$67+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — BOS
Jun 9 — Jun 161
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 May 10, 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 May 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/10![Breeze Airways logo]()
$103
This Mytrip deal was found by Cheapflights users on 5/6. 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.
Fri 6/59:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 6/87:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$123
This Booking.com deal was found by Cheapflights users on 5/9. 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 6/19:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 6/87:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$128
This Breeze Airways deal was found by Cheapflights users on 5/6. 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 9/49:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 9/77:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/229:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Fri 6/267:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/7![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Thu 5/284:46 pm
PIT
- BDL
1 stop19h 59m
Breeze Airways
Mon 6/17:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/8![Breeze Airways logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 6/36:20 pm
PIT
- BOS
Nonstop1h 40m
JetBlue
Wed 6/106:15 pm
BOS
- PIT
Nonstop1h 59m
JetBlue
Deal found 5/6![JetBlue logo]()
$192
This JetBlue deal was found by Cheapflights users on 5/7. 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 6/27:08 am
PIT
- BOS
Nonstop1h 37m
JetBlue
Wed 6/37:00 am
BOS
- PIT
Nonstop1h 54m
JetBlue
Deal found 5/7![JetBlue logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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.
Sat 5/237:10 am
PIT
- BOS
Nonstop1h 38m
JetBlue
Mon 5/257:00 am
BOS
- PIT
Nonstop1h 54m
JetBlue
Deal found 5/5![JetBlue logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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.
Sat 5/236:20 pm
PIT
- BOS
Nonstop1h 40m
JetBlue
Sat 5/303:33 pm
BOS
- PIT
Nonstop1h 52m
JetBlue
Deal found 5/5![JetBlue logo]()
$212
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 5/236:08 pm
PIT
- BOS
1 stop5h 13m
United Airlines
Wed 5/279:30 am
BOS
- PIT
1 stop4h 33m
United Airlines
Deal found 5/8![United Airlines logo]()
$217
This JetBlue deal was found by Cheapflights users on 5/7. 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.
Wed 6/107:10 am
PIT
- BOS
Nonstop1h 36m
JetBlue
Fri 6/196:00 am
BOS
- PIT
Nonstop1h 50m
JetBlue
Deal found 5/7![JetBlue logo]()
$222
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 May 10, 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 May 10, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/6. 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 5/6![Breeze Airways logo]()
$213
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Mon 6/17:59 pm
PIT
- BOS
1 stop4h 00m
United Airlines
Wed 6/39:50 am
BOS
- PIT
1 stop5h 33m
United Airlines
Deal found 5/8![United Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 5/8. 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.
Fri 5/295:00 pm
PIT
- BDL
1 stop3h 30m
Southwest
Mon 6/12:05 pm
BDL
- PIT
2 stops8h 10m
Southwest
Deal found 5/8![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 5/6. 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 5/216:00 am
PIT
- BOS
1 stop3h 50m
Delta
Tue 5/263:45 pm
BOS
- PIT
Nonstop2h 06m
Delta
Deal found 5/6![Delta logo]()
$242
This JetBlue deal was found by Cheapflights users on 5/5. 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 6/1612:58 pm
PIT
- BOS
Nonstop1h 45m
JetBlue
Sun 6/216:00 am
BOS
- PIT
Nonstop1h 50m
JetBlue
Deal found 5/5![JetBlue logo]()
$257
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 6/175:01 am
PIT
- ALB
1 stop5h 51m
American Airlines
Thu 6/185:15 am
ALB
- PIT
1 stop3h 24m
American Airlines
Deal found 5/5![American Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 5/7. 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 6/225:50 pm
PIT
- BDL
1 stop6h 25m
Southwest
Fri 6/2612:40 pm
BDL
- PIT
2 stops9h 50m
Southwest
Deal found 5/7![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 5/5. 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.
Tue 6/166:05 am
PIT
- BOS
Nonstop1h 56m
Delta
Mon 6/228:10 pm
BOS
- PIT
Nonstop2h 03m
Delta
Deal found 5/5![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 5/8. 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 8/57:25 am
PIT
- BOS
1 stop3h 51m
United Airlines
Thu 8/67:19 am
BOS
- PIT
1 stop5h 50m
United Airlines
Deal found 5/8![United Airlines logo]()
$257
This JetBlue deal was found by Cheapflights users on 5/6. 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.
