$100+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Sep 9 — Sep 161
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 10, 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 10, 2026.
This Frontier 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 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 8/9![Frontier logo]()
$178
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:10 pm -
1 stop12h 59m
Thu 10/159:15 am -
1 stop11h 00m
Deal found 8/10![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/7![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/910:55 am -
Nonstop2h 14m
Wed 9/168:30 am -
Nonstop2h 32m
Deal found 8/5![JetBlue logo]()
$205
This deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:55 am -
Nonstop2h 14m
Wed 9/168:30 am -
Nonstop2h 32m
Deal found 8/5![JetBlue logo]()
$207
This Priceline deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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.
Sat 10/108:10 pm -
1 stop11h 10m
Tue 10/138:45 am -
Nonstop2h 50m
Deal found 8/7![Multiple Airlines logo]()
$213
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.
Mon 9/214:50 pm -
1 stop4h 45m
Wed 9/234:55 pm -
1 stop5h 05m
Deal found 8/9![Southwest logo]()
$216
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/96:47 pm -
1 stop4h 11m
Wed 9/169:15 am -
Nonstop2h 40m
Deal found 8/5![Delta logo]()
$217
This CheapOair deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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
Sat 9/57:10 am -
Nonstop2h 34m
Deal found 8/6![Multiple Airlines logo]()
$218
This Super.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:55 am -
Nonstop2h 14m
Tue 9/158:30 am -
Nonstop2h 32m
Deal found 8/5![JetBlue logo]()
$220
This Delta deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/52:45 pm -
Nonstop2h 34m
Wed 9/99:15 am -
Nonstop2h 40m
Deal found 8/6![Delta logo]()
$222
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.
Wed 10/1411:25 am -
Nonstop2h 39m
Fri 10/169:15 am -
1 stop11h 00m
Deal found 8/9![Multiple Airlines logo]()
$223
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 10, 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 10, 2026.
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.
Thu 11/56:25 pm -
1 stop4h 25m
Tue 11/103:30 pm -
1 stop6h 50m
Deal found 8/9![Southwest logo]()
$216
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/192:35 pm -
Nonstop2h 32m
Wed 9/307:00 am -
1 stop6h 43m
Deal found 8/5![Delta logo]()
$232
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 11/46:47 am -
1 stop4h 59m
Sat 11/75:57 pm -
1 stop5h 50m
Deal found 8/5![United Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/15:11 pm -
1 stop5h 38m
Mon 10/57:04 pm -
1 stop5h 14m
Deal found 8/5![American Airlines logo]()
$401
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:35 pm -
Nonstop2h 32m
Sat 10/35:40 am -
1 stop4h 08m
Deal found 8/9![Delta logo]()
$247
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 Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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
Mon 9/215:25 am -
1 stop5h 45m
Deal found 8/8![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/15:00 am -
2 stops8h 14m
Mon 9/76:00 am -
1 stop5h 00m
Deal found 8/5![United Airlines logo]()
$327
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:35 pm -
Nonstop2h 31m
Sun 10/45:40 am -
1 stop4h 13m
Deal found 8/9![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/18:20 am -
2 stops7h 45m
Sun 9/66:40 am -
1 stop7h 00m
Deal found 8/7![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/35:00 am -
1 stop4h 38m
Sun 9/66:00 am -
2 stops9h 33m
Deal found 8/7![United Airlines logo]()
$350
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 Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/236:50 pm -
1 stop4h 15m
Mon 10/265:50 am -
1 stop5h 55m
Deal found 8/5![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/166:00 am -
1 stop4h 49m
Sat 9/196:35 am -
1 stop6h 02m
Deal found 8/7![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:00 am -
1 stop4h 49m
Sat 10/246:00 am -
2 stops8h 43m
Deal found 8/5![United Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 10/15:47 pm -
1 stop4h 12m
Mon 10/56:00 am -
1 stop3h 48m
