$94+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Aug 17 — Aug 241
Round-trip
1 adult, Economy
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Find cheap flights from Maine to Wisconsin with Cheapflights
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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 July 18, 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 July 18, 2026.
This deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:05 am
BOS
- ORD
1 stop5h 51m
JetBlue
Sat 11/148:24 pm
ORD
- BOS
Nonstop2h 32m
JetBlue
Deal found 7/14![JetBlue logo]()
$178
This Super.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/45:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Fri 8/76:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Deal found 7/13![JetBlue logo]()
$179
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/42:45 pm
BOS
- ORD
1 stop8h 13m
JetBlue
Thu 8/66:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 7/14![JetBlue logo]()
$182
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/275:01 am
BOS
- ORD
1 stop4h 45m
JetBlue
Mon 8/315:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 7/14![JetBlue logo]()
$183
This SmartFares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Sun 8/235:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Sat 8/296:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 7/15![JetBlue logo]()
$184
This SmartFares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Wed 8/264:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Thu 8/276:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 7/14![JetBlue logo]()
$186
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/96:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Sat 9/126:30 am
ORD
- BOS
1 stop7h 10m
JetBlue
Deal found 7/14![JetBlue logo]()
$187
This Super.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/155:15 am
BOS
- ORD
1 stop7h 32m
JetBlue
Wed 9/168:24 pm
ORD
- BOS
Nonstop2h 34m
JetBlue
Deal found 7/13![JetBlue logo]()
$188
This SmartFares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Mon 8/245:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Thu 8/278:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/15![JetBlue logo]()
$190
This Super.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/1912:44 pm
BOS
- ORD
1 stop5h 51m
JetBlue
Wed 8/266:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Deal found 7/18![JetBlue logo]()
$192
This Super.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/55:01 am
BOS
- ORD
1 stop4h 46m
JetBlue
Sat 8/85:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 7/15![JetBlue logo]()
$193
This Cheapflightsfares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 7/15![JetBlue logo]()
$195
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 July 18, 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 July 18, 2026.
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 9/195:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Tue 9/229:38 am
ORD
- BOS
Nonstop2h 28m
JetBlue
Deal found 7/15![JetBlue logo]()
$197
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/237:40 pm
BOS
- ORD
Nonstop2h 48m
Delta
Mon 10/267:30 am
ORD
- BOS
Nonstop2h 36m
Delta
Deal found 7/14![Delta logo]()
$215
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:50 am
BOS
- ORD
Nonstop2h 53m
United Airlines
Fri 8/712:53 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 7/13![United Airlines logo]()
$215
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 9/165:35 am
BOS
- MKE
1 stop5h 05m
Southwest
Fri 9/184:50 pm
MKE
- BOS
1 stop4h 40m
Southwest
Deal found 7/15![Southwest logo]()
$227
This American Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/15:55 pm
BGR
- ORD
Nonstop3h 25m
American Airlines
Sun 10/48:45 pm
ORD
- BGR
Nonstop2h 51m
American Airlines
Deal found 7/15![American Airlines logo]()
$289
This Orbitz deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:45 am
BOS
- MKE
Nonstop2h 50m
Multiple Airlines
Sun 9/208:10 pm
MKE
- BOS
1 stop12h 59m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$304
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/124:00 pm
BOS
- ORD
1 stop7h 06m
JetBlue
Wed 9/169:38 am
ORD
- BOS
Nonstop2h 28m
JetBlue
Deal found 7/14![JetBlue logo]()
$199
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 10/1512:45 pm
BOS
- ORD
Nonstop2h 52m
United Airlines
Tue 10/209:05 am
ORD
- BOS
Nonstop2h 43m
United Airlines
Deal found 7/18![United Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/27:00 am
BOS
- MKE
1 stop6h 36m
Delta
Tue 9/85:47 pm
MKE
- BOS
1 stop4h 30m
Delta
Deal found 7/13![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/198:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Wed 8/268:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/14![JetBlue logo]()
$215
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/48:50 pm
BOS
- ORD
Nonstop2h 54m
Delta
Tue 9/87:05 pm
ORD
- BOS
Nonstop2h 42m
Delta
Deal found 7/16![Delta logo]()
$225
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/129:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sat 8/1510:25 am
ORD
- BOS
Nonstop2h 42m
United Airlines
Deal found 7/17![United Airlines logo]()
$225
This JetBlue deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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.
