$47+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Jun 3 — Jun 101
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 May 4, 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 May 4, 2026.
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 5/207:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 5/247:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$127
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/1310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 6/156:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$129
This Mytrip deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/410:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 6/78:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/4![Breeze Airways logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 5/217:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$133
This Mytrip deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/248:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 5/277:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$134
This Mytrip deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/228:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$142
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sat 7/1110:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/136:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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
Thu 5/147:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$148
This Super.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/148:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 5/156:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:50 am
ORF
- BOS
Nonstop1h 41m
JetBlue
Wed 5/278:15 am
BOS
- ORF
Nonstop1h 45m
JetBlue
Deal found 4/30![JetBlue logo]()
$192
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 May 4, 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 May 4, 2026.
This Breeze Airways deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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.
Sat 6/1310:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 6/156:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$148
This Delta deal was found by Cheapflights users on 4/30. 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 5/2311:20 am
ORF
- BOS
Nonstop1h 48m
Delta
Mon 5/258:45 am
BOS
- ORF
Nonstop1h 47m
Delta
Deal found 4/30![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/104:30 pm
ORF
- BDL
1 stop6h 15m
Southwest
Fri 6/125:50 am
BDL
- ORF
1 stop3h 30m
Southwest
Deal found 5/4![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:00 am
ORF
- BOS
1 stop5h 16m
United Airlines
Mon 7/66:05 am
BOS
- ORF
1 stop3h 58m
United Airlines
Deal found 5/2![United Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/107:35 pm
ORF
- ALB
1 stop24h 10m
Multiple Airlines
Mon 6/158:17 pm
ALB
- ORF
2 stops15h 09m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$265
This Breeze Airways deal was found by Cheapflights users on 5/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sat 8/227:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$173
This Breeze Airways deal was found by Cheapflights users on 5/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/66:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$188
This Breeze Airways deal was found by Cheapflights users on 4/29. 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 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 4/29![Breeze Airways logo]()
$193
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:02 am
ORF
- BOS
1 stop3h 48m
Delta
Sat 5/168:45 am
BOS
- ORF
Nonstop1h 47m
Delta
Deal found 4/29![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/225:50 am
ORF
- BOS
1 stop5h 26m
United Airlines
Mon 5/256:00 am
BOS
- ORF
1 stop4h 03m
United Airlines
Deal found 5/2![United Airlines logo]()
$243
This Delta deal was found by Cheapflights users on 4/30. 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 6/136:05 am
ORF
- BDL
1 stop6h 10m
Delta
Mon 6/155:30 am
BDL
- ORF
1 stop6h 27m
Delta
Deal found 4/30![Delta logo]()
$237
This Breeze Airways deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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.
Wed 7/1510:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 7/198:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$198
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:50 am
ORF
- BOS
1 stop5h 26m
United Airlines
Sun 6/75:45 am
BOS
- ORF
1 stop3h 54m
United Airlines
Deal found 4/29![United Airlines logo]()
$267
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:00 am
ORF
- BDL
2 stops8h 40m
Southwest
Wed 5/274:05 pm
BDL
- ORF
1 stop5h 50m
Southwest
Deal found 5/2![Southwest logo]()
$297
This Breeze Airways deal was found by Cheapflights users on 4/29. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:25 am
ORF
- BDL
1 stop11h 23m
Breeze Airways
Mon 6/86:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$203
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:05 am
ORF
- BOS
1 stop6h 46m
United Airlines
Wed 5/206:00 am
BOS
- ORF
1 stop6h 04m
United Airlines
Deal found 5/1![United Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 4/30. 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 6/302:44 pm
ORF
- BOS
1 stop5h 46m
Delta
Sun 7/53:15 pm
BOS
- ORF
Nonstop1h 59m
Delta
Deal found 4/30![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:10 pm
ORF
- BOS
1 stop5h 55m
Southwest
Mon 6/225:20 pm
BOS
- ORF
1 stop6h 15m
Southwest
Deal found 5/3![Southwest logo]()
$327
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 7/15:00 pm
ORF
- BOS
1 stop8h 14m
United Airlines
Wed 7/88:15 am
BOS
- ORF
1 stop7h 28m
United Airlines
Deal found 5/2![United Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:00 am
ORF
- BOS
1 stop4h 15m
Delta
Sat 8/83:55 pm
BOS
- ORF
Nonstop2h 03m
Delta
Deal found 4/29![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/127:45 pm
ORF
- BOS
1 stop5h 10m
Southwest
Thu 7/165:45 am
BOS
- ORF
1 stop3h 35m
Southwest
Deal found 4/30![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:30 pm
ORF
- BDL
2 stops8h 45m
Southwest
Sun 6/711:30 am
BDL
- ORF
2 stops10h 30m
Southwest
Deal found 5/4![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:16 am
ORF
- BDL
1 stop5h 59m
Delta
Sun 7/197:05 pm
BDL
- ORF
1 stop5h 40m
Delta
Deal found 5/3![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am
ORF
- BOS
1 stop5h 18m
United Airlines
Mon 10/53:35 pm
BOS
- ORF
2 stops8h 08m
United Airlines
Deal found 4/29![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 5/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/103:40 pm
ORF
- ALB
2 stops6h 55m
Southwest
Mon 6/153:20 pm
ALB
- ORF
2 stops8h 15m
Southwest
Deal found 5/1![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 9/18:10 am
ORF
- ALB
1 stop6h 13m
United Airlines
Wed 9/29:45 am
ALB
- ORF
1 stop4h 29m
United Airlines
Deal found 5/3![United Airlines logo]()
$341
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:48 am
ORF
- ACK
1 stop6h 36m
JetBlue
Mon 5/187:00 am
ACK
- ORF
1 stop3h 58m
JetBlue
