$99+ Cheap flights from Maine 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Sep 2 — Sep 91
Round-trip
1 adult, Economy
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Find cheap flights from Maine to Wisconsin with Cheapflights
1. Tell us where you want to go
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Cheapest flights from Maine to WisconsinExplore the most affordable flight options available from Maine to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 3, 2026.
Explore the most affordable flight options available from Maine to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 3, 2026.
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/2111:28 am
BOS
- ORD
1 stop10h 00m
Frontier
Fri 10/239:33 pm
ORD
- BOS
1 stop12h 19m
Frontier
Deal found 7/30![Frontier logo]()
$161
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 7/31![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
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/57:44 pm
ORD
- BOS
1 stop12h 25m
Frontier
Deal found 8/1![Frontier logo]()
$167
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/812:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Fri 9/183:50 pm
ORD
- BOS
1 stop18h 01m
Frontier
Deal found 7/30![Frontier logo]()
$168
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
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/1![Frontier logo]()
$170
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/1412:54 pm
BOS
- ORD
1 stop6h 29m
Frontier
Fri 9/183:50 pm
ORD
- BOS
1 stop18h 01m
Frontier
Deal found 7/29![Frontier logo]()
$171
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 8/2![Frontier logo]()
$172
This Jettzy 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:45 pm
BOS
- ORD
1 stop8h 23m
Frontier
Wed 9/93:50 pm
ORD
- BOS
1 stop17h 32m
Frontier
Deal found 8/1![Frontier logo]()
$175
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:17 am
BOS
- ORD
1 stop12h 42m
Frontier
Sat 9/123:50 pm
ORD
- BOS
1 stop18h 08m
Frontier
Deal found 7/31![Frontier logo]()
$181
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:15 am
BOS
- ORD
1 stop29h 01m
Frontier
Sun 10/186:05 am
ORD
- BOS
1 stop25h 15m
Frontier
Deal found 7/31![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
BOS
- MKE
1 stop26h 09m
Frontier
Thu 9/312:10 pm
MKE
- BOS
1 stop19h 59m
Frontier
Deal found 8/1![Frontier logo]()
$198
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
BOS
- MKE
1 stop9h 10m
Multiple Airlines
Tue 10/1311:25 am
MKE
- BOS
Nonstop2h 39m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$208
Best flights from Maine to WisconsinDiscover carefully curated flight deals from Maine to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 3, 2026.
Discover carefully curated flight deals from Maine to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 3, 2026.
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/208:50 pm
BOS
- ORD
Nonstop2h 54m
Delta
Mon 8/243:19 pm
ORD
- BOS
Nonstop2h 40m
Delta
Deal found 7/29![Delta logo]()
$235
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/128:30 am
BOS
- MKE
Nonstop2h 32m
JetBlue
Mon 9/1410:55 am
MKE
- BOS
Nonstop2h 14m
JetBlue
Deal found 7/29![JetBlue logo]()
$239
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/46:42 pm
BOS
- ORD
Nonstop2h 58m
United Airlines
Sun 9/63:35 pm
ORD
- BOS
Nonstop2h 44m
United Airlines
Deal found 7/30![United Airlines logo]()
$245
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
BOS
- MKE
1 stop5h 00m
Southwest
Tue 9/83:10 pm
MKE
- BOS
2 stops6h 10m
Southwest
Deal found 8/1![Southwest logo]()
$252
This Sun Country Air 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:47 pm
PWM
- MSP
Nonstop3h 03m
Sun Country Air
Sun 8/238:00 am
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 8/1![Sun Country Air logo]()
$298
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/135:09 pm
PWM
- MSN
2 stops8h 03m
American Airlines
Sat 10/173:28 pm
MSN
- PWM
2 stops7h 13m
American Airlines
Deal found 7/29![American Airlines logo]()
$311
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
BOS
- MKE
1 stop6h 19m
Delta
Tue 10/136:35 pm
MKE
- BOS
Nonstop2h 27m
Delta
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.
Wed 8/265:10 am
BOS
- ORD
1 stop9h 29m
JetBlue
Wed 9/211:01 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 8/1![JetBlue logo]()
$248
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/35:25 am
BOS
- MKE
1 stop5h 15m
Southwest
Tue 10/62:20 pm
MKE
- BOS
2 stops7h 20m
Southwest
Deal found 7/29![Southwest logo]()
$252
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
BOS
- MKE
Nonstop2h 52m
Delta
Tue 8/256:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 8/2![Delta logo]()
$237
This JetBlue deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/127:00 am
BOS
- ORD
Nonstop2h 48m
JetBlue
Mon 9/1410:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/30![JetBlue logo]()
$250
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:25 am
BOS
- MKE
2 stops6h 40m
Southwest
Tue 9/18:20 am
MKE
- BOS
2 stops7h 45m
Southwest
Deal found 7/30![Southwest logo]()
$257
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/86:43 pm
BOS
- ORD
Nonstop2h 57m
United Airlines
Sat 8/157:05 am
ORD
- BOS
1 stop4h 45m
United Airlines
Deal found 7/30![United Airlines logo]()
$286
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.
