15 pm
PIT
- BOS
1 stop12h 57m
Multiple Airlines
Mon 5/117:55 pm
BOS
- PIT
Nonstop1h 57m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Wed 4/157:20 am
BDL
- PIT
1 stop10h 39m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$165
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:45 am
PIT
- BOS
1 stop13h 14m
Multiple Airlines
Sat 4/115:57 pm
BOS
- PIT
Nonstop1h 58m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$166
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:53 pm
PIT
- BOS
1 stop21h 23m
Multiple Airlines
Wed 4/227:35 am
BOS
- PIT
Nonstop1h 55m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$169
Best flights from Pittsburgh to MassachusettsDiscover carefully curated flight deals from Pittsburgh to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 27, 2026.
Discover carefully curated flight deals from Pittsburgh to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 27, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 5/187:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$143
This Delta deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:03 am
PIT
- BOS
Nonstop1h 57m
Delta
Wed 4/228:55 pm
BOS
- PIT
Nonstop2h 00m
Delta
Deal found 3/26![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:00 am
PIT
- BOS
1 stop5h 46m
United Airlines
Wed 4/229:30 am
BOS
- PIT
1 stop4h 24m
United Airlines
Deal found 3/26![United Airlines logo]()
$197
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:50 am
PIT
- BOS
1 stop6h 25m
Southwest
Sat 4/257:25 pm
BOS
- PIT
1 stop3h 35m
Southwest
Deal found 3/25![Southwest logo]()
$205
This JetBlue deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
PIT
- ACK
1 stop4h 25m
JetBlue
Wed 7/154:20 pm
ACK
- PIT
1 stop7h 30m
JetBlue
Deal found 3/22![JetBlue logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:50 am
PIT
- BDL
Nonstop1h 30m
Multiple Airlines
Sun 4/267:00 am
BDL
- PIT
2 stops16h 24m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:03 am
PIT
- BOS
Nonstop1h 57m
Delta
Thu 5/78:26 am
BOS
- PIT
Nonstop2h 03m
Delta
Deal found 3/25![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:00 am
PIT
- BOS
1 stop4h 12m
United Airlines
Sun 5/315:45 am
BOS
- PIT
1 stop3h 55m
United Airlines
Deal found 3/26![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:00 pm
PIT
- BOS
1 stop5h 25m
Southwest
Tue 5/267:20 am
BOS
- PIT
1 stop7h 50m
Southwest
Deal found 3/24![Southwest logo]()
$229
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:07 am
PIT
- HYA
2 stops8h 03m
American Airlines
Sun 9/61:38 pm
HYA
- PIT
1 stop5h 56m
American Airlines
Deal found 3/22![American Airlines logo]()
$473
This Breeze Airways deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/273:54 pm
PIT
- BDL
1 stop7h 33m
Breeze Airways
Sun 5/316:20 am
BDL
- PIT
1 stop9h 46m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$256
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:03 am
PIT
- BOS
Nonstop1h 57m
Delta
Tue 5/512:00 pm
BOS
- PIT
1 stop6h 16m
Delta
Deal found 3/22![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:45 am
PIT
- BOS
1 stop6h 25m
Southwest
Thu 5/71:20 pm
BOS
- PIT
1 stop6h 40m
Southwest
Deal found 3/25![Southwest logo]()
$237
This KAYAK deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
PIT
- ACK
1 stop5h 00m
JetBlue
Sat 9/195:30 pm
ACK
- PIT
1 stop5h 17m
JetBlue
Deal found 3/24![JetBlue logo]()
$274
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:59 pm
PIT
- BDL
1 stop4h 00m
United Airlines
Thu 5/76:05 am
BDL
- PIT
1 stop3h 26m
United Airlines
Deal found 3/25![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:09 am
PIT
- BOS
Nonstop1h 51m
Delta
Tue 6/912:00 pm
BOS
- PIT
1 stop5h 59m
Delta
Deal found 3/23![Delta logo]()
$237
This Breeze Airways deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:54 pm
PIT
- BDL
1 stop7h 18m
Breeze Airways
Mon 5/257:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$266
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:45 am
PIT
- BOS
1 stop6h 25m
Southwest
Mon 4/132:30 pm
BOS
- PIT
1 stop5h 30m
Southwest
Deal found 3/24![Southwest logo]()
$242
This JetBlue deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
PIT
- ACK
1 stop4h 25m
JetBlue
Thu 8/276:05 pm
ACK
- PIT
1 stop4h 16m
JetBlue
Deal found 3/23![JetBlue logo]()
$274
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:25 am
PIT
- BOS
1 stop3h 51m
United Airlines
Sun 5/315:45 am
BOS
- PIT
