$90+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Aug 10 — Aug 171
Round-trip
1 adult, Economy
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Cheapest flights from Maine to WisconsinExplore the most affordable flight options available from Maine to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 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 July 11, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sun 8/308:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/10![JetBlue logo]()
$163
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sun 8/169:40 pm
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 7/9![United Airlines logo]()
$164
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sun 8/169:40 pm
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 7/8![United Airlines logo]()
$165
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Wed 8/57:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 7/8![Delta logo]()
$166
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 8/1112:16 pm
ORD
- BOS
1 stop4h 36m
United Airlines
Deal found 7/8![United Airlines logo]()
$168
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Mon 8/177:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 7/8![Delta logo]()
$169
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sat 8/17:45 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 7/10![United Airlines logo]()
$170
This JetBlue deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:01 am
BOS
- ORD
1 stop4h 47m
JetBlue
Wed 9/168:24 pm
ORD
- BOS
Nonstop2h 34m
JetBlue
Deal found 7/8![JetBlue logo]()
$171
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/47:27 pm
BOS
- ORD
1 stop5h 04m
United Airlines
Wed 8/56:05 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Deal found 7/6![United Airlines logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/35:01 am
BOS
- ORD
1 stop4h 44m
JetBlue
Sat 9/51:49 pm
ORD
- BOS
Nonstop3h 10m
JetBlue
Deal found 7/6![JetBlue logo]()
$173
This SmartFares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/244:55 pm
BOS
- ORD
1 stop6h 03m
JetBlue
Mon 8/318:20 pm
ORD
- BOS
Nonstop2h 56m
JetBlue
Deal found 7/10![JetBlue logo]()
$174
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/188:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 8/229:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 7/6![JetBlue logo]()
$175
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 July 11, 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 July 11, 2026.
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:30 am
BOS
- ORD
Nonstop2h 54m
Delta
Thu 9/177:35 am
ORD
- BOS
Nonstop2h 33m
Delta
Deal found 7/8![Delta logo]()
$169
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Mon 9/149:40 pm
ORD
- BOS
Nonstop2h 30m
United Airlines
Deal found 7/10![United Airlines logo]()
$169
This JetBlue deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:05 am
BOS
- ORD
Nonstop2h 54m
JetBlue
Mon 8/249:40 am
ORD
- BOS
1 stop7h 47m
JetBlue
Deal found 7/10![JetBlue logo]()
$171
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:30 am
BOS
- MKE
1 stop4h 35m
Southwest
Tue 9/18:20 am
MKE
- BOS
1 stop4h 40m
Southwest
Deal found 7/10![Southwest logo]()
$192
This Sun Country Air deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:40 am
BOS
- MSP
Nonstop3h 09m
Sun Country Air
Mon 9/216:55 am
MSP
- BOS
Nonstop2h 48m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$298
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/48:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Fri 9/47:59 pm
ORD
- BOS
Nonstop2h 35m
United Airlines
Deal found 7/7![United Airlines logo]()
$170
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:59 pm
BGR
- ORD
Nonstop3h 11m
American Airlines
Tue 7/287:08 pm
ORD
- BGR
Nonstop2h 49m
American Airlines
Deal found 7/10![American Airlines logo]()
$341
This JetBlue deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:10 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Tue 9/151:00 pm
ORD
- BOS
1 stop6h 49m
JetBlue
Deal found 7/8![JetBlue logo]()
$171
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:42 pm
