$98+ Cheap flights from Massachusetts to Wisconsin
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 9/7. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MKE
Sep 5 — Sep 121
Round-trip
1 adult, Economy
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Find cheap flights from Massachusetts to Wisconsin with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Massachusetts to WisconsinExplore the most affordable flight options available from Massachusetts to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 6, 2026.
Explore the most affordable flight options available from Massachusetts to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 6, 2026.
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/1![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/1![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/4![Frontier logo]()
$168
This CheapTickets deal was found by Cheapflights users on 8/3. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/3![Frontier logo]()
$169
This CheapTickets deal was found by Cheapflights users on 8/1. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/1![Frontier logo]()
$170
This Priceline deal was found by Cheapflights users on 8/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm -
1 stop8h 23m
Fri 9/49:10 pm -
1 stop10h 59m
Deal found 8/1![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:52 pm -
1 stop6h 31m
Fri 9/183:50 pm -
1 stop18h 01m
Deal found 8/3![Frontier logo]()
$182
This CheapOair deal was found by Cheapflights users on 8/4. 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.
Sat 9/512:45 pm -
1 stop8h 23m
Sat 9/123:50 pm -
1 stop18h 08m
Deal found 8/4![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 8/1. 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.
Mon 8/3110:04 am -
1 stop26h 09m
Thu 9/312:10 pm -
1 stop19h 59m
Deal found 8/1![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:30 am -
Nonstop2h 32m
Wed 9/3010:55 am -
Nonstop2h 14m
Deal found 8/5![JetBlue logo]()
$205
This Delta deal was found by Cheapflights users on 8/4. 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.
Wed 9/234:15 pm -
Nonstop2h 37m
Wed 9/306:35 pm -
Nonstop2h 31m
Deal found 8/4![Delta logo]()
$207
This Priceline deal was found by Cheapflights users on 8/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:05 am -
1 stop9h 10m
Tue 10/1311:25 am -
Nonstop2h 39m
Deal found 8/1![Multiple Airlines logo]()
$208
Best flights from Massachusetts to WisconsinDiscover carefully curated flight deals from Massachusetts to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
Discover carefully curated flight deals from Massachusetts to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 6, 2026.
This United Airlines deal was found by Cheapflights users on 8/1. 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 9/227:46 am -
Nonstop2h 59m
Tue 9/291:55 pm -
Nonstop2h 42m
Deal found 8/1![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 8/2. 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.
Tue 8/184:20 pm -
Nonstop2h 52m
Tue 8/256:55 pm -
Nonstop2h 27m
Deal found 8/2![Delta logo]()
$237
This JetBlue deal was found by Cheapflights users on 8/1. 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.
Sat 9/126:19 am -
1 stop8h 26m
Sun 9/138:24 pm -
Nonstop2h 45m
Deal found 8/1![JetBlue logo]()
$249
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 9/57:05 am -
1 stop5h 00m
Tue 9/83:10 pm -
2 stops6h 10m
Deal found 8/1![Southwest logo]()
$252
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/2910:48 am -
1 stop7h 13m
Mon 8/317:35 pm -
Nonstop2h 19m
Deal found 7/31![American Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 8/308:31 pm -
Nonstop2h 59m
Sun 9/61:55 pm -
Nonstop2h 41m
Deal found 8/1![United Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 8/197:30 am -
Nonstop2h 56m
Thu 8/207:55 am -
Nonstop2h 29m
Deal found 8/3![Delta logo]()
$245
This JetBlue deal was found by Cheapflights users on 8/4. 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 9/126:19 am -
1 stop8h 26m
Mon 9/143:00 pm -
1 stop7h 39m
Deal found 8/4![JetBlue logo]()
$261
This Delta deal was found by Cheapflights users on 8/2. 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.
Sat 10/107:00 am -
1 stop6h 19m
Tue 10/135:55 pm -
1 stop4h 25m
Deal found 8/2![Delta logo]()
$247
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:42 pm -
Nonstop2h 58m
Sun 9/137:55 pm -
Nonstop2h 35m
Deal found 8/5![United Airlines logo]()
$250
This JetBlue deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/245:35 am -
1 stop9h 04m
Mon 10/262:35 pm -
1 stop8h 44m
Deal found 8/5![JetBlue logo]()
$261
This Southwest deal was found by Cheapflights users on 8/1. 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.
