$96+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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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 August 14, 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 August 14, 2026.
This Frontier deal was found by Cheapflights users on 8/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:10 pm -
1 stop12h 59m
Thu 10/2910:11 am -
1 stop9h 57m
Deal found 8/12![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 8/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:10 pm -
1 stop11h 10m
Thu 10/159:15 am -
1 stop11h 00m
Deal found 8/12![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 8/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:10 pm -
1 stop12h 59m
Thu 10/229:15 am -
1 stop11h 00m
Deal found 8/11![Frontier logo]()
$198
This Frontier deal was found by Cheapflights users on 8/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:10 pm -
1 stop11h 10m
Fri 10/239:15 am -
1 stop11h 00m
Deal found 8/11![Frontier logo]()
$213
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/92:05 pm -
1 stop7h 10m
Thu 9/175:25 am -
1 stop5h 45m
Deal found 8/12![Southwest logo]()
$216
This CheapOair deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/312:10 pm -
1 stop19h 59m
Tue 9/87:10 am -
Nonstop2h 34m
Deal found 8/10![Multiple Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/97:50 am -
1 stop7h 10m
Tue 9/151:20 pm -
2 stops9h 00m
Deal found 8/12![Southwest logo]()
$222
This Frontier deal was found by Cheapflights users on 8/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:03 pm -
1 stop13h 06m
Mon 11/910:11 am -
1 stop9h 57m
Deal found 8/11![Frontier logo]()
$223
This Southwest deal was found by Cheapflights users on 8/12. 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 10/296:50 pm -
1 stop4h 15m
Mon 11/25:10 am -
1 stop5h 35m
Deal found 8/12![Southwest logo]()
$225
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:10 am -
1 stop23h 41m
Tue 10/138:45 am -
Nonstop2h 50m
Deal found 8/11![Multiple Airlines logo]()
$228
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 9/165:47 pm -
1 stop4h 12m
Sat 9/196:00 am -
1 stop3h 48m
Deal found 8/12![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/125:00 am -
1 stop4h 24m
Sat 9/196:00 am -
2 stops9h 33m
Deal found 8/13![United Airlines logo]()
$260
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 August 14, 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 August 14, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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.
Tue 9/153:10 pm -
2 stops6h 10m
Sat 9/195:30 am -
2 stops6h 35m
Deal found 8/13![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 9/165:47 pm -
1 stop4h 12m
Sat 9/196:00 am -
1 stop3h 48m
Deal found 8/12![Delta logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/95:00 am -
2 stops8h 05m
Wed 9/166:00 am -
1 stop5h 00m
Deal found 8/10![United Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 10/18:31 am -
1 stop14h 47m
Mon 10/57:04 pm -
1 stop5h 14m
Deal found 8/13![American Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 8/13. 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.
Tue 9/83:10 pm -
2 stops6h 10m
Sat 9/125:30 am -
2 stops6h 35m
Deal found 8/13![Southwest logo]()
$242
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/53:15 pm -
1 stop6h 53m
Sat 9/124:50 pm -
1 stop5h 10m
Deal found 8/12![United Airlines logo]()
$275
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/272:30 pm -
1 stop6h 45m
Sat 10/315:40 am -
1 stop6h 00m
Deal found 8/9![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 8/12. 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.
Sat 9/262:35 pm -
Nonstop2h 32m
Thu 10/85:39 am -
1 stop4h 00m
Deal found 8/12![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/11. 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.
Thu 9/106:00 am -
2 stops7h 05m
Mon 9/144:50 pm -
1 stop5h 10m
Deal found 8/11![United Airlines logo]()
$280
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/105:00 pm -
1 stop4h 15m
Fri 9/113:55 pm -
1 stop6h 30m
Deal found 8/10![Southwest logo]()
$270
This Delta deal was found by Cheapflights users on 8/13. 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.
