$85+ 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 7/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Jul 16 — Jul 231
Round-trip
1 adult, Economy
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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 June 16, 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 June 16, 2026.
This JetBlue deal was found by Cheapflights users on 6/15. 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.
Tue 8/2512:42 pm
BOS
- ORD
1 stop5h 38m
JetBlue
Wed 8/266:00 am
ORD
- BOS
1 stop4h 21m
JetBlue
Deal found 6/15![JetBlue logo]()
$179
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/18:37 am
BOS
- ORD
Nonstop3h 03m
American Airlines
Tue 7/77:29 pm
ORD
- BOS
Nonstop2h 37m
American Airlines
Deal found 6/16![American Airlines logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/154:31 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Thu 7/166:00 am
ORD
- BOS
1 stop7h 48m
JetBlue
Deal found 6/16![JetBlue logo]()
$182
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/115:01 am
BOS
- ORD
1 stop4h 50m
JetBlue
Tue 7/218:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/12![JetBlue logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 6/15. 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.
Wed 7/155:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Mon 7/208:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/15![JetBlue logo]()
$184
This JetBlue deal was found by Cheapflights users on 6/14. 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.
Tue 7/712:45 pm
BOS
- ORD
1 stop5h 49m
JetBlue
Thu 7/236:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Deal found 6/14![JetBlue logo]()
$185
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/228:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Fri 7/249:42 am
ORD
- BOS
1 stop6h 40m
JetBlue
Deal found 6/12![JetBlue logo]()
$186
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Fri 7/38:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Wed 7/89:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 6/12![JetBlue logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Thu 8/135:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Mon 8/179:39 am
ORD
- BOS
1 stop6h 36m
JetBlue
Deal found 6/12![JetBlue logo]()
$188
This JetBlue deal was found by Cheapflights users on 6/14. 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.
Thu 7/98:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 7/149:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 6/14![JetBlue logo]()
$189
This JetBlue deal was found by Cheapflights users on 6/14. 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 7/44:43 pm
BOS
- ORD
1 stop5h 47m
JetBlue
Wed 7/159:40 am
ORD
- BOS
1 stop8h 19m
JetBlue
Deal found 6/14![JetBlue logo]()
$190
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/117:59 pm
BOS
- ORD
Nonstop3h 00m
Delta
Mon 7/137:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/12![Delta logo]()
$191
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 June 16, 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 June 16, 2026.
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/112:45 pm
BOS
- ORD
1 stop8h 10m
JetBlue
Fri 8/1410:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 6/12![JetBlue logo]()
$192
This United Airlines deal was found by Cheapflights users on 6/13. 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.
Mon 11/98:10 pm
BOS
- MKE
1 stop4h 59m
United Airlines
Sat 11/145:21 pm
MKE
- BOS
1 stop4h 52m
United Airlines
Deal found 6/13![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/68:50 pm
BOS
- ORD
Nonstop2h 54m
Delta
Tue 8/117:55 am
ORD
- BOS
Nonstop2h 29m
Delta
Deal found 6/12![Delta logo]()
$203
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:59 pm
BGR
- ORD
Nonstop3h 11m
American Airlines
Tue 7/287:08 pm
ORD
- BGR
Nonstop2h 49m
American Airlines
Deal found 6/16![American Airlines logo]()
$261
This Sun Country Air deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Wed 7/2911:38 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Thu 7/305:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$318
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/158:15 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Sat 7/186:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/11![United Airlines logo]()
$198
This JetBlue deal was found by Cheapflights users on 6/15. 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.
Tue 7/148:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Fri 7/178:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/15![JetBlue logo]()
$200
This Southwest deal was found by Cheapflights users on 6/16. 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 7/163:20 pm
PWM
- MKE
2 stops9h 50m
Southwest
Mon 7/206:45 pm
MKE
- PWM
1 stop4h 25m
Southwest
Deal found 6/16![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/108:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Sun 7/196:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/12![Delta logo]()
$211
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/188:20 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Wed 7/226:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/12![United Airlines logo]()
$198
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Sat 10/311:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Deal found 6/16![JetBlue logo]()
$217
This Delta deal was found by Cheapflights users on 6/13. 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.
Sun 6/287:30 am
BOS
- ORD
Nonstop2h 58m
Delta
Tue 7/77:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 6/13![Delta logo]()
$223
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/197:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Wed 7/226:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 6/11![United Airlines logo]()
$206
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/44:43 pm
BOS
- ORD
1 stop5h 47m
JetBlue
Fri 7/108:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/16![JetBlue logo]()
$220
This Delta deal was found by Cheapflights users on 6/16. 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.
