$88+ Cheap flights from Wisconsin to Maine
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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Jun 16 — Jun 231
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Maine with Cheapflights
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Cheapest flights from Wisconsin to MaineExplore the most affordable flight options available from Wisconsin to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
Explore the most affordable flight options available from Wisconsin to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
This SmartFares deal was found by Cheapflights users on 5/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Sun 5/316:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Deal found 5/13![JetBlue logo]()
$172
This SmartFares deal was found by Cheapflights users on 5/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:56 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Sun 5/316:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Deal found 5/12![JetBlue logo]()
$176
This SmartFares deal was found by Cheapflights users on 5/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/810:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Mon 7/138:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 5/12![JetBlue logo]()
$179
This SmartFares deal was found by Cheapflights users on 5/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:41 am
MKE
- BOS
Nonstop2h 19m
JetBlue
Sun 5/316:15 am
BOS
- MKE
Nonstop2h 36m
JetBlue
Deal found 5/13![JetBlue logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 6/98:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Wed 6/106:00 am
BOS
- ORD
Nonstop2h 59m
JetBlue
Deal found 5/13![JetBlue logo]()
$182
This flygcity.se deal was found by Cheapflights users on 5/17. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:55 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Mon 6/86:00 am
BOS
- ORD
Nonstop2h 59m
JetBlue
Deal found 5/17![JetBlue logo]()
$183
This American Airlines deal was found by Cheapflights users on 5/15. 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.
Tue 6/93:15 pm
ORD
- BOS
Nonstop2h 35m
American Airlines
Wed 6/107:46 pm
BOS
- ORD
Nonstop3h 14m
American Airlines
Deal found 5/15![American Airlines logo]()
$186
This United Airlines deal was found by Cheapflights users on 5/12. 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 5/306:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Tue 6/210:35 am
BOS
- ORD
Nonstop2h 53m
United Airlines
Deal found 5/12![United Airlines logo]()
$187
This United Airlines deal was found by Cheapflights users on 5/14. 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.
Tue 9/2910:45 am
MKE
- BOS
1 stop4h 41m
United Airlines
Tue 10/66:00 am
BOS
- MKE
1 stop4h 49m
United Airlines
Deal found 5/14![United Airlines logo]()
$187
This Priceline deal was found by Cheapflights users on 5/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:30 pm
ORD
- BOS
Nonstop2h 29m
Multiple Airlines
Wed 6/1012:01 pm
BOS
- ORD
1 stop8h 49m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$189
This Frontier deal was found by Cheapflights users on 5/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:29 pm
ORD
- BOS
1 stop10h 58m
Frontier
Wed 6/1012:01 pm
BOS
- ORD
1 stop8h 49m
Frontier
Deal found 5/15![Frontier logo]()
$190
This Expedia deal was found by Cheapflights users on 5/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:08 pm
MKE
- BOS
1 stop12h 19m
Frontier
Wed 6/176:00 am
BOS
- MKE
1 stop6h 13m
Frontier
Deal found 5/13![Frontier logo]()
$190
Best flights from Wisconsin to MaineDiscover carefully curated flight deals from Wisconsin to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
Discover carefully curated flight deals from Wisconsin to Maine that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
This United Airlines deal was found by Cheapflights users on 5/13. 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 6/106:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Sat 6/137:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 5/13![United Airlines logo]()
$192
This Delta deal was found by Cheapflights users on 5/16. 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.
Sat 7/47:10 am
ORD
- BOS
Nonstop2h 36m
Delta
Sat 7/117:59 pm
BOS
- ORD
Nonstop3h 00m
Delta
Deal found 5/16![Delta logo]()
$197
This JetBlue deal was found by Cheapflights users on 5/15. 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.
Wed 7/2210:56 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Tue 7/285:20 pm
BOS
- ORD
Nonstop3h 05m
JetBlue
Deal found 5/15![JetBlue logo]()
$205
This Southwest deal was found by Cheapflights users on 5/13. 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.
Fri 6/194:30 pm
MKE
- BOS
1 stop6h 40m
Southwest
Mon 6/226:50 pm
BOS
- MKE
1 stop5h 05m
Southwest
Deal found 5/13![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 5/16. 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.
Sat 6/62:36 pm
ATW
- BOS
2 stops6h 46m
American Airlines
Tue 6/94:47 pm
BOS
- ATW
2 stops8h 07m
American Airlines
Deal found 5/16![American Airlines logo]()
$319
This Sun Country Air deal was found by Cheapflights users on 5/13. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:55 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Sat 8/1510:33 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 5/13![Sun Country Air logo]()
$338
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Tue 6/169:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Wed 6/177:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 5/13![United Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 5/12. 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 8/89:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Sat 8/158:27 pm
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 5/12![United Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 5/14. 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.
