$48+ Cheap flights from Virginia Beach, VA 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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Apr 17 — Apr 241
Round-trip
1 adult, Economy
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Cheapest flights from Virginia Beach to MassachusettsExplore the most affordable flight options available from Virginia Beach to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 18, 2026.
Explore the most affordable flight options available from Virginia Beach to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 18, 2026.
This Booking.com deal was found by Cheapflights users on 3/15. 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 4/309:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 5/77:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 5/49:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Wed 5/67:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$113
This Booking.com deal was found by Cheapflights users on 3/14. 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.
Wed 6/1010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sat 6/137:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$114
This Super.com deal was found by Cheapflights users on 3/14. 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 5/2810:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 5/296:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$123
This Booking.com deal was found by Cheapflights users on 3/14. 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.
Wed 5/1310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 5/147:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$126
This Breeze Airways deal was found by Cheapflights users on 3/15. 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 5/88:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 5/137:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$128
This Booking.com deal was found by Cheapflights users on 3/13. 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.
Sat 5/2310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$132
This Breeze Airways deal was found by Cheapflights users on 3/17. 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.
Thu 5/78:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 5/86:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 5/1310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 5/156:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$138
This Booking.com deal was found by Cheapflights users on 3/17. 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 4/39:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 4/97:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$139
This Booking.com deal was found by Cheapflights users on 3/17. 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.
Wed 5/1310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 5/177:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$141
This Flysmarter deal was found by Cheapflights users on 3/15. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:48 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Mon 5/48:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 3/15![JetBlue logo]()
$191
Best flights from Virginia Beach to MassachusettsDiscover carefully curated flight deals from Virginia Beach to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 18, 2026.
Discover carefully curated flight deals from Virginia Beach to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 18, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/14. 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 6/198:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 6/218:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$143
This JetBlue deal was found by Cheapflights users on 3/14. 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 5/611:24 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Sat 5/98:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 3/14![JetBlue logo]()
$217
This Delta deal was found by Cheapflights users on 3/17. 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 4/135:30 pm
ORF
- BDL
1 stop6h 29m
Delta
Mon 4/207:01 pm
BDL
- ORF
1 stop5h 36m
Delta
Deal found 3/17![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 3/16. 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 5/142:30 pm
ORF
- BOS
1 stop7h 20m
Southwest
Sun 5/175:30 am
BOS
- ORF
1 stop3h 50m
Southwest
Deal found 3/16![Southwest logo]()
$242
This United Airlines deal was found by Cheapflights users on 3/18. 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 4/156:11 am
ORF
- ALB
1 stop4h 02m
United Airlines
Wed 4/227:33 pm
ALB
- ORF
1 stop4h 07m
United Airlines
Deal found 3/18![United Airlines logo]()
$271
This Breeze Airways deal was found by Cheapflights users on 3/13. 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 3/309:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 4/27:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$173
This Breeze Airways deal was found by Cheapflights users on 3/15. 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 4/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 4/207:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$183
This JetBlue deal was found by Cheapflights users on 3/16. 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 6/235:53 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Fri 6/263:15 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Deal found 3/16![JetBlue logo]()
$222
This JetBlue deal was found by Cheapflights users on 3/14. 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 8/145:53 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Tue 8/183:15 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Deal found 3/14![JetBlue logo]()
$222
This Delta deal was found by Cheapflights users on 3/17. 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 4/15:59 pm
ORF
- BOS
1 stop4h 56m
Delta
Sat 4/411:15 am
BOS
- ORF
Nonstop1h 44m
Delta
Deal found 3/17![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 3/17. 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 5/138:40 am
ORF
- BDL
1 stop3h 30m
Southwest
Sun 5/176:00 am
BDL
- ORF
1 stop3h 20m
Southwest
Deal found 3/17![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 3/16. 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 8/146:50 pm
ORF
- BOS
1 stop4h 33m
Delta
Tue 8/189:00 am
BOS
- ORF
