$163+ Cheap flights from Pittsburgh (PIT) to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — BOS
Dec 9 — Dec 161
Round-trip
1 adult, Economy
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Find cheap flights from Pittsburgh to Massachusetts with Cheapflights
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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 November 9, 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 November 9, 2026.
This KAYAK deal was found by Cheapflights users on 11/4. 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.
Tue 12/812:10 pm -
Nonstop1h 34m
Tue 12/86:34 pm -
Nonstop1h 56m
Deal found 11/4![JetBlue logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 12/116:28 pm -
1 stop15h 45m
Mon 1/410:25 am -
1 stop26h 24m
Deal found 11/4![Frontier logo]()
$266
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/216:59 pm -
1 stop15h 12m
Tue 11/2411:06 am -
1 stop6h 58m
Deal found 11/4![Frontier logo]()
$278
This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:18 pm -
1 stop15h 12m
Sat 1/96:25 pm -
Nonstop1h 58m
Deal found 11/8![Multiple Airlines logo]()
$279
This CheapOair deal was found by Cheapflights users on 11/4. 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 12/196:18 pm -
1 stop15h 12m
Mon 12/288:55 pm -
Nonstop1h 53m
Deal found 11/4![Multiple Airlines logo]()
$288
This Priceline deal was found by Cheapflights users on 11/4. 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.
Sat 11/219:20 pm -
Nonstop1h 37m
Tue 11/2411:06 am -
1 stop6h 58m
Deal found 11/4![Multiple Airlines logo]()
$291
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/1910:45 am -
Nonstop1h 34m
Sun 11/228:55 pm -
Nonstop1h 53m
Deal found 11/4![JetBlue logo]()
$292
This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:18 pm -
1 stop15h 12m
Tue 12/298:55 pm -
Nonstop1h 53m
Deal found 11/8![Multiple Airlines logo]()
$293
This Trip.com deal was found by Cheapflights users on 11/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:28 pm -
1 stop15h 45m
Mon 1/410:25 am -
1 stop26h 24m
Deal found 11/4![Frontier logo]()
$294
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Tue 12/112:10 pm -
Nonstop1h 34m
Wed 12/26:34 pm -
Nonstop1h 56m
Deal found 11/4![JetBlue logo]()
$295
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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.
Fri 11/207:20 am -
Nonstop1h 45m
Mon 11/234:29 pm -
Nonstop1h 57m
Deal found 11/5![JetBlue logo]()
$296
This American Airlines deal was found by Cheapflights users on 11/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:02 am -
1 stop9h 19m
Fri 11/277:05 pm -
1 stop4h 15m
Deal found 11/8![American Airlines logo]()
$404
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 November 9, 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 November 9, 2026.
This JetBlue deal was found by Cheapflights users on 11/7. 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 12/17:53 am -
Nonstop1h 45m
Wed 12/28:07 pm -
1 stop3h 49m
Deal found 11/7![JetBlue logo]()
$297
This KAYAK deal was found by Cheapflights users on 11/4. 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.
Tue 12/87:10 am -
1 stop4h 03m
Tue 12/84:00 pm -
1 stop4h 25m
Deal found 11/4![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 11/8. 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.
Mon 12/145:35 am -
1 stop6h 45m
Tue 12/159:10 am -
2 stops11h 35m
Deal found 11/8![Southwest logo]()
$352
This United Airlines deal was found by Cheapflights users on 11/8. 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 12/268:30 am -
1 stop4h 56m
Wed 12/305:45 am -
1 stop3h 57m
Deal found 11/8![United Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 11/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:02 am -
1 stop9h 19m
Fri 11/277:05 pm -
1 stop4h 15m
Deal found 11/8![American Airlines logo]()
$404
This JetBlue deal was found by Cheapflights users on 11/4. 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 12/26:00 am -
1 stop4h 46m
Wed 12/96:34 pm -
Nonstop1h 56m
Deal found 11/4![JetBlue logo]()
$297
This JetBlue deal was found by Cheapflights users on 11/4. 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 12/26:00 am -
1 stop4h 46m
Thu 12/38:07 pm -
1 stop3h 49m
Deal found 11/4![JetBlue logo]()
$313
This Delta deal was found by Cheapflights users on 11/8. 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.
