$79+ Cheap flights from Milwaukee (MKE) 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Mar 23 — Mar 301
1 adult, Economy
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Find cheap flights from Milwaukee to Massachusetts with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Milwaukee to MassachusettsExplore the most affordable flight options available from Milwaukee to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
Explore the most affordable flight options available from Milwaukee to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
This Priceline deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:08 pm
MKE
- BOS
1 stop6h 43m
Frontier
Mon 5/46:00 am
BOS
- MKE
1 stop11h 13m
Frontier
Deal found 2/17![Frontier logo]()
$160
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:23 pm
MKE
- BOS
1 stop6h 08m
Multiple Airlines
Wed 5/62:09 pm
BOS
- MKE
Nonstop2h 30m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$184
This CheapOair deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:23 pm
MKE
- BOS
1 stop6h 08m
Frontier
Wed 5/611:16 am
BOS
- MKE
1 stop24h 52m
Frontier
Deal found 2/20![Frontier logo]()
$192
This Expedia deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:34 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Mon 5/46:00 am
BOS
- MKE
1 stop12h 28m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$194
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/34:26 pm
MKE
- BOS
1 stop8h 00m
Frontier
Mon 4/135:30 am
BOS
- MKE
1 stop11h 11m
Frontier
Deal found 2/17![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/64:32 pm
MKE
- BOS
1 stop7h 54m
Frontier
Mon 4/135:20 am
BOS
- MKE
1 stop11h 27m
Frontier
Deal found 2/19![Frontier logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:34 pm
MKE
- BOS
Nonstop2h 15m
JetBlue
Wed 5/62:09 pm
BOS
- MKE
Nonstop2h 30m
JetBlue
Deal found 2/20![JetBlue logo]()
$202
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Tue 3/179:55 am
BOS
- MKE
Nonstop2h 49m
Delta
Deal found 2/19![Delta logo]()
$207
This Priceline deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/54:34 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Fri 5/86:00 am
BOS
- MKE
1 stop11h 13m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$210
This CheapOair deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:08 pm
MKE
- BOS
1 stop6h 43m
Multiple Airlines
Tue 5/192:09 pm
BOS
- MKE
Nonstop2h 30m
Multiple Airlines
Deal found 2/18![Multiple Airlines logo]()
$211
This Expedia deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:01 pm
MKE
- BDL
1 stop21h 12m
Frontier
Sun 3/158:08 pm
BDL
- MKE
1 stop16h 33m
Frontier
Deal found 2/17![Frontier logo]()
$270
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:37 pm
MKE
- BDL
1 stop13h 11m
Frontier
Sat 2/2811:49 am
BDL
- MKE
1 stop8h 03m
Frontier
Deal found 2/17![Frontier logo]()
$271
Best flights from Milwaukee to MassachusettsDiscover carefully curated flight deals from Milwaukee to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
Discover carefully curated flight deals from Milwaukee to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Tue 3/249:55 am
BOS
- MKE
Nonstop2h 49m
Delta
Deal found 2/20![Delta logo]()
$207
This JetBlue deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:34 pm
MKE
- BOS
Nonstop2h 15m
JetBlue
Wed 5/62:09 pm
BOS
- MKE
Nonstop2h 30m
JetBlue
Deal found 2/18![JetBlue logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:10 am
MKE
- BOS
1 stop4h 51m
United Airlines
Sun 5/246:00 am
BOS
- MKE
1 stop4h 57m
United Airlines
Deal found 2/18![United Airlines logo]()
$227
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:37 pm
MKE
- BDL
1 stop13h 11m
Frontier
Sat 2/2811:49 am
BDL
- MKE
1 stop8h 03m
Frontier
Deal found 2/17![Frontier logo]()
$271
This American Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/49:32 am
MKE
- ALB
1 stop7h 22m
American Airlines
Sat 4/117:21 pm
ALB
- MKE
1 stop5h 19m
American Airlines
Deal found 2/18![American Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/45:50 am
MKE
- ALB
2 stops8h 05m
Southwest
Sat 4/115:05 pm
ALB
- MKE
1 stop6h 45m
Southwest