Nonstop1h 55m
Delta
Deal found 3/16![Delta logo]()
$262
This Southwest deal was found by Cheapflights users on 3/14. 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 4/186:10 am
ORF
- ALB
2 stops8h 20m
Southwest
Sat 4/256:00 am
ALB
- ORF
1 stop3h 50m
Southwest
Deal found 3/14![Southwest logo]()
$276
This JetBlue deal was found by Cheapflights users on 3/15. 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 6/265:53 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Sat 6/273:15 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Deal found 3/15![JetBlue logo]()
$257
This United Airlines deal was found by Cheapflights users on 3/14. 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 5/66:05 am
ORF
- BOS
1 stop6h 46m
United Airlines
Sat 5/97:27 pm
BOS
- ORF
1 stop4h 23m
United Airlines
Deal found 3/14![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 3/14. 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 5/74:39 pm
ORF
- BDL
1 stop7h 54m
Delta
Fri 5/87:15 pm
BDL
- ORF
1 stop5h 33m
Delta
Deal found 3/14![Delta logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Sat 5/2310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 5/252:44 pm
BDL
- ORF
1 stop18h 36m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$288
This Southwest deal was found by Cheapflights users on 3/17. 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 5/75:25 pm
ORF
- ALB
1 stop5h 50m
Southwest
Sat 5/97:50 am
ALB
- ORF
2 stops10h 20m
Southwest
Deal found 3/17![Southwest logo]()
$294
This United Airlines deal was found by Cheapflights users on 3/17. 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 5/128:00 am
ORF
- ALB
1 stop7h 04m
United Airlines
Wed 5/136:00 am
ALB
- ORF
1 stop3h 31m
United Airlines
Deal found 3/17![United Airlines logo]()
$331
This KAYAK deal was found by Cheapflights users on 3/13. 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.
Thu 6/114:30 pm
ORF
- BOS
1 stop7h 35m
Southwest
Tue 6/165:35 am
BOS
- ORF
3 stops8h 50m
Southwest
Deal found 3/13![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 3/16. 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 5/76:00 am
ORF
- BDL
1 stop8h 18m
United Airlines
Sun 5/105:05 pm
BDL
- ORF
1 stop7h 54m
United Airlines
Deal found 3/16![United Airlines logo]()
$364
This Mytrip deal was found by Cheapflights users on 3/18. 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 4/26:45 am
ORF
- ACK
3 stops28h 55m
Multiple Airlines
Mon 4/63:00 pm
ACK
- ORF
3 stops30h 47m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$907
This Southwest deal was found by Cheapflights users on 3/16. 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.
Tue 3/316:00 am
ORF
- BDL
2 stops9h 55m
Southwest
Sat 4/45:45 am
BDL
- ORF
1 stop3h 30m
Southwest
Deal found 3/16![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 3/14. 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 4/136:05 am
ORF
- BDL
2 stops9h 55m
Southwest
Mon 4/204:40 pm
BDL
- ORF
1 stop6h 15m
Southwest
Deal found 3/14![Southwest logo]()
$333
This United Airlines deal was found by Cheapflights users on 3/13. 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 4/106:11 am
ORF
- ALB
1 stop4h 02m
United Airlines
Sat 4/187:33 pm
ALB
- ORF
1 stop4h 07m
United Airlines
Deal found 3/13![United Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 3/13. 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 5/236:10 am
ORF
- BDL
2 stops7h 45m
Southwest
Mon 5/255:50 am
BDL
- ORF
1 stop3h 35m
Southwest
Deal found 3/13![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 3/13. 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 3/286:15 am
ORF
- ALB
1 stop8h 38m
United Airlines
Wed 4/16:05 am
ALB
- ORF
1 stop8h 15m
United Airlines
Deal found 3/13![United Airlines logo]()
$459
This Southwest deal was found by Cheapflights users on 3/14. 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 5/2311:35 am
ORF
- ALB
2 stops11h 20m
Southwest
Mon 5/255:50 am
ALB
- ORF
1 stop3h 35m
Southwest
Deal found 3/14![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 3/15. 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 4/308:05 am
ORF
- ALB
2 stops8h 35m
Southwest
Tue 5/512:45 pm
ALB
- ORF
2 stops9h 10m
Southwest
Deal found 3/15![Southwest logo]()
$379
This United Airlines deal was found by Cheapflights users on 3/17. 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 8/177:59 pm
ORF
- ACK
2 stops18h 48m
United Airlines
Wed 8/193:49 pm
ACK
- ORF
1 stop7h 04m
United Airlines
Deal found 3/17![United Airlines logo]()
$599
Last-minute flights from Virginia Beach to MassachusettsDiscover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated March 18, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated March 18, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 3/15. 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 3/269:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 4/27:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$151
This Booking.com deal was found by Cheapflights users on 3/17. 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 3/269:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Sun 3/297:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$201
This Booking.com deal was found by Cheapflights users on 3/17. 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 3/279:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 3/307:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$176
This Breeze Airways deal was found by Cheapflights users on 3/13. 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 3/309:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 4/27:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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 3/316:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Thu 4/23:25 pm
BOS
- ORF
Nonstop1h 40m
JetBlue
Deal found 3/15![JetBlue logo]()
$197
This Booking.com deal was found by Cheapflights users on 3/17. 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 4/39:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 4/97:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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 4/76:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Tue 4/148:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 3/14![JetBlue logo]()
$192
This Mytrip deal was found by Cheapflights users on 3/14. 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.
