$68+ 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 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Mar 20 — Mar 271
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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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 18, 2026.
Explore the most affordable flight options available from Maine to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
This JetBlue deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:05 am
BOS
- ORD
Nonstop3h 00m
JetBlue
Sun 4/58:55 am
ORD
- BOS
Nonstop2h 32m
JetBlue
Deal found 2/14![JetBlue logo]()
$132
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 pm
BOS
- ORD
Nonstop3h 16m
American Airlines
Tue 2/248:45 pm
ORD
- BOS
Nonstop2h 14m
American Airlines
Deal found 2/14![American Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sat 5/29:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 5/54:30 pm
ORD
- BOS
1 stop4h 44m
United Airlines
Deal found 2/15![United Airlines logo]()
$134
This Super.com deal was found by Cheapflights users on 2/16. 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.
Sun 3/87:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/16![JetBlue logo]()
$135
This American Airlines deal was found by Cheapflights users on 2/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:31 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
Tue 3/107:40 pm
ORD
- BOS
Nonstop2h 21m
American Airlines
Deal found 2/17![American Airlines logo]()
$136
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:25 am
BOS
- ORD
Nonstop3h 10m
Delta
Tue 4/1410:15 am
ORD
- BOS
Nonstop2h 20m
Delta
Deal found 2/15![Delta logo]()
$137
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:35 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
Sun 4/126:00 am
ORD
- BOS
Nonstop2h 27m
American Airlines
Deal found 2/14![American Airlines logo]()
$138
This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:52 am
BOS
- ORD
Nonstop2h 59m
Multiple Airlines
Thu 4/304:28 pm
ORD
- BOS
1 stop7h 23m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 2/16. 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 4/37:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Sun 4/56:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/16![United Airlines logo]()
$140
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:05 am
BOS
- ORD
Nonstop3h 01m
United Airlines
Mon 5/186:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/17![United Airlines logo]()
$141
This American Airlines deal was found by Cheapflights users on 2/17. 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 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 4/58:20 am
ORD
- BOS
Nonstop2h 18m
American Airlines
Deal found 2/17![American Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 2/16. 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 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
Tue 5/121:27 pm
ORD
- BOS
1 stop9h 32m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$143
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 18, 2026.
Discover carefully curated flight deals from Maine to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
This Delta deal was found by Cheapflights users on 2/16. 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 4/284:55 pm
BOS
- ORD
Nonstop3h 04m
Delta
Thu 4/306:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Deal found 2/16![Delta logo]()
$137
This JetBlue deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/1110:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/17![JetBlue logo]()
$137
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 5/17:26 pm
BOS
- ORD
1 stop5h 11m
United Airlines
Mon 5/46:00 am
ORD
- BOS
Nonstop2h 25m
United Airlines
Deal found 2/15![United Airlines logo]()
$152
This American Airlines deal was found by Cheapflights users on 2/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:07 am
PWM
- ORD
Nonstop3h 10m
American Airlines
Sun 5/107:49 pm
ORD
- PWM
Nonstop2h 38m
American Airlines
Deal found 2/17![American Airlines logo]()
$209
This Southwest deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:45 am
BOS
- MKE
2 stops7h 00m
Southwest
Tue 3/244:10 pm
MKE
- BOS
2 stops6h 15m
Southwest
Deal found 2/15![Southwest logo]()
$227
This Sun Country Air deal was found by Cheapflights users on 2/13. 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 4/811:12 am
BOS
- MSP
Nonstop3h 18m
Sun Country Air
Wed 4/156:24 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 2/13![Sun Country Air logo]()
$229
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Fri 4/107:35 pm
ORD
- BOS
Nonstop2h 27m
Delta
Deal found 2/15![Delta logo]()
$137
This JetBlue deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/248:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/256:45 am
ORD
- BOS
1 stop6h 39m
JetBlue
Deal found 2/16![JetBlue logo]()
$152
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 2/284:25 pm
BOS
- ORD
Nonstop3h 05m
United Airlines
Mon 3/24:14 pm
ORD
- BOS
1 stop4h 37m
United Airlines
Deal found 2/14![United Airlines logo]()
$155
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:15 am
BOS
- ORD
Nonstop3h 10m
Delta
Wed 3/257:35 pm
ORD
- BOS
Nonstop2h 27m
Delta
Deal found 2/17![Delta logo]()
$152
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:15 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Mon 3/97:30 am
ORD
- BOS
Nonstop2h 19m
United Airlines
Deal found 2/16![United Airlines logo]()
$156
This JetBlue deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/1812:20 pm
ORD
- BOS
1 stop8h 05m
JetBlue
Deal found 2/17![JetBlue logo]()
$162
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/227:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Thu 3/266:00 am
ORD
- BOS
1 stop4h 10m
United Airlines
Deal found 2/15![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 2/16. 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 6/24:15 pm
BOS
- ORD
Nonstop3h 00m
Delta
Sat 6/64:30 pm
ORD
- BOS
Nonstop2h 33m
Delta
Deal found 2/16![Delta logo]()
$157
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:30 am
BOS
- ORD
1 stop5h 45m
United Airlines
Thu 4/99:30 pm
ORD
- BOS
Nonstop2h 29m
United Airlines
Deal found 2/16![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 2/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:00 pm
BOS
- MKE
1 stop5h 35m
Southwest
Wed 4/154:40 pm
MKE
- BOS
1 stop4h 40m
Southwest
Deal found 2/17![Southwest logo]()
$227
This American Airlines deal was found by Cheapflights users on 2/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:40 am
BGR
- ORD
Nonstop3h 20m
American Airlines
Mon 5/181:24 pm
ORD
- BGR
Nonstop2h 41m
American Airlines
Deal found 2/17![American Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:40 am
BGR
- ORD
Nonstop3h 20m
American Airlines
Sat 5/96:49 pm
ORD
- BGR
Nonstop2h 40m
American Airlines
Deal found 2/14![American Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/134:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Sun 3/157:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Deal found 2/15![Delta logo]()
$207
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 2/14![American Airlines logo]()
$239
This Sun Country Air deal was found by Cheapflights users on 2/13. 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.
