$94+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PWM
Aug 5 — Aug 121
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 July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/81:55 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Wed 8/125:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 7/5![United Airlines logo]()
$172
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:00 am
ORD
- BOS
Nonstop2h 32m
American Airlines
Sat 9/1210:30 am
BOS
- ORD
Nonstop3h 02m
American Airlines
Deal found 7/1![American Airlines logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:49 pm
ORD
- BOS
Nonstop3h 10m
JetBlue
Fri 9/115:00 pm
BOS
- ORD
Nonstop3h 22m
JetBlue
Deal found 7/3![JetBlue logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Mon 8/248:41 am
BOS
- ORD
1 stop8h 36m
JetBlue
Deal found 7/1![JetBlue logo]()
$175
This JetBlue deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/151:55 pm
ORD
- BOS
Nonstop2h 36m
JetBlue
Mon 8/175:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Deal found 7/3![JetBlue logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Sun 8/235:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Deal found 6/30![JetBlue logo]()
$177
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/229:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Sun 7/266:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 7/3![United Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/236:00 am
ORD
- BOS
Nonstop2h 34m
American Airlines
Wed 7/297:00 am
BOS
- ORD
Nonstop3h 01m
American Airlines
Deal found 7/3![American Airlines logo]()
$179
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:00 am
ORD
- BOS
1 stop4h 17m
United Airlines
Mon 8/178:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 7/1![United Airlines logo]()
$180
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Wed 9/96:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Deal found 7/2![JetBlue logo]()
$181
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Sat 9/51:30 pm
BOS
- ORD
Nonstop2h 53m
Delta
Deal found 7/1![Delta logo]()
$182
This SmartFares deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/299:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 8/317:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/5![JetBlue logo]()
$182
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 July 6, 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 July 6, 2026.
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Tue 8/115:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 7/4![United Airlines logo]()
$172
This JetBlue deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
ORD
- BOS
1 stop7h 22m
JetBlue
Wed 8/128:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Deal found 7/5![JetBlue logo]()
$175
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:47 pm
MKE
- BOS
1 stop6h 12m
Delta
Wed 8/264:20 pm
BOS
- MKE
Nonstop2h 52m
Delta
Deal found 7/2![Delta logo]()
$207
This Sun Country Air deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:55 am
MSP
- BOS
Nonstop2h 43m
Sun Country Air
Thu 7/1610:35 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 6/30![Sun Country Air logo]()
$263
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:10 am
MSP
- BOS
1 stop8h 00m
Southwest
Mon 9/215:30 pm
BOS
- MSP
1 stop5h 35m
Southwest
Deal found 7/2![Southwest logo]()
$319
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 9/135:59 pm
MSP
- BGR
1 stop5h 37m
American Airlines
Sat 9/195:50 am
BGR
- MSP
1 stop6h 55m
American Airlines
Deal found 7/5![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:00 am
ORD
- BOS
1 stop4h 17m
United Airlines
Sun 8/167:05 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 7/2![United Airlines logo]()
$180
This JetBlue deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/1911:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Wed 9/238:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 7/4![JetBlue logo]()
$197
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/297:45 am
ORD
- BOS
Nonstop2h 34m
United Airlines
Wed 9/25:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 7/4![United Airlines logo]()
$182
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/61:00 pm
ORD
- BOS
1 stop5h 51m
JetBlue
Mon 11/97:05 am
BOS
- ORD
1 stop5h 51m
JetBlue
Deal found 7/2![JetBlue logo]()
$201
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:31 am
MKE
- BOS
Nonstop2h 28m
Delta
Fri 8/284:20 pm
BOS
- MKE
Nonstop2h 52m
Delta
Deal found 7/3![Delta logo]()
$232
This JetBlue deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/186:00 am
ORD
- BOS
1 stop7h 43m
JetBlue
Tue 8/252:45 pm
BOS
- ORD
1 stop8h 13m
JetBlue
Deal found 7/4![JetBlue logo]()
$201
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/99:24 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Tue 10/135:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 7/3![United Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 7/186:59 am
ORD
- BOS
Nonstop2h 31m
Delta
Sat 7/257:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Deal found 7/5![Delta logo]()
$239
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Tue 9/158:45 am
BOS
- MKE
Nonstop2h 50m
JetBlue
Deal found 7/2![JetBlue logo]()