Mon 4/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 4/207:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$169
This CheapOair deal was found by Cheapflights users on 3/14. 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.
Mon 4/206:02 pm
ORF
- BOS
1 stop16h 19m
Multiple Airlines
Wed 4/228:50 am
BOS
- ORF
Nonstop1h 42m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$199
This Booking.com deal was found by Cheapflights users on 3/15. 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 4/309:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Thu 5/77:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/3011:27 am
ORF
- BDL
1 stop28h 54m
Multiple Airlines
Thu 5/77:15 am
BDL
- ORF
Nonstop1h 31m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$166
This Flysmarter deal was found by Cheapflights users on 3/15. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:48 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Mon 5/48:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 3/15![JetBlue logo]()
$191
One-way flights from Virginia Beach to MassachusettsSearch for one-way flight options from Virginia Beach to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 18, 2026.
Search for one-way flight options from Virginia Beach to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 18, 2026.
This Booking.com deal was found by Cheapflights users on 3/15. 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 6/1110:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 3/15![Breeze Airways logo]()
$48
This Booking.com deal was found by Cheapflights users on 3/17. 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 5/49:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Deal found 3/17![Breeze Airways logo]()
$53
This Breeze Airways deal was found by Cheapflights users on 3/16. 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.
Thu 4/99:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Deal found 3/16![Breeze Airways logo]()
$54
This Booking.com deal was found by Cheapflights users on 3/14. 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.
Sat 7/410:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$59
This Booking.com deal was found by Cheapflights users on 3/13. 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 4/209:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$62
This Booking.com deal was found by Cheapflights users on 3/14. 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 6/128:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 3/14![Breeze Airways logo]()
$67
This Booking.com deal was found by Cheapflights users on 3/16. 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 3/309:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Deal found 3/16![Breeze Airways logo]()
$75
This Booking.com deal was found by Cheapflights users on 3/13. 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.
Sun 6/1410:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$78
This American Airlines deal was found by Cheapflights users on 3/17. 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 4/77:24 pm
ORF
- BDL
1 stop4h 05m
American Airlines
Deal found 3/17![American Airlines logo]()
$80
This Booking.com deal was found by Cheapflights users on 3/13. 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 5/228:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 3/13![Breeze Airways logo]()
$83
This Frontier deal was found by Cheapflights users on 3/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:29 pm
ORF
- BOS
1 stop7h 57m
Frontier
Deal found 3/14![Frontier logo]()
$90
This Flysmarter deal was found by Cheapflights users on 3/13. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:00 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 3/13![JetBlue logo]()
$92
Find flight deals from Virginia Beach to Massachusetts
Keep the following information in mind while searching for Virginia Beach to Massachusetts flight deals. Data was last updated March 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $111 (Booking.com) |
One-way from | $48 (Booking.com) |
Popular in | November |
Cheapest in | July |
Average price | $306 |
Cheapflights Fare Finder
Customize your flight search to find flights from Virginia Beach 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 18, 2026.