Mon 4/611:12 am
BOS
- MSP
Nonstop3h 18m
Sun Country Air
Sun 4/126:30 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 2/13![Sun Country Air logo]()
$294
This Delta deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/124:50 pm
BOS
- MKE
Nonstop2h 50m
Delta
Mon 3/167:25 pm
MKE
- BOS
Nonstop2h 16m
Delta
Deal found 2/17![Delta logo]()
$207
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:25 pm
PWM
- ORD
Nonstop3h 09m
United Airlines
Mon 5/256:18 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 2/17![United Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 2/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:27 pm
BGR
- ORD
1 stop6h 31m
American Airlines
Wed 5/201:24 pm
ORD
- BGR
Nonstop2h 41m
American Airlines
Deal found 2/17![American Airlines logo]()
$239
This United Airlines deal was found by Cheapflights users on 2/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/24:58 pm
PWM
- ORD
Nonstop3h 00m
United Airlines
Mon 7/206:25 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 2/17![United Airlines logo]()
$209
This Cheapflightsfares deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2112:40 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Sat 6/278:20 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 2/14![Sun Country Air logo]()
$307
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:20 pm
BOS
- MKE
Nonstop2h 48m
Delta
Mon 5/115:01 pm
MKE
- BOS
1 stop5h 28m
Delta
Deal found 2/15![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 6/66:25 pm
PWM
- ORD
Nonstop3h 09m
United Airlines
Tue 6/96:18 pm
ORD
- PWM
Nonstop2h 34m
United Airlines
Deal found 2/14![United Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:05 am
BGR
- ORD
Nonstop3h 15m
American Airlines
Mon 6/86:59 pm
ORD
- BGR
Nonstop2h 50m
American Airlines
Deal found 2/14![American Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 2/16. 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 3/125:30 pm
PWM
- MKE
1 stop7h 25m
Southwest
Mon 3/164:20 pm
MKE
- PWM
1 stop6h 45m
Southwest
Deal found 2/16![Southwest logo]()
$341
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated February 18, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated February 18, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Wed 3/410:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/15![JetBlue logo]()
$132
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:45 pm
BOS
- ORD
Nonstop3h 16m
American Airlines
Tue 2/248:45 pm
ORD
- BOS
Nonstop2h 14m
American Airlines
Deal found 2/14![American Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Fri 2/276:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Mon 3/99:15 pm
ORD
- BOS
Nonstop2h 20m
United Airlines
Deal found 2/14![United Airlines logo]()
$136
This JetBlue deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/15![JetBlue logo]()
$137
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 3/77:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Mon 3/98:50 am
ORD
- BOS
1 stop4h 41m
United Airlines
Deal found 2/14![United Airlines logo]()
$143
This Super.com deal was found by Cheapflights users on 2/16. 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.