Deal found 2/18![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Tue 3/314:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 2/17![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:27 pm
MKE
- BOS
Nonstop2h 17m
Delta
Wed 3/254:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 2/18![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Sat 3/1410:25 am
BOS
- MKE
Nonstop2h 48m
Delta
Deal found 2/19![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2412:27 pm
MKE
- BOS
Nonstop2h 17m
Delta
Wed 3/254:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 2/17![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/207:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Wed 3/254:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 2/17![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:50 am
MKE
- BDL
1 stop5h 25m
United Airlines
Wed 4/86:00 am
BDL
- MKE
1 stop6h 32m
United Airlines
Deal found 2/17![United Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:18 pm
MKE
- ALB
1 stop4h 12m
United Airlines
Thu 3/266:00 am
ALB
- MKE
1 stop7h 35m
United Airlines
Deal found 2/19![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:50 pm
MKE
- BOS
Nonstop2h 23m
Delta
Sat 6/65:40 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 2/19![Delta logo]()
$222
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:44 am
MKE
- ALB
1 stop4h 23m
American Airlines
Sun 4/55:17 pm
ALB
- MKE
1 stop6h 50m
American Airlines
Deal found 2/19![American Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:50 pm
MKE
- ALB
2 stops6h 25m
Southwest
Sat 5/26:00 am
ALB
- MKE
2 stops9h 20m
Southwest
Deal found 2/19![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/241:15 pm
MKE
- BOS
1 stop5h 31m
Delta
Mon 3/305:30 am
BOS
- MKE
1 stop4h 20m
Delta
Deal found 2/20![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:50 am
MKE
- ALB
1 stop4h 40m
Southwest
Mon 4/65:35 pm
ALB
- MKE
1 stop7h 20m
Southwest
Deal found 2/19![Southwest logo]()
$403
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/66:49 am
MKE
- ALB
1 stop6h 14m
United Airlines
Sun 5/106:00 am
ALB
- MKE
2 stops8h 11m
United Airlines
Deal found 2/19![United Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:00 am
MKE
- BDL
1 stop5h 14m
Delta
Tue 4/74:54 pm
BDL
- MKE
1 stop4h 46m
Delta
Deal found 2/17![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:48 pm
MKE
- BDL
1 stop5h 24m
Delta
Wed 4/86:00 am
BDL
- MKE
1 stop6h 36m
Delta
Deal found 2/17![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:50 pm
MKE
- BDL
1 stop8h 09m
Delta
Tue 5/126:00 am
BDL
- MKE
1 stop6h 36m
Delta
Deal found 2/17![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:45 am
MKE
- BDL
1 stop4h 19m
Delta
Tue 4/74:54 pm
BDL
- MKE
1 stop4h 46m
Delta
Deal found 2/17![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:45 am
MKE
- BDL
1 stop4h 19m
Delta
Wed 3/184:54 pm
BDL
- MKE
1 stop4h 46m
Delta
Deal found 2/18![Delta logo]()
$317
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:33 pm
MKE
- BDL
1 stop3h 39m
Delta
Fri 3/205:34 am
BDL
- MKE
1 stop4h 16m
Delta
Deal found 2/18![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:33 pm
MKE
- BDL
1 stop3h 39m
Delta
Wed 3/184:54 pm
BDL
- MKE
1 stop4h 46m
Delta
Deal found 2/18![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:49 pm
MKE
- ALB
1 stop4h 11m
Delta
Fri 4/1012:21 pm
ALB
- MKE
1 stop6h 32m
Delta
Deal found 2/18![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/224:20 pm
MKE
- ALB
1 stop6h 38m
Delta
Sun 5/241:00 pm
ALB
- MKE
1 stop4h 05m
Delta
Deal found 2/18![Delta logo]()
$367
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/224:20 pm
MKE
- ALB
1 stop6h 38m
Delta
Mon 5/256:00 am
ALB
- MKE
1 stop6h 36m
Delta
Deal found 2/17![Delta logo]()
$367
Last-minute flights from Milwaukee to MassachusettsDiscover last-minute flight deals from Milwaukee to Massachusetts. Data last updated February 21, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Massachusetts. Data last updated February 21, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:37 pm
MKE
- BDL
1 stop13h 11m
Frontier
Sat 2/2811:49 am
BDL
- MKE
1 stop8h 03m
Frontier
Deal found 2/17![Frontier logo]()
$271