Mon 7/138:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Wed 7/156:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Deal found 6/16![Delta logo]()
$225
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:30 am
BGR
- ORD
Nonstop3h 17m
American Airlines
Sat 9/128:45 pm
ORD
- BGR
Nonstop2h 51m
American Airlines
Deal found 6/16![American Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 6/13. 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 7/296:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Mon 8/37:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 6/13![United Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/135:30 am
BOS
- MKE
1 stop4h 09m
Delta
Wed 7/156:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 6/12![Delta logo]()
$227
This JetBlue deal was found by Cheapflights users on 6/15. 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 8/297:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Tue 9/19:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/15![JetBlue logo]()
$227
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:50 am
BOS
- ORD
Nonstop2h 53m
United Airlines
Mon 7/69:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 6/14![United Airlines logo]()
$215
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 8/285:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Sun 8/306:15 am
ORD
- BOS
Nonstop2h 21m
United Airlines
Deal found 6/16![United Airlines logo]()
$219
This Delta deal was found by Cheapflights users on 6/14. 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.
Sat 9/127:00 am
BOS
- MKE
1 stop5h 37m
Delta
Mon 9/146:35 pm
MKE
- BOS
Nonstop2h 31m
Delta
Deal found 6/14![Delta logo]()
$247
This Sun Country Air deal was found by Cheapflights users on 6/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/911:38 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Mon 8/105:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 6/14![Sun Country Air logo]()
$393
This Delta deal was found by Cheapflights users on 6/13. 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.
Fri 7/246:00 pm
BOS
- MKE
1 stop5h 30m
Delta
Tue 7/281:22 pm
MKE
- BOS
1 stop5h 38m
Delta
Deal found 6/13![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/163:20 pm
PWM
- MKE
1 stop5h 10m
Southwest
Tue 7/217:35 am
MKE
- PWM
2 stops9h 55m
Southwest
Deal found 6/11![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Sun 7/55:30 am
BOS
- MKE
1 stop4h 11m
Delta
Thu 7/96:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 6/12![Delta logo]()
$252
This Sun Country Air deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Fri 8/1412:46 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Mon 8/178:05 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$418
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Wed 7/226:00 am
BGR
- ORD
Nonstop3h 00m
United Airlines
Wed 7/295:59 pm
ORD
- BGR
Nonstop2h 48m
United Airlines
Deal found 6/16![United Airlines logo]()
$261
This Southwest deal was found by Cheapflights users on 6/16. 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.
Wed 7/155:00 pm
BOS
- MSP
2 stops7h 55m
Southwest
Fri 7/175:40 pm
MSP
- BOS
1 stop4h 50m
Southwest
Deal found 6/16![Southwest logo]()
$423
This Delta deal was found by Cheapflights users on 6/14. 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 7/315:30 am
BOS
- MKE
1 stop4h 09m
Delta
Sat 8/14:59 pm
MKE
- BOS
1 stop6h 00m
Delta
Deal found 6/14![Delta logo]()
$252
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated June 16, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 6/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/248:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 7/256:00 am
ORD
- BOS
1 stop7h 24m
JetBlue
Deal found 6/13![JetBlue logo]()
$213
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/2512:01 pm
BOS
- ORD
Nonstop3h 03m
American Airlines
Tue 7/286:00 am
ORD
- BOS
Nonstop2h 34m
American Airlines
Deal found 6/12![American Airlines logo]()
$208
This flygcity.se deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/265:20 pm
BOS
- ORD
Nonstop3h 05m
JetBlue
Mon 6/298:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 6/12![JetBlue logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Fri 6/264:07 pm
BOS
- ORD
1 stop6h 23m
JetBlue
Fri 7/39:35 am
ORD
- BOS
1 stop6h 47m
JetBlue
Deal found 6/12![JetBlue logo]()
$202
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/265:00 am
BOS
- ORD
Nonstop2h 58m
American Airlines
Fri 7/37:29 pm
ORD
- BOS
Nonstop2h 37m
American Airlines
Deal found 6/12![American Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:44 pm
BOS
- MKE
1 stop6h 50m
United Airlines
Sat 7/45:00 am
MKE
- BOS
1 stop5h 01m
United Airlines
Deal found 6/12![United Airlines logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Sun 7/57:55 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/11![Sun Country Air logo]()
$207
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/85:00 pm
BOS
- MKE
1 stop6h 29m
United Airlines
Wed 7/155:29 pm
MKE
- BOS
1 stop4h 52m
United Airlines
Deal found 6/11![United Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:49 am
BOS
- MKE
1 stop7h 28m
American Airlines
Wed 7/155:02 am
MKE
- BOS
1 stop4h 26m
American Airlines
Deal found 6/16![American Airlines logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/87:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Tue 7/149:35 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 6/12![JetBlue logo]()
$212
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Wed 7/226:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Mon 8/37:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 6/16![United Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
BOS
- MKE
1 stop4h 53m
United Airlines
Wed 7/297:23 pm
MKE
- BOS
1 stop4h 51m
United Airlines
Deal found 6/14![United Airlines logo]()
$213
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 June 16, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/112:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Deal found 6/11![JetBlue logo]()
$85
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:17 pm
PWM
- ORD
1 stop5h 03m
JetBlue
Deal found 6/16![JetBlue logo]()
$90
This JetBlue deal was found by Cheapflights users on 6/14. 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.