Deal found 8/7![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/266:15 am -
1 stop5h 35m
Mon 8/316:00 am -
2 stops7h 38m
Deal found 8/8![United Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/15:00 pm -
1 stop3h 45m
Tue 10/64:10 pm -
1 stop7h 05m
Deal found 8/5![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/2711:40 am -
1 stop5h 12m
Mon 8/316:00 am -
2 stops7h 38m
Deal found 8/6![United Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/206:10 am -
2 stops8h 30m
Sat 10/241:10 pm -
2 stops7h 50m
Deal found 8/5![Southwest logo]()
$375
This Delta deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 11/245:59 pm -
1 stop4h 43m
Sun 11/295:30 am -
1 stop4h 20m
Deal found 8/8![Delta logo]()
$417
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/235:00 am -
2 stops8h 05m
Sun 9/276:05 am -
1 stop6h 25m
Deal found 8/6![United Airlines logo]()
$396
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/16:50 pm -
1 stop4h 00m
Sat 10/101:10 pm -
2 stops7h 50m
Deal found 8/5![Southwest logo]()
$383
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/55:00 am -
1 stop4h 38m
Sat 9/129:15 am -
1 stop6h 18m
Deal found 8/5![United Airlines logo]()
$406
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/110:30 am -
2 stops9h 30m
Mon 9/75:25 am -
2 stops6h 35m
Deal found 8/5![Southwest logo]()
$383
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 1/57:00 am -
1 stop6h 05m
Thu 1/711:24 am -
1 stop6h 49m
Deal found 8/5![United Airlines logo]()
$415
This Southwest deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 9/51:00 pm -
2 stops7h 45m
Sat 9/125:30 am -
2 stops6h 35m
Deal found 8/6![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 9/195:45 am -
2 stops9h 05m
Fri 9/253:10 pm -
2 stops6h 10m
Deal found 8/8![Southwest logo]()
$404
This United deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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.
Thu 11/126:18 pm -
2 stops13h 17m
Sun 11/156:44 am -
2 stops9h 14m
Deal found 8/8![Multiple Airlines logo]()
$1,065
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/222:25 pm -
2 stops8h 25m
Sat 10/248:10 am -
2 stops7h 50m
Deal found 8/5![Southwest logo]()
$411
Last-minute flights from Milwaukee to MassachusettsDiscover last-minute flight deals from Milwaukee to Massachusetts. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Massachusetts. Data last updated August 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/145:17 pm -
1 stop5h 17m
Sun 8/166:01 am -
1 stop4h 59m
Deal found 8/5![United Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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 8/155:00 am -
1 stop4h 32m
Sun 8/166:14 am -
1 stop7h 33m
Deal found 8/6![American Airlines logo]()
$302
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:42 pm -
1 stop5h 18m
Sat 8/221:01 pm -
1 stop6h 29m
Deal found 8/9![American Airlines logo]()
$357
This CheapOair deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/168:43 am -
1 stop23h 26m
Wed 8/197:10 am -
Nonstop2h 34m
Deal found 8/5![Multiple Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:55 pm -
Nonstop2h 27m
Sat 8/225:30 am -
1 stop4h 15m
Deal found 8/5![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 8/1911:32 am -
1 stop5h 02m
Sun 8/236:00 am -
1 stop4h 51m
Deal found 8/7![American Airlines logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/198:30 am -
1 stop5h 34m
Sat 8/226:00 am -
1 stop5h 00m
Deal found 8/5![United Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 8/198:20 am -
2 stops7h 45m
Sat 8/225:30 am -
1 stop6h 50m
Deal found 8/5![Southwest logo]()
$332
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/110:19 am -
1 stop6h 23m
Mon 9/78:10 am -
1 stop7h 23m
Deal found 8/5![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/36:00 am -
1 stop4h 36m
Sun 9/612:09 pm -
1 stop7h 21m
Deal found 8/7![American Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/35:00 am -
1 stop4h 38m
Sun 9/66:00 am -
2 stops9h 33m
Deal found 8/7![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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 9/166:00 am -
1 stop4h 49m
Sat 9/196:35 am -
1 stop6h 02m
Deal found 8/7![Delta logo]()
$335
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 10, 2026.
