$97+ 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — BOS
Aug 5 — Aug 121
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 July 6, 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 July 6, 2026.
This SmartFares deal was found by Cheapflights users on 7/5. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 8/317:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/5![JetBlue logo]()
$182
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 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 7/1![JetBlue logo]()
$189
This JetBlue deal was found by Cheapflights users on 7/3. 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.
Wed 8/269:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 8/297:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/3![JetBlue logo]()
$197
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Sat 8/295:00 am
MKE
- BOS
1 stop4h 32m
American Airlines
Mon 8/317:24 pm
BOS
- MKE
1 stop4h 50m
American Airlines
Deal found 7/4![American Airlines logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 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 7/2![JetBlue logo]()
$199
This United Airlines deal was found by Cheapflights users on 7/3. 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 9/225:00 am
MKE
- BOS
2 stops6h 47m
United Airlines
Tue 9/227:00 pm
BOS
- MKE
1 stop5h 37m
United Airlines
Deal found 7/3![United Airlines logo]()
$202
This Super.com deal was found by Cheapflights users on 7/6. 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 10/1011:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Tue 10/138:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 7/6![JetBlue logo]()
$205
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Sat 8/155:30 am
BOS
- MKE
1 stop4h 15m
Delta
Deal found 7/3![Delta logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 8/317:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/1![JetBlue logo]()
$209
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 8/157:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/2![JetBlue logo]()
$214
This Frontier deal was found by Cheapflights users on 7/3. 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.
Thu 8/138:43 am
MKE
- BDL
1 stop24h 53m
Frontier
Wed 8/1912:27 pm
BDL
- MKE
1 stop23h 46m
Frontier
Deal found 7/3![Frontier logo]()
$259
This Booking.com deal was found by Cheapflights users on 7/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:43 am
MKE
- BDL
1 stop24h 53m
Frontier
Mon 8/1711:31 am
BDL
- MKE
1 stop24h 42m
Frontier
Deal found 7/2![Frontier logo]()
$270
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 July 6, 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 July 6, 2026.
This JetBlue deal was found by Cheapflights users on 7/4. 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 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 7/4![JetBlue logo]()
$197
This Delta deal was found by Cheapflights users on 7/1. 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.
Mon 8/244:47 pm
MKE
- BOS
1 stop6h 12m
Delta
Sat 8/295:30 am
BOS
- MKE
1 stop4h 15m
Delta
Deal found 7/1![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 7/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:47 pm
MKE
- BOS
1 stop5h 23m
United Airlines
Sun 9/206:00 am
BOS
- MKE
1 stop5h 00m
United Airlines
Deal found 7/4![United Airlines logo]()
$240
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
MKE
- BOS
2 stops6h 55m
Southwest
Sat 8/295:30 am
BOS
- MKE
1 stop6h 50m
Southwest
Deal found 7/1![Southwest logo]()
$292
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:21 am
MKE
- ALB
1 stop6h 44m
American Airlines
Thu 9/33:38 pm
ALB
- MKE
1 stop6h 22m
American Airlines
Deal found 7/1![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 7/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Thu 8/275:30 am
BOS
- MKE
1 stop4h 25m
Delta
Deal found 7/4![Delta logo]()
$242
This Delta deal was found by Cheapflights users on 7/6. 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.
Fri 8/216:48 pm
MKE
- BOS
1 stop4h 11m
Delta
Mon 8/245:30 am
BOS
- MKE
1 stop4h 25m
Delta
Deal found 7/6![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 7/5. 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 8/185:00 am
MKE
- BOS
2 stops8h 50m
United Airlines
Sat 8/226:00 pm
BOS
- MKE
1 stop6h 37m
United Airlines
Deal found 7/5![United Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 7/1. 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.
Fri 10/26:35 pm
MKE
- BOS
Nonstop2h 31m
Delta
Mon 10/54:00 pm
BOS
- MKE
1 stop7h 21m
Delta
Deal found 7/1![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 7/2. 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 9/108:00 am
MKE
- ALB
2 stops7h 25m
Southwest
Sun 9/136:10 am
ALB
- MKE
2 stops8h 25m
Southwest
Deal found 7/2![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 7/4. 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 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 stop5h 04m
United Airlines
Tue 9/292:15 pm
BOS
- MKE
2 stops9h 44m
United Airlines
Deal found 7/4![United Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Mon 7/275:30 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 7/3![Delta logo]()
$292
This United deal was found by Cheapflights users on 7/4. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:00 am
MKE
- PVC
2 stops9h 25m
Multiple Airlines
Fri 7/3111:28 am
PVC
- MKE
2 stops12h 01m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$779
This Southwest deal was found by Cheapflights users on 7/2. 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 8/136:25 am
MKE
- BDL
1 stop5h 35m
Southwest
Wed 8/196:00 am
BDL
- MKE
2 stops8h 25m
Southwest
Deal found 7/2![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 7/2. 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 9/37:00 am
MKE
- BDL
2 stops8h 15m
Southwest
Tue 9/812:45 pm
BDL
- MKE
2 stops9h 10m
Southwest
Deal found 7/2![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 7/1. 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 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 7/1![United Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 7/2. 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 8/511:31 am
MKE
- BOS
Nonstop2h 28m
Delta
Thu 8/65:30 am
BOS
- MKE
1 stop4h 25m
Delta
Deal found 7/2![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/6. 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.