Tue 10/206:30 pm -
1 stop4h 45m
Mon 10/264:35 pm -
2 stops6h 30m
Deal found 8/1![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:42 pm -
Nonstop2h 58m
Thu 8/2012:52 pm -
Nonstop2h 35m
Deal found 8/5![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 8/1. 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.
Thu 9/105:40 am -
1 stop4h 08m
Mon 9/1411:35 am -
Nonstop2h 33m
Deal found 8/1![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 8/3. 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.
Tue 8/255:25 am -
2 stops6h 40m
Thu 8/277:00 am -
2 stops6h 55m
Deal found 8/3![Southwest logo]()
$297
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/67:30 am -
1 stop5h 48m
Sat 10/108:29 am -
1 stop5h 20m
Deal found 7/31![American Airlines logo]()
$335
This JetBlue deal was found by Cheapflights users on 8/4. 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.
Wed 9/237:00 am -
1 stop7h 45m
Sun 9/273:00 pm -
1 stop7h 14m
Deal found 8/4![JetBlue logo]()
$299
This Delta deal was found by Cheapflights users on 8/2. 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 8/137:30 am -
Nonstop2h 56m
Mon 8/173:19 pm -
Nonstop2h 40m
Deal found 8/2![Delta logo]()
$276
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Thu 10/159:55 am -
Nonstop2h 34m
Mon 10/196:10 pm -
Nonstop2h 12m
Deal found 8/4![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 9/125:30 am -
2 stops6h 35m
Mon 9/145:45 am -
2 stops7h 45m
Deal found 8/1![Southwest logo]()
$307
This JetBlue deal was found by Cheapflights users on 8/1. 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.
Sun 8/168:10 am -
Nonstop2h 56m
Thu 8/2011:01 am -
Nonstop2h 27m
Deal found 8/1![JetBlue logo]()
$301
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 8/157:30 am -
Nonstop2h 56m
Wed 8/193:19 pm -
Nonstop2h 40m
Deal found 8/3![Delta logo]()
$276
This American Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:26 pm -
1 stop5h 26m
Mon 10/55:25 am -
1 stop5h 11m
Deal found 8/6![American Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:42 pm -
Nonstop2h 58m
Sat 8/227:59 pm -
Nonstop2h 35m
Deal found 8/5![United Airlines logo]()
$286
This Southwest deal was found by Cheapflights users on 8/3. 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 8/2710:30 am -
2 stops11h 30m
Sun 8/305:45 am -
1 stop4h 40m
Deal found 8/3![Southwest logo]()
$322
This Delta deal was found by Cheapflights users on 8/3. 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.
Sat 9/55:06 pm -
1 stop4h 24m
Sun 9/66:40 am -
1 stop5h 46m
Deal found 8/3![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Wed 9/912:12 pm -
Nonstop2h 45m
Fri 9/1111:06 am -
Nonstop2h 23m
Deal found 8/2![United Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/22:35 pm -
2 stops8h 55m
Sun 10/46:25 pm -
1 stop4h 40m
Deal found 7/31![Southwest logo]()
$357
This JetBlue deal was found by Cheapflights users on 8/4. 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.
Fri 10/26:25 am -
1 stop4h 33m
Tue 10/63:00 pm -
1 stop7h 14m
Deal found 8/4![JetBlue logo]()
$359
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:20 pm -
1 stop5h 37m
Mon 10/126:02 pm -
1 stop4h 31m
Deal found 8/5![American Airlines logo]()
$437
Last-minute flights from Massachusetts to WisconsinDiscover last-minute flight deals from Massachusetts to Wisconsin. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Massachusetts to Wisconsin. Data last updated August 6, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/1![Frontier logo]()
$167
This CheapOair deal was found by Cheapflights users on 8/1. 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.