Fri 6/198:18 pm
PIT
- BOS
Nonstop1h 42m
JetBlue
Sun 6/216:00 am
BOS
- PIT
Nonstop1h 50m
JetBlue
Deal found 5/6![JetBlue logo]()
$257
This Delta deal was found by Cheapflights users on 5/8. 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 6/1510:45 am
PIT
- BOS
1 stop6h 51m
Delta
Mon 6/2211:45 am
BOS
- PIT
Nonstop1h 55m
Delta
Deal found 5/8![Delta logo]()
$267
This Delta deal was found by Cheapflights users on 5/7. 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 6/256:05 am
PIT
- BOS
1 stop4h 19m
Delta
Mon 6/298:15 am
BOS
- PIT
Nonstop2h 03m
Delta
Deal found 5/7![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 5/7. 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.
Fri 6/53:50 pm
PIT
- BDL
2 stops8h 25m
Southwest
Mon 6/82:50 pm
BDL
- PIT
2 stops8h 15m
Southwest
Deal found 5/7![Southwest logo]()
$298
This Priceline deal was found by Cheapflights users on 5/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:08 am
PIT
- HYA
1 stop3h 54m
Multiple Airlines
Fri 5/2912:07 pm
HYA
- PIT
1 stop8h 22m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$685
This Delta deal was found by Cheapflights users on 5/9. 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 6/117:05 pm
PIT
- BOS
Nonstop1h 59m
Delta
Tue 6/169:00 am
BOS
- PIT
1 stop5h 54m
Delta
Deal found 5/9![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 5/7. 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 7/56:05 pm
PIT
- BDL
1 stop6h 10m
Southwest
Fri 7/105:10 pm
BDL
- PIT
1 stop6h 20m
Southwest
Deal found 5/7![Southwest logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Tue 6/305:37 am
PIT
- ACK
1 stop6h 44m
American Airlines
Sat 7/42:31 pm
ACK
- PIT
1 stop19h 49m
American Airlines
Deal found 5/7![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 5/5. 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.
Fri 6/54:15 pm
PIT
- BOS
1 stop6h 10m
Delta
Fri 6/124:11 pm
BOS
- PIT
Nonstop2h 14m
Delta
Deal found 5/5![Delta logo]()
$267
This JetBlue deal was found by Cheapflights users on 5/7. 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 6/236:00 am
PIT
- ACK
1 stop5h 25m
JetBlue
Wed 6/246:03 pm
ACK
- PIT
1 stop4h 49m
JetBlue
Deal found 5/7![JetBlue logo]()
$360
This Delta deal was found by Cheapflights users on 5/5. 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.
Tue 6/27:15 pm
PIT
- BOS
Nonstop1h 54m
Delta
Tue 6/98:15 am
BOS
- PIT
Nonstop2h 03m
Delta
Deal found 5/5![Delta logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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.
Sun 6/146:45 am
PIT
- ACK
1 stop3h 39m
JetBlue
Thu 6/184:30 pm
ACK
- PIT
1 stop6h 51m
JetBlue
Deal found 5/6![JetBlue logo]()
$378
This Delta deal was found by Cheapflights users on 5/7. 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.
Tue 10/136:10 am
PIT
- BOS
Nonstop1h 52m
Delta
Mon 10/198:15 pm
BOS
- PIT
Nonstop1h 59m
Delta
Deal found 5/7![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Tue 8/48:49 pm
PIT
- HYA
2 stops15h 23m
American Airlines
Sat 8/812:42 pm
HYA
- PIT
1 stop4h 08m
American Airlines
Deal found 5/6![American Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 5/9. 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 6/253:50 pm
PIT
- ALB
2 stops7h 55m
Southwest
Wed 7/112:55 pm
ALB
- PIT
2 stops8h 50m
Southwest
Deal found 5/9![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 5/5. 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.
Tue 6/26:35 pm
PIT
- ALB
1 stop4h 28m
Delta
Wed 6/35:55 am
ALB
- PIT
1 stop6h 21m
Delta
Deal found 5/5![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 5/6. 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 6/153:50 pm
PIT
- ALB
2 stops7h 55m
Southwest
Wed 6/176:00 am
ALB
- PIT
2 stops8h 00m
Southwest
Deal found 5/6![Southwest logo]()
$386
This JetBlue deal was found by Cheapflights users on 5/5. 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 6/296:45 am
PIT
- MVY
1 stop3h 24m
JetBlue
Thu 7/25:05 pm
MVY
- PIT
1 stop6h 16m
JetBlue
Deal found 5/5![JetBlue logo]()
$459
This Southwest deal was found by Cheapflights users on 5/8. 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.