$207
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 10/317:00 am
ORD
- BOS
Nonstop2h 23m
United Airlines
Sun 11/16:00 am
BOS
- ORD
1 stop4h 45m
United Airlines
Deal found 7/5![United Airlines logo]()
$216
This JetBlue deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:20 pm
ORD
- BOS
Nonstop2h 56m
JetBlue
Thu 9/106:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Deal found 7/1![JetBlue logo]()
$215
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:50 pm
ORD
- BGR
2 stops8h 50m
Delta
Tue 9/15:20 am
BGR
- ORD
1 stop6h 03m
Delta
Deal found 7/3![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Sun 7/266:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 7/1![United Airlines logo]()
$237
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Mon 9/75:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Deal found 7/2![JetBlue logo]()
$229
This Sun Country Air deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:10 am
MSP
- BOS
Nonstop2h 51m
Sun Country Air
Tue 9/111:39 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 7/3![Sun Country Air logo]()
$374
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/36:00 pm
MSP
- BOS
1 stop5h 10m
Southwest
Wed 8/55:25 am
BOS
- MSP
2 stops7h 20m
Southwest
Deal found 7/4![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 9/291:55 pm
ORD
- BGR
2 stops8h 25m
Delta
Sat 10/34:50 pm
BGR
- ORD
1 stop4h 40m
Delta
Deal found 7/5![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/136:47 pm
MKE
- BOS
1 stop5h 23m
United Airlines
Sun 9/206:00 am
BOS
- MKE
1 stop5h 00m
United Airlines
Deal found 7/4![United Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:59 pm
ORD
- BGR
2 stops8h 41m
Delta
Tue 8/185:00 pm
BGR
- ORD
1 stop6h 24m
Delta
Deal found 7/1![Delta logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 9/1612:15 pm
MSP
- BGR
1 stop5h 19m
American Airlines
Mon 9/214:13 pm
BGR
- MSP
1 stop7h 26m
American Airlines
Deal found 7/5![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 9/198:45 am
MSN
- PWM
1 stop6h 16m
Delta
Wed 9/234:45 pm
PWM
- MSN
1 stop5h 34m
Delta
Deal found 7/4![Delta logo]()
$291
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 9/196:47 pm
MKE
- BOS
1 stop5h 07m
United Airlines
Wed 9/235:45 am
BOS
- MKE
2 stops9h 48m
United Airlines
Deal found 7/5![United Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:10 pm
MSP
- BOS
Nonstop2h 48m
Delta
Sun 8/235:51 am
BOS
- MSP
Nonstop3h 09m
Delta
Deal found 7/1![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:00 pm
MSP
- PWM
1 stop5h 10m
Southwest
Wed 7/2910:30 am
PWM
- MSP
2 stops8h 30m
Southwest
Deal found 6/30![Southwest logo]()
$484
Last-minute flights from Wisconsin to MaineDiscover last-minute flight deals from Wisconsin to Maine. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Maine. Data last updated July 6, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/229:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Sun 7/266:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 7/3![United Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/236:00 am
ORD
- BOS
Nonstop2h 34m
American Airlines
Wed 7/297:00 am
BOS
- ORD
Nonstop3h 01m
American Airlines
Deal found 7/3![American Airlines logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/78:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Mon 11/95:00 pm
BOS
- ORD
Nonstop3h 12m
JetBlue
Deal found 7/2![JetBlue logo]()
$182
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Tue 8/117:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 7/4![United Airlines logo]()
$172
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:00 am
ORD
- BOS
1 stop4h 17m
United Airlines
Sun 8/167:05 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 7/3![United Airlines logo]()
$180
This JetBlue deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/151:55 pm
ORD
- BOS
Nonstop2h 36m
JetBlue
Mon 8/175:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Deal found 7/3![JetBlue logo]()
$176
This Traveloka deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Traveloka is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/189:35 am
ORD
- BOS
1 stop6h 42m
JetBlue
Tue 8/255:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Deal found 7/4![JetBlue logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Mon 8/248:41 am
BOS
- ORD
1 stop8h 36m
JetBlue
Deal found 7/1![JetBlue logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:27 pm
ORD
- BOS
1 stop5h 32m
JetBlue
Sun 8/235:01 am
BOS
- ORD
1 stop4h 51m
JetBlue
Deal found 6/30![JetBlue logo]()
$177
This JetBlue deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Wed 9/96:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Deal found 7/2![JetBlue logo]()
$181
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:00 am
ORD
- BOS
Nonstop2h 32m
American Airlines
Sat 9/1210:30 am
BOS
- ORD
Nonstop3h 02m
American Airlines
Deal found 7/1![American Airlines logo]()
$173
This SmartFares deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/299:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Mon 8/317:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Deal found 7/5![JetBlue logo]()
$182
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 July 6, 2026.