Sun 11/227:00 am -
Nonstop1h 46m
Sat 11/287:00 am -
1 stop5h 16m
Deal found 11/8![Delta logo]()
$374
This JetBlue deal was found by Cheapflights users on 11/5. 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.
Wed 12/96:20 am -
1 stop4h 26m
Sat 12/126:30 pm -
1 stop5h 26m
Deal found 11/5![JetBlue logo]()
$318
This JetBlue deal was found by Cheapflights users on 11/5. 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.
Thu 11/197:16 pm -
Nonstop1h 34m
Sun 11/226:26 pm -
1 stop5h 26m
Deal found 11/5![JetBlue logo]()
$329
This JetBlue deal was found by Cheapflights users on 11/5. 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 1/2610:34 am -
Nonstop1h 36m
Sat 1/306:30 pm -
1 stop5h 16m
Deal found 11/5![JetBlue logo]()
$332
This JetBlue deal was found by Cheapflights users on 11/4. 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 1/87:30 am -
Nonstop1h 46m
Fri 1/156:30 pm -
1 stop5h 16m
Deal found 11/4![JetBlue logo]()
$332
This FlightHub deal was found by Cheapflights users on 11/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:53 am -
1 stop7h 47m
Sun 12/66:14 pm -
1 stop17h 06m
Deal found 11/7![Multiple Airlines logo]()
$1,145
This JetBlue deal was found by Cheapflights users on 11/4. 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 2/56:00 am -
1 stop4h 47m
Mon 2/86:30 pm -
1 stop5h 16m
Deal found 11/4![JetBlue logo]()
$355
Last-minute flights from Pittsburgh to MassachusettsDiscover last-minute flight deals from Pittsburgh to Massachusetts. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Massachusetts. Data last updated November 9, 2026 and is based on user searches.
This KAYAK deal was found by Cheapflights users on 11/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:47 pm -
Nonstop1h 44m
Thu 11/194:29 pm -
Nonstop1h 57m
Deal found 11/9![JetBlue logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/1910:45 am -
Nonstop1h 34m
Sun 11/228:55 pm -
Nonstop1h 53m
Deal found 11/4![JetBlue logo]()
$292
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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.
Fri 11/207:20 am -
Nonstop1h 45m
Mon 11/234:29 pm -
Nonstop1h 57m
Deal found 11/5![JetBlue logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/216:59 pm -
1 stop15h 12m
Tue 11/2411:06 am -
1 stop6h 58m
Deal found 11/4![Frontier logo]()
$278
This Priceline deal was found by Cheapflights users on 11/4. 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.
Sat 11/219:20 pm -
Nonstop1h 37m
Tue 11/2411:06 am -
1 stop6h 58m
Deal found 11/4![Multiple Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 11/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:02 am -
1 stop9h 19m
Fri 11/277:05 pm -
1 stop4h 15m
Deal found 11/8![American Airlines logo]()
$404
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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.
Tue 12/112:10 pm -
Nonstop1h 34m
Tue 12/86:34 pm -
Nonstop1h 56m
Deal found 11/5![JetBlue logo]()
$295
This JetBlue deal was found by Cheapflights users on 11/4. 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 12/26:00 am -
1 stop4h 46m
Wed 12/96:34 pm -
Nonstop1h 56m
Deal found 11/4![JetBlue logo]()
$297
This CheapOair deal was found by Cheapflights users on 11/4. 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 12/126:28 pm -
1 stop15h 45m
Sat 1/166:25 pm -
Nonstop1h 58m
Deal found 11/4![Multiple Airlines logo]()
$294
This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:18 pm -
1 stop15h 12m
Sat 1/96:25 pm -
Nonstop1h 58m
Deal found 11/8![Multiple Airlines logo]()
$279
This CheapOair deal was found by Cheapflights users on 11/4. 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 12/196:18 pm -
1 stop15h 12m
Mon 12/288:55 pm -
Nonstop1h 53m
Deal found 11/4![Multiple Airlines logo]()
$288
This CheapOair deal was found by Cheapflights users on 11/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:18 pm -
1 stop15h 12m
Tue 12/298:55 pm -
Nonstop1h 53m
Deal found 11/8![Multiple Airlines logo]()
$293
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 November 9, 2026.