Fri 9/186:47 pm -
1 stop4h 11m
Fri 9/259:15 am -
Nonstop2h 40m
Deal found 8/13![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/96:40 am -
2 stops8h 20m
Mon 9/145:50 am -
1 stop7h 05m
Deal found 8/9![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/112:20 pm -
2 stops8h 39m
Sat 9/1211:45 am -
1 stop5h 24m
Deal found 8/11![United Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 10/292:25 pm -
2 stops8h 40m
Sat 10/315:15 am -
1 stop7h 00m
Deal found 8/10![Southwest logo]()
$272
This United deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:00 am -
2 stops9h 10m
Mon 8/314:20 pm -
2 stops19h 14m
Deal found 8/9![Multiple Airlines logo]()
$799
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:40 pm -
Nonstop2h 30m
Tue 10/209:00 am -
Nonstop2h 46m
Deal found 8/10![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/275:00 am -
1 stop4h 39m
Wed 9/305:00 pm -
1 stop6h 59m
Deal found 8/10![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 8/12. 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 10/226:35 pm -
Nonstop2h 27m
Sat 10/2412:15 pm -
Nonstop2h 40m
Deal found 8/12![Delta logo]()
$343
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Tue 1/55:00 am -
1 stop4h 27m
Thu 1/711:24 am -
1 stop6h 49m
Deal found 8/12![United Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 8/11. 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 9/106:47 pm -
1 stop4h 11m
Mon 9/144:15 pm -
Nonstop2h 37m
Deal found 8/11![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 8/12. 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 10/22:25 pm -
2 stops8h 25m
Mon 10/54:25 pm -
2 stops9h 10m
Deal found 8/12![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 12/88:29 am -
1 stop4h 36m
Wed 12/96:00 am -
2 stops8h 43m
Deal found 8/13![United Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/165:00 am -
1 stop4h 24m
Sat 9/196:00 am -
2 stops11h 09m
Deal found 8/13![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:50 pm -
1 stop4h 00m
Mon 10/262:50 pm -
2 stops10h 25m
Deal found 8/14![Southwest logo]()
$343
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/26:00 am -
1 stop6h 41m
Sun 9/63:00 pm -
1 stop7h 06m
Deal found 8/11![American Airlines logo]()
$611
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/305:00 am -
1 stop4h 49m
Tue 10/66:00 am -
2 stops6h 30m
Deal found 8/13![United Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 10/72:20 pm -
2 stops7h 20m
Wed 10/142:50 pm -
2 stops8h 30m
Deal found 8/11![Southwest logo]()
$362
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 2/97:00 am -
2 stops10h 38m
Sat 2/136:15 am -
1 stop4h 34m
Deal found 8/10![United Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/11. 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.
Thu 9/105:45 am -
2 stops6h 15m
Mon 9/146:45 am -
2 stops9h 40m
Deal found 8/11![Southwest logo]()
$366
This KAYAK deal was found by Cheapflights users on 8/11. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:55 am -
1 stop20h 34m
Fri 10/22:41 pm -
1 stop20h 21m
Deal found 8/11![Multiple Airlines logo]()
$824
Last-minute flights from Milwaukee to MassachusettsDiscover last-minute flight deals from Milwaukee to Massachusetts. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Massachusetts. Data last updated August 14, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/312:10 pm -
1 stop19h 59m
Tue 9/87:10 am -
Nonstop2h 34m
Deal found 8/10![Multiple Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/83:10 pm -
2 stops6h 10m
Tue 9/151:20 pm -
2 stops9h 00m
Deal found 8/10![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/92:05 pm -
1 stop7h 10m
Thu 9/175:25 am -
1 stop5h 45m
Deal found 8/12![Southwest logo]()
$216
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/97:50 am -
1 stop7h 10m
Tue 9/151:20 pm -
2 stops9h 00m
Deal found 8/12![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/96:40 am -
2 stops8h 20m
Wed 9/161:20 pm -
2 stops9h 00m
Deal found 8/12![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 9/165:47 pm -
1 stop4h 12m
Sat 9/196:00 am -
1 stop3h 48m
Deal found 8/12![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/237:50 am -
1 stop7h 10m
Sat 9/265:30 am -
2 stops6h 35m
Deal found 8/10![Southwest logo]()
$242
This Southwest deal was found by Cheapflights users on 8/11. 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.