Search for one-way flight options from Wisconsin to Maine. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This SmartFares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:24 pm
ORD
- BOS
Nonstop2h 34m
JetBlue
Deal found 7/1![JetBlue logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:10 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/2![JetBlue logo]()
$95
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 7/2![United Airlines logo]()
$96
This iWofly deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/289:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 7/3![JetBlue logo]()
$97
This Super.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:25 am
MKE
- BOS
Nonstop2h 39m
JetBlue
Deal found 7/1![JetBlue logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:24 pm
ORD
- BOS
Nonstop2h 34m
JetBlue
Deal found 7/1![JetBlue logo]()
$98
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/41:15 pm
MKE
- BOS
1 stop6h 45m
American Airlines
Deal found 7/4![American Airlines logo]()
$98
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/137:29 pm
ORD
- BOS
Nonstop2h 43m
Delta
Deal found 7/3![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:55 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/5![Delta logo]()
$99
This Super.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:40 am
MSP
- PWM
Nonstop2h 44m
Sun Country Air
Deal found 7/4![Sun Country Air logo]()
$99
This JetBlue deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 9/26:00 am
ORD
- BOS
1 stop7h 49m
JetBlue
Deal found 7/3![JetBlue logo]()
$101
This JetBlue deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/129:35 am
ORD
- BOS
1 stop6h 42m
JetBlue
Deal found 7/3![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 July 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $172 (United Airlines) |
One-way from | $94 (SmartFares) |
Popular in | December |
Cheapest in | January |
Average price | $470 |
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 July 6, 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 8/5
6:20 pm-9:56 pm
Nonstop2h 36m
Boston Logan Intl
Tue 8/11
5:45 am-9:38 am
1 stop4h 53m
$172
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Wed 8/5
6:00 am-2:22 pm
1 stop7h 22m
Boston Logan Intl
Wed 8/12
8:15 am-10:11 am
Nonstop2h 56m
$175
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Thu 8/13
6:00 am-11:17 am
1 stop4h 17m
Boston Logan Intl
Sun 8/16
7:05 am-9:03 am
Nonstop2h 58m
$180
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Sat 8/29
7:45 am-11:19 am
Nonstop2h 34m
Boston Logan Intl
Wed 9/2
5:45 am-9:38 am
1 stop4h 53m
$182
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Sat 9/19
11:25 am-3:04 pm
Nonstop2h 39m
Boston Logan Intl
Wed 9/23
8:45 am-10:35 am
Nonstop2h 50m
$197
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Fri 11/6
1:00 pm-7:51 pm
1 stop5h 51m
Boston Logan Intl
Mon 11/9
7:05 am-11:56 am
1 stop5h 51m
$201
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 8/18
6:00 am-2:43 pm
1 stop7h 43m
Boston Logan Intl
Tue 8/25
2:45 pm-9:58 pm
1 stop8h 13m
$201
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Sat 8/15
4:47 pm-11:59 pm
1 stop6h 12m
Boston Logan Intl
Wed 8/26
4:20 pm-6:12 pm
Nonstop2h 52m
$207
MilwaukeeBoston
MKE - BOS
MKEBOS
Milwaukee-Mitchell
Fri 9/11
11:25 am-3:04 pm
Nonstop2h 39m
Boston Logan Intl
Tue 9/15
8:45 am-10:35 am
Nonstop2h 50m
$207
ChicagoBoston
ORD - BOS
ORDBOS
Chicago O'Hare Intl
Tue 9/1
8:20 pm-12:16 am
Nonstop2h 56m
Boston Logan Intl
Thu 9/10
6:55 am-8:46 am
Nonstop2h 51m
$215
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
MSP-PWM
MSP-BOS
MSP-BGR
MKE-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
MSP-PWM
MSP-BOS
MSP-BGR
What is the cheapest month to book a flight from Wisconsin to Maine?
Currently, August is the cheapest month in which you can book a flight from Wisconsin to Maine (average of $198). 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 July 6, 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
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from 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 July 6, 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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$210 | Average$446 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$250 | Average$431 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$508 | FlexibilityNo cancel fee | On-time63% |