$68+ Cheap flights from Virginia Beach, VA 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Oct 21 — Oct 281
Round-trip
1 adult, Economy
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Find cheap flights from Virginia Beach to Massachusetts with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 September 21, 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 September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 11/129:06 pm -
Nonstop1h 27m
Mon 11/167:05 am -
Nonstop1h 38m
Deal found 9/21![Breeze Airways logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 11/59:06 pm -
Nonstop1h 27m
Mon 11/97:05 am -
Nonstop1h 38m
Deal found 9/20![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:06 pm -
Nonstop1h 27m
Tue 10/277:15 am -
Nonstop1h 38m
Deal found 9/17![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:06 pm -
Nonstop1h 27m
Tue 10/277:15 am -
Nonstop1h 38m
Deal found 9/18![Breeze Airways logo]()
$142
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/179:06 pm -
Nonstop1h 27m
Sun 11/227:15 am -
Nonstop1h 38m
Deal found 9/16![Breeze Airways logo]()
$143
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:22 pm -
Nonstop1h 27m
Mon 11/97:05 am -
Nonstop1h 38m
Deal found 9/16![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:06 pm -
Nonstop1h 27m
Sun 10/257:15 am -
Nonstop1h 38m
Deal found 9/17![Breeze Airways logo]()
$152
This Delta deal was found by Cheapflights users on 9/16. 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 10/166:30 pm -
1 stop4h 31m
Mon 10/195:50 am -
1 stop3h 23m
Deal found 9/16![Delta logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:41 pm -
1 stop15h 21m
Sun 10/2511:47 am -
1 stop6h 59m
Deal found 9/18![Frontier logo]()
$269
This Southwest deal was found by Cheapflights users on 9/17. 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 10/2112:30 pm -
1 stop4h 40m
Sat 10/249:40 am -
1 stop9h 35m
Deal found 9/17![Southwest logo]()
$270
This Priceline deal was found by Cheapflights users on 9/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:33 pm -
Nonstop2h 21m
Sat 10/2411:47 am -
1 stop6h 59m
Deal found 9/18![Multiple Airlines logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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 12/45:09 pm -
1 stop17h 04m
Sun 12/611:08 am -
1 stop29h 06m
Deal found 9/21![Frontier logo]()
$275
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 September 21, 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 September 21, 2026.
This Southwest deal was found by Cheapflights users on 9/17. 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.
Tue 10/206:05 am -
1 stop6h 10m
Tue 10/276:00 am -
1 stop5h 25m
Deal found 9/17![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 1/146:00 am -
1 stop5h 39m
Mon 1/185:00 pm -
1 stop6h 26m
Deal found 9/16![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Wed 10/216:15 am -
1 stop4h 12m
Sat 10/247:35 pm -
1 stop4h 13m
Deal found 9/16![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 9/17. 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.
Sat 10/176:25 am -
1 stop5h 25m
Sat 10/245:40 am -
1 stop4h 30m
Deal found 9/17![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 9/16. 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 1/156:00 am -
1 stop5h 39m
Mon 1/185:30 am -
1 stop4h 33m
Deal found 9/16![Delta logo]()
$250
This Southwest deal was found by Cheapflights users on 9/17. 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 11/183:05 pm -
1 stop4h 40m
Thu 11/195:40 am -
1 stop3h 30m
Deal found 9/17![Southwest logo]()
$250
This Delta deal was found by Cheapflights users on 9/20. 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.