Use the filters below to find and compare flights from Virginia Beach to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 6/19
8:06 pm-9:35 pm
Nonstop1h 29m
Hartford Bradley Intl
Sun 6/21
8:00 am-9:31 am
Nonstop1h 31m
$143
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Mon 3/30
9:18 pm-10:45 pm
Nonstop1h 27m
Hartford Bradley Intl
Thu 4/2
7:15 am-8:53 am
Nonstop1h 38m
$173
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Mon 4/13
9:18 pm-10:45 pm
Nonstop1h 27m
Hartford Bradley Intl
Mon 4/20
7:00 am-8:38 am
Nonstop1h 38m
$183
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Wed 5/6
11:24 am-1:02 pm
Nonstop1h 38m
Boston Logan Intl
Sat 5/9
8:50 am-10:32 am
Nonstop1h 42m
$217
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Tue 6/23
5:53 pm-7:36 pm
Nonstop1h 43m
Boston Logan Intl
Fri 6/26
3:15 pm-4:58 pm
Nonstop1h 43m
$222
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Fri 8/14
5:53 pm-7:36 pm
Nonstop1h 43m
Boston Logan Intl
Tue 8/18
3:15 pm-4:58 pm
Nonstop1h 43m
$222
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Mon 4/13
5:30 pm-11:59 pm
1 stop6h 29m
Hartford Bradley Intl
Mon 4/20
7:01 pm-12:37 am
1 stop5h 36m
$241
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Thu 5/14
2:30 pm-9:50 pm
1 stop7h 20m
Boston Logan Intl
Sun 5/17
5:30 am-9:20 am
1 stop3h 50m
$242
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Wed 4/1
5:59 pm-10:55 pm
1 stop4h 56m
Boston Logan Intl
Sat 4/4
11:15 am-12:59 pm
Nonstop1h 44m
$247
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Wed 5/13
8:40 am-12:10 pm
1 stop3h 30m
Hartford Bradley Intl
Sun 5/17
6:00 am-9:20 am
1 stop3h 20m
$252
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Virginia Beach to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Virginia Beach with our price prediction graph.
ORF-BDL
ORF-BOS
ORF-ALB
ORF-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 Virginia Beach to Massachusetts
V1B-USMA
ORF-BDL
ORF-BOS
ORF-ALB
ORF-ACK
What is the cheapest month to book a flight from Virginia Beach to Massachusetts?
Currently, July is the cheapest month in which you can book a flight from Virginia Beach to Massachusetts (average of $50). Flying from Virginia Beach to Massachusetts in November is currently the most expensive (average of $115). 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 V1B to MA?
Find hourly flight availability from Virginia Beach 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 18, 2026.
It’s typically best to fly out from Virginia Beach to Massachusetts in the morning. Doing so could potentially save you 69% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from Virginia Beach to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Virginia Beach to Massachusetts. Price data was last updated on March 14, 2026.
Travelers seeking maximum savings on their Virginia Beach to Massachusetts flight should consider departing on Friday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Virginia Beach to Massachusetts
Explore weekly flight availability from Virginia Beach 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 18, 2026.
The most flights from V1B to USMA are scheduled on a Tuesday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
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 18, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAllegiant Air from Virginia Beach to Massachusetts by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
Find useful and relevant information for your journey from Virginia Beach 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 Virginia Beach 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 Virginia Beach to Massachusetts by cabin class
Find flights from Virginia Beach to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Virginia Beach and Massachusetts flights
Browse other Virginia Beach and Massachusetts flight options. Last updated on March 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Massachusetts
Find the right flight back to Virginia Beach after your stay in Massachusetts
Virginia Beach to Massachusetts flights
Consider these flights traveling from Virginia Beach to Massachusetts.
Top 8 airlines flying from Virginia Beach to Massachusetts
Discover the top 8 airlines that operate flights from Virginia Beach 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$45 | Average$83 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$81 | Average$150 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$82 | Average$149 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$83 | Average$251 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$86 | Average$241 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$341 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$156 | Average$322 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$297 | FlexibilityNo cancel fee | On-time63% |