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:37 pm
MKE
- BDL
1 stop13h 11m
Frontier
Thu 3/511:22 am
BDL
- MKE
1 stop8h 20m
Frontier
Deal found 2/17![Frontier logo]()
$295
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:00 am
MKE
- BOS
1 stop6h 41m
United Airlines
Sun 3/86:00 am
BOS
- MKE
1 stop5h 18m
United Airlines
Deal found 2/19![United Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/109:44 am
MKE
- BOS
2 stops6h 35m
United Airlines
Thu 3/126:00 am
BOS
- MKE
1 stop5h 30m
United Airlines
Deal found 2/19![United Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:00 am
MKE
- BOS
1 stop7h 09m
Delta
Tue 3/175:00 pm
BOS
- MKE
1 stop5h 46m
Delta
Deal found 2/18![Delta logo]()
$227
This Expedia deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:01 pm
MKE
- BDL
1 stop21h 12m
Frontier
Sun 3/158:08 pm
BDL
- MKE
1 stop16h 33m
Frontier
Deal found 2/17![Frontier logo]()
$270
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Tue 3/179:55 am
BOS
- MKE
Nonstop2h 49m
Delta
Deal found 2/19![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Sat 3/1410:25 am
BOS
- MKE
Nonstop2h 48m
Delta
Deal found 2/18![Delta logo]()
$257
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/179:44 am
MKE
- BOS
2 stops6h 35m
United Airlines
Fri 3/206:00 am
BOS
- MKE
1 stop5h 30m
United Airlines
Deal found 2/17![United Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:50 am
MKE
- BOS
1 stop6h 10m
Southwest
Tue 3/243:15 pm
BOS
- MKE
2 stops8h 50m
Southwest
Deal found 2/20![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:55 pm
MKE
- BOS
1 stop4h 20m
Southwest
Tue 3/245:45 am
BOS
- MKE
2 stops7h 00m
Southwest
Deal found 2/18![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2412:27 pm
MKE
- BOS
Nonstop2h 17m
Delta
Mon 3/309:55 am
BOS
- MKE
Nonstop2h 49m
Delta
Deal found 2/19![Delta logo]()
$242
One-way flights from Milwaukee to MassachusettsSearch for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
Search for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
This Super.com deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:08 pm
MKE
- BOS
1 stop6h 43m
Frontier
Deal found 2/17![Frontier logo]()
$79
This Super.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:33 am
MKE
- BOS
1 stop23h 58m
Frontier
Deal found 2/20![Frontier logo]()
$85
This CheapOair deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:21 pm
MKE
- BOS
1 stop21h 00m
Frontier
Deal found 2/20![Frontier logo]()
$92
This Frontier deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:30 pm
MKE
- BOS
1 stop6h 43m
Frontier
Deal found 2/17![Frontier logo]()
$101
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Deal found 2/20![Delta logo]()
$104
This Delta deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:50 pm
MKE
- BOS
Nonstop2h 23m
Delta
Deal found 2/18![Delta logo]()
$109
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:10 am
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 2/19![United Airlines logo]()
$114
This Southwest deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/174:10 pm
MKE
- BOS
2 stops6h 15m
Southwest
Deal found 2/17![Southwest logo]()
$119
This Frontier deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:21 pm
MKE
- BDL
1 stop6h 36m
Frontier
Deal found 2/19![Frontier logo]()
$155
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/111:21 pm
MKE
- BDL
1 stop7h 01m
Delta
Deal found 2/17![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/32:50 pm
MKE
- BDL
2 stops22h 59m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$160
This Expedia deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/199:01 pm
MKE
- BDL
1 stop21h 12m
Frontier
Deal found 2/20![Frontier logo]()
$161
Find flight deals from Milwaukee to Massachusetts
Keep the following information in mind while searching for Milwaukee to Massachusetts flight deals. Data was last updated February 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $160 (Priceline) |
One-way from | $79 (Super.com) |
Popular in | November |
Cheapest in | May |
Average price | $321 |
Good round-trip deal | $277 or less |
Good one-way deal | $228 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 21, 2026.