Tue 8/182:45 pm
BOS
- ORD
1 stop8h 13m
JetBlue
Fri 8/218:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/17![JetBlue logo]()
$218
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 11/208:10 pm
BOS
- ORD
Nonstop2h 54m
Delta
Tue 11/247:00 am
ORD
- BOS
Nonstop2h 28m
Delta
Deal found 7/18![Delta logo]()
$225
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/158:31 pm
BOS
- ORD
Nonstop2h 58m
United Airlines
Sun 10/186:10 am
ORD
- BOS
Nonstop2h 23m
United Airlines
Deal found 7/16![United Airlines logo]()
$225
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/102:15 pm
BOS
- MKE
2 stops7h 00m
Southwest
Mon 9/145:45 am
MKE
- BOS
2 stops7h 45m
Southwest
Deal found 7/16![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/177:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Wed 8/196:00 am
ORD
- BOS
1 stop4h 17m
United Airlines
Deal found 7/18![United Airlines logo]()
$235
This JetBlue deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 9/57:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Sun 9/69:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/17![JetBlue logo]()
$238
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/136:02 am
PWM
- MSN
1 stop7h 06m
American Airlines
Mon 8/172:45 pm
MSN
- PWM
1 stop7h 03m
American Airlines
Deal found 7/14![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/2112:40 pm
BOS
- MKE
2 stops8h 10m
Southwest
Mon 8/245:45 am
MKE
- BOS
1 stop4h 55m
Southwest
Deal found 7/18![Southwest logo]()
$302
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/89:00 am
BOS
- MKE
Nonstop2h 46m
Delta
Mon 10/126:35 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/16![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/135:00 am
BOS
- MKE
1 stop5h 35m
Southwest
Sat 8/156:15 am
MKE
- BOS
2 stops7h 30m
Southwest
Deal found 7/15![Southwest logo]()
$307
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/155:30 am
BOS
- MKE
1 stop4h 15m
Delta
Mon 8/176:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/15![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/66:00 am
PWM
- ORD
Nonstop3h 00m
United Airlines
Sat 8/86:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 7/13![United Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/202:15 pm
BOS
- MSP
2 stops9h 10m
Southwest
Thu 8/275:45 am
MSP
- BOS
2 stops7h 45m
Southwest
Deal found 7/13![Southwest logo]()
$348
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/35:51 am
BOS
- MSP
Nonstop3h 09m
Delta
Wed 9/98:05 pm
MSP
- BOS
Nonstop2h 54m
Delta
Deal found 7/14![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/126:03 am
PWM
- ORD
Nonstop2h 57m
United Airlines
Wed 8/192:00 pm
ORD
- PWM
Nonstop2h 42m
United Airlines
Deal found 7/15![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 10/25:55 am
BOS
- MSP
Nonstop3h 10m
Delta
Mon 10/56:15 pm
MSP
- BOS
Nonstop2h 58m
Delta
Deal found 7/17![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 10/233:25 pm
PWM
- MSP
2 stops10h 00m
Southwest
Sun 10/255:20 am
MSP
- PWM
1 stop6h 10m
Southwest
Deal found 7/15![Southwest logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/207:05 am
BOS
- MSP
1 stop6h 00m
United Airlines
Sat 8/298:00 am
MSP
- BOS
1 stop5h 07m
United Airlines
Deal found 7/13![United Airlines logo]()
$319
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated July 18, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated July 18, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Sun 8/28:07 am
BOS
- ORD
Nonstop2h 58m
JetBlue
Wed 8/56:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Deal found 7/14![JetBlue logo]()
$195
This Super.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/45:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Fri 8/76:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Deal found 7/13![JetBlue logo]()
$179
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/42:45 pm
BOS
- ORD
1 stop8h 13m
JetBlue
Thu 8/66:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 7/14![JetBlue logo]()
$182
This Super.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 8/55:01 am
BOS
- ORD
1 stop4h 46m
JetBlue
Sat 8/85:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 7/15![JetBlue logo]()
$193
This Super.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 8/125:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Sat 8/159:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 7/13![JetBlue logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 7/15![JetBlue logo]()
$195
This Super.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/1912:44 pm
BOS
- ORD
1 stop5h 51m
JetBlue
Wed 8/266:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Deal found 7/18![JetBlue logo]()
$192
This SmartFares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Sun 8/235:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Sat 8/296:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 7/15![JetBlue logo]()
$184
This SmartFares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Mon 8/245:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Thu 8/278:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/15![JetBlue logo]()
$190
This SmartFares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Wed 8/264:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Thu 8/276:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 7/14![JetBlue logo]()
$186
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/275:01 am
BOS
- ORD
1 stop4h 45m
JetBlue
Mon 8/315:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 7/14![JetBlue logo]()
$183
This SmartFares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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.