Sun 3/87:00 am
BOS
- ORD
Nonstop3h 10m
JetBlue
Tue 3/1010:00 am
ORD
- BOS
Nonstop2h 20m
JetBlue
Deal found 2/16![JetBlue logo]()
$135
This Priceline deal was found by Cheapflights users on 2/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:00 am
BOS
- ORD
Nonstop3h 10m
Multiple Airlines
Thu 5/74:28 pm
ORD
- BOS
1 stop7h 23m
Multiple Airlines
Deal found 2/16![Multiple Airlines logo]()
$144
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sun 3/156:00 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Tue 3/179:15 am
ORD
- BOS
1 stop5h 01m
United Airlines
Deal found 2/15![United Airlines logo]()
$139
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 3/217:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Wed 3/2512:03 pm
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 2/14![United Airlines logo]()
$134
This Delta deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:35 pm
BOS
- ORD
Nonstop3h 08m
Delta
Wed 3/257:35 pm
ORD
- BOS
Nonstop2h 27m
Delta
Deal found 2/15![Delta logo]()
$140
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sat 3/289:20 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Tue 3/314:10 pm
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 2/15![United Airlines logo]()
$141
This Delta deal was found by Cheapflights users on 2/14. 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 3/314:25 pm
BOS
- ORD
Nonstop3h 06m
Delta
Sat 4/47:00 am
ORD
- BOS
Nonstop2h 25m
Delta
Deal found 2/14![Delta logo]()
$142
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 18, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 3/67:16 am
BOS
- ORD
Nonstop3h 06m
United Airlines
Deal found 2/15![United Airlines logo]()
$68
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Tue 3/1712:07 pm
BOS
- ORD
1 stop5h 54m
United Airlines
Deal found 2/15![United Airlines logo]()
$69
This Cheapflightsfares deal was found by Cheapflights users on 2/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:45 am
BOS
- ORD
1 stop12h 30m
Spirit Airlines
Deal found 2/15![Spirit Airlines logo]()
$70
This United Airlines deal was found by Cheapflights users on 2/15. 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 4/29:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
Deal found 2/15![United Airlines logo]()
$71
This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Tue 4/287:43 pm
BOS
- ORD
1 stop26h 34m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$72
This American Airlines deal was found by Cheapflights users on 2/16. 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.
Tue 6/165:05 am
BOS
- ORD
Nonstop2h 57m
American Airlines
Deal found 2/16![American Airlines logo]()
$73
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2511:19 am
BOS
- ORD
Nonstop3h 11m
American Airlines
Deal found 2/14![American Airlines logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 2/15. 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 5/135:40 am
BOS
- ORD
1 stop16h 37m
Multiple Airlines
Deal found 2/15![Multiple Airlines logo]()
$75
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:50 pm
BOS
- ORD
1 stop16h 49m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$76
This United Airlines deal was found by Cheapflights users on 2/15. 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.
Sat 3/289:20 am
BOS
- ORD
Nonstop3h 05m
United Airlines
Deal found 2/15![United Airlines logo]()
$77
This Delta deal was found by Cheapflights users on 2/13. 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.
Tue 5/198:40 pm
BOS
- ORD
Nonstop2h 55m
Delta
Deal found 2/13![Delta logo]()
$79
This Frontier deal was found by Cheapflights users on 2/15. 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.
Wed 3/1111:51 am
BOS
- ORD
1 stop7h 06m
Frontier
Deal found 2/15![Frontier logo]()
$80
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 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $132 (JetBlue) |
One-way from | $68 (United Airlines) |
Popular in | November |
Cheapest in | September |
Average price | $354 |
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 18, 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
Tue 4/28
4:55 pm-6:59 pm
Nonstop3h 04m
Chicago O'Hare Intl
Thu 4/30
6:50 am-10:11 am
Nonstop2h 21m
$137
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 3/7
7:00 am-9:10 am
Nonstop3h 10m
Chicago O'Hare Intl
Wed 3/11
10:00 am-1:20 pm
Nonstop2h 20m
$137
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 4/7
7:15 am-9:25 am
Nonstop3h 10m
Chicago O'Hare Intl
Fri 4/10
7:35 pm-11:02 pm
Nonstop2h 27m
$137
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 5/1
7:26 pm-11:37 pm
1 stop5h 11m
Chicago O'Hare Intl
Mon 5/4
6:00 am-9:25 am
Nonstop2h 25m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 3/24
8:00 am-10:10 am
Nonstop3h 10m
Chicago O'Hare Intl
Wed 3/25
6:45 am-2:24 pm
1 stop6h 39m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 3/12
7:15 am-9:25 am
Nonstop3h 10m
Chicago O'Hare Intl
Wed 3/25
7:35 pm-11:02 pm
Nonstop2h 27m
$152
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 2/28
4:25 pm-6:30 pm
Nonstop3h 05m
Chicago O'Hare Intl
Mon 3/2
4:14 pm-9:51 pm
1 stop4h 37m
$155
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 3/5
8:15 am-10:20 am
Nonstop3h 05m
Chicago O'Hare Intl
Mon 3/9
7:30 am-10:49 am
Nonstop2h 19m
$156
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 3/22
7:16 am-9:22 am
Nonstop3h 06m
Chicago O'Hare Intl
Thu 3/26
6:00 am-11:10 am
1 stop4h 10m
$157
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/2
4:15 pm-6:15 pm
Nonstop3h 00m
Chicago O'Hare Intl
Sat 6/6
4:30 pm-8:03 pm
Nonstop2h 33m
$157
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-MSP
BOS-MKE
BGR-ORD
BOS-ATW
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-MSP
BOS-MKE
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 18, 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.
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
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 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Wisconsin
Find the right flight back to Maine after your stay in Wisconsin
Maine to Wisconsin flights
Consider these flights traveling from Maine to Wisconsin.
Top 4 airlines flying from Maine to Wisconsin
Discover the top 4 airlines that operate flights from Maine to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 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% |