$80+ Cheap flights from Milwaukee (MKE) to Massachusetts
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Apr 3 — Apr 101
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 March 4, 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 March 4, 2026.
This Travelocity deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:34 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Mon 5/116:00 am
BOS
- MKE
1 stop11h 13m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$184
This CheapOair deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/155:08 pm
MKE
- BOS
1 stop6h 43m
Multiple Airlines
Tue 5/192:09 pm
BOS
- MKE
Nonstop2h 30m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$185
This CheapOair deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:23 pm
MKE
- BOS
1 stop6h 08m
Frontier
Wed 5/1311:16 am
BOS
- MKE
1 stop24h 52m
Frontier
Deal found 3/2![Frontier logo]()
$192
This Priceline deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:23 pm
MKE
- BOS
1 stop6h 08m
Multiple Airlines
Wed 5/132:09 pm
BOS
- MKE
Nonstop2h 30m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$194
This JetBlue deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 5/25:09 pm
MKE
- BOS
Nonstop2h 15m
JetBlue
Tue 5/52:09 pm
BOS
- MKE
Nonstop2h 30m
JetBlue
Deal found 3/3![JetBlue logo]()
$197
This Expedia deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:35 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Mon 5/46:00 am
BOS
- MKE
1 stop12h 28m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$199
This CheapOair deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:34 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Mon 5/46:00 am
BOS
- MKE
1 stop12h 28m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$200
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/201:54 pm
MKE
- BOS
1 stop7h 31m
Delta
Sun 5/249:10 am
BOS
- MKE
Nonstop2h 43m
Delta
Deal found 2/27![Delta logo]()
$207
This CheapOair deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 5/1012:03 pm
MKE
- BOS
1 stop21h 18m
Multiple Airlines
Sat 5/162:44 pm
BOS
- MKE
Nonstop2h 30m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$211
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:00 pm
MKE
- BOS
1 stop7h 27m
Delta
Tue 7/149:00 am
BOS
- MKE
Nonstop2h 44m
Delta
Deal found 2/27![Delta logo]()
$212
This United Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:22 pm
MKE
- ALB
1 stop4h 02m
United Airlines
Tue 4/74:55 pm
ALB
- MKE
1 stop5h 54m
United Airlines
Deal found 3/3![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/225:50 am
MKE
- ALB
2 stops7h 15m
Southwest
Wed 4/224:20 pm
ALB
- MKE
1 stop6h 35m
Southwest
Deal found 3/3![Southwest logo]()
$302
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 March 4, 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 March 4, 2026.
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/14:10 pm
MKE
- BOS
1 stop4h 15m
Southwest
Wed 4/85:55 pm
BOS
- MKE
1 stop5h 20m
Southwest
Deal found 3/3![Southwest logo]()
$227
This United Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/259:44 am
MKE
- BOS
2 stops6h 35m
United Airlines
Tue 3/316:00 am
BOS
- MKE
1 stop5h 10m
United Airlines
Deal found 2/28![United Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/77:50 pm
MKE
- BOS
Nonstop2h 23m
Delta
Sun 5/105:40 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 2/28![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/265:00 am
MKE
- BDL
1 stop4h 10m
American Airlines
Sun 3/296:53 am
BDL
- MKE
1 stop5h 51m
American Airlines
Deal found 2/27![American Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 2/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:41 pm
MKE
- BOS
1 stop4h 18m
United Airlines
Sat 4/256:00 am
BOS
- MKE
1 stop5h 00m
United Airlines
