$64+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Mar 3 — Mar 101
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 February 1, 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 February 1, 2026.
This Mytrip deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/269:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Fri 2/277:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$117
This Mytrip deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/209:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Sun 3/227:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Sun 2/157:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/177:31 pm
ORF
- BOS
1 stop14h 55m
Spirit Airlines
Wed 2/186:10 pm
BOS
- ORF
1 stop24h 16m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/157:31 pm
ORF
- BOS
1 stop14h 55m
Multiple Airlines
Wed 2/186:00 am
BOS
- ORF
1 stop28h 51m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$146
This Expedia deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:45 am
ORF
- BOS
1 stop6h 43m
Spirit Airlines
Thu 2/192:23 pm
BOS
- ORF
1 stop7h 27m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/27:31 pm
ORF
- BOS
1 stop28h 13m
Spirit Airlines
Mon 3/96:10 pm
BOS
- ORF
1 stop24h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$149
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/148:44 pm
ORF
- BOS
1 stop13h 42m
Spirit Airlines
Tue 2/176:10 pm
BOS
- ORF
1 stop24h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/257:31 pm
ORF
- BDL
2 stops15h 06m
Multiple Airlines
Wed 3/410:19 am
BDL
- ORF
1 stop11h 31m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 2/167:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$152
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/169:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Fri 2/207:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/31![Breeze Airways logo]()
$157
This Breeze Airways deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 1/30![Breeze Airways logo]()
$158
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 February 1, 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 February 1, 2026.
This Mytrip deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/269:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Fri 2/277:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$117
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/148:44 pm
ORF
- BOS
1 stop13h 42m
Spirit Airlines
Tue 2/176:10 pm
BOS
- ORF
1 stop24h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 3/206:45 am
ORF
- BDL
1 stop12h 28m
Multiple Airlines
Sun 3/227:15 am
BDL
- ORF
Nonstop1h 38m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$166
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/257:45 am
ORF
- BDL
1 stop5h 54m
Delta
Wed 3/46:00 am
BDL
- ORF
1 stop8h 23m
Delta
Deal found 1/31![Delta logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:24 am
ORF
- BOS
Nonstop1h 38m
JetBlue
Sun 5/38:50 am
BOS
- ORF
Nonstop1h 42m
JetBlue
Deal found 2/1![JetBlue logo]()
$216
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
ORF
- BOS
1 stop5h 59m
American Airlines
Mon 2/236:00 am
BOS
- ORF
1 stop4h 04m
American Airlines
Deal found 1/31![American Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Sun 2/157:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$137
This Breeze Airways deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/209:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Sun 3/227:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/31![Breeze Airways logo]()
$138
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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 2/286:15 am
ORF
- ALB
2 stops9h 25m
Southwest
Mon 3/25:45 am
ALB
- ORF
1 stop3h 40m
Southwest
Deal found 1/29![Southwest logo]()
$327
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/28:05 pm
ORF
- ALB
1 stop3h 39m
United Airlines
Mon 3/97:24 pm
ALB
- ORF
1 stop4h 22m
United Airlines
Deal found 1/31![United Airlines logo]()
$327
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:45 am
ORF
- BOS
1 stop10h 09m
Spirit Airlines
Wed 3/259:45 am
BOS
- ORF
1 stop12h 02m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$186
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 3/57:45 am
ORF
- BDL
1 stop5h 54m
Delta
Tue 3/102:19 pm
BDL
- ORF
1 stop6h 03m
Delta
Deal found 1/30![Delta logo]()
$187
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/169:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Fri 2/207:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/31![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/136:45 am
ORF
- BDL
1 stop10h 44m
Multiple Airlines
Mon 2/167:00 am
BDL
- ORF
Nonstop1h 38m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$193
This Breeze Airways deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 2/167:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/31![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/161:42 pm