Deal found 4/29![JetBlue logo]()
$1,172
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/194:30 pm
ORF
- ALB
1 stop7h 15m
Southwest
Sun 6/216:00 pm
ALB
- ORF
1 stop5h 55m
Southwest
Deal found 4/30![Southwest logo]()
$403
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:10 pm
ORF
- ALB
1 stop5h 35m
Southwest
Sun 6/76:00 am
ALB
- ORF
1 stop3h 30m
Southwest
Deal found 5/3![Southwest logo]()
$408
This Delta deal was found by Cheapflights users on 4/30. 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 5/164:58 pm
ORF
- ALB
1 stop6h 20m
Delta
Wed 5/206:00 am
ALB
- ORF
1 stop6h 17m
Delta
Deal found 4/30![Delta logo]()
$459
Last-minute flights from Virginia Beach to MassachusettsDiscover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated May 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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
Thu 5/147:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/2![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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
Sat 5/167:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$163
This Super.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/148:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 5/156:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$152
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 5/207:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$103
This Booking.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/1811:25 am
ORF
- BDL
1 stop11h 23m
Breeze Airways
Wed 5/207:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 5/247:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 5/217:15 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 4/30![Breeze Airways logo]()
$133
This Breeze Airways deal was found by Cheapflights users on 5/1. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sat 5/237:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$153
This Mytrip deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/228:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 5/256:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$142
This Mytrip deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/248:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 5/277:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$134
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 May 4, 2026.
Search for one-way flight options from Virginia Beach to Massachusetts. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$47
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/3010:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$57
This eDestinos deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$58
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/298:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 5/3![Breeze Airways logo]()
$61
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/3112:21 pm
ORF
- BOS
1 stop19h 31m
Frontier
Deal found 5/3![Frontier logo]()
$79
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:50 am
ORF
- BDL
1 stop5h 20m
Southwest
Deal found 4/30![Southwest logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Mon 6/2912:21 pm
ORF
- BOS
1 stop19h 31m
Frontier
Deal found 4/30![Frontier logo]()
$82
This Booking.com deal was found by Cheapflights users on 5/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 5/1![Breeze Airways logo]()
$84
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:41 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 4/29![Breeze Airways logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Fri 5/159:12 pm
ORF
- BOS
1 stop12h 00m
Frontier
Deal found 4/29![Frontier logo]()
$94
This Trip.com deal was found by Cheapflights users on 4/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:00 pm
ORF
- BOS
1 stop13h 24m
Frontier
Deal found 4/29![Frontier logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1311:48 am
ORF
- BOS
Nonstop1h 40m
JetBlue
Deal found 4/29![JetBlue logo]()
$98
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 May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Booking.com) |
One-way from | $47 (Booking.com) |
Popular in | November |
Cheapest in | July |
Average price | $224 |
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 May 4, 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
Sat 6/13
10:30 pm-11:59 pm
Nonstop1h 29m
Hartford Bradley Intl
Mon 6/15
6:00 am-7:31 am
Nonstop1h 31m
$148
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Mon 8/17
8:06 pm-9:35 pm
Nonstop1h 29m
Hartford Bradley Intl
Sat 8/22
7:35 am-9:06 am
Nonstop1h 31m
$173
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Thu 7/2
10:11 am-11:40 am
Nonstop1h 29m
Hartford Bradley Intl
Mon 7/6
6:00 am-7:31 am
Nonstop1h 31m
$188
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
$193
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Sat 5/23
11:20 am-1:08 pm
Nonstop1h 48m
Boston Logan Intl
Mon 5/25
8:45 am-10:32 am
Nonstop1h 47m
$197
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Wed 6/10
4:30 pm-10:45 pm
1 stop6h 15m
Hartford Bradley Intl
Fri 6/12
5:50 am-9:20 am
1 stop3h 30m
$197
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Wed 7/15
10:30 pm-11:59 pm
Nonstop1h 29m
Hartford Bradley Intl
Sun 7/19
8:00 am-9:31 am
Nonstop1h 31m
$198
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 6/5
11:25 am-10:48 pm
1 stop11h 23m
Hartford Bradley Intl
Mon 6/8
6:00 am-7:31 am
Nonstop1h 31m
$203
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Thu 7/2
6:00 am-11:16 am
1 stop5h 16m
Boston Logan Intl
Mon 7/6
6:05 am-10:03 am
1 stop3h 58m
$217
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Thu 5/14
6:02 am-9:50 am
1 stop3h 48m
Boston Logan Intl
Sat 5/16
8:45 am-10:32 am
Nonstop1h 47m
$237
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 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 May 4, 2026.
It’s typically best to fly out from Virginia Beach to Massachusetts in the morning. Doing so could potentially save you 67% 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 May 2, 2026.
Travelers seeking maximum savings on their Virginia Beach to Massachusetts flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from Virginia Beach to Massachusetts?
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated May 4, 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.
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Food
7.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 4, 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 7 airlines flying from Virginia Beach to Massachusetts
Discover the top 7 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$45 | Average$83 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$83 | Average$261 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$257 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$89 | Average$149 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$364 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$156 | Average$312 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$171 | Average$305 | FlexibilityNo cancel fee | On-time63% |