$98+ 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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Jul 27 — Aug 31
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 June 27, 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 June 27, 2026.
This SmartFares deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/99:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 7/137:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 6/22![JetBlue logo]()
$196
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Tue 7/146:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Deal found 6/24![United Airlines logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/2311:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Sat 9/268:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 6/24![JetBlue logo]()
$199
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 9/155:00 am
MKE
- BOS
2 stops6h 47m
United Airlines
Tue 9/157:00 pm
BOS
- MKE
1 stop5h 37m
United Airlines
Deal found 6/22![United Airlines logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Wed 9/98:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 6/27![JetBlue logo]()
$204
This Super.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/179:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 7/257:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 6/25![JetBlue logo]()
$206
This JetBlue deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Sat 9/1911:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Wed 9/238:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 6/24![JetBlue logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/29:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 9/77:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 6/24![JetBlue logo]()
$209
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 10/36:00 am
MKE
- BOS
1 stop4h 24m
United Airlines
Wed 10/75:45 am
BOS
- MKE
2 stops6h 45m
United Airlines
Deal found 6/26![United Airlines logo]()
$212
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Mon 7/276:43 pm
BOS
- MKE
1 stop4h 46m
United Airlines
Deal found 6/22![United Airlines logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 8/87:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 6/24![JetBlue logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Tue 8/2512:10 pm
MKE
- BDL
1 stop22h 28m
Multiple Airlines
Mon 8/317:11 pm
BDL
- MKE
2 stops17h 02m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$217
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 June 27, 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 June 27, 2026.
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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
MKE
- BOS
Nonstop2h 31m
Delta
Sat 10/35:40 am
BOS
- MKE
1 stop4h 12m
Delta
Deal found 6/26![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/286:20 am
MKE
- BOS
2 stops9h 18m
United Airlines
Wed 7/296:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Deal found 6/22![United Airlines logo]()
$307
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/44:50 pm
MKE
- BOS
1 stop6h 15m
Southwest
Wed 10/143:45 pm
BOS
- MKE
2 stops7h 10m
Southwest
Deal found 6/23![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/266:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Thu 8/2711:00 am
BOS
- MKE
1 stop7h 14m
Delta
Deal found 6/24![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Mon 8/316:00 am
BOS
- MKE
1 stop7h 36m
Delta
Deal found 6/24![Delta logo]()
$227
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/306:40 pm
MKE
- BOS
1 stop4h 19m
Delta
Tue 8/49:06 am
BOS
- MKE
1 stop4h 39m
Delta
Deal found 6/26![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/221:19 pm
MKE
- ALB
1 stop7h 16m
United Airlines
Sun 9/68:10 am
ALB
- MKE
1 stop5h 28m
United Airlines
Deal found 6/22![United Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 8/275:00 pm
MKE
- ALB
1 stop4h 15m
Southwest
Sun 8/306:10 am
ALB
- MKE
2 stops9h 15m
Southwest
Deal found 6/26![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:50 pm
MKE
- BOS
1 stop4h 41m
Delta
Thu 7/235:30 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 6/22![Delta logo]()
$262
This United deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/205:00 am
MKE
- PVC
2 stops7h 12m
Multiple Airlines
Tue 8/258:49 am
PVC
- MKE
2 stops8h 21m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$774
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/206:45 am
MKE
- MVY
1 stop4h 53m
Delta
Fri 7/243:43 pm
MVY
- MKE
1 stop7h 47m
Delta
Deal found 6/25![Delta logo]()
$266
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/225:45 am
MKE
- ALB
1 stop4h 00m
Southwest
Tue 9/812:50 pm
ALB
- MKE
2 stops8h 05m
Southwest
Deal found 6/22![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/258:50 am
MKE
- BDL
1 stop4h 34m
United Airlines
Sat 8/16:00 am
BDL
- MKE
2 stops9h 36m
United Airlines
Deal found 6/25![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/215:10 am
MKE
- ALB
2 stops8h 20m
Southwest
Wed 7/2211:20 am
ALB
- MKE
1 stop6h 10m
Southwest
Deal found 6/26![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 12/82:50 pm
MKE
- ALB
1 stop5h 12m
United Airlines
Sat 12/124:30 pm
ALB
- MKE
1 stop5h 24m
United Airlines
Deal found 6/26![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 11/76:15 am
