$67+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Mar 14 — Mar 211
1 adult, Economy
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Find cheap flights from Maine to Wisconsin with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Maine to Wisconsin
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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 February 12, 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 February 12, 2026.
This Super.com deal was found by Cheapflights users on 2/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/11![JetBlue logo]()
$134
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/247:45 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Tue 2/246:20 pm
ORD
- BOS
Nonstop2h 28m
United Airlines
Deal found 2/9![United Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Tue 3/37:18 am
ORD
- BOS
Nonstop2h 28m
American Airlines
Deal found 2/9![American Airlines logo]()
$136
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/243:50 pm
BOS
- ORD
Nonstop3h 03m
Delta
Thu 2/267:05 am
ORD
- BOS
Nonstop2h 32m
Delta
Deal found 2/9![Delta logo]()
$137
This Delta deal was found by Cheapflights users on 2/11. 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.
Thu 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Sun 4/56:15 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/11![Delta logo]()
$138
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 4/26:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Sun 4/57:20 am
ORD
- BOS
Nonstop2h 28m
American Airlines
Deal found 2/10![American Airlines logo]()
$139
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/36:00 am
BOS
- ORD
1 stop11h 52m
Multiple Airlines
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$140
This Cheapflightsfares deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/55:32 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Thu 3/1211:00 am
ORD
- BOS
Nonstop2h 24m
JetBlue
Deal found 2/8![JetBlue logo]()
$141
This JetBlue deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/37:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/106:04 am
ORD
- BOS
1 stop6h 38m
JetBlue
Deal found 2/8![JetBlue logo]()
$142
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Tue 3/36:02 pm
ORD
- BOS
1 stop6h 11m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$143
This Cheapflightsfares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/227:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 2/2410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/10![JetBlue logo]()
$144
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/266:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 3/17:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/9![United Airlines logo]()
$145
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 February 12, 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 February 12, 2026.
This Delta deal was found by Cheapflights users on 2/11. 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.
Fri 5/17:35 pm
BOS
- ORD
Nonstop2h 54m
Delta
Tue 5/510:20 am
ORD
- BOS
Nonstop2h 20m
Delta
Deal found 2/11![Delta logo]()
$137
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 7/149:40 am
BOS
- ORD
Nonstop2h 51m
United Airlines
Fri 7/179:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 2/9![United Airlines logo]()
$145
This JetBlue deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/55:32 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Tue 3/106:04 am
ORD
- BOS
1 stop6h 38m
JetBlue
Deal found 2/8![JetBlue logo]()
$167
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:17 am
PWM
- ORD
Nonstop3h 17m
American Airlines
Fri 3/278:02 pm
ORD
- PWM
Nonstop2h 32m
American Airlines
Deal found 2/8![American Airlines logo]()
$209
This Sun Country Air deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/196:45 am
BOS
- MSP
Nonstop3h 10m
Sun Country Air
Tue 4/218:24 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 2/9![Sun Country Air logo]()
$238
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 4/95:40 am
BOS
- MKE
1 stop5h 10m
Southwest
Tue 4/1411:30 am
MKE
- BOS
1 stop4h 50m
Southwest
Deal found 2/10![Southwest logo]()
$242
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/27:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Mon 4/67:35 pm
ORD
- BOS
Nonstop2h 27m
Delta
Deal found 2/9![Delta logo]()
$142
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 6/118:15 am
BOS
- ORD
Nonstop2h 57m
United Airlines
Sat 6/139:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 2/10![United Airlines logo]()
$145
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 7/87:00 am
BOS
- ORD
Nonstop2h 58m
Delta
Wed 7/157:00 am
ORD
- BOS
Nonstop2h 28m
Delta
Deal found 2/10![Delta logo]()
$145
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 3/208:15 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Wed 3/254:20 pm
ORD
- BOS
Nonstop2h 22m
United Airlines
Deal found 2/11![United Airlines logo]()
$152
This Delta deal was found by Cheapflights users on 2/11. 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.