1 stop3h 55m
United Airlines
Deal found 3/22![United Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:00 pm
PIT
- BOS
2 stops12h 15m
Southwest
Tue 4/1412:55 pm
BOS
- PIT
1 stop5h 00m
Southwest
Deal found 3/24![Southwest logo]()
$251
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
PIT
- ACK
1 stop5h 27m
Delta
Wed 6/312:07 pm
ACK
- PIT
1 stop6h 27m
Delta
Deal found 3/23![Delta logo]()
$256
This JetBlue deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:00 am
PIT
- MVY
1 stop4h 08m
JetBlue
Wed 7/14:55 pm
MVY
- PIT
1 stop6h 55m
JetBlue
Deal found 3/22![JetBlue logo]()
$303
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:45 pm
PIT
- ALB
1 stop3h 36m
Delta
Tue 4/286:00 am
ALB
- PIT
1 stop3h 44m
Delta
Deal found 3/25![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:40 am
PIT
- BDL
1 stop5h 17m
Delta
Fri 4/245:30 am
BDL
- PIT
1 stop4h 14m
Delta
Deal found 3/22![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:00 am
PIT
- ALB
1 stop5h 55m
Southwest
Wed 5/64:20 pm
ALB
- PIT
1 stop5h 50m
Southwest
Deal found 3/23![Southwest logo]()
$314
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:45 am
PIT
- BDL
1 stop6h 15m
Southwest
Wed 5/276:15 am
BDL
- PIT
2 stops8h 55m
Southwest
Deal found 3/25![Southwest logo]()
$319
This United Airlines deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:36 am
PIT
- ALB
1 stop6h 50m
United Airlines
Sun 5/316:10 am
ALB
- PIT
1 stop6h 59m
United Airlines
Deal found 3/26![United Airlines logo]()
$407
This Mytrip deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
PIT
- HYA
2 stops11h 20m
Multiple Airlines
Wed 4/157:05 am
HYA
- PIT
3 stops16h 54m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$573
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:01 pm
PIT
- MVY
2 stops5h 38m
American Airlines
Mon 7/131:49 pm
MVY
- PIT
2 stops7h 26m
American Airlines
Deal found 3/22![American Airlines logo]()
$577
Last-minute flights from Pittsburgh to MassachusettsDiscover last-minute flight deals from Pittsburgh to Massachusetts. Data last updated March 27, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Massachusetts. Data last updated March 27, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:45 am
PIT
- BOS
1 stop13h 14m
Multiple Airlines
Mon 4/135:57 pm
BOS
- PIT
Nonstop1h 58m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$156
This Expedia deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:45 am
PIT
- BOS
1 stop13h 14m
Multiple Airlines
Sat 4/115:57 pm
BOS
- PIT
Nonstop1h 58m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$166
This Cheapflightsfares deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/810:45 am
PIT
- BOS
1 stop13h 14m
Spirit Airlines
Mon 4/134:23 pm
BOS
- PIT
1 stop7h 33m
Spirit Airlines
Deal found 3/26![Spirit Airlines logo]()
$174
This Booking.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Mon 4/138:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Wed 4/157:20 am
BDL
- PIT
1 stop10h 39m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Wed 4/157:20 am
BDL
- PIT
1 stop10h 39m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$175
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Mon 4/208:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$177
This CheapOair deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:53 pm
PIT
- BOS
1 stop21h 23m
Multiple Airlines
Wed 4/227:35 am
BOS
- PIT
Nonstop1h 55m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$169
This Breeze Airways deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Fri 4/248:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
PIT
- BOS
Nonstop1h 35m
JetBlue
Sat 4/257:55 pm
BOS
- PIT
Nonstop1h 58m
JetBlue
Deal found 3/27![JetBlue logo]()
$172
This Super.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
PIT
- BOS
Nonstop1h 35m
JetBlue
Mon 4/277:35 am
BOS
- PIT
Nonstop1h 55m
JetBlue
Deal found 3/26![JetBlue logo]()
$175
This Booking.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2410:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Mon 4/278:30 am
BDL
- PIT
Nonstop1h 40m
Breeze Airways
Deal found 3/25![Breeze Airways logo]()
$144
One-way flights from Pittsburgh to MassachusettsSearch for one-way flight options from Pittsburgh to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
Search for one-way flight options from Pittsburgh to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 27, 2026.