Mon 9/284:50 pm -
1 stop4h 45m
Fri 10/25:25 am -
1 stop5h 20m
Deal found 8/11![Southwest logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:55 am -
Nonstop2h 14m
Sat 10/38:30 am -
Nonstop2h 32m
Deal found 8/11![JetBlue logo]()
$235
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/306:35 pm -
Nonstop2h 31m
Sat 10/312:15 pm -
Nonstop2h 35m
Deal found 8/10![Delta logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:55 am -
Nonstop2h 14m
Wed 10/78:30 am -
Nonstop2h 32m
Deal found 8/11![JetBlue logo]()
$245
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:05 pm -
1 stop7h 10m
Sat 10/35:25 am -
1 stop5h 15m
Deal found 8/14![Southwest logo]()
$247
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 August 14, 2026.
Search for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This Jetabroad deal was found by Cheapflights users on 8/13. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:10 am -
1 stop27h 08m
Deal found 8/13![Frontier logo]()
$96
This Priceline deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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.
Thu 10/88:10 pm -
1 stop11h 10m
Deal found 8/9![Frontier logo]()
$105
This Southwest deal was found by Cheapflights users on 8/13. 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.
Wed 11/188:00 am -
1 stop4h 45m
Deal found 8/13![Southwest logo]()
$108
This CheapOair deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/1710:10 am -
1 stop23h 41m
Deal found 8/9![Frontier logo]()
$109
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:10 am -
1 stop23h 41m
Deal found 8/11![Frontier logo]()
$110
This Frontier deal was found by Cheapflights users on 8/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:10 pm -
1 stop11h 10m
Deal found 8/12![Frontier logo]()
$115
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2510:15 am -
1 stop23h 47m
Deal found 8/13![Frontier logo]()
$116
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1610:55 am -
Nonstop2h 14m
Deal found 8/11![JetBlue logo]()
$117
This Delta deal was found by Cheapflights users on 8/11. 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.
Tue 9/86:35 pm -
Nonstop2h 31m
Deal found 8/11![Delta logo]()
$119
This CheapOair deal was found by Cheapflights users on 8/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:10 am -
1 stop23h 41m
Deal found 8/13![Frontier logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:55 am -
Nonstop2h 14m
Deal found 8/11![JetBlue logo]()
$127
This Delta deal was found by Cheapflights users on 8/11. 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.
Tue 10/136:00 am -
1 stop4h 39m
Deal found 8/11![Delta logo]()
$128
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 August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $178 (Frontier) |
One-way from | $96 (Jetabroad) |
Popular in | February |
Cheapest in | May |
Average price | $270 |
Good round-trip deal | $209 or less |
Good one-way deal | $136 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 August 14, 2026.