Sat 9/195:40 am
BOS
- MKE
1 stop4h 08m
Delta
Sat 9/192:35 pm
MKE
- BOS
Nonstop2h 32m
Delta
Deal found 8/1![Delta logo]()
$237
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/54:09 pm
BOS
- ORD
1 stop6h 49m
JetBlue
Tue 9/811:01 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 7/29![JetBlue logo]()
$257
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.
Thu 9/175:50 am
BOS
- MKE
1 stop7h 05m
Southwest
Mon 9/215:45 am
MKE
- BOS
1 stop4h 55m
Southwest
Deal found 7/31![Southwest logo]()
$267
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:32 am
BGR
- ORD
Nonstop3h 02m
United Airlines
Sun 9/135:55 pm
ORD
- BGR
Nonstop2h 52m
United Airlines
Deal found 7/31![United Airlines logo]()
$299
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
BOS
- MKE
1 stop4h 08m
Delta
Mon 9/1411:35 am
MKE
- BOS
Nonstop2h 33m
Delta
Deal found 8/1![Delta logo]()
$257
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Wed 9/3010:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/31![JetBlue logo]()
$259
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.
Mon 8/311:30 pm
PWM
- MSN
1 stop7h 00m
American Airlines
Sun 9/62:35 pm
MSN
- PWM
1 stop7h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$349
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.
Thu 10/297:30 pm
PWM
- ORD
1 stop5h 09m
United Airlines
Mon 11/26:18 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 8/2![United Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am
BOS
- MKE
1 stop6h 38m
Delta
Tue 10/135:55 pm
MKE
- BOS
1 stop4h 25m
Delta
Deal found 7/30![Delta logo]()
$259
This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/124:11 pm
BOS
- ORD
1 stop6h 47m
JetBlue
Sun 9/137:00 am
ORD
- BOS
1 stop7h 14m
JetBlue
Deal found 7/29![JetBlue logo]()
$261
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:00 am
PWM
- MSN
1 stop6h 43m
American Airlines
Sun 9/208:02 am
MSN
- PWM
1 stop7h 22m
American Airlines
Deal found 8/2![American Airlines logo]()
$349
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.
Thu 9/177:17 pm
BGR
- ORD
1 stop6h 11m
United Airlines
Sun 9/205:55 pm
ORD
- BGR
Nonstop2h 52m
United Airlines
Deal found 8/2![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 12/811:40 am
PWM
- ORD
2 stops7h 53m
Delta
Tue 12/157:00 am
ORD
- PWM
1 stop4h 08m
Delta
Deal found 7/30![Delta logo]()
$260
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:15 am
BOS
- ORD
1 stop5h 43m
JetBlue
Thu 10/110:59 am
ORD
- BOS
1 stop5h 22m
JetBlue
Deal found 7/31![JetBlue logo]()
$286
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.
Wed 9/238:30 am
BOS
- MSP
2 stops8h 20m
Southwest
Tue 9/296:15 am
MSP
- BOS
1 stop5h 00m
Southwest
Deal found 7/31![Southwest logo]()
$354
This KAYAK deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:15 pm
BOS
- ORD
Nonstop2h 49m
Delta
Fri 9/183:05 pm
ORD
- BOS
Nonstop2h 47m
Delta
Deal found 7/30![Delta logo]()
$279
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/104:48 pm
PWM
- ORD
Nonstop2h 57m
United Airlines
Wed 1/136:00 pm
ORD
- PWM
Nonstop2h 27m
United Airlines
Deal found 7/31![United Airlines logo]()
$355
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated August 3, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated August 3, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/128:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Wed 8/199:35 am
ORD
- BOS
1 stop6h 42m
JetBlue
Deal found 7/29![JetBlue logo]()
$237
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:53 pm
BOS
- ORD
Nonstop3h 11m
American Airlines
Wed 8/193:00 pm
ORD
- BOS
Nonstop2h 40m
American Airlines
Deal found 7/29![American Airlines logo]()
$240
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.
Tue 8/187:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Tue 8/259:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/31![JetBlue logo]()
$235
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/189:10 am
BOS
- MKE
Nonstop2h 41m
Delta
Tue 8/256:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/29![Delta logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/197:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Wed 8/269:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/29![JetBlue logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/227:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Wed 8/269:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/29![JetBlue logo]()
$225
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/225:30 am
BOS
- MKE
1 stop4h 15m
Delta
Wed 8/266:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/29![Delta logo]()
$239
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/227:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Sat 8/299:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/30![JetBlue logo]()
$245
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:10 am
BOS
- MKE
Nonstop2h 34m
Multiple Airlines
Thu 8/2712:10 pm
MKE
- BOS
1 stop19h 59m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$218
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/259:10 am
BOS
- MKE
Nonstop2h 41m
Delta
Tue 9/111:31 am
MKE
- BOS
Nonstop2h 28m
Delta
Deal found 7/30![Delta logo]()
$229
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.