Sun 8/305:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Sun 9/65:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Deal found 7/16![JetBlue logo]()
$194
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 July 18, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 8/284:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Deal found 7/14![JetBlue logo]()
$94
This Super.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/1112:44 pm
BOS
- ORD
1 stop5h 51m
JetBlue
Deal found 7/18![JetBlue logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 10/36:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Deal found 7/14![JetBlue logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Mon 9/286:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 7/15![JetBlue logo]()
$99
This Flysmarter deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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.
Wed 9/95:15 am
BOS
- ORD
1 stop7h 32m
JetBlue
Deal found 7/18![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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 9/146:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 7/14![JetBlue logo]()
$101
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” 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.
Sun 8/28:07 am
BOS
- ORD
Nonstop2h 58m
JetBlue
Deal found 7/14![JetBlue logo]()
$105
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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.
Thu 8/274:30 pm
BOS
- ORD
1 stop6h 28m
JetBlue
Deal found 7/15![JetBlue logo]()
$106
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” 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 9/91:00 pm
BOS
- MKE
1 stop5h 07m
Delta
Deal found 7/13![Delta logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/57:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 7/18![JetBlue logo]()
$112
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 8/1912:00 pm
BOS
- MKE
1 stop6h 14m
Delta
Deal found 7/17![Delta logo]()
$114
This Super.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” 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 9/2411:05 am
BOS
- MKE
1 stop9h 10m
Frontier
Deal found 7/15![Frontier logo]()
$117
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 July 18, 2026.
Round-trip from | $178 |
|---|---|
One-way from | $94 (Super.com) |
Popular in | August |
Cheapest in | November |
Average price | $506 |
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 July 18, 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
Sat 9/19
5:00 pm-7:22 pm
Nonstop3h 22m
Chicago O'Hare Intl
Tue 9/22
9:38 am-1:06 pm
Nonstop2h 28m
$197
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/12
4:00 pm-10:06 pm
1 stop7h 06m
Chicago O'Hare Intl
Wed 9/16
9:38 am-1:06 pm
Nonstop2h 28m
$199
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 10/23
7:40 pm-9:28 pm
Nonstop2h 48m
Chicago O'Hare Intl
Mon 10/26
7:30 am-11:06 am
Nonstop2h 36m
$215
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/29
9:50 am-11:43 am
Nonstop2h 53m
Chicago O'Hare Intl
Fri 8/7
12:53 pm-4:29 pm
Nonstop2h 36m
$215
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/19
8:15 am-10:11 am
Nonstop2h 56m
Chicago O'Hare Intl
Wed 8/26
8:20 pm-11:51 pm
Nonstop2h 31m
$215
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 10/15
12:45 pm-2:37 pm
Nonstop2h 52m
Chicago O'Hare Intl
Tue 10/20
9:05 am-12:48 pm
Nonstop2h 43m
$216
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Wed 9/2
7:00 am-12:36 pm
1 stop6h 36m
Milwaukee-Mitchell
Tue 9/8
5:47 pm-11:17 pm
1 stop4h 30m
$217
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 8/18
2:45 pm-9:58 pm
1 stop8h 13m
Chicago O'Hare Intl
Fri 8/21
8:20 pm-11:51 pm
Nonstop2h 31m
$218
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/4
8:50 pm-10:44 pm
Nonstop2h 54m
Chicago O'Hare Intl
Tue 9/8
7:05 pm-10:47 pm
Nonstop2h 42m
$225
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 8/12
9:00 am-10:59 am
Nonstop2h 59m
Chicago O'Hare Intl
Sat 8/15
10:25 am-2:07 pm
Nonstop2h 42m
$225
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-ORD
BOS-MKE
BOS-MSP
PWM-MSN
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-ORD
BOS-MKE
BOS-MSP
PWM-MSN
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.
How much does it cost to fly round-trip from Maine to Wisconsin?
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 July 18, 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.
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
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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Complete your trip
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Top destinations
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 July 18, 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 July 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$374 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$416 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$428 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$311 | Average$399 | FlexibilityNo cancel fee | On-time63% |