MKE
- BDL
2 stops10h 15m
Southwest
Mon 11/92:30 pm
BDL
- MKE
2 stops9h 35m
Southwest
Deal found 6/23![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
MKE
- ALB
1 stop5h 47m
Delta
Mon 8/316:00 am
ALB
- MKE
1 stop3h 55m
Delta
Deal found 6/24![Delta logo]()
$325
This United Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 12/82:50 pm
MKE
- BDL
1 stop5h 32m
United Airlines
Wed 12/912:10 pm
BDL
- MKE
1 stop7h 29m
United Airlines
Deal found 6/26![United Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Sun 8/165:16 am
MKE
- MVY
2 stops7h 25m
American Airlines
Sun 8/2312:34 pm
MVY
- MKE
2 stops8h 25m
American Airlines
Deal found 6/25![American Airlines logo]()
$1,058
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:55 pm
MKE
- ALB
1 stop6h 45m
Southwest
Mon 8/245:25 am
ALB
- MKE
2 stops6h 35m
Southwest
Deal found 6/24![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 7/911:35 am
MKE
- BOS
Nonstop2h 30m
Delta
Thu 7/235:30 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 6/26![Delta logo]()
$332
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/37:00 am
MKE
- ALB
1 stop4h 15m
Southwest
Mon 8/106:30 am
ALB
- MKE
2 stops9h 55m
Southwest
Deal found 6/24![Southwest logo]()
$388
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/36:48 pm
MKE
- BOS
1 stop4h 11m
Delta
Mon 9/76:00 am
BOS
- MKE
1 stop4h 59m
Delta
Deal found 6/24![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/76:00 am
MKE
- BOS
1 stop4h 23m
Delta
Sat 7/1111:40 am
BOS
- MKE
Nonstop2h 35m
Delta
Deal found 6/25![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/276:45 pm
MKE
- BDL
1 stop4h 35m
Southwest
Thu 7/302:50 pm
BDL
- MKE
2 stops9h 10m
Southwest
Deal found 6/22![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” 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 9/297:14 am
MKE
- BOS
1 stop3h 47m
Delta
Tue 9/294:15 pm
BOS
- MKE
Nonstop2h 37m
Delta
Deal found 6/26![Delta logo]()
$347
This United deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 7/107:23 pm
MKE
- PVC
2 stops12h 06m
Multiple Airlines
Sun 7/126:45 am
PVC
- MKE
2 stops7h 03m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$946
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/176:40 pm
MKE
- BDL
1 stop3h 34m
Delta
Sun 7/265:30 am
BDL
- MKE
1 stop4h 09m
Delta
Deal found 6/22![Delta logo]()
$417
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:45 am
MKE
- MVY
1 stop4h 53m
Delta
Wed 7/221:18 pm
MVY
- MKE
1 stop7h 06m
Delta
Deal found 6/23![Delta logo]()
$690
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/236:45 am
MKE
- MVY
1 stop4h 53m
Delta
Sun 7/263:43 pm
MVY
- MKE
1 stop7h 47m
Delta
Deal found 6/25![Delta logo]()
$1,134
Last-minute flights from Milwaukee to MassachusettsDiscover last-minute flight deals from Milwaukee to Massachusetts. Data last updated June 27, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Massachusetts. Data last updated June 27, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Fri 7/39:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 7/117:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 6/24![JetBlue logo]()
$319
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:43 am
MKE
- BOS
1 stop7h 56m
American Airlines
Sat 7/117:00 am
BOS
- MKE
1 stop7h 14m
American Airlines
Deal found 6/24![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/67:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Thu 7/910:35 am
BOS
- MKE
1 stop5h 01m
United Airlines
Deal found 6/22![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/76:00 am
MKE
- BOS
1 stop6h 21m
Delta
Tue 7/149:10 am
BOS
- MKE
Nonstop2h 44m
Delta
Deal found 6/22![Delta logo]()
$232
This CheapOair deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Tue 7/78:43 am
MKE
- BOS
1 stop23h 26m
Multiple Airlines
Tue 7/147:10 am
BOS
- MKE
Nonstop2h 35m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$268
This Cheapflightsfares deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/79:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Tue 7/147:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 6/22![JetBlue logo]()
$274
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/76:20 am
MKE
- BOS
1 stop6h 47m
United Airlines
Tue 7/1412:35 pm
BOS
- MKE
2 stops7h 51m
United Airlines
Deal found 6/22![United Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/206:45 am
MKE
- MVY
1 stop4h 53m
Delta
Fri 7/243:43 pm
MVY
- MKE
1 stop7h 47m
Delta
Deal found 6/25![Delta logo]()
$266
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:00 am
MKE
- ALB
1 stop4h 43m
United Airlines
Wed 7/296:10 am
ALB
- MKE
1 stop4h 43m
United Airlines
Deal found 6/22![United Airlines logo]()
$303
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/254:57 pm
MKE
- BDL
1 stop5h 17m
Delta
Wed 7/295:30 am
BDL
- MKE
1 stop4h 09m
Delta
Deal found 6/22![Delta logo]()
$317
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/256:01 am
MKE
- BDL
1 stop4h 27m
American Airlines
Sat 8/15:28 pm
BDL
- MKE
1 stop5h 53m
American Airlines
Deal found 6/25![American Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/251:30 pm
MKE
- BDL
2 stops9h 29m
United Airlines
Tue 7/286:09 am
BDL
- MKE
1 stop4h 44m
United Airlines
Deal found 6/25![United Airlines logo]()
$322
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 June 27, 2026.