Tue 8/257:00 pm
BOS
- MKE
1 stop5h 37m
United Airlines
Wed 8/265:00 am
MKE
- BOS
1 stop5h 19m
United Airlines
Deal found 8/2![United Airlines logo]()
$242
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
BOS
- MKE
1 stop26h 09m
Frontier
Thu 9/312:10 pm
MKE
- BOS
1 stop19h 59m
Frontier
Deal found 8/1![Frontier logo]()
$198
One-way flights from Maine to WisconsinSearch for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
This Sun Country Air 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:03 pm
PWM
- MSP
Nonstop3h 03m
Sun Country Air
Deal found 8/2![Sun Country Air logo]()
$99
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:36 am
BOS
- ORD
1 stop12h 23m
Frontier
Deal found 7/31![Frontier logo]()
$99
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2710:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Deal found 7/30![Frontier logo]()
$101
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/710:04 am
BOS
- ORD
1 stop14h 04m
Frontier
Deal found 8/2![Frontier logo]()
$103
This Super.com deal was found by Cheapflights users on 7/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/214:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Deal found 7/28![JetBlue logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/35:00 pm
BOS
- ORD
Nonstop3h 01m
JetBlue
Deal found 7/29![JetBlue logo]()
$107
This Super.com deal was found by Cheapflights users on 7/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 7/28![JetBlue logo]()
$108
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 8/2![JetBlue logo]()
$109
This Flysmarter deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/284:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Deal found 7/29![JetBlue logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/29![JetBlue logo]()
$112
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/267:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/29![JetBlue logo]()
$113
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:15 am
BOS
- MKE
Nonstop2h 40m
Delta
Deal found 7/29![Delta logo]()
$114
Find flight deals from Maine to Wisconsin
Keep the following information in mind while searching for Maine to Wisconsin flight deals. Data was last updated August 3, 2026.
Round-trip from | $161 (Frontier) |
|---|---|
One-way from | $99 (Sun Country Air) |
Popular in | August |
Cheapest in | November |
Average price | $1,117 |
Cheapflights Fare Finder
Customize your flight search to find flights from Maine 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 3, 2026.
Use the filters below to find and compare flights from Maine to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/20
8:50 pm-10:44 pm
Nonstop2h 54m
Chicago O'Hare Intl
Mon 8/24
3:19 pm-6:59 pm
Nonstop2h 40m
$235
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Sat 10/10
7:00 am-12:19 pm
1 stop6h 19m
Milwaukee-Mitchell
Tue 10/13
6:35 pm-10:02 pm
Nonstop2h 27m
$237
BostonMilwaukee
BOS - MKE
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
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Sat 9/19
5:40 am-8:48 am
1 stop4h 08m
Milwaukee-Mitchell
Sat 9/19
2:35 pm-6:07 pm
Nonstop2h 32m
$237
Quickest round-trip
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Sat 9/12
8:30 am-10:02 am
Nonstop2h 32m
Milwaukee-Mitchell
Mon 9/14
10:55 am-2:09 pm
Nonstop2h 14m
$239
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/4
6:42 pm-8:40 pm
Nonstop2h 58m
Chicago O'Hare Intl
Sun 9/6
3:35 pm-7:19 pm
Nonstop2h 44m
$245
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/26
5:10 am-1:39 pm
1 stop9h 29m
Chicago O'Hare Intl
Wed 9/2
11:01 am-2:28 pm
Nonstop2h 27m
$248
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/12
7:00 am-8:48 am
Nonstop2h 48m
Chicago O'Hare Intl
Mon 9/14
10:59 am-5:21 pm
1 stop5h 22m
$250
BostonMilwaukee
BOS - MKE
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
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Sat 10/3
5:25 am-9:40 am
1 stop5h 15m
Milwaukee-Mitchell
Tue 10/6
2:20 pm-10:40 pm
2 stops7h 20m
$252
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Maine to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Maine with our price prediction graph.
BOS-MKE
BOS-ORD
BOS-MSP
BGR-MSP
PWM-ORD
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 Maine to Wisconsin
USME-USWI
BOS-MKE
BOS-ORD
BOS-MSP
BGR-MSP
What is the cheapest month to book a flight from Maine to Wisconsin?
Currently, November is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $328). Flying from Maine to Wisconsin in December is currently the most expensive (average of $583). 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.
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 3, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Maine to Wisconsin by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Maine to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Maine 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 Maine to Wisconsin by cabin class
Find flights from Maine to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Maine and Wisconsin flights
Browse other Maine and Wisconsin flight options. Last updated on August 3, 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 Maine after your stay in Wisconsin
Maine to Wisconsin flights
Consider these flights traveling from Maine to Wisconsin.
Top 4 airlines flying from Maine to Wisconsin
Discover the top 4 airlines that operate flights from Maine 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 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$374 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$419 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$415 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$324 | Average$399 | FlexibilityNo cancel fee | On-time63% |