Search for one-way flight options from Pittsburgh to Massachusetts. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/1911:43 am -
1 stop22h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$163
This JetBlue deal was found by Cheapflights users on 11/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/146:00 am -
1 stop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![JetBlue logo]()
$164
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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 12/57:53 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![JetBlue logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 11/7. 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.
Thu 11/267:45 am -
3 stops23h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$168
This JetBlue deal was found by Cheapflights users on 11/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/306:20 am -
1 stop4h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![JetBlue logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 11/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/247:45 am -
3 stops26h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Fri 12/118:54 pm -
2 stops37h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Wed 12/238:27 pm -
1 stop13h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Allegiant Air logo]()
$173
This Southwest deal was found by Cheapflights users on 11/6. 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.
Sun 2/710:50 am -
1 stop3h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Southwest logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 11/5. 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.
Mon 12/218:00 am -
Nonstop1h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![JetBlue logo]()
$176
This JetBlue deal was found by Cheapflights users on 11/8. 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.
Thu 12/176:20 am -
1 stop4h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![JetBlue logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/245:25 pm -
3 stops14h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Multiple Airlines logo]()
$181
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 November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $247 (KAYAK) |
One-way from | $163 (Cheapflightsfares) |
Popular in | November |
Cheapest in | January |
Average price | $385 |
Good round-trip deal | $397 or less |
Good one-way deal | $208 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 7,457,451 searches. Data last updated November 9, 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
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Fri 1/8
7:27 pm-11:59 am
1 stop16h 32m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Fri 11/27
6:00 am-12:26 pm
1 stop6h 26m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$169
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Wed 12/30
6:20 am-10:51 am
1 stop4h 31m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$169
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Sun 2/7
10:50 am-2:20 pm
1 stop3h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Tue 12/8
6:05 am-2:30 pm
2 stops8h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$174
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Mon 11/23
11:07 am-12:52 pm
Nonstop1h 45m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Fri 12/25
8:30 am-10:19 am
Nonstop1h 49m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$178
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Wed 12/30
7:10 am-9:01 am
Nonstop1h 51m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$178
PittsburghBoston
PIT Pittsburgh - BOS Boston Logan Intl
PITBOS
Pittsburgh
Thu 12/24
6:05 am-2:30 pm
2 stops8h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
PittsburghWorcester
PIT Pittsburgh - ORH Worcester
PITORH
Pittsburgh
Tue 12/29
8:05 am-6:38 pm
1 stop10h 33m
Worcester
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
Showing 1-10 of 33 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-BOS
PIT-ORH
PIT-ACK
PIT-HYA
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-BOS
PIT-ORH
PIT-ACK
PIT-HYA
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 $193). Flying from Pittsburgh to Massachusetts in November is currently the most expensive (average of $385). 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 November 9, 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 48% on airfare.
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 November 9, 2026.
The most flights from PIT to USMA are scheduled on a Sunday (25 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Pittsburgh to Massachusetts?
Airfare is below average for this route at the moment.
Pittsburgh to Massachusetts flights typically cost between $259 and $477 in December.The cheapest round-trip price found within the last 5 days was $247 on JetBlue (Dec 8-Dec 8).
How far ahead should I book a flight from Pittsburgh to Massachusetts?
The best time to book flights from Pittsburgh to Massachusetts is 51 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 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 November 7, 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. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 November 9, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines 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
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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 November 9, 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 5 airlines flying from Pittsburgh to Massachusetts
Discover the top 5 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 7,457,451 searches. Data last updated November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$286 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$362 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$151 | Average$336 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$157 | Average$306 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$216 | Average$475 | FlexibilityNo cancel fee | On-time71% |