Fri 6/195:50 pm
PIT
- ALB
1 stop5h 55m
Southwest
Sat 6/204:20 pm
ALB
- PIT
1 stop6h 15m
Southwest
Deal found 5/8![Southwest logo]()
$395
This Delta deal was found by Cheapflights users on 5/10. 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 7/17:40 pm
PIT
- ALB
1 stop3h 44m
Delta
Mon 7/66:06 am
ALB
- PIT
1 stop3h 59m
Delta
Deal found 5/10![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 5/9. 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 5/287:22 am
PIT
- MVY
1 stop5h 17m
Delta
Wed 6/312:04 pm
MVY
- PIT
2 stops10h 34m
Delta
Deal found 5/9![Delta logo]()
$321
Last-minute flights from Pittsburgh to MassachusettsDiscover last-minute flight deals from Pittsburgh to Massachusetts. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Massachusetts. Data last updated May 10, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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.
Sat 5/237:10 am
PIT
- BOS
Nonstop1h 38m
JetBlue
Mon 5/257:00 am
BOS
- PIT
Nonstop1h 54m
JetBlue
Deal found 5/5![JetBlue logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 5/5. 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.
Sat 5/236:20 pm
PIT
- BOS
Nonstop1h 40m
JetBlue
Sat 5/303:33 pm
BOS
- PIT
Nonstop1h 52m
JetBlue
Deal found 5/5![JetBlue logo]()
$212
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 5/236:08 pm
PIT
- BOS
1 stop5h 13m
United Airlines
Wed 5/279:30 am
BOS
- PIT
1 stop4h 33m
United Airlines
Deal found 5/8![United Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/8. 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.
Thu 5/284:46 pm
PIT
- BDL
1 stop19h 59m
Breeze Airways
Mon 6/17:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/8![Breeze Airways logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/10![Breeze Airways logo]()
$103
This Booking.com deal was found by Cheapflights users on 5/9. 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 6/19:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 6/87:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$128
This JetBlue deal was found by Cheapflights users on 5/7. 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 6/27:08 am
PIT
- BOS
Nonstop1h 37m
JetBlue
Wed 6/37:00 am
BOS
- PIT
Nonstop1h 54m
JetBlue
Deal found 5/7![JetBlue logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 6/36:20 pm
PIT
- BOS
Nonstop1h 40m
JetBlue
Wed 6/106:15 pm
BOS
- PIT
Nonstop1h 59m
JetBlue
Deal found 5/6![JetBlue logo]()
$192
This Mytrip deal was found by Cheapflights users on 5/6. 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.
Fri 6/59:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 6/87:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$123
This Booking.com deal was found by Cheapflights users on 5/6. 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 6/89:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Mon 6/157:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/6![Breeze Airways logo]()
$174
This JetBlue deal was found by Cheapflights users on 5/7. 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.
Wed 6/107:10 am
PIT
- BOS
Nonstop1h 36m
JetBlue
Fri 6/196:00 am
BOS
- PIT
Nonstop1h 50m
JetBlue
Deal found 5/7![JetBlue logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/229:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Fri 6/267:15 am
BDL
- PIT
Nonstop1h 35m
Breeze Airways
Deal found 5/7![Breeze Airways logo]()
$162
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 May 10, 2026.
Search for one-way flight options from Pittsburgh to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
This Booking.com deal was found by Cheapflights users on 5/5. 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 5/189:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Deal found 5/5![Breeze Airways logo]()
$67
This Booking.com deal was found by Cheapflights users on 5/8. 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 6/229:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Deal found 5/8![Breeze Airways logo]()
$73
This Booking.com deal was found by Cheapflights users on 5/9. 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 5/229:14 pm
PIT
- BDL
Nonstop1h 34m
Breeze Airways
Deal found 5/9![Breeze Airways logo]()
$81
This Super.com deal was found by Cheapflights users on 5/5. 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 5/197:15 am
PIT
- BOS
Nonstop1h 36m
JetBlue
Deal found 5/5![JetBlue logo]()
$107
This United Airlines deal was found by Cheapflights users on 5/5. 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 7/97:40 pm
PIT
- BOS
1 stop5h 34m
United Airlines
Deal found 5/5![United Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/16:00 am
PIT
- BOS
2 stops25h 49m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$120
This Super.com deal was found by Cheapflights users on 5/6. 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 7/26:45 am
PIT
- BOS
Nonstop1h 40m
JetBlue
Deal found 5/6![JetBlue logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 5/6. 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 7/912:58 pm
PIT
- BOS
Nonstop1h 43m
JetBlue
Deal found 5/6![JetBlue logo]()
$123
This JetBlue deal was found by Cheapflights users on 5/8. 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.