Search for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This CheapOair deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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
Deal found 8/5![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” 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.
Tue 9/1510:55 am -
Nonstop2h 14m
Deal found 8/6![JetBlue logo]()
$102
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 10/66:35 pm -
Nonstop2h 27m
Deal found 8/5![Delta logo]()
$104
This Frontier deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” 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
Deal found 8/7![Frontier logo]()
$105
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 9/14:25 pm -
1 stop4h 50m
Deal found 8/9![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 8/7. Clicking the “Pick Dates” 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 9/2010:10 am -
1 stop23h 41m
Deal found 8/7![Frontier logo]()
$110
This Super.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:36 am -
Nonstop2h 13m
Deal found 8/6![JetBlue logo]()
$117
This Flysmarter deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:36 am -
Nonstop2h 13m
Deal found 8/7![JetBlue logo]()
$118
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/211:31 am -
Nonstop2h 28m
Deal found 8/5![Delta logo]()
$119
This American Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/226:00 pm -
1 stop4h 31m
Deal found 8/8![American Airlines logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” 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 8/3012:10 pm -
1 stop22h 22m
Deal found 8/8![Frontier logo]()
$159
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $178 (Frontier) |
One-way from | $100 (CheapOair) |
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 10, 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
Thu 11/5
6:25 pm-11:50 pm
1 stop4h 25m
Boston Logan Intl
Tue 11/10
3:30 pm-9:20 pm
1 stop6h 50m
$216
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Sat 9/19
2:35 pm-6:07 pm
Nonstop2h 32m
Boston Logan Intl
Wed 9/30
7:00 am-12:43 pm
1 stop6h 43m
$232
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Wed 11/4
6:47 am-12:46 pm
1 stop4h 59m
Boston Logan Intl
Sat 11/7
5:57 pm-10:47 pm
1 stop5h 50m
$242
Quickest round-trip
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Sat 9/26
2:35 pm-6:07 pm
Nonstop2h 32m
Boston Logan Intl
Sat 10/3
5:40 am-8:48 am
1 stop4h 08m
$247
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
Tue 9/15
3:10 pm-10:20 pm
2 stops6h 10m
Boston Logan Intl
Mon 9/21
5:25 am-10:10 am
1 stop5h 45m
$272
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Tue 9/1
8:20 am-5:05 pm
2 stops7h 45m
Boston Logan Intl
Sun 9/6
6:40 am-12:40 pm
1 stop7h 00m
$292
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Fri 10/23
6:50 pm-12:05 am
1 stop4h 15m
Boston Logan Intl
Mon 10/26
5:50 am-10:45 am
1 stop5h 55m
$302
MilwaukeeBoston
MKE Milwaukee-Mitchell - BOS Boston Logan Intl
MKEBOS
Milwaukee-Mitchell
Wed 9/30
6:35 pm-10:06 pm
Nonstop2h 31m
Boston Logan Intl
Sun 10/4
5:40 am-8:53 am
1 stop4h 13m
$317
MilwaukeeAlbany
MKE Milwaukee-Mitchell - ALB Albany Intl
MKEALB
Milwaukee-Mitchell
Tue 9/1
5:00 am-2:14 pm
2 stops8h 14m
Albany Intl
Mon 9/7
6:00 am-10:00 am
1 stop5h 00m
$327
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-PVC
MKE-MVY
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-PVC
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 10, 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 47% 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 10, 2026.
The most flights from MKE to USMA are scheduled on a Friday (9 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (2 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 1, 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 10, 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.
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
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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Milwaukee and Massachusetts flights
Browse other Milwaukee and Massachusetts flight options. Last updated on August 10, 2026.
Popular flight searches
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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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$242 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$352 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$316 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$186 | Average$304 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$301 | FlexibilityNo cancel fee | On-time69% |