Thu 2/267:15 am
BOS
- ORD
Nonstop3h 13m
Delta
Mon 3/27:05 am
ORD
- BOS
Nonstop2h 32m
Delta
Deal found 2/11![Delta logo]()
$147
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/276:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 3/19:17 am
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/9![United Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/411:35 am
BOS
- ORD
Nonstop3h 06m
Delta
Mon 3/910:40 am
ORD
- BOS
Nonstop2h 24m
Delta
Deal found 2/8![Delta logo]()
$147
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/137:35 am
BOS
- ORD
Nonstop2h 52m
Delta
Mon 5/187:15 pm
ORD
- BOS
Nonstop2h 34m
Delta
Deal found 2/10![Delta logo]()
$152
This United Airlines deal was found by Cheapflights users on 2/11. 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 2/227:45 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Sat 2/283:50 pm
ORD
- BOS
1 stop5h 56m
United Airlines
Deal found 2/11![United Airlines logo]()
$171
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Wed 5/136:27 pm
BGR
- ORD
1 stop6h 07m
American Airlines
Mon 5/186:49 pm
ORD
- BGR
Nonstop2h 40m
American Airlines
Deal found 2/12![American Airlines logo]()
$239
This Sun Country Air deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/1611:35 am
BOS
- MSP
Nonstop3h 10m
Sun Country Air
Wed 4/226:24 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 2/9![Sun Country Air logo]()
$258
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:25 pm
BOS
- MKE
1 stop4h 45m
Southwest
Wed 5/65:50 am
MKE
- BOS
2 stops9h 05m
Southwest
Deal found 2/10![Southwest logo]()
$264
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:22 pm
BOS
- ATW
1 stop12h 18m
American Airlines
Sat 5/21:30 pm
ATW
- BOS
1 stop9h 53m
American Airlines
Deal found 2/8![American Airlines logo]()
$259
This Sun Country Air deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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.
Tue 6/3011:40 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/105:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 2/10![Sun Country Air logo]()
$264
This Southwest deal was found by Cheapflights users on 2/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/93:10 pm
BOS
- MKE
2 stops8h 45m
Southwest
Wed 3/115:50 am
MKE
- BOS
2 stops7h 45m
Southwest
Deal found 2/12![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 6/54:58 pm
PWM
- ORD
Nonstop3h 00m
United Airlines
Sun 6/76:25 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 2/11![United Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 7/2212:13 pm
BGR
- ORD
Nonstop3h 12m
American Airlines
Tue 7/286:00 am
ORD
- BGR
1 stop4h 45m
American Airlines
Deal found 2/11![American Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/184:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Mon 3/237:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Deal found 2/10![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 5/211:34 am
PWM
- ORD
Nonstop3h 04m
United Airlines
Wed 5/65:56 pm
ORD
- PWM
Nonstop2h 23m
United Airlines
Deal found 2/9![United Airlines logo]()
$209
This Sun Country Air deal was found by Cheapflights users on 2/11. 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 5/2011:39 am
BOS
- MSP
Nonstop3h 10m
Sun Country Air
Fri 5/296:55 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 2/11![Sun Country Air logo]()
$279
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Wed 3/47:16 pm
BOS
- ATW
1 stop5h 08m
American Airlines
Wed 3/116:39 pm
ATW
- BOS
1 stop4h 26m
American Airlines
Deal found 2/11![American Airlines logo]()
$269
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 4/186:13 pm
PWM
- ORD
Nonstop3h 10m
United Airlines
Mon 4/206:10 pm
ORD
- PWM
Nonstop2h 30m
United Airlines
Deal found 2/9![United Airlines logo]()
$209
This Sun Country Air deal was found by Cheapflights users on 2/11. 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
Sun 8/25:50 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Deal found 2/11![Sun Country Air logo]()
$279
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/104:54 pm
BOS
- MKE
1 stop4h 46m
Delta
Wed 3/1112:27 pm
MKE
- BOS
Nonstop2h 17m
Delta
Deal found 2/10![Delta logo]()
$217
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated February 12, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Tue 3/36:02 pm
ORD
- BOS
1 stop6h 11m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$143
This Cheapflightsfares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/227:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 2/2410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/10![JetBlue logo]()
$144
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/247:45 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Tue 2/246:20 pm
ORD
- BOS
Nonstop2h 28m
United Airlines
Deal found 2/9![United Airlines logo]()
$135
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/243:50 pm
BOS
- ORD
Nonstop3h 03m
Delta
Thu 2/267:05 am
ORD
- BOS
Nonstop2h 32m
Delta
Deal found 2/9![Delta logo]()
$137
This Super.com deal was found by Cheapflights users on 2/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/11![JetBlue logo]()
$134
This JetBlue deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/267:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Mon 3/210:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/10![JetBlue logo]()
$145
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:52 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Tue 3/37:18 am
ORD
- BOS
Nonstop2h 28m
American Airlines
Deal found 2/9![American Airlines logo]()
$136
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/36:00 am
BOS
- ORD
1 stop11h 52m
Multiple Airlines
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$140