Mon 8/3110:04 am -
1 stop26h 09m
Thu 9/312:10 pm -
1 stop19h 59m
Deal found 8/1![Frontier logo]()
$198
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/1![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 8/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm -
1 stop8h 23m
Sat 9/57:44 pm -
1 stop12h 25m
Deal found 8/4![Frontier logo]()
$168
This CheapTickets deal was found by Cheapflights users on 8/3. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/3![Frontier logo]()
$169
This Priceline deal was found by Cheapflights users on 8/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm -
1 stop8h 23m
Fri 9/49:10 pm -
1 stop10h 59m
Deal found 8/1![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 8/4. 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.
Sat 9/512:45 pm -
1 stop8h 23m
Sat 9/123:50 pm -
1 stop18h 08m
Deal found 8/4![Frontier logo]()
$186
This CheapTickets deal was found by Cheapflights users on 8/1. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:45 pm -
1 stop8h 23m
Wed 9/93:50 pm -
1 stop17h 32m
Deal found 8/1![Frontier logo]()
$170
This Trip.com deal was found by Cheapflights users on 8/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:54 pm -
1 stop6h 29m
Sat 9/123:50 pm -
1 stop18h 08m
Deal found 8/4![Frontier logo]()
$175
This Super.com deal was found by Cheapflights users on 8/3. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:52 pm -
1 stop6h 31m
Fri 9/183:50 pm -
1 stop18h 01m
Deal found 8/3![Frontier logo]()
$182
This Super.com deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:30 am -
Nonstop2h 32m
Wed 9/3010:55 am -
Nonstop2h 14m
Deal found 8/5![JetBlue logo]()
$205
This Delta deal was found by Cheapflights users on 8/4. 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.
Wed 9/234:15 pm -
Nonstop2h 37m
Wed 9/306:35 pm -
Nonstop2h 31m
Deal found 8/4![Delta logo]()
$207
One-way flights from Massachusetts to WisconsinSearch for one-way flight options from Massachusetts to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
Search for one-way flight options from Massachusetts to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 6, 2026.
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/710:04 am -
1 stop14h 04m
Deal found 8/4![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 8/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:36 am -
1 stop12h 23m
Deal found 8/1![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 8/3. 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 9/1111:36 am -
1 stop12h 23m
Deal found 8/3![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:30 am -
Nonstop2h 32m
Deal found 8/5![JetBlue logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 8/3. 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 9/97:00 am -
Nonstop2h 48m
Deal found 8/3![JetBlue logo]()
$102
This Delta deal was found by Cheapflights users on 8/4. 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.
Wed 9/94:05 pm -
Nonstop2h 56m
Deal found 8/4![Delta logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 8/1. 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 9/165:00 pm -
Nonstop3h 01m
Deal found 8/1![JetBlue logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/238:30 am -
Nonstop2h 32m
Deal found 7/31![JetBlue logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 8/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:00 pm -
Nonstop3h 22m
Deal found 8/4![JetBlue logo]()
$112
This Super.com deal was found by Cheapflights users on 8/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:59 am -
1 stop8h 54m
Deal found 8/4![Frontier logo]()
$113
This JetBlue deal was found by Cheapflights users on 8/3. 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 10/38:30 am -
Nonstop2h 32m
Deal found 8/3![JetBlue logo]()
$114
This Priceline deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:45 pm -
1 stop8h 23m
Deal found 8/5![Frontier logo]()
$114
Find flight deals from Massachusetts to Wisconsin
Keep the following information in mind while searching for Massachusetts to Wisconsin flight deals. Data was last updated August 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $166 (Frontier) |
One-way from | $98 (Super.com) |
Popular in | November |
Cheapest in | May |
Average price | $277 |
Good round-trip deal | $207 or less |
Good one-way deal | $138 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Massachusetts to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 6, 2026.