ORF
- BDL
1 stop19h 11m
Multiple Airlines
Fri 2/207:00 am
BDL
- ORF
Nonstop1h 38m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$199
This Mytrip deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
Sun 2/156:45 am
ORF
- BOS
2 stops16h 59m
Spirit Airlines
Wed 2/185:27 am
BOS
- ORF
2 stops16h 23m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$203
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/145:25 am
ORF
- BDL
1 stop5h 24m
Delta
Sat 2/215:33 pm
BDL
- ORF
1 stop6h 41m
Delta
Deal found 1/30![Delta logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/236:45 am
ORF
- BOS
1 stop14h 48m
Spirit Airlines
Tue 3/245:45 am
BOS
- ORF
1 stop14h 01m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$208
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Fri 5/111:24 am
ORF
- BOS
Nonstop1h 38m
Multiple Airlines
Mon 5/411:16 am
BOS
- ORF
1 stop6h 33m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
ORF
- BOS
1 stop3h 54m
Delta
Sun 5/39:30 am
BOS
- ORF
Nonstop1h 51m
Delta
Deal found 2/1![Delta logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/2311:39 am
ORF
- BOS
1 stop13h 34m
Multiple Airlines
Tue 2/246:10 pm
BOS
- ORF
1 stop24h 16m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$215
This CheapOair deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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 3/126:45 am
ORF
- BOS
1 stop10h 09m
Spirit Airlines
Mon 3/169:45 am
BOS
- ORF
1 stop12h 02m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$220
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 3/255:50 am
ORF
- ALB
1 stop6h 17m
Delta
Wed 4/16:04 pm
ALB
- ORF
1 stop6h 19m
Delta
Deal found 1/30![Delta logo]()
$251
This CheapOair deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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.
Fri 3/206:45 am
ORF
- BOS
1 stop10h 09m
Spirit Airlines
Sun 3/229:45 am
BOS
- ORF
1 stop12h 02m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 3/2410:10 am
ORF
- ALB
1 stop3h 21m
Delta
Wed 4/151:08 pm
ALB
- ORF
1 stop5h 11m
Delta
Deal found 1/30![Delta logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/19:30 pm
ORF
- ALB
1 stop11h 50m
Multiple Airlines
Sun 3/86:53 pm
ALB
- ORF
2 stops16h 02m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/255:45 am
ORF
- ALB
1 stop5h 56m
Delta
Wed 4/156:00 am
ALB
- ORF
1 stop6h 57m
Delta
Deal found 1/31![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:00 am
ORF
- ALB
1 stop5h 01m
Delta
Sat 6/66:30 pm
ALB
- ORF
1 stop5h 34m
Delta
Deal found 1/30![Delta logo]()
$307
Last-minute flights from Virginia Beach to MassachusettsDiscover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated February 1, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated February 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/129:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 2/167:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Sun 2/157:15 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/139:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Mon 2/167:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$152
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/148:44 pm
ORF
- BOS
1 stop13h 42m
Spirit Airlines
Tue 2/176:10 pm
BOS
- ORF
1 stop24h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/157:31 pm
ORF
- BOS
1 stop14h 55m
Multiple Airlines
Wed 2/186:00 am
BOS
- ORF
1 stop28h 51m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$146
This Expedia deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:45 am
ORF
- BOS
1 stop6h 43m
Spirit Airlines
Thu 2/192:23 pm
BOS
- ORF
1 stop7h 27m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$148
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/169:18 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Fri 2/207:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/31![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/177:31 pm
ORF
- BOS
1 stop14h 55m
Spirit Airlines
Wed 2/186:10 pm
BOS
- ORF
1 stop24h 16m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/177:31 pm
ORF
- BOS
1 stop14h 55m
Multiple Airlines
Wed 2/185:50 pm
BOS
- ORF
2 stops17h 01m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/257:31 pm
ORF
- BDL
2 stops15h 06m
Multiple Airlines
Wed 3/410:19 am
BDL
- ORF
1 stop11h 31m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$150
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/257:45 am
ORF
- BDL
1 stop5h 54m
Delta
Wed 3/46:00 am
BDL
- ORF
1 stop8h 23m
Delta
Deal found 1/31![Delta logo]()
$177
This Mytrip deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/269:04 pm
ORF
- BDL
Nonstop1h 27m
Breeze Airways
Fri 2/277:00 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 1/30![Breeze Airways logo]()
$117
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 February 1, 2026.
Search for one-way flight options from Virginia Beach to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 1, 2026.