This JetBlue deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/37:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/106:04 am
ORD
- BOS
1 stop6h 38m
JetBlue
Deal found 2/8![JetBlue logo]()
$142
This Priceline deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:43 pm
BOS
- ORD
1 stop8h 04m
Multiple Airlines
Fri 3/612:41 pm
ORD
- BOS
1 stop6h 17m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$146
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/56:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 3/99:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/8![United Airlines logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/55:32 pm
BOS
- ORD
1 stop6h 27m
JetBlue
Thu 3/1211:00 am
ORD
- BOS
Nonstop2h 24m
JetBlue
Deal found 2/8![JetBlue logo]()
$141
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 February 12, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/187:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/9![JetBlue logo]()
$67
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 2/186:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 2/9![United Airlines logo]()
$68
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” 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 3/1712:07 pm
BOS
- ORD
1 stop5h 54m
United Airlines
Deal found 2/9![United Airlines logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 4/145:45 am
BOS
- ORD
1 stop12h 30m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$70
This Priceline deal was found by Cheapflights users on 2/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:45 am
BOS
- ORD
1 stop12h 30m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$71
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 2/217:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 2/11![JetBlue logo]()
$72
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 6/169:40 am
BOS
- ORD
Nonstop2h 51m
United Airlines
Deal found 2/10![United Airlines logo]()
$73
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:40 am
BOS
- ORD
1 stop16h 37m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$75
This Mytrip deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:10 pm
BOS
- ORD
1 stop18h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2712:56 pm
BOS
- ORD
1 stop11h 20m
Frontier
Deal found 2/10![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:10 pm
BOS
- ORD
1 stop29h 55m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$78
This United Airlines deal was found by Cheapflights users on 2/11. 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.
Sat 3/77:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/11![United Airlines logo]()
$79
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 February 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $134 (Super.com) |
One-way from | $67 (Super.com) |
Popular in | September |
Cheapest in | November |
Average price | $329 |
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 February 12, 2026.
Use the filters below to find and compare flights from Maine to Wisconsin that are best for you.
Fly from
Maine
Fly to
Wisconsin
Route
Depart
Return
Price
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/1
7:35 pm-9:29 pm
Nonstop2h 54m
Chicago O'Hare Intl
Tue 5/5
10:20 am-1:40 pm
Nonstop2h 20m
$137
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 4/2
7:15 am-9:25 am
Nonstop3h 10m
Chicago O'Hare Intl
Mon 4/6
7:35 pm-11:02 pm
Nonstop2h 27m
$142
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 7/14
9:40 am-11:31 am
Nonstop2h 51m
Chicago O'Hare Intl
Fri 7/17
9:26 pm-12:59 am
Nonstop2h 33m
$145
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 6/11
8:15 am-10:12 am
Nonstop2h 57m
Chicago O'Hare Intl
Sat 6/13
9:26 pm-12:59 am
Nonstop2h 33m
$145
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 7/8
7:00 am-8:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Wed 7/15
7:00 am-10:28 am
Nonstop2h 28m
$145
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 2/26
7:15 am-9:28 am
Nonstop3h 13m
Chicago O'Hare Intl
Mon 3/2
7:05 am-10:37 am
Nonstop2h 32m
$147
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 3/4
11:35 am-1:41 pm
Nonstop3h 06m
Chicago O'Hare Intl
Mon 3/9
10:40 am-2:04 pm
Nonstop2h 24m
$147
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 3/20
8:15 am-10:20 am
Nonstop3h 05m
Chicago O'Hare Intl
Wed 3/25
4:20 pm-7:42 pm
Nonstop2h 22m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Wed 5/13
7:35 am-9:27 am
Nonstop2h 52m
Chicago O'Hare Intl
Mon 5/18
7:15 pm-10:49 pm
Nonstop2h 34m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 2/27
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Sun 3/1
9:17 am-12:46 pm
Nonstop2h 29m
$161
Showing 1-10 of 60 results
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
BGR-ORD
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
BOS-MKE
BOS-MSP
BGR-ORD
What is the cheapest month to book a flight from Maine to Wisconsin?
Currently, March is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $182). Flying from Maine to Wisconsin in January is currently the most expensive (average of $288). 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 February 12, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United 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
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 February 12, 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 February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$244 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$455 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$391 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$311 | Average$396 | FlexibilityNo cancel fee | On-time63% |