Tue 6/97:20 pm
MKE
- BOS
Nonstop2h 25m
Delta
Fri 6/124:45 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 5/14![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Thu 6/119:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Wed 6/176:40 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 5/12![United Airlines logo]()
$201
This Delta deal was found by Cheapflights users on 5/13. 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.
Thu 6/411:33 am
MKE
- BOS
Nonstop2h 26m
Delta
Sun 6/75:30 am
BOS
- MKE
1 stop4h 21m
Delta
Deal found 5/13![Delta logo]()
$237
This United Airlines deal was found by Cheapflights users on 5/12. 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.
Tue 6/97:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Tue 6/167:27 pm
BOS
- ORD
1 stop4h 59m
United Airlines
Deal found 5/12![United Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Fri 7/246:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Sun 8/26:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 5/13![United Airlines logo]()
$205
This Delta deal was found by Cheapflights users on 5/14. 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.
Mon 6/87:20 pm
MKE
- BOS
Nonstop2h 25m
Delta
Thu 6/119:15 am
BOS
- MKE
1 stop4h 20m
Delta
Deal found 5/14![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 5/16. 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.
Fri 6/55:50 pm
MKE
- BOS
1 stop4h 35m
Southwest
Mon 6/83:55 pm
BOS
- MKE
2 stops7h 50m
Southwest
Deal found 5/16![Southwest logo]()
$327
This United Airlines deal was found by Cheapflights users on 5/15. 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.
Thu 10/16:00 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Sun 10/48:10 pm
BOS
- ORD
Nonstop2h 54m
United Airlines
Deal found 5/15![United Airlines logo]()
$205
This Delta deal was found by Cheapflights users on 5/14. 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 8/136:00 am
MKE
- BOS
1 stop6h 21m
Delta
Sun 8/165:30 am
BOS
- MKE
1 stop4h 22m
Delta
Deal found 5/14![Delta logo]()
$267
This Sun Country Air deal was found by Cheapflights users on 5/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/257:50 pm
MSP
- BOS
Nonstop2h 45m
Sun Country Air
Mon 7/66:50 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 5/16![Sun Country Air logo]()
$358
This United Airlines deal was found by Cheapflights users on 5/16. 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 7/171:55 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Sun 7/196:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 5/16![United Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 5/16. 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 7/25:00 am
MSN
- BOS
1 stop4h 28m
American Airlines
Tue 7/148:03 am
BOS
- MSN
1 stop5h 03m
American Airlines
Deal found 5/16![American Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 5/16. 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 5/282:40 pm
ORD
- PWM
2 stops7h 45m
Southwest
Tue 6/26:10 am
PWM
- ORD
2 stops10h 55m
Southwest
Deal found 5/16![Southwest logo]()
$354
This United Airlines deal was found by Cheapflights users on 5/14. 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 6/176:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Wed 6/246:40 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 5/14![United Airlines logo]()
$207
This Delta deal was found by Cheapflights users on 5/16. 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.
Tue 6/96:49 pm
MKE
- BOS
1 stop4h 05m
Delta
Mon 6/154:45 pm
BOS
- MKE
Nonstop2h 50m
Delta
Deal found 5/16![Delta logo]()
$292
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Sun 10/257:30 am
ORD
- BOS
Nonstop2h 23m
United Airlines
Sat 10/316:00 am
BOS
- ORD
1 stop4h 37m
United Airlines
Deal found 5/13![United Airlines logo]()
$215
This Delta deal was found by Cheapflights users on 5/12. 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.
Tue 9/155:20 pm
ATW
- BOS
1 stop5h 12m
Delta
Tue 9/225:30 am
BOS
- ATW
1 stop5h 57m
Delta
Deal found 5/12![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 5/15. 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.
Tue 8/188:00 am
MSP
- BOS
1 stop5h 00m
Southwest
Fri 8/213:55 pm
BOS
- MSP
1 stop7h 15m
Southwest
Deal found 5/15![Southwest logo]()
$419
This American Airlines deal was found by Cheapflights users on 5/16. 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.
Sun 6/76:42 pm
MSN
- PWM
1 stop5h 00m
American Airlines
Wed 6/105:58 pm
PWM
- MSN
1 stop7h 11m
American Airlines
Deal found 5/16![American Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 5/14. 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.
