$58+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — BOS
Jul 16 — Jul 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Virginia Beach to Massachusetts
Cheapest
Best
Last-minute
One-way
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 June 16, 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 June 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 8/308:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$91
This Priceline deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/62:18 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 9/107:30 am
BDL
- ORF
Nonstop1h 38m
Breeze Airways
Deal found 6/13![Breeze Airways logo]()
$107
This Booking.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/32:18 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 9/68:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 7/98:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 7/87:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$142
This Breeze Airways deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/12![Breeze Airways logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/66:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/136:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/14![Breeze Airways logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 7/176:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/14![Breeze Airways logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 7/106:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$162
This Breeze Airways deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 7/168:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$163
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/165:02 pm
ORF
- ALB
1 stop6h 53m
Delta
Tue 9/226:25 am
ALB
- ORF
1 stop7h 29m
Delta
Deal found 6/11![Delta logo]()
$203
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 June 16, 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 June 16, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sun 7/198:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/13![Breeze Airways logo]()
$148
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/36:00 am
ORF
- BOS
1 stop6h 47m
United Airlines
Tue 9/86:00 pm
BOS
- ORF
1 stop4h 54m
United Airlines
Deal found 6/12![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/2312:50 pm
ORF
- ALB
2 stops10h 09m
Delta
Tue 9/296:22 pm
ALB
- ORF
1 stop6h 11m
Delta
Deal found 6/11![Delta logo]()
$208
This JetBlue deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 pm
ORF
- BOS
Nonstop1h 43m
JetBlue
Wed 8/263:22 pm
BOS
- ORF
Nonstop1h 43m
JetBlue
Deal found 6/13![JetBlue logo]()
$227
This Frontier deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/59:34 pm
ORF
- BOS
1 stop11h 35m
Frontier
Thu 7/910:04 am
BOS
- ORF
1 stop10h 35m
Frontier
Deal found 6/15![Frontier logo]()
$248
This CheapOair deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/59:34 pm
ORF
- BOS
1 stop11h 35m
Multiple Airlines
Thu 7/93:27 pm
BOS
- ORF
Nonstop1h 43m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$253
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/106:00 pm
ORF
- BDL
1 stop6h 20m
Southwest
Fri 7/1712:40 pm
BDL
- ORF
2 stops11h 00m
Southwest
Deal found 6/12![Southwest logo]()
$314
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/1612:50 pm
ORF
- ALB
2 stops10h 09m
Delta
Tue 9/225:00 pm
ALB
- ORF
1 stop6h 33m
Delta
Deal found 6/11![Delta logo]()
$208
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2010:54 am
ORF
- ACK
1 stop4h 14m
American Airlines
Fri 7/245:10 pm
ACK
- ORF
1 stop4h 01m
American Airlines
Deal found 6/15![American Airlines logo]()
$428
This Breeze Airways deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/1011:25 am
ORF
- BDL
1 stop11h 23m
Breeze Airways
Fri 7/176:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$220
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:59 pm
ORF
- BOS
1 stop4h 00m
United Airlines
Sun 9/135:45 am
BOS
- ORF
1 stop3h 56m
United Airlines
Deal found 6/13![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3011:55 am
ORF
- BOS
Nonstop1h 56m
Delta
Wed 7/89:20 am
BOS
- ORF
Nonstop1h 51m
Delta
Deal found 6/15![Delta logo]()
$237
This Breeze Airways deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/1810:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Sat 7/257:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$238
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
ORF
- BOS
1 stop6h 21m
Delta
Mon 9/149:05 am
BOS
- ORF
Nonstop1h 53m
Delta
Deal found 6/14![Delta logo]()
$242
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/16:15 am