Fri 9/1112:30 pm
MKE
- ALB
1 stop3h 55m
Southwest
Mon 9/146:05 pm
ALB
- MKE
1 stop4h 20m
Southwest
Deal found 7/6![Southwest logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/2. 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 12/812:14 pm
MKE
- BDL
2 stops10h 43m
United Airlines
Wed 12/96:15 am
BDL
- MKE
1 stop6h 19m
United Airlines
Deal found 7/2![United Airlines logo]()
$402
This Southwest deal was found by Cheapflights users on 7/3. 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 8/64:20 pm
MKE
- BDL
1 stop4h 55m
Southwest
Sun 8/95:45 am
BDL
- MKE
1 stop6h 25m
Southwest
Deal found 7/3![Southwest logo]()
$391
This Delta deal was found by Cheapflights users on 7/2. 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 9/106:47 pm
MKE
- ALB
1 stop3h 22m
Delta
Sun 9/139:36 am
ALB
- MKE
1 stop4h 12m
Delta
Deal found 7/2![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 8/135:00 am
MKE
- BDL
1 stop4h 33m
United Airlines
Wed 8/196:00 am
BDL
- MKE
2 stops11h 40m
United Airlines
Deal found 7/2![United Airlines logo]()
$421
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Fri 7/176:00 am
MKE
- MVY
1 stop4h 52m
American Airlines
Sun 7/1912:22 pm
MVY
- MKE
2 stops11h 01m
American Airlines
Deal found 7/4![American Airlines logo]()
$627
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:25 pm
MKE
- ALB
1 stop7h 55m
Southwest
Sun 10/182:35 pm
ALB
- MKE
2 stops8h 55m
Southwest
Deal found 7/1![Southwest logo]()
$392
This Southwest deal was found by Cheapflights users on 7/3. 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.
Fri 8/285:00 pm
MKE
- BDL
1 stop4h 10m
Southwest
Mon 8/318:00 am
BDL
- MKE
2 stops8h 25m
Southwest
Deal found 7/3![Southwest logo]()
$396
This Southwest deal was found by Cheapflights users on 7/5. 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 12/106:35 am
MKE
- BDL
1 stop4h 20m
Southwest
Sun 12/137:25 am
BDL
- MKE
1 stop4h 35m
Southwest
Deal found 7/5![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 7/5. 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.
Sat 10/102:05 pm
MKE
- ALB
1 stop4h 10m
Southwest
Sun 10/116:00 am
ALB
- MKE
1 stop5h 25m
Southwest
Deal found 7/5![Southwest logo]()
$411
This Southwest deal was found by Cheapflights users on 7/2. 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.
Sat 8/86:00 am
MKE
- ALB
1 stop7h 30m
Southwest
Tue 8/111:25 pm
ALB
- MKE
2 stops7h 30m
Southwest
Deal found 7/2![Southwest logo]()
$411
This Southwest deal was found by Cheapflights users on 7/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:25 am
MKE
- BDL
1 stop5h 35m
Southwest
Mon 9/712:35 pm
BDL
- MKE
2 stops8h 40m
Southwest
Deal found 7/4![Southwest logo]()
$412
This United deal was found by Cheapflights users on 7/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:23 pm
MKE
- MVY
2 stops12h 42m
Multiple Airlines
Sat 8/154:45 pm
MVY
- MKE
2 stops7h 52m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$1,140
Last-minute flights from Milwaukee to MassachusettsDiscover last-minute flight deals from Milwaukee to Massachusetts. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Massachusetts. Data last updated July 6, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Wed 7/295:30 am
BOS
- MKE
1 stop4h 09m
Delta
Deal found 7/3![Delta logo]()
$207
This Delta deal was found by Cheapflights users on 7/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:50 am
MKE
- BOS
1 stop5h 47m
Delta
Sat 8/155:30 am
BOS
- MKE
1 stop4h 15m
Delta
Deal found 7/3![Delta logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 8/157:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/2![JetBlue logo]()
$214
This Frontier deal was found by Cheapflights users on 7/3. 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.
Thu 8/138:43 am
MKE
- BDL
1 stop24h 53m
Frontier
Wed 8/1912:27 pm
BDL
- MKE
1 stop23h 46m
Frontier
Deal found 7/3![Frontier logo]()
$259
This Booking.com deal was found by Cheapflights users on 7/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/138:43 am
MKE
- BDL
1 stop24h 53m
Frontier
Mon 8/1711:31 am
BDL
- MKE
1 stop24h 42m
Frontier
Deal found 7/2![Frontier logo]()
$270
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 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
Tue 8/257:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/3![JetBlue logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Wed 8/267:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/1![JetBlue logo]()
$189
This JetBlue deal was found by Cheapflights users on 7/3. 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.