Deal found 2/27![United Airlines logo]()
$280
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:50 pm
MKE
- ALB
1 stop3h 55m
Southwest
Tue 5/54:20 pm
ALB
- MKE
1 stop6h 35m
Southwest
Deal found 3/2![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:33 pm
MKE
- BDL
1 stop3h 39m
Delta
Sat 4/45:34 am
BDL
- MKE
1 stop4h 12m
Delta
Deal found 2/27![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:10 am
MKE
- ALB
1 stop4h 15m
United Airlines
Wed 4/224:55 pm
ALB
- MKE
1 stop5h 54m
United Airlines
Deal found 3/3![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 4/224:05 pm
MKE
- ALB
1 stop3h 45m
Southwest
Sun 4/267:50 am
ALB
- MKE
1 stop3h 55m
Southwest
Deal found 3/2![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/284:09 pm
MKE
- BDL
1 stop6h 50m
Delta
Sat 4/45:34 am
BDL
- MKE
1 stop4h 12m
Delta
Deal found 2/28![Delta logo]()
$317
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 3/277:18 pm
MKE
- BOS
1 stop4h 17m
United Airlines
Mon 3/304:23 pm
BOS
- MKE
1 stop5h 55m
United Airlines
Deal found 3/1![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/182:40 pm
MKE
- ALB
1 stop7h 20m
Delta
Sat 3/216:00 am
ALB
- MKE
1 stop3h 46m
Delta
Deal found 2/28![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/15:10 am
MKE
- BDL
2 stops7h 58m
United Airlines
Sat 4/45:10 pm
BDL
- MKE
1 stop5h 33m
United Airlines
Deal found 3/1![United Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 5/216:55 pm
MKE
- BOS
Nonstop2h 21m
Delta
Tue 5/261:00 pm
BOS
- MKE
1 stop5h 04m
Delta
Deal found 3/2![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 5/1711:45 am
MKE
- BDL
1 stop10h 50m
Southwest
Tue 5/194:05 pm
BDL
- MKE
2 stops6h 40m
Southwest
Deal found 3/3![Southwest logo]()
$381
This United Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/37:10 pm
MKE
- ALB
1 stop4h 38m
United Airlines
Wed 5/66:00 am
ALB
- MKE
2 stops8h 11m
United Airlines
Deal found 2/28![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/195:45 am
MKE
- ALB
1 stop5h 27m
Delta
Mon 3/236:04 pm
ALB
- MKE
1 stop6h 54m
Delta
Deal found 2/28![Delta logo]()
$347
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:55 pm
MKE
- BOS
Nonstop2h 21m
Delta
Mon 5/255:40 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 2/27![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:00 am
MKE
- ALB
2 stops7h 06m
United Airlines
Sat 3/214:54 pm
ALB
- MKE
1 stop6h 49m
United Airlines
Deal found 3/1![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/281:55 pm
MKE
- BOS
1 stop4h 50m
Delta
Sat 5/211:00 am
BOS
- MKE
Nonstop2h 47m
Delta
Deal found 2/28![Delta logo]()
$348
This United Airlines deal was found by Cheapflights users on 2/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1611:30 am
MKE
- BOS
2 stops9h 11m
United Airlines
Fri 3/204:30 pm
BOS
- MKE
1 stop6h 20m
United Airlines
Deal found 2/27![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:49 pm
MKE
- ALB
1 stop4h 11m
Delta
Sat 3/215:07 pm
ALB
- MKE
1 stop4h 33m
Delta
Deal found 3/1![Delta logo]()
$357
This United Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:00 am
MKE
- BDL
2 stops8h 04m
United Airlines
Sun 3/226:00 am
BDL
- MKE
1 stop5h 30m
United Airlines
Deal found 3/2![United Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/304:25 pm
MKE
- BDL
1 stop6h 34m
Delta
Sun 5/37:00 am
BDL
- MKE
1 stop5h 27m
Delta
Deal found 2/28![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/55:55 am
MKE
- BDL
2 stops7h 13m
United Airlines
Tue 5/126:37 pm
BDL
- MKE
1 stop5h 23m
United Airlines
Deal found 3/1![United Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Sun 4/56:00 am
BOS
- MKE
1 stop5h 04m
Delta
Deal found 2/27![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:49 pm
MKE
- ALB
1 stop4h 11m
Delta
Sat 3/287:00 am
ALB
- MKE
1 stop5h 06m
Delta