This Booking.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$62
This Booking.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Deal found 3/24![Breeze Airways logo]()
$68
This Booking.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$72
This Booking.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$73
This Booking.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/610:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Deal found 3/23![Breeze Airways logo]()
$76
This Breeze Airways deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Deal found 3/26![Breeze Airways logo]()
$79
This Booking.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:50 am
PIT
- BDL
Nonstop1h 30m
Breeze Airways
Deal found 3/22![Breeze Airways logo]()
$95
This Orbitz deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:00 am
PIT
- BOS
Nonstop1h 39m
JetBlue
Deal found 3/25![JetBlue logo]()
$95
This Super.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:45 am
PIT
- BOS
1 stop13h 14m
Spirit Airlines
Deal found 3/24![Spirit Airlines logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:00 am
PIT
- BOS
1 stop9h 28m
Spirit Airlines
Deal found 3/22![Spirit Airlines logo]()
$97
This Super.com deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/264:03 pm
PIT
- BOS
Nonstop1h 42m
JetBlue
Deal found 3/26![JetBlue logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/179:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$99
Find flight deals from Pittsburgh to Massachusetts
Keep the following information in mind while searching for Pittsburgh to Massachusetts flight deals. Data was last updated March 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $125 (Booking.com) |
One-way from | $62 (Booking.com) |
Popular in | March |
Cheapest in | January |
Average price | $267 |
Good round-trip deal | $232 or less |
Good one-way deal | $144 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Pittsburgh to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 27, 2026.
Use the filters below to find and compare flights from Pittsburgh to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PittsburghHartford
PIT - BDL
PITBDL
Pittsburgh
Fri 5/15
9:14 pm-10:48 pm
Nonstop1h 34m
Hartford Bradley Intl
Mon 5/18
7:15 am-8:50 am
Nonstop1h 35m
$143
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Mon 4/20
6:03 am-8:00 am
Nonstop1h 57m
Boston Logan Intl
Wed 4/22
8:55 pm-10:55 pm
Nonstop2h 00m
$177
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Tue 4/21
7:00 am-12:46 pm
1 stop5h 46m
Boston Logan Intl
Wed 4/22
9:30 am-1:54 pm
1 stop4h 24m
$197
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Mon 5/4
6:03 am-8:00 am
Nonstop1h 57m
Boston Logan Intl
Thu 5/7
8:26 am-10:29 am
Nonstop2h 03m
$197
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Wed 4/22
10:50 am-5:15 pm
1 stop6h 25m
Boston Logan Intl
Sat 4/25
7:25 pm-11:00 pm
1 stop3h 35m
$205
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Thu 5/28
9:00 am-1:12 pm
1 stop4h 12m
Boston Logan Intl
Sun 5/31
5:45 am-9:40 am
1 stop3h 55m
$227
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Sat 5/23
4:00 pm-9:25 pm
1 stop5h 25m
Boston Logan Intl
Tue 5/26
7:20 am-3:10 pm
1 stop7h 50m
$229
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Thu 4/30
6:03 am-8:00 am
Nonstop1h 57m
Boston Logan Intl
Tue 5/5
12:00 pm-6:16 pm
1 stop6h 16m
$237
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Mon 5/4
5:45 am-12:10 pm
1 stop6h 25m
Boston Logan Intl
Thu 5/7
1:20 pm-8:00 pm
1 stop6h 40m
$237
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Wed 6/3
6:09 am-8:00 am
Nonstop1h 51m
Boston Logan Intl
Tue 6/9
12:00 pm-5:59 pm
1 stop5h 59m
$237
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Pittsburgh to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Pittsburgh with our price prediction graph.
PIT-BDL
PIT-BOS
PIT-ACK
PIT-HYA
PIT-MVY
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Pittsburgh to Massachusetts
PIT-USMA
PIT-BDL
PIT-BOS
PIT-ACK
PIT-HYA
What is the cheapest month to book a flight from Pittsburgh to Massachusetts?
Currently, December is the cheapest month in which you can book a flight from Pittsburgh to Massachusetts (average of $85). Flying from Pittsburgh to Massachusetts in May is currently the most expensive (average of $131). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from PIT to MA?
Find hourly flight availability from Pittsburgh to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 27, 2026.
One of the essential ways to save on airfare from Pittsburgh to Massachusetts is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 64% on airfare.
What is the cheapest day to fly from Pittsburgh to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Massachusetts. Price data was last updated on March 23, 2026.
Travelers seeking maximum savings on their Pittsburgh to Massachusetts flight should consider departing on Tuesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Pittsburgh to Massachusetts
Explore weekly flight availability from Pittsburgh to Massachusetts. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 27, 2026.
The most flights from PIT to USMA are scheduled on a Friday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Pittsburgh to Massachusetts?
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated March 27, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andJetBlue from Pittsburgh to Massachusetts to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Pittsburgh to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Pittsburgh to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pittsburgh to Massachusetts by cabin class
Find flights from Pittsburgh to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pittsburgh and Massachusetts flights
Browse other Pittsburgh and Massachusetts flight options. Last updated on March 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pittsburgh to Massachusetts flights
Consider these flights traveling from Pittsburgh to Massachusetts.
Top 6 airlines flying from Pittsburgh to Massachusetts
Discover the top 6 airlines that operate flights from Pittsburgh to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$170 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$102 | Average$231 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$337 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$151 | Average$325 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$157 | Average$237 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$341 | FlexibilityNo cancel fee | On-time71% |