Wed 9/95:20 pm
ATW
- BOS
1 stop5h 12m
Delta
Sun 9/135:30 am
BOS
- ATW
1 stop5h 57m
Delta
Deal found 5/14![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 5/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:40 am
MSP
- BOS
1 stop6h 15m
Southwest
Fri 10/25:05 pm
BOS
- MSP
1 stop8h 00m
Southwest
Deal found 5/14![Southwest logo]()
$419
This Southwest deal was found by Cheapflights users on 5/16. 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.
Mon 9/215:45 am
MSP
- BOS
2 stops9h 00m
Southwest
Sun 9/275:20 am
BOS
- MSP
1 stop8h 40m
Southwest
Deal found 5/16![Southwest logo]()
$424
Last-minute flights from Wisconsin to MaineDiscover last-minute flight deals from Wisconsin to Maine. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Maine. Data last updated May 17, 2026 and is based on user searches.
This SmartFares deal was found by Cheapflights users on 5/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Sun 5/316:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Deal found 5/13![JetBlue logo]()
$172
This SmartFares deal was found by Cheapflights users on 5/13. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:41 am
MKE
- BOS
Nonstop2h 19m
JetBlue
Sun 5/316:15 am
BOS
- MKE
Nonstop2h 36m
JetBlue
Deal found 5/13![JetBlue logo]()
$181
This SmartFares deal was found by Cheapflights users on 5/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:56 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Sun 5/316:00 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Deal found 5/12![JetBlue logo]()
$176
This Delta deal was found by Cheapflights users on 5/12. 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 5/307:00 am
ORD
- BOS
Nonstop2h 35m
Delta
Sat 5/305:30 pm
BOS
- ORD
Nonstop3h 03m
Delta
Deal found 5/12![Delta logo]()
$187
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:44 pm
MKE
- BOS
1 stop6h 09m
American Airlines
Wed 6/108:37 am
BOS
- MKE
1 stop5h 20m
American Airlines
Deal found 5/13![American Airlines logo]()
$187
This flygcity.se deal was found by Cheapflights users on 5/17. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:55 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Mon 6/86:00 am
BOS
- ORD
Nonstop2h 59m
JetBlue
Deal found 5/17![JetBlue logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 6/98:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Wed 6/106:00 am
BOS
- ORD
Nonstop2h 59m
JetBlue
Deal found 5/13![JetBlue logo]()
$182
This American Airlines deal was found by Cheapflights users on 5/15. 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.
Tue 6/93:15 pm
ORD
- BOS
Nonstop2h 35m
American Airlines
Wed 6/107:46 pm
BOS
- ORD
Nonstop3h 14m
American Airlines
Deal found 5/15![American Airlines logo]()
$186
This Priceline deal was found by Cheapflights users on 5/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:30 pm
ORD
- BOS
Nonstop2h 29m
Multiple Airlines
Wed 6/1012:01 pm
BOS
- ORD
1 stop8h 49m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$189
This Frontier deal was found by Cheapflights users on 5/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:29 pm
ORD
- BOS
1 stop10h 58m
Frontier
Wed 6/1012:01 pm
BOS
- ORD
1 stop8h 49m
Frontier
Deal found 5/15![Frontier logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 6/98:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Sun 6/148:00 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 5/13![JetBlue logo]()
$191
This Expedia deal was found by Cheapflights users on 5/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:08 pm
MKE
- BOS
1 stop12h 19m
Frontier
Wed 6/176:00 am
BOS
- MKE
1 stop6h 13m
Frontier
Deal found 5/13![Frontier logo]()
$190
One-way flights from Wisconsin to MaineSearch for one-way flight options from Wisconsin to Maine. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
Search for one-way flight options from Wisconsin to Maine. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:29 pm
ORD
- BOS
1 stop10h 58m
Frontier
Deal found 5/15![Frontier logo]()
$88
This Super.com deal was found by Cheapflights users on 5/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Deal found 5/16![JetBlue logo]()
$92
This Delta deal was found by Cheapflights users on 5/13. 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 6/107:10 am
ORD
- BOS
Nonstop2h 36m
Delta
Deal found 5/13![Delta logo]()
$94
This United Airlines deal was found by Cheapflights users on 5/13. 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.
Sat 5/301:30 pm
MKE
- BOS
1 stop5h 00m
United Airlines
Deal found 5/13![United Airlines logo]()
$94
This Super.com deal was found by Cheapflights users on 5/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Deal found 5/16![JetBlue logo]()
$96
This Super.com deal was found by Cheapflights users on 5/13. 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.