Use the filters below to find and compare flights from Massachusetts to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Tue 9/22
7:46 am-9:45 am
Nonstop2h 59m
Chicago O'Hare Intl
Tue 9/29
1:55 pm-5:37 pm
Nonstop2h 42m
$217
BostonMilwaukee
BOS Boston Logan Intl - MKE Milwaukee-Mitchell
BOSMKE
Boston Logan Intl
Tue 8/18
4:20 pm-6:12 pm
Nonstop2h 52m
Milwaukee-Mitchell
Tue 8/25
6:55 pm-10:22 pm
Nonstop2h 27m
$237
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sun 8/30
8:31 pm-10:30 pm
Nonstop2h 59m
Chicago O'Hare Intl
Sun 9/6
1:55 pm-5:36 pm
Nonstop2h 41m
$240
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Wed 8/19
7:30 am-9:26 am
Nonstop2h 56m
Chicago O'Hare Intl
Thu 8/20
7:55 am-11:24 am
Nonstop2h 29m
$245
BostonMilwaukee
BOS Boston Logan Intl - MKE Milwaukee-Mitchell
BOSMKE
Boston Logan Intl
Sat 10/10
7:00 am-12:19 pm
1 stop6h 19m
Milwaukee-Mitchell
Tue 10/13
5:55 pm-11:20 pm
1 stop4h 25m
$247
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Sat 9/12
6:19 am-1:45 pm
1 stop8h 26m
Chicago O'Hare Intl
Sun 9/13
8:24 pm-12:09 am
Nonstop2h 45m
$249
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Fri 9/11
6:42 pm-8:40 pm
Nonstop2h 58m
Chicago O'Hare Intl
Sun 9/13
7:55 pm-11:30 pm
Nonstop2h 35m
$250
BostonMilwaukee
BOS Boston Logan Intl - MKE Milwaukee-Mitchell
BOSMKE
Boston Logan Intl
Sat 9/5
7:05 am-11:05 am
1 stop5h 00m
Milwaukee-Mitchell
Tue 9/8
3:10 pm-10:20 pm
2 stops6h 10m
$252
BostonChicago
BOS Boston Logan Intl - ORD Chicago O'Hare Intl
BOSORD
Boston Logan Intl
Wed 8/19
6:42 pm-8:40 pm
Nonstop2h 58m
Chicago O'Hare Intl
Thu 8/20
12:52 pm-4:27 pm
Nonstop2h 35m
$255
BostonMilwaukee
BOS Boston Logan Intl - MKE Milwaukee-Mitchell
BOSMKE
Boston Logan Intl
Thu 9/10
5:40 am-8:48 am
1 stop4h 08m
Milwaukee-Mitchell
Mon 9/14
11:35 am-3:08 pm
Nonstop2h 33m
$257
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Massachusetts to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Massachusetts with our price prediction graph.
BOS-ORD
BOS-MKE
BOS-MSP
BDL-ORD
BDL-MKE
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 Massachusetts to Wisconsin
USMA-USWI
BOS-ORD
BOS-MKE
BOS-MSP
BDL-ORD
What is the cheapest month to book a flight from Massachusetts to Wisconsin?
Currently, January is the cheapest month in which you can book a flight from Massachusetts to Wisconsin (average of $314). Flying from Massachusetts to Wisconsin in April is currently the most expensive (average of $452). 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 MA to WI?
Find hourly flight availability from Massachusetts to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 6, 2026.
When flying from Massachusetts to Wisconsin, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 5% versus a flight in the morning.
How much does it cost to fly round-trip from Massachusetts to Wisconsin?
Airfare is below average for this route at the moment.
Massachusetts to Wisconsin flights typically cost between $206 and $392 in August.The cheapest round-trip price found within the last 5 days was $198 on Frontier (Aug 31-Sep 3).
How far ahead should I book a flight from Massachusetts to Wisconsin?
Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Massachusetts to Wisconsin. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Massachusetts to Wisconsin?
Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Wisconsin. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Massachusetts to Wisconsin flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated August 6, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Massachusetts to Wisconsin by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Massachusetts to Wisconsin. 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 Massachusetts to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Massachusetts to Wisconsin by cabin class
Find flights from Massachusetts to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Massachusetts and Wisconsin flights
Browse other Massachusetts and Wisconsin flight options. Last updated on August 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Wisconsin
Find the right flight back to Massachusetts after your stay in Wisconsin
Massachusetts to Wisconsin flights
Consider these flights traveling from Massachusetts to Wisconsin.
Top 5 airlines flying from Massachusetts to Wisconsin
Discover the top 5 airlines that operate flights from Massachusetts to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$113 | Average$255 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$124 | Average$425 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$186 | Average$292 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$186 | Average$421 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$196 | Average$453 | FlexibilityNo cancel fee | On-time71% |