ORF
- ALB
1 stop4h 12m
United Airlines
Wed 9/28:10 am
ALB
- ORF
1 stop6h 07m
United Airlines
Deal found 6/11![United Airlines logo]()
$273
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/306:10 pm
ORF
- BDL
1 stop6h 10m
Southwest
Sat 8/16:00 am
BDL
- ORF
2 stops9h 15m
Southwest
Deal found 6/12![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:29 pm
ORF
- BOS
1 stop4h 14m
Delta
Sat 8/223:05 pm
BOS
- ORF
Nonstop1h 59m
Delta
Deal found 6/13![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/1810:49 am
ORF
- BOS
1 stop3h 33m
United Airlines
Tue 9/223:35 pm
BOS
- ORF
2 stops8h 08m
United Airlines
Deal found 6/11![United Airlines logo]()
$282
This Breeze Airways deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/711:25 am
ORF
- BDL
1 stop11h 23m
Breeze Airways
Fri 8/146:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$307
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/276:29 pm
ORF
- BOS
1 stop4h 14m
Delta
Sun 8/309:20 am
BOS
- ORF
Nonstop1h 51m
Delta
Deal found 6/12![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:00 am
ORF
- BDL
1 stop6h 05m
Southwest
Sat 7/255:15 pm
BDL
- ORF
1 stop5h 55m
Southwest
Deal found 6/15![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:50 am
ORF
- BOS
Nonstop1h 54m
Delta
Sun 9/207:00 am
BOS
- ORF
1 stop6h 44m
Delta
Deal found 6/12![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/116:00 am
ORF
- BDL
2 stops11h 15m
Southwest
Fri 7/175:10 pm
BDL
- ORF
1 stop6h 30m
Southwest
Deal found 6/11![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/3010:05 am
ORF
- BDL
1 stop3h 55m
Southwest
Wed 7/15:55 am
BDL
- ORF
2 stops9h 05m
Southwest
Deal found 6/15![Southwest logo]()
$360
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/71:55 pm
ORF
- BDL
2 stops8h 15m
Southwest
Fri 8/141:40 pm
BDL
- ORF
1 stop8h 15m
Southwest
Deal found 6/11![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 6/16. 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.
Wed 7/87:21 pm
ORF
- ALB
1 stop3h 56m
Delta
Mon 7/135:45 am
ALB
- ORF
1 stop4h 06m
Delta
Deal found 6/16![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:05 am
ORF
- ALB
2 stops8h 20m
Southwest
Sat 7/412:50 pm
ALB
- ORF
2 stops7h 10m
Southwest
Deal found 6/15![Southwest logo]()
$363
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:00 am
ORF
- ACK
2 stops10h 40m
American Airlines
Mon 7/2011:19 am
ACK
- ORF
2 stops10h 45m
American Airlines
Deal found 6/13![American Airlines logo]()
$607
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:14 pm
ORF
- ALB
1 stop5h 43m
Delta
Sun 8/306:00 am
ALB
- ORF
1 stop5h 52m
Delta
Deal found 6/11![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/33:30 pm
ORF
- BDL
2 stops8h 45m
Southwest
Tue 7/75:50 am
BDL
- ORF
2 stops9h 10m
Southwest
Deal found 6/11![Southwest logo]()
$378
Last-minute flights from Virginia Beach to MassachusettsDiscover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Virginia Beach to Massachusetts. Data last updated June 16, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 7/98:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Wed 7/87:35 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/66:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 7/106:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/110:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 7/106:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/136:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/14![Breeze Airways logo]()
$153
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Wed 7/86:11 pm
ORF
- BOS
1 stop4h 22m
American Airlines
Mon 7/1312:25 pm
BOS
- ORF
1 stop4h 44m
American Airlines
Deal found 6/11![American Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/910:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Mon 7/136:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/14![Breeze Airways logo]()
$167
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 am
ORF
- BOS
1 stop5h 53m
American Airlines
Tue 7/217:00 am
BOS
- ORF
1 stop3h 39m
American Airlines
Deal found 6/15![American Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Fri 7/176:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/13![Breeze Airways logo]()
$157
This Breeze Airways deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Thu 7/168:00 am
BDL
- ORF
Nonstop1h 31m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$163
This Breeze Airways deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/12![Breeze Airways logo]()
$148
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 June 16, 2026.