Sat 1/235:50 am -
1 stop6h 02m
Wed 1/276:00 am -
1 stop6h 06m
Deal found 9/20![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:30 am -
1 stop7h 23m
Tue 10/276:00 am -
1 stop6h 20m
Deal found 9/18![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 9/21. 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 11/129:55 am -
2 stops12h 20m
Mon 11/165:10 pm -
1 stop5h 35m
Deal found 9/21![Southwest logo]()
$284
This United Airlines deal was found by Cheapflights users on 9/20. 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 1/266:00 am -
1 stop4h 28m
Wed 1/275:45 am -
1 stop3h 50m
Deal found 9/20![United Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 1/146:50 pm -
1 stop3h 59m
Sun 1/175:00 pm -
1 stop6h 26m
Deal found 9/16![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 9/20. 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 11/29:55 am -
2 stops11h 55m
Thu 11/51:20 pm -
1 stop3h 55m
Deal found 9/20![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 9/19. 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 1/168:00 pm -
1 stop3h 52m
Wed 1/206:00 am -
1 stop3h 35m
Deal found 9/19![United Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 1/1512:15 pm -
2 stops8h 35m
Mon 1/185:40 am -
1 stop3h 40m
Deal found 9/16![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 9/20. 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 11/175:19 pm -
1 stop6h 56m
Sun 11/226:00 am -
1 stop6h 21m
Deal found 9/20![Delta logo]()
$318
This Delta deal was found by Cheapflights users on 9/21. 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 10/611:53 am -
Nonstop1h 58m
Mon 10/129:15 am -
Nonstop1h 58m
Deal found 9/21![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 9/19. 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 10/319:40 am -
2 stops8h 15m
Sun 11/15:40 pm -
1 stop5h 50m
Deal found 9/19![Southwest logo]()
$323
This Delta deal was found by Cheapflights users on 9/21. 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 10/76:30 pm -
1 stop4h 50m
Mon 10/129:15 am -
Nonstop1h 58m
Deal found 9/21![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 9/20. 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 12/38:00 am -
2 stops13h 45m
Sun 12/65:30 am -
2 stops9h 15m
Deal found 9/20![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 9/21. 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 10/67:33 pm -
1 stop5h 47m
Tue 10/136:00 am -
1 stop5h 20m
Deal found 9/21![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 9/16. 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 2/99:55 am -
1 stop6h 10m
Fri 2/128:35 am -
1 stop4h 10m
Deal found 9/16![Southwest logo]()
$376
This Delta deal was found by Cheapflights users on 9/17. 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 10/76:30 pm -
1 stop4h 31m
Mon 10/125:50 am -
1 stop3h 23m
Deal found 9/17![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 9/21. 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 10/65:30 am -
1 stop5h 32m
Wed 10/79:15 am -
Nonstop1h 58m
Deal found 9/21![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:50 pm -
1 stop6h 05m
Mon 10/2610:40 am -
2 stops7h 45m
Deal found 9/18![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 9/20. 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 10/511:40 am -
Nonstop1h 57m
Fri 10/97:00 am -
1 stop6h 45m
Deal found 9/20![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 9/20. 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 10/236:05 pm -
1 stop6h 05m
Mon 10/2610:40 am -
2 stops7h 45m
Deal found 9/20![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 9/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:25 pm -
1 stop7h 52m
Wed 10/75:39 am -
1 stop6h 06m
Deal found 9/18![Delta logo]()
$357
This Southwest deal was found by Cheapflights users on 9/17. 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.
Mon 10/56:05 pm -
1 stop6h 05m
Thu 10/2210:40 am -
2 stops7h 45m
Deal found 9/17![Southwest logo]()
$394
This Southwest deal was found by Cheapflights users on 9/19. 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 10/165:50 pm -
1 stop6h 05m
Tue 10/2011:45 am -
2 stops8h 10m
Deal found 9/19![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 9/17. 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.
Thu 10/86:00 am -
1 stop6h 21m
Mon 10/127:00 am -
1 stop6h 45m
Deal found 9/17![Delta logo]()
$362
Last-minute flights from Virginia Beach to MassachusettsDiscover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated September 21, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:22 pm -
Nonstop1h 27m
Tue 10/67:15 am -
Nonstop1h 38m
Deal found 9/17![Breeze Airways logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/139:06 pm -
Nonstop1h 27m
Fri 10/167:05 am -
Nonstop1h 38m
Deal found 9/19![Breeze Airways logo]()
$177
This CheapOair deal was found by Cheapflights users on 9/21. 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.
Tue 10/135:33 pm -
Nonstop2h 21m
Sat 10/1711:47 am -
1 stop6h 59m
Deal found 9/21![Multiple Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 9/16. 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 10/166:30 pm -
1 stop4h 31m
Mon 10/195:50 am -
1 stop3h 23m
Deal found 9/16![Delta logo]()
$250
This Priceline deal was found by Cheapflights users on 9/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:33 pm -
Nonstop2h 21m
Sat 10/2411:47 am -
1 stop6h 59m
Deal found 9/18![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/209:06 pm -
Nonstop1h 27m
Tue 10/277:15 am -
Nonstop1h 38m
Deal found 9/17![Breeze Airways logo]()
$137
This Southwest deal was found by Cheapflights users on 9/17. 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 10/2112:30 pm -
1 stop4h 40m
Sat 10/249:40 am -
1 stop9h 35m
Deal found 9/17![Southwest logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:06 pm -
Nonstop1h 27m
Tue 10/277:15 am -
Nonstop1h 38m
Deal found 9/18![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:06 pm -
Nonstop1h 27m
Sun 10/257:15 am -
Nonstop1h 38m
Deal found 9/17![Breeze Airways logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 9/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:41 pm -
1 stop15h 21m
Sun 10/2511:47 am -
1 stop6h 59m
Deal found 9/18![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 10/239:22 pm -
Nonstop1h 27m
Sun 10/257:15 am -
Nonstop1h 38m
Deal found 9/20![Breeze Airways logo]()
$207
This Super.com deal was found by Cheapflights users on 9/20. 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 10/279:06 pm -
Nonstop1h 27m
Fri 10/306:02 am -
1 stop11h 30m
Deal found 9/20![Breeze Airways logo]()
$187
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 September 21, 2026.