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/167:31 pm
ORF
- BOS
1 stop14h 55m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$64
This Mytrip deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/146:45 am
ORF
- BOS
1 stop9h 01m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$65
This Mytrip deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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.
Tue 2/177:31 pm
ORF
- BOS
1 stop14h 55m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$67
This Mytrip deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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.
Tue 4/148:41 pm
ORF
- BOS
1 stop13h 30m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$72
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” 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 2/1211:46 am
ORF
- BOS
1 stop13h 27m
Frontier
Deal found 1/29![Frontier logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/257:31 pm
ORF
- BOS
1 stop28h 13m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/247:31 pm
ORF
- BOS
1 stop28h 13m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 3/97:31 pm
ORF
- BOS
1 stop28h 13m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$78
This Mytrip deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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.
Sun 2/157:31 pm
ORF
- BOS
1 stop14h 55m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$79
This Trip.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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.
Tue 2/101:02 pm
ORF
- BDL
1 stop20h 21m
Frontier
Deal found 1/30![Frontier logo]()
$93
This Trip.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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 2/76:45 am
ORF
- BDL
1 stop12h 21m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$103
This Super.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” 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.
Sat 2/79:10 pm
ORF
- BDL
1 stop22h 26m
Frontier
Deal found 1/30![Frontier logo]()
$105
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 February 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $117 (Mytrip) |
One-way from | $64 (Mytrip) |
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 February 1, 2026.
Use the filters below to find and compare flights from Virginia Beach to Massachusetts that are best for you.
Fly from
Virginia Beach
Fly to
Massachusetts
Route
Depart
Return
Price
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Thu 2/26
9:04 pm-10:31 pm
Nonstop1h 27m
Hartford Bradley Intl
Fri 2/27
7:00 am-8:38 am
Nonstop1h 38m
$117
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 2/13
9:18 pm-10:45 pm
Nonstop1h 27m
Hartford Bradley Intl
Sun 2/15
7:15 am-8:53 am
Nonstop1h 38m
$137
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 3/20
9:18 pm-10:45 pm
Nonstop1h 27m
Hartford Bradley Intl
Sun 3/22
7:15 am-8:53 am
Nonstop1h 38m
$138
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Sat 2/14
8:44 pm-10:26 am
1 stop13h 42m
Boston Logan Intl
Tue 2/17
6:10 pm-6:26 pm
1 stop24h 16m
$150
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Mon 2/16
9:18 pm-10:45 pm
Nonstop1h 27m
Hartford Bradley Intl
Fri 2/20
7:00 am-8:38 am
Nonstop1h 38m
$157
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 2/13
9:18 pm-10:45 pm
Nonstop1h 27m
Hartford Bradley Intl
Mon 2/16
7:00 am-8:38 am
Nonstop1h 38m
$158
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 3/20
6:45 am-7:13 pm
1 stop12h 28m
Hartford Bradley Intl
Sun 3/22
7:15 am-8:53 am
Nonstop1h 38m
$166
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Wed 2/25
7:45 am-1:39 pm
1 stop5h 54m
Hartford Bradley Intl
Wed 3/4
6:00 am-2:23 pm
1 stop8h 23m
$177
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Wed 3/18
6:45 am-4:54 pm
1 stop10h 09m
Boston Logan Intl
Wed 3/25
9:45 am-9:47 pm
1 stop12h 02m
$186
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Thu 3/5
7:45 am-1:39 pm
1 stop5h 54m
Hartford Bradley Intl
Tue 3/10
2:19 pm-8:22 pm
1 stop6h 03m
$187
Showing 1-10 of 54 results
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
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
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 February 1, 2026.
It’s typically best to fly out from Virginia Beach to Massachusetts in the morning. Doing so could potentially save you 70% 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 January 31, 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. Monday 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 February 1, 2026.
The most flights from V1B to USMA are scheduled on a Friday (22 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (11 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 February 1, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and American 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
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Virginia Beach to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.
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 February 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$45 | Average$84 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$81 | Average$165 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$82 | Average$149 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$83 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$87 | Average$244 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$322 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$156 | Average$312 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$298 | FlexibilityNo cancel fee | On-time63% |