Fri 7/312:58 pm
PIT
- BOS
Nonstop1h 45m
JetBlue
Deal found 5/8![JetBlue logo]()
$124
This Booking.com deal was found by Cheapflights users on 5/8. 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.
Thu 7/97:10 pm
PIT
- BDL
1 stop16h 19m
Frontier
Deal found 5/8![Frontier logo]()
$126
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Mon 8/36:16 pm
PIT
- BOS
1 stop6h 58m
United Airlines
Deal found 5/7![United Airlines logo]()
$126
This Mytrip deal was found by Cheapflights users on 5/7. 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.
Thu 6/45:47 pm
PIT
- BDL
1 stop4h 32m
Breeze Airways
Deal found 5/7![Breeze Airways logo]()
$127
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 May 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $112 (Mytrip) |
One-way from | $67 (Booking.com) |
Popular in | April |
Cheapest in | January |
Average price | $270 |
Good round-trip deal | $265 or less |
Good one-way deal | $143 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 May 10, 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
$213
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Mon 6/1
7:59 pm-11:59 pm
1 stop4h 00m
Boston Logan Intl
Wed 6/3
9:50 am-3:23 pm
1 stop5h 33m
$217
PittsburghHartford
PIT - BDL
PITBDL
Pittsburgh
Fri 5/29
5:00 pm-8:30 pm
1 stop3h 30m
Hartford Bradley Intl
Mon 6/1
2:05 pm-10:15 pm
2 stops8h 10m
$242
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Thu 5/21
6:00 am-9:50 am
1 stop3h 50m
Boston Logan Intl
Tue 5/26
3:45 pm-5:51 pm
Nonstop2h 06m
$242
PittsburghHartford
PIT - BDL
PITBDL
Pittsburgh
Mon 6/22
5:50 pm-12:15 am
1 stop6h 25m
Hartford Bradley Intl
Fri 6/26
12:40 pm-10:30 pm
2 stops9h 50m
$242
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Tue 6/16
6:05 am-8:01 am
Nonstop1h 56m
Boston Logan Intl
Mon 6/22
8:10 pm-10:13 pm
Nonstop2h 03m
$247
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Tue 6/16
12:58 pm-2:43 pm
Nonstop1h 45m
Boston Logan Intl
Sun 6/21
6:00 am-7:50 am
Nonstop1h 50m
$257
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Wed 8/5
7:25 am-11:16 am
1 stop3h 51m
Boston Logan Intl
Thu 8/6
7:19 am-1:09 pm
1 stop5h 50m
$257
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Fri 6/19
8:18 pm-10:00 pm
Nonstop1h 42m
Boston Logan Intl
Sun 6/21
6:00 am-7:50 am
Nonstop1h 50m
$257
PittsburghBoston
PIT - BOS
PITBOS
Pittsburgh
Mon 6/15
10:45 am-5:36 pm
1 stop6h 51m
Boston Logan Intl
Mon 6/22
11:45 am-1:40 pm
Nonstop1h 55m
$267
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-ALB
PIT-HYA
PIT-ACK
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-ALB
PIT-HYA
How far ahead should I book a flight from Pittsburgh to Massachusetts?
The best time to book flights from Pittsburgh to Massachusetts is 21 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Pittsburgh to Massachusetts?
Currently, January is the cheapest month in which you can book a flight from Pittsburgh to Massachusetts (average of $68). Flying from Pittsburgh to Massachusetts in May is currently the most expensive (average of $103). 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 May 10, 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 59% 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 May 9, 2026.
Travelers seeking maximum savings on their Pittsburgh to Massachusetts flight should consider departing on Saturday evenings when fares are most often at their lowest. Wednesday 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 May 10, 2026.
The most flights from PIT to USMA are scheduled on a Friday (27 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (17 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 May 10, 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.
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 May 10, 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 May 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$170 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$100 | Average$237 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$334 | 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$347 | FlexibilityNo cancel fee | On-time71% |