BOS
- ORD
Nonstop2h 58m
United Airlines
Mon 9/76:15 am
ORD
- BOS
Nonstop2h 21m
United Airlines
Deal found 7/9![United Airlines logo]()
$183
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:59 pm
BOS
- ORD
Nonstop3h 00m
Delta
Wed 7/297:25 pm
ORD
- BOS
Nonstop2h 35m
Delta
Deal found 7/10![Delta logo]()
$215
This JetBlue deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Tue 9/19:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/10![JetBlue logo]()
$197
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Mon 8/311:55 pm
ORD
- BOS
Nonstop2h 41m
United Airlines
Deal found 7/10![United Airlines logo]()
$183
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:40 am
BOS
- MKE
1 stop4h 12m
Delta
Tue 9/156:35 pm
MKE
- BOS
Nonstop2h 31m
Delta
Deal found 7/8![Delta logo]()
$217
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/126:55 am
BOS
- ORD
Nonstop2h 51m
JetBlue
Thu 9/171:00 pm
ORD
- BOS
1 stop6h 49m
JetBlue
Deal found 7/6![JetBlue logo]()
$199
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Thu 7/309:41 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 7/6![United Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:05 am
BOS
- MSP
2 stops9h 00m
Southwest
Sat 10/31:10 pm
MSP
- BOS
2 stops7h 55m
Southwest
Deal found 7/10![Southwest logo]()
$252
This JetBlue deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/82:45 pm
BOS
- ORD
1 stop8h 10m
JetBlue
Sat 9/126:30 am
ORD
- BOS
1 stop7h 10m
JetBlue
Deal found 7/8![JetBlue logo]()
$201
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:25 am
BOS
- MSP
1 stop5h 50m
Southwest
Thu 9/172:05 pm
MSP
- BOS
1 stop7h 15m
Southwest
Deal found 7/10![Southwest logo]()
$265
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/236:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 7/286:00 am
ORD
- BOS
1 stop4h 16m
United Airlines
Deal found 7/6![United Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2511:40 am
BOS
- MKE
Nonstop2h 35m
Delta
Tue 7/286:40 pm
MKE
- BOS
1 stop4h 19m
Delta
Deal found 7/10![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:15 pm
BOS
- MKE
2 stops8h 10m
Southwest
Thu 9/312:30 pm
MKE
- BOS
1 stop4h 20m
Southwest
Deal found 7/10![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/271:05 pm
PWM
- MSP
2 stops9h 15m
Southwest
Mon 8/315:45 am
MSP
- PWM
2 stops8h 15m
Southwest
Deal found 7/7![Southwest logo]()
$276
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:00 pm
BOS
- GRB
1 stop11h 16m
American Airlines
Mon 9/77:02 pm
GRB
- BOS
1 stop14h 30m
American Airlines
Deal found 7/10![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/2511:40 am
BOS
- MKE
Nonstop2h 35m
Delta
Mon 7/276:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/6![Delta logo]()
$278
This JetBlue deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:10 am
BOS
- MKE
Nonstop2h 34m
JetBlue
Tue 8/189:36 am
MKE
- BOS
Nonstop2h 13m
JetBlue
Deal found 7/10![JetBlue logo]()
$268
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/222:45 pm
BOS
- MKE
2 stops7h 40m
Southwest
Fri 9/252:00 pm
MKE
- BOS
1 stop9h 30m
Southwest
Deal found 7/7![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/244:00 pm
BOS
- MKE
1 stop7h 30m
Delta
Tue 7/286:59 pm
MKE
- BOS
Nonstop2h 27m
Delta
Deal found 7/8![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/156:00 pm
BOS
- MKE
1 stop6h 37m
United Airlines
Tue 8/185:00 am
MKE
- BOS
2 stops8h 50m
United Airlines
Deal found 7/7![United Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:05 am
BOS
- MSP
2 stops9h 00m
Southwest
Fri 10/24:05 pm
MSP
- BOS
2 stops7h 00m
Southwest
Deal found 7/10![Southwest logo]()
$289
This KAYAK deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:34 pm
PWM
- ORD
Nonstop3h 06m
American Airlines
Thu 7/309:09 pm
ORD
- PWM
Nonstop2h 34m
American Airlines
Deal found 7/6![American Airlines logo]()
$432
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated July 11, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated July 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:45 pm
BOS
- ORD
Nonstop2h 54m
Delta
Wed 8/57:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 7/8![Delta logo]()
$166