Wed 8/269:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Sat 8/297:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/3![JetBlue logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 8/317:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/1![JetBlue logo]()
$209
This SmartFares deal was found by Cheapflights users on 7/5. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 8/317:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/5![JetBlue logo]()
$182
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Sat 8/295:00 am
MKE
- BOS
1 stop4h 32m
American Airlines
Mon 8/317:24 pm
BOS
- MKE
1 stop4h 50m
American Airlines
Deal found 7/4![American Airlines logo]()
$198
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 8/296:00 am
MKE
- BOS
1 stop5h 50m
United Airlines
Mon 9/76:01 am
BOS
- MKE
1 stop4h 59m
United Airlines
Deal found 7/1![United Airlines logo]()
$215
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 July 6, 2026.
Search for one-way flight options from Milwaukee to Massachusetts. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This Super.com deal was found by Cheapflights users on 7/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Deal found 7/1![JetBlue logo]()
$97
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Tue 8/41:15 pm
MKE
- BOS
1 stop6h 45m
American Airlines
Deal found 7/4![American Airlines logo]()
$98
This Delta deal was found by Cheapflights users on 7/6. 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.
Tue 8/46:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/6![Delta logo]()
$99
This United Airlines deal was found by Cheapflights users on 7/5. 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 9/125:00 am
MKE
- BOS
2 stops6h 47m
United Airlines
Deal found 7/5![United Airlines logo]()
$104
This Super.com deal was found by Cheapflights users on 7/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/1![JetBlue logo]()
$107
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 10/26:35 pm
MKE
- BOS
Nonstop2h 31m
Delta
Deal found 7/5![Delta logo]()
$109
This Super.com deal was found by Cheapflights users on 7/5. 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.
Mon 7/209:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/5![JetBlue logo]()
$112
This United Airlines deal was found by Cheapflights users on 7/5. 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.
Mon 8/37:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 7/5![United Airlines logo]()
$116
This Delta deal was found by Cheapflights users on 7/5. 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.
Fri 10/95:55 pm
MKE
- BOS
1 stop4h 25m
Delta
Deal found 7/5![Delta logo]()
$119
This United Airlines deal was found by Cheapflights users on 7/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:47 pm
MKE
- BOS
1 stop5h 23m
United Airlines
Deal found 7/4![United Airlines logo]()
$120
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/247:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 7/1![United Airlines logo]()
$121
This Booking.com deal was found by Cheapflights users on 7/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:43 am
MKE
- BDL
1 stop25h 49m
Frontier
Deal found 7/3![Frontier logo]()
$140
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 July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $182 (SmartFares) |
One-way from | $97 (Super.com) |
Popular in | February |
Cheapest in | May |
Average price | $304 |
Good round-trip deal | $217 or less |
Good one-way deal | $128 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 July 6, 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
Quickest round-trip
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Sat 9/19
11:25 am-3:04 pm
Nonstop2h 39m
Boston Logan Intl
Wed 9/23
8:45 am-10:35 am
Nonstop2h 50m
$197
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Mon 8/24
4:47 pm-11:59 pm
1 stop6h 12m
Boston Logan Intl
Sat 8/29
5:30 am-8:45 am
1 stop4h 15m
$227
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Sun 9/13
6:47 pm-1:10 am
1 stop5h 23m
Boston Logan Intl
Sun 9/20
6:00 am-10:00 am
1 stop5h 00m
$240
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 8/21
6:55 pm-10:22 pm
Nonstop2h 27m
Boston Logan Intl
Thu 8/27
5:30 am-8:55 am
1 stop4h 25m
$242
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 8/21
6:48 pm-11:59 pm
1 stop4h 11m
Boston Logan Intl
Mon 8/24
5:30 am-8:55 am
1 stop4h 25m
$252
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 10/2
6:35 pm-10:06 pm
Nonstop2h 31m
Boston Logan Intl
Mon 10/5
4:00 pm-10:21 pm
1 stop7h 21m
$252
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Tue 8/18
5:00 am-2:50 pm
2 stops8h 50m
Boston Logan Intl
Sat 8/22
6:00 pm-11:37 pm
1 stop6h 37m
$282
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Mon 8/24
7:00 am-2:55 pm
2 stops6h 55m
Boston Logan Intl
Sat 8/29
5:30 am-11:20 am
1 stop6h 50m
$292
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Mon 7/20
6:59 pm-10:26 pm
Nonstop2h 27m
Boston Logan Intl
Mon 7/27
5:30 am-8:39 am
1 stop4h 09m
$292
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Wed 8/5
11:31 am-2:59 pm
Nonstop2h 28m
Boston Logan Intl
Thu 8/6
5:30 am-8:55 am
1 stop4h 25m
$322
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-BDL
MKE-ALB
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-BDL
MKE-ALB
MKE-PVC
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 July 6, 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 41% 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 July 4, 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 July 6, 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
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
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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Alternative routes for Milwaukee to Massachusetts
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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 July 6, 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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$168 | Average$301 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$176 | Average$297 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$176 | Average$305 | FlexibilityNo cancel fee | On-time71% |