Search for one-way flight options from Virginia Beach to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 10/199:22 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Breeze Airways logo]()
$68
This Super.com deal was found by Cheapflights users on 9/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:22 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:06 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:06 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Breeze Airways logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:22 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Breeze Airways logo]()
$88
This Super.com deal was found by Cheapflights users on 9/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:41 pm -
1 stop18h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Frontier logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 11/309:22 pm -
Nonstop1h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Breeze Airways logo]()
$103
This Delta deal was found by Cheapflights users on 9/16. 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.
Tue 10/136:00 am -
1 stop5h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$105
This CheapOair deal was found by Cheapflights users on 9/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:41 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 9/17. 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 10/286:05 am -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$117
This Delta deal was found by Cheapflights users on 9/16. 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.
Thu 10/156:00 am -
1 stop5h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$119
This CheapOair deal was found by Cheapflights users on 9/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:41 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Frontier logo]()
$121
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 September 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $108 (Kiwi.com) |
One-way from | $68 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $274 |
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 7,457,451 searches. Data last updated September 21, 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
NorfolkAlbany
ORF Norfolk - ALB Albany Intl
ORFALB
Norfolk
Wed 10/14
6:30 pm-11:01 pm
1 stop4h 31m
Albany Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$105
NorfolkAlbany
ORF Norfolk - ALB Albany Intl
ORFALB
Norfolk
Tue 10/13
6:00 am-11:39 am
1 stop5h 39m
Albany Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$105
NorfolkHartford
ORF Norfolk - BDL Hartford Bradley Intl
ORFBDL
Norfolk
Wed 11/18
8:55 am-11:50 am
1 stop2h 55m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
NorfolkHartford
ORF Norfolk - BDL Hartford Bradley Intl
ORFBDL
Norfolk
Wed 10/28
6:05 am-12:15 pm
1 stop6h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$117
NorfolkAlbany
ORF Norfolk - ALB Albany Intl
ORFALB
Norfolk
Thu 10/15
6:00 am-11:39 am
1 stop5h 39m
Albany Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
NorfolkBoston
ORF Norfolk - BOS Boston Logan Intl
ORFBOS
Norfolk
Wed 10/28
4:45 pm-10:45 pm
1 stop6h 00m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
NorfolkBoston
ORF Norfolk - BOS Boston Logan Intl
ORFBOS
Norfolk
Wed 10/21
11:53 am-1:51 pm
Nonstop1h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
NorfolkAlbany
ORF Norfolk - ALB Albany Intl
ORFALB
Norfolk
Tue 10/20
6:30 pm-11:01 pm
1 stop4h 31m
Albany Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
NorfolkHartford
ORF Norfolk - BDL Hartford Bradley Intl
ORFBDL
Norfolk
Sat 10/31
8:40 am-3:07 pm
1 stop6h 27m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
NorfolkHartford
ORF Norfolk - BDL Hartford Bradley Intl
ORFBDL
Norfolk
Sat 10/31
9:40 am-5:55 pm
2 stops8h 15m
Hartford Bradley Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
Showing 1-10 of 59 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-ALB
ORF-BDL
ORF-BOS
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-ALB
ORF-BDL
ORF-BOS
ORF-ACK
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 September 21, 2026.
It’s typically best to fly out from Virginia Beach to Massachusetts in the evening. Doing so could potentially save you 59% on the flight price compared to flying at noon, which is usually more expensive.
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 September 21, 2026.
The most flights from V1B to USMA are scheduled on a Friday (29 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (22 on average).
How much does it cost to fly round-trip from Virginia Beach to Massachusetts?
Airfare is typical for this route at the moment.
Virginia Beach to Massachusetts flights typically cost between $198 and $324 in October.The cheapest round-trip price found within the last 5 days was $269 on Frontier (Oct 22-Oct 25).
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 September 19, 2026.
Travelers seeking maximum savings on their Virginia Beach to Massachusetts flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons 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 September 21, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines 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.
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - 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 September 21, 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 5 airlines flying from Virginia Beach to Massachusetts
Discover the top 5 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 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$320 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$275 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$344 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$206 | Average$430 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$327 | FlexibilityNo cancel fee | On-time63% |