Deal found 2/28![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:45 pm
MKE
- ALB
1 stop7h 53m
Delta
Sun 7/265:30 am
ALB
- MKE
1 stop5h 37m
Delta
Deal found 2/27![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Fri 4/39:55 am
BOS
- MKE
Nonstop2h 49m
Delta
Deal found 2/28![Delta logo]()
$382
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/285:23 am
MKE
- BDL
1 stop6h 37m
Delta
Thu 5/287:15 pm
BDL
- MKE
1 stop5h 38m
Delta
Deal found 2/28![Delta logo]()
$387
Last-minute flights from Milwaukee to MassachusettsDiscover last-minute flight deals from Milwaukee to Massachusetts. Data last updated March 4, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Massachusetts. Data last updated March 4, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/247:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Mon 3/304:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 2/27![Delta logo]()
$207
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/251:15 pm
MKE
- BOS
1 stop9h 50m
American Airlines
Tue 3/315:00 pm
BOS
- MKE
1 stop7h 24m
American Airlines
Deal found 2/27![American Airlines logo]()
$230
This United Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/317:22 pm
MKE
- ALB
1 stop4h 02m
United Airlines
Tue 4/74:55 pm
ALB
- MKE
1 stop5h 54m
United Airlines
Deal found 3/3![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:30 pm
MKE
- BOS
1 stop4h 40m
Southwest
Fri 4/105:40 am
BOS
- MKE
1 stop5h 10m
Southwest
Deal found 3/2![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/97:10 am
MKE
- BOS
1 stop6h 55m
Southwest
Mon 4/137:25 pm
BOS
- MKE
2 stops14h 15m
Southwest
Deal found 3/3![Southwest logo]()
$228
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/164:50 pm
MKE
- BOS
1 stop4h 30m
Southwest
Thu 4/238:45 am
BOS
- MKE
1 stop4h 25m
Southwest
Deal found 3/2![Southwest logo]()
$212
This CheapOair deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:13 pm
MKE
- BOS
1 stop7h 18m
Frontier
Sun 4/2611:11 am
BOS
- MKE
1 stop25h 15m
Frontier
Deal found 3/3![Frontier logo]()
$226
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/225:50 am
MKE
- BOS
2 stops9h 05m
Southwest
Sun 4/266:10 am
BOS
- MKE
1 stop5h 35m
Southwest
Deal found 3/3![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/225:50 am
MKE
- ALB
2 stops7h 15m
Southwest
Wed 4/224:20 pm
ALB
- MKE
1 stop6h 35m
Southwest
Deal found 3/3![Southwest logo]()
$302
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:06 am
MKE
- BOS
1 stop8h 20m
American Airlines
Fri 5/112:07 pm
BOS
- MKE
1 stop6h 44m
American Airlines
Deal found 2/27![American Airlines logo]()
$225
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:06 am
MKE
- BOS
1 stop8h 20m
American Airlines
Sat 5/212:22 pm
BOS
- MKE
1 stop8h 44m
American Airlines
Deal found 2/27![American Airlines logo]()
$223
This Expedia deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:35 pm
MKE
- BOS
Nonstop2h 15m
Multiple Airlines
Mon 5/46:00 am
BOS
- MKE
1 stop12h 28m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$199
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 March 4, 2026.
Search for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated March 4, 2026.
This Frontier deal was found by Cheapflights users on 2/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/175:13 pm
MKE
- BOS
1 stop7h 18m
Frontier
Deal found 2/27![Frontier logo]()
$80
This CheapOair deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:21 pm
MKE
- BOS
1 stop21h 00m
Frontier
Deal found 3/1![Frontier logo]()
$92
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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.
Wed 5/278:26 am
MKE
- BOS
Nonstop2h 18m
JetBlue
Deal found 2/27![JetBlue logo]()
$94
This JetBlue deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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.