Search for one-way flight options from Virginia Beach to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/810:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$58
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1110:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$63
This Super.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/1210:30 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$64
This Super.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/610:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/13![Breeze Airways logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/910:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$73
This eDestinos deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 6/13![Breeze Airways logo]()
$75
This Breeze Airways deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:06 pm
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1210:11 am
ORF
- BDL
Nonstop1h 29m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$88
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:50 pm
ORF
- BDL
1 stop3h 00m
Southwest
Deal found 6/13![Southwest logo]()
$89
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Wed 7/15:42 am
ORF
- BDL
1 stop4h 50m
American Airlines
Deal found 6/11![American Airlines logo]()
$90
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 10/156:50 pm
ORF
- BOS
Nonstop1h 45m
JetBlue
Deal found 6/12![JetBlue logo]()
$108
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/2411:40 am
ORF
- BOS
Nonstop1h 57m
Delta
Deal found 6/11![Delta logo]()
$109
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 June 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $91 (Kiwi.com) |
One-way from | $58 (Kiwi.com) |
Popular in | November |
Cheapest in | October |
Average price | $288 |
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 June 16, 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
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
$148
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Thu 9/3
6:00 am-12:47 pm
1 stop6h 47m
Boston Logan Intl
Tue 9/8
6:00 pm-10:54 pm
1 stop4h 54m
$207
NorfolkAlbany
ORF - ALB
ORFALB
Norfolk
Wed 9/23
12:50 pm-10:59 pm
2 stops10h 09m
Albany Intl
Tue 9/29
6:22 pm-12:33 am
1 stop6h 11m
$208
NorfolkAlbany
ORF - ALB
ORFALB
Norfolk
Wed 9/16
12:50 pm-10:59 pm
2 stops10h 09m
Albany Intl
Tue 9/22
5:00 pm-11:33 pm
1 stop6h 33m
$208
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Fri 7/10
11:25 am-10:48 pm
1 stop11h 23m
Hartford Bradley Intl
Fri 7/17
6:00 am-7:31 am
Nonstop1h 31m
$220
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Tue 8/25
6:00 pm-7:43 pm
Nonstop1h 43m
Boston Logan Intl
Wed 8/26
3:22 pm-5:05 pm
Nonstop1h 43m
$227
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Thu 9/10
7:59 pm-11:59 pm
1 stop4h 00m
Boston Logan Intl
Sun 9/13
5:45 am-9:41 am
1 stop3h 56m
$232
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Tue 6/30
11:55 am-1:51 pm
Nonstop1h 56m
Boston Logan Intl
Wed 7/8
9:20 am-11:11 am
Nonstop1h 51m
$237
NorfolkHartford
ORF - BDL
ORFBDL
Norfolk
Sat 7/18
10:30 pm-11:59 pm
Nonstop1h 29m
Hartford Bradley Intl
Sat 7/25
7:35 am-9:06 am
Nonstop1h 31m
$238
NorfolkBoston
ORF - BOS
ORFBOS
Norfolk
Thu 9/10
6:00 am-12:21 pm
1 stop6h 21m
Boston Logan Intl
Mon 9/14
9:05 am-10:58 am
Nonstop1h 53m
$242
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 June 16, 2026.
It’s typically best to fly out from Virginia Beach to Massachusetts in the morning. Doing so could potentially save you 65% 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 June 16, 2026.
The most flights from V1B to USMA are scheduled on a Monday (24 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 on average).
How much does it cost to fly round-trip from Virginia Beach to Massachusetts?
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 June 13, 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.
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 June 16, 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.
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 June 16, 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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$50 | Average$89 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$83 | Average$273 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$268 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$92 | Average$149 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$154 | Average$389 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$156 | Average$322 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$171 | Average$296 | FlexibilityNo cancel fee | On-time63% |