Fri 8/142:49 pm
PWM
- ORD
1 stop8h 06m
JetBlue
Deal found 6/14![JetBlue logo]()
$93
This Super.com deal was found by Cheapflights users on 6/13. 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 6/3012:42 pm
BOS
- ORD
1 stop5h 39m
JetBlue
Deal found 6/13![JetBlue logo]()
$95
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/17:30 am
BOS
- ORD
Nonstop2h 58m
Delta
Deal found 6/11![Delta logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/265:01 am
BOS
- ORD
1 stop4h 49m
JetBlue
Deal found 6/16![JetBlue logo]()
$97
This Super.com deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Deal found 6/12![Sun Country Air logo]()
$98
This Cheapflightsfares deal was found by Cheapflights users on 6/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/78:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 6/13![JetBlue logo]()
$98
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/210:49 am
BOS
- MKE
1 stop7h 28m
American Airlines
Deal found 6/11![American Airlines logo]()
$99
This JetBlue deal was found by Cheapflights users on 6/14. 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 9/125:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 6/14![JetBlue logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/255:01 am
BOS
- ORD
1 stop4h 50m
JetBlue
Deal found 6/12![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/266:00 am
PWM
- ORD
1 stop6h 47m
JetBlue
Deal found 6/12![JetBlue logo]()
$101
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 June 16, 2026.
Round-trip from | $179 (JetBlue) |
|---|---|
One-way from | $85 (JetBlue) |
Popular in | August |
Cheapest in | November |
Average price | $517 |
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 June 16, 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
Tue 8/11
2:45 pm-9:55 pm
1 stop8h 10m
Chicago O'Hare Intl
Fri 8/14
10:56 am-2:23 pm
Nonstop2h 27m
$192
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Mon 11/9
8:10 pm-12:09 am
1 stop4h 59m
Milwaukee-Mitchell
Sat 11/14
5:21 pm-11:13 pm
1 stop4h 52m
$197
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/15
8:15 pm-10:15 pm
Nonstop3h 00m
Chicago O'Hare Intl
Sat 7/18
6:00 am-11:16 am
1 stop4h 16m
$198
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 7/18
8:20 pm-10:20 pm
Nonstop3h 00m
Chicago O'Hare Intl
Wed 7/22
6:00 am-11:16 am
1 stop4h 16m
$198
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/14
8:10 am-10:06 am
Nonstop2h 56m
Chicago O'Hare Intl
Fri 7/17
8:10 pm-11:41 pm
Nonstop2h 31m
$200
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 8/6
8:50 pm-10:44 pm
Nonstop2h 54m
Chicago O'Hare Intl
Tue 8/11
7:55 am-11:24 am
Nonstop2h 29m
$203
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 7/19
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
Wed 7/22
6:00 am-11:16 am
1 stop4h 16m
$206
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 7/10
8:45 pm-10:39 pm
Nonstop2h 54m
Chicago O'Hare Intl
Sun 7/19
6:59 am-10:30 am
Nonstop2h 31m
$211
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Wed 7/29
6:00 am-9:53 am
1 stop4h 53m
Milwaukee-Mitchell
Mon 8/3
7:23 pm-1:14 am
1 stop4h 51m
$213
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 7/2
9:50 am-11:43 am
Nonstop2h 53m
Chicago O'Hare Intl
Mon 7/6
9:41 pm-1:14 am
Nonstop2h 33m
$215
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
PWM-ORD
BOS-MKE
BOS-MSP
PWM-MSP
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
PWM-ORD
BOS-MKE
BOS-MSP
What is the cheapest month to book a flight from Maine to Wisconsin?
Currently, July is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $177). Flying from Maine to Wisconsin in March is currently the most expensive (average of $329). 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 June 16, 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.
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 16, 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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$420 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$438 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$311 | Average$477 | FlexibilityNo cancel fee | On-time63% |