Wed 4/294:35 pm
MKE
- BOS
Nonstop2h 15m
JetBlue
Deal found 3/1![JetBlue logo]()
$99
This Delta deal was found by Cheapflights users on 2/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2412:27 pm
MKE
- BOS
Nonstop2h 17m
Delta
Deal found 2/27![Delta logo]()
$104
This JetBlue deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” 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 5/308:26 am
MKE
- BOS
Nonstop2h 18m
JetBlue
Deal found 3/2![JetBlue logo]()
$109
This CheapOair deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/1712:03 pm
MKE
- BOS
1 stop21h 18m
Frontier
Deal found 3/1![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/34:26 pm
MKE
- BOS
1 stop8h 00m
Frontier
Deal found 3/3![Frontier logo]()
$115
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 4/55:00 am
MKE
- BOS
1 stop4h 48m
American Airlines
Deal found 3/4![American Airlines logo]()
$119
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 3/259:44 am
MKE
- BOS
2 stops6h 35m
United Airlines
Deal found 3/1![United Airlines logo]()
$124
This American Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” 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 3/196:05 am
MKE
- BOS
1 stop7h 07m
American Airlines
Deal found 3/4![American Airlines logo]()
$129
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:38 pm
MKE
- ALB
1 stop3h 43m
Delta
Deal found 3/2![Delta logo]()
$149
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 March 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $184 (Travelocity) |
One-way from | $80 (Frontier) |
Popular in | November |
Cheapest in | May |
Average price | $368 |
Good round-trip deal | $257 or less |
Good one-way deal | $108 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 March 4, 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
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 4/1
4:10 pm-9:25 pm
1 stop4h 15m
Boston Logan Intl
Wed 4/8
5:55 pm-10:15 pm
1 stop5h 20m
$227
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 3/25
9:44 am-5:19 pm
2 stops6h 35m
Boston Logan Intl
Tue 3/31
6:00 am-10:10 am
1 stop5h 10m
$259
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Thu 5/7
7:50 pm-11:13 pm
Nonstop2h 23m
Boston Logan Intl
Sun 5/10
5:40 am-8:49 am
1 stop4h 09m
$267
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 4/17
7:41 pm-12:59 am
1 stop4h 18m
Boston Logan Intl
Sat 4/25
6:00 am-10:00 am
1 stop5h 00m
$280
MilwaukeeAlbany
MKE - ALB
MKEALB
Milwaukee-Mitchell
Wed 4/22
5:10 am-10:25 am
1 stop4h 15m
Albany Intl
Wed 4/22
4:55 pm-9:49 pm
1 stop5h 54m
$297
MilwaukeeAlbany
MKE - ALB
MKEALB
Milwaukee-Mitchell
Thu 4/30
4:50 pm-9:45 pm
1 stop3h 55m
Albany Intl
Tue 5/5
4:20 pm-9:55 pm
1 stop6h 35m
$307
MilwaukeeAlbany
MKE - ALB
MKEALB
Milwaukee-Mitchell
Wed 4/22
4:05 pm-8:50 pm
1 stop3h 45m
Albany Intl
Sun 4/26
7:50 am-10:45 am
1 stop3h 55m
$307
MilwaukeeHartford
MKE - BDL
MKEBDL
Milwaukee-Mitchell
Wed 4/1
6:33 pm-11:12 pm
1 stop3h 39m
Hartford Bradley Intl
Sat 4/4
5:34 am-8:46 am
1 stop4h 12m
$317
MilwaukeeHartford
MKE - BDL
MKEBDL
Milwaukee-Mitchell
Sat 3/28
4:09 pm-11:59 pm
1 stop6h 50m
Hartford Bradley Intl
Sat 4/4
5:34 am-8:46 am
1 stop4h 12m
$317
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 3/27
7:18 pm-12:35 am
1 stop4h 17m
Boston Logan Intl
Mon 3/30
4:23 pm-9:18 pm
1 stop5h 55m
$320
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
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, September is the cheapest month in which you can book a flight from Milwaukee to Massachusetts (average of $91). Flying from Milwaukee to Massachusetts in January is currently the most expensive (average of $117). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MKE to MA?
Find hourly flight availability from Milwaukee to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 4, 2026.
A simple way to save on the total cost of your ticket is to fly from Milwaukee to Massachusetts in the evening. If you’re flexible enough to do this you can expect to save up to 45% on your trip compared to booking a flight at noon.
What is the cheapest day to fly from Milwaukee to Massachusetts?
Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Massachusetts. Price data was last updated on February 21, 2026.
Travelers seeking maximum savings on their Milwaukee to Massachusetts flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Massachusetts
Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated March 4, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Milwaukee to Massachusetts to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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 March 4, 2026.
Popular flight searches
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Consider these flights traveling from Milwaukee to Massachusetts.
Top 5 airlines flying from Milwaukee to Massachusetts
Discover the top 5 airlines that operate flights from Milwaukee to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$88 | Average$265 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$341 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$176 | Average$259 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$281 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$313 | FlexibilityNo cancel fee | On-time69% |