Use the filters below to find and compare flights from Milwaukee to Massachusetts that are best for you.
Fly from
Milwaukee
Fly to
Massachusetts
Route
Depart
Return
Price
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 3/18
7:25 pm-10:41 pm
Nonstop2h 16m
Boston Logan Intl
Tue 3/24
9:55 am-11:44 am
Nonstop2h 49m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Mon 5/4
4:34 pm-7:49 pm
Nonstop2h 15m
Boston Logan Intl
Wed 5/6
2:09 pm-3:39 pm
Nonstop2h 30m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 3/25
7:25 pm-10:41 pm
Nonstop2h 16m
Boston Logan Intl
Tue 3/31
4:50 pm-6:40 pm
Nonstop2h 50m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 3/18
12:27 pm-3:44 pm
Nonstop2h 17m
Boston Logan Intl
Wed 3/25
4:50 pm-6:40 pm
Nonstop2h 50m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 3/13
7:25 pm-10:41 pm
Nonstop2h 16m
Boston Logan Intl
Sat 3/14
10:25 am-12:13 pm
Nonstop2h 48m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Tue 3/24
12:27 pm-3:44 pm
Nonstop2h 17m
Boston Logan Intl
Wed 3/25
4:50 pm-6:40 pm
Nonstop2h 50m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 3/20
7:25 pm-10:41 pm
Nonstop2h 16m
Boston Logan Intl
Wed 3/25
4:50 pm-6:40 pm
Nonstop2h 50m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 5/22
7:50 pm-11:13 pm
Nonstop2h 23m
Boston Logan Intl
Sat 6/6
5:40 am-8:49 am
1 stop4h 09m
$222
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 5/20
5:10 am-11:01 am
1 stop4h 51m
Boston Logan Intl
Sun 5/24
6:00 am-9:57 am
1 stop4h 57m
$227
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Tue 3/24
1:15 pm-7:46 pm
1 stop5h 31m
Boston Logan Intl
Mon 3/30
5:30 am-8:50 am
1 stop4h 20m
$227
Showing 1-10 of 56 results
Best time to book a flight from Milwaukee to Massachusetts
Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Milwaukee with our price prediction graph.
MKE-BOS
MKE-BDL
MKE-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 Milwaukee to Massachusetts
MKE-USMA
MKE-BOS
MKE-BDL
MKE-ALB
What is the cheapest month to book a flight from Milwaukee to Massachusetts?
Currently, September is the cheapest month in which you can book a flight from Milwaukee to Massachusetts (average of $91). Flying from Milwaukee to Massachusetts in January is currently the most expensive (average of $117). 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 MKE to MA?
Find hourly flight availability from Milwaukee 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 21, 2026.
A simple way to save on the total cost of your ticket is to fly from Milwaukee to Massachusetts in the evening. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Milwaukee to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Massachusetts. Price data was last updated on February 21, 2026.
Travelers seeking maximum savings on their Milwaukee to Massachusetts flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon 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 February 21, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Milwaukee to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Milwaukee 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 Milwaukee to Massachusetts
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Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Milwaukee to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Massachusetts flights
Browse other Milwaukee and Massachusetts flight options. Last updated on February 21, 2026.
Popular flight searches
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Consider these flights traveling from Milwaukee to Massachusetts.
Top 5 airlines flying from Milwaukee to Massachusetts
Discover the top 5 airlines that operate flights from Milwaukee 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$89 | Average$268 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$107 | Average$351 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$258 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$280 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$313 | FlexibilityNo cancel fee | On-time69% |