Thu 5/288:30 pm
ORD
- BOS
Nonstop2h 29m
JetBlue
Deal found 5/13![JetBlue logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:40 am
MSP
- PWM
Nonstop2h 44m
Sun Country Air
Deal found 5/12![Sun Country Air logo]()
$98
This Delta deal was found by Cheapflights users on 5/13. 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.
Sat 6/64:30 pm
ORD
- BOS
Nonstop2h 36m
Delta
Deal found 5/13![Delta logo]()
$99
This Frontier deal was found by Cheapflights users on 5/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:50 pm
ORD
- BOS
1 stop10h 37m
Frontier
Deal found 5/13![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 5/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:08 pm
MKE
- BOS
1 stop12h 19m
Frontier
Deal found 5/13![Frontier logo]()
$101
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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.
Fri 6/128:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 5/13![JetBlue logo]()
$102
This Super.com deal was found by Cheapflights users on 5/12. 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.
Mon 6/18:41 am
MKE
- BOS
Nonstop2h 19m
JetBlue
Deal found 5/12![JetBlue logo]()
$102
Find flight deals from Wisconsin to Maine
Keep the following information in mind while searching for Wisconsin to Maine flight deals. Data was last updated May 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (SmartFares) |
One-way from | $88 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $475 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Maine 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 May 17, 2026.
Use the filters below to find and compare flights from Wisconsin to Maine that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 6/10
6:20 pm-9:56 pm
Nonstop2h 36m
Boston Logan Intl
Sat 6/13
7:19 am-9:17 am
Nonstop2h 58m
$192
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 7/4
7:10 am-10:46 am
Nonstop2h 36m
Boston Logan Intl
Sat 7/11
7:59 pm-9:59 pm
Nonstop3h 00m
$197
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 6/16
9:41 pm-1:14 am
Nonstop2h 33m
Boston Logan Intl
Wed 6/17
7:19 am-9:17 am
Nonstop2h 58m
$197
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/8
9:41 pm-1:14 am
Nonstop2h 33m
Boston Logan Intl
Sat 8/15
8:27 pm-10:26 pm
Nonstop2h 59m
$197
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 6/11
9:41 pm-1:14 am
Nonstop2h 33m
Boston Logan Intl
Wed 6/17
6:40 pm-8:40 pm
Nonstop3h 00m
$201
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 6/9
7:45 pm-11:21 pm
Nonstop2h 36m
Boston Logan Intl
Tue 6/16
7:27 pm-11:26 pm
1 stop4h 59m
$202
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 7/22
10:56 am-2:23 pm
Nonstop2h 27m
Boston Logan Intl
Tue 7/28
5:20 pm-7:25 pm
Nonstop3h 05m
$205
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/24
6:20 pm-9:56 pm
Nonstop2h 36m
Boston Logan Intl
Sun 8/2
6:00 am-7:58 am
Nonstop2h 58m
$205
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 10/1
6:00 am-9:24 am
Nonstop2h 24m
Boston Logan Intl
Sun 10/4
8:10 pm-10:04 pm
Nonstop2h 54m
$205
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 7/17
1:55 pm-5:31 pm
Nonstop2h 36m
Boston Logan Intl
Sun 7/19
6:00 am-7:58 am
Nonstop2h 58m
$205
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Maine
Have a flexible travel schedule? Discover the best time to fly to Maine from Wisconsin with our price prediction graph.
ORD-BOS
MKE-BOS
MSP-PWM
ATW-BOS
MSP-BOS
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 Wisconsin to Maine
USWI-USME
ORD-BOS
MKE-BOS
MSP-PWM
ATW-BOS
How far ahead should I book a flight from Wisconsin to Maine?
The best time to book flights from Wisconsin to Maine is 29 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Wisconsin to Maine?
Currently, July is the cheapest month in which you can book a flight from Wisconsin to Maine (average of $135). Flying from Wisconsin to Maine in January is currently the most expensive (average of $328). 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 Wisconsin to Maine?
Reviews of airlines servicing Maine
Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated May 17, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Wisconsin to Maine to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Maine. 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 Wisconsin to Maine
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Maine by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Maine by cabin class
Find flights from Wisconsin to Maine, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Maine flights
Browse other Wisconsin and Maine flight options. Last updated on May 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Maine
Find the right flight back to Wisconsin after your stay in Maine
Wisconsin to Maine flights
Consider these flights traveling from Wisconsin to Maine.
Top 4 airlines flying from Wisconsin to Maine
Discover the top 4 airlines that operate flights from Wisconsin to Maine. 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 May 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$210 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$408 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$266 | Average$426 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$272 | Average$444 | FlexibilityNo cancel fee | On-time69% |