Use the filters below to find and compare flights from Milwaukee to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Tue 9/15
3:10 pm-10:20 pm
2 stops6h 10m
Boston Logan Intl
Sat 9/19
5:30 am-11:05 am
2 stops6h 35m
$227
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Tue 9/8
3:10 pm-10:20 pm
2 stops6h 10m
Boston Logan Intl
Sat 9/12
5:30 am-11:05 am
2 stops6h 35m
$242
MilwaukeeAlbany
MKE Milwaukee-Mitchell - ALB Albany Intl
MKEALB
Milwaukee-Mitchell
Wed 9/16
5:47 pm-10:59 pm
1 stop4h 12m
Albany Intl
Sat 9/19
6:00 am-8:48 am
1 stop3h 48m
$255
MilwaukeeAlbany
MKE Milwaukee-Mitchell - ALB Albany Intl
MKEALB
Milwaukee-Mitchell
Tue 10/27
2:30 pm-10:15 pm
1 stop6h 45m
Albany Intl
Sat 10/31
5:40 am-10:40 am
1 stop6h 00m
$255
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Thu 9/10
5:00 pm-10:15 pm
1 stop4h 15m
Boston Logan Intl
Fri 9/11
3:55 pm-9:25 pm
1 stop6h 30m
$270
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Wed 9/9
6:40 am-4:00 pm
2 stops8h 20m
Boston Logan Intl
Mon 9/14
5:50 am-11:55 am
1 stop7h 05m
$272
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Thu 10/29
2:25 pm-12:05 am
2 stops8h 40m
Boston Logan Intl
Sat 10/31
5:15 am-11:15 am
1 stop7h 00m
$272
MilwaukeeHartford
MKE Milwaukee-Mitchell - BDL Hartford Bradley Intl
MKEBDL
Milwaukee-Mitchell
Wed 9/9
5:00 am-2:05 pm
2 stops8h 05m
Hartford Bradley Intl
Wed 9/16
6:00 am-10:00 am
1 stop5h 00m
$274
MilwaukeeHartford
MKE Milwaukee-Mitchell - BDL Hartford Bradley Intl
MKEBDL
Milwaukee-Mitchell
Sat 9/5
3:15 pm-11:08 pm
1 stop6h 53m
Hartford Bradley Intl
Sat 9/12
4:50 pm-9:00 pm
1 stop5h 10m
$275
MilwaukeeHartford
MKE Milwaukee-Mitchell - BDL Hartford Bradley Intl
MKEBDL
Milwaukee-Mitchell
Thu 9/10
6:00 am-2:05 pm
2 stops7h 05m
Hartford Bradley Intl
Mon 9/14
4:50 pm-9:00 pm
1 stop5h 10m
$280
Showing 1-10 of 60 resultsSorted by cheapest first
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-ALB
MKE-BDL
MKE-MVY
MKE-PVC
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-ALB
MKE-BDL
MKE-MVY
What is the cheapest month to book a flight from Milwaukee to Massachusetts?
Currently, May is the cheapest month in which you can book a flight from Milwaukee to Massachusetts (average of $233). Flying from Milwaukee to Massachusetts in February is currently the most expensive (average of $419). 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 August 14, 2026.
A simple way to save on the total cost of your ticket is to fly from Milwaukee to Massachusetts in the afternoon. If you’re flexible enough to do this you can expect to save up to 46% on your trip compared to booking a flight at noon.
Weekly flight availability from Milwaukee to Massachusetts
Explore weekly flight availability from Milwaukee 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 August 14, 2026.
The most flights from MKE to USMA are scheduled on a Wednesday (9 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).
How much does it cost to fly round-trip from Milwaukee to Massachusetts?
Airfare is below average for this route at the moment.
Milwaukee to Massachusetts flights typically cost between $229 and $336 in October.The cheapest round-trip price found within the last 5 days was $178 on Frontier (Oct 23-Oct 29).
How far ahead should I book a flight from Milwaukee to Massachusetts?
To ensure you get the cheapest price possible for a flight from Milwaukee to Massachusetts, you should look to book at least 82 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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 August 8, 2026.
Travelers seeking maximum savings on their Milwaukee to Massachusetts flight should consider departing on Tuesday at noon 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 August 14, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited 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.
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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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Complete your trip
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Milwaukee and Massachusetts flights
Browse other Milwaukee and Massachusetts flight options. Last updated on August 14, 2026.
Popular flight searches
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Milwaukee to Massachusetts flights
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 August 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$242 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$351 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$318 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$186 | Average$301 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$186 | Average$310 | FlexibilityNo cancel fee | On-time71% |