Search for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated June 27, 2026.
This American Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:03 pm
MKE
- BOS
1 stop4h 46m
American Airlines
Deal found 6/22![American Airlines logo]()
$98
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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.
Tue 7/147:25 am
MKE
- BOS
1 stop5h 48m
American Airlines
Deal found 6/25![American Airlines logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/911:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Deal found 6/23![JetBlue logo]()
$103
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/236:35 pm
MKE
- BOS
Nonstop2h 31m
Delta
Deal found 6/23![Delta logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/199:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/25![JetBlue logo]()
$108
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/46:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 6/23![Delta logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/149:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/25![JetBlue logo]()
$113
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/216:35 pm
MKE
- BOS
Nonstop2h 31m
Delta
Deal found 6/23![Delta logo]()
$114
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:32 pm
MKE
- BOS
1 stop5h 27m
United Airlines
Deal found 6/24![United Airlines logo]()
$116
This United Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/205:00 am
MKE
- BOS
1 stop4h 54m
United Airlines
Deal found 6/23![United Airlines logo]()
$117
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/241:18 pm
MKE
- BOS
1 stop6h 27m
Delta
Deal found 6/22![Delta logo]()
$119
This Booking.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:43 am
MKE
- BDL
1 stop25h 49m
Frontier
Deal found 6/22![Frontier logo]()
$131
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 June 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $196 (SmartFares) |
One-way from | $98 (American Airlines) |
Popular in | February |
Cheapest in | May |
Average price | $253 |
Good round-trip deal | $225 or less |
Good one-way deal | $123 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 June 27, 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 - BOS
MKEBOS
Milwaukee-Mitchell
Wed 9/30
6:35 pm-10:06 pm
Nonstop2h 31m
Boston Logan Intl
Sat 10/3
5:40 am-8:52 am
1 stop4h 12m
$217
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 8/26
6:55 pm-10:22 pm
Nonstop2h 27m
Boston Logan Intl
Thu 8/27
11:00 am-5:14 pm
1 stop7h 14m
$227
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Thu 8/27
6:55 pm-10:22 pm
Nonstop2h 27m
Boston Logan Intl
Mon 8/31
6:00 am-12:36 pm
1 stop7h 36m
$227
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Thu 7/30
6:40 pm-11:59 pm
1 stop4h 19m
Boston Logan Intl
Tue 8/4
9:06 am-12:45 pm
1 stop4h 39m
$247
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Sun 7/19
5:50 pm-11:31 pm
1 stop4h 41m
Boston Logan Intl
Thu 7/23
5:30 am-8:39 am
1 stop4h 09m
$262
MilwaukeeWest Tisbury
MKE - MVY
MKEMVY
Milwaukee-Mitchell
Mon 7/20
6:45 am-12:38 pm
1 stop4h 53m
West Tisbury Martha's Vineyard
Fri 7/24
3:43 pm-10:30 pm
1 stop7h 47m
$266
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Tue 7/28
6:20 am-4:38 pm
2 stops9h 18m
Boston Logan Intl
Wed 7/29
6:00 am-9:53 am
1 stop4h 53m
$307
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Sun 10/4
4:50 pm-12:05 am
1 stop6h 15m
Boston Logan Intl
Wed 10/14
3:45 pm-9:55 pm
2 stops7h 10m
$317
MilwaukeeAlbany
MKE - ALB
MKEALB
Milwaukee-Mitchell
Sat 8/22
1:19 pm-9:35 pm
1 stop7h 16m
Albany Intl
Sun 9/6
8:10 am-12:38 pm
1 stop5h 28m
$325
MilwaukeeAlbany
MKE - ALB
MKEALB
Milwaukee-Mitchell
Thu 8/27
6:00 am-12:47 pm
1 stop5h 47m
Albany Intl
Mon 8/31
6:00 am-8:55 am
1 stop3h 55m
$325
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-MVY
MKE-ALB
MKE-BDL
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-MVY
MKE-ALB
MKE-BDL
What is the cheapest month to book a flight from Milwaukee to Massachusetts?
Currently, April is the cheapest month in which you can book a flight from Milwaukee to Massachusetts (average of $65). Flying from Milwaukee to Massachusetts in March is currently the most expensive (average of $197). 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 June 27, 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 44% on your trip compared to booking a flight at noon.
How much does it cost to fly round-trip from Milwaukee to Massachusetts?
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 June 20, 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 June 27, 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
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Food
7.0
Crew
8.6
Comfort
8.0
Entertainment
7.5
Overall
7.9
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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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 June 27, 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 June 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$355 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$168 | Average$313 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$176 | Average$277 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$301 | FlexibilityNo cancel fee | On-time71% |