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Sat 8/16:20 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 7/9![United Airlines logo]()
$170
This Cheapflightsfares deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Mon 8/38:41 am
BOS
- ORD
1 stop8h 35m
JetBlue
Tue 8/1111:01 am
ORD
- BOS
Nonstop2h 27m
JetBlue
Deal found 7/7![JetBlue logo]()
$173
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/47:27 pm
BOS
- ORD
1 stop5h 04m
United Airlines
Wed 8/56:05 am
ORD
- BOS
Nonstop2h 24m
United Airlines
Deal found 7/6![United Airlines logo]()
$172
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Tue 8/1112:16 pm
ORD
- BOS
1 stop4h 36m
United Airlines
Deal found 7/8![United Airlines logo]()
$168
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:30 am
BOS
- ORD
Nonstop2h 56m
Delta
Mon 8/177:30 pm
ORD
- BOS
Nonstop2h 30m
Delta
Deal found 7/8![Delta logo]()
$169
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sun 8/169:40 pm
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 7/8![United Airlines logo]()
$165
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:05 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Sun 8/169:40 pm
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 7/9![United Airlines logo]()
$164
This JetBlue deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Tue 8/259:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 7/8![JetBlue logo]()
$171
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/188:15 am
BOS
- ORD
Nonstop2h 56m
JetBlue
Sat 8/229:40 am
ORD
- BOS
1 stop6h 37m
JetBlue
Deal found 7/6![JetBlue logo]()
$175
This SmartFares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/244:55 pm
BOS
- ORD
1 stop6h 03m
JetBlue
Mon 8/318:20 pm
ORD
- BOS
Nonstop2h 56m
JetBlue
Deal found 7/10![JetBlue logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:21 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Sun 8/308:20 pm
ORD
- BOS
Nonstop2h 31m
JetBlue
Deal found 7/9![JetBlue logo]()
$163
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 July 11, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/187:00 pm
BOS
- MKE
1 stop5h 37m
United Airlines
Deal found 7/8![United Airlines logo]()
$90
This Southwest deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:40 am
BOS
- MKE
1 stop5h 15m
Southwest
Deal found 7/8![Southwest logo]()
$96
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
Deal found 7/8![United Airlines logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 7/287:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 7/7![JetBlue logo]()
$97
This United Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:45 am
BOS
- ORD
1 stop4h 53m
United Airlines
Deal found 7/8![United Airlines logo]()
$98
This JetBlue deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:10 am
BOS
- MKE
Nonstop2h 35m
JetBlue
Deal found 7/8![JetBlue logo]()
$99
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:50 pm
BOS
- ORD
Nonstop2h 42m
Delta
Deal found 7/8![Delta logo]()
$99
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/268:07 am
BOS
- ORD
Nonstop2h 58m
JetBlue
Deal found 7/6![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/42:45 pm
PWM
- ORD
1 stop8h 13m
JetBlue
Deal found 7/6![JetBlue logo]()
$101
This JetBlue deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:00 pm
BOS
- ORD
1 stop7h 06m
JetBlue
Deal found 7/8![JetBlue logo]()
$101
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:50 am
BOS
- MKE
2 stops10h 05m
Southwest
Deal found 7/10![Southwest logo]()
$102
This Jettzy deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:55 am
BOS
- ORD
1 stop5h 52m
JetBlue
Deal found 7/10![JetBlue logo]()
$102
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 July 11, 2026.
Round-trip from | $163 (Cheapflightsfares) |
|---|---|
One-way from | $90 (United Airlines) |
Popular in | August |
Cheapest in | November |
Average price | $506 |
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 July 11, 2026.
Use the filters below to find and compare flights from Maine to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 9/8
7:30 am-9:24 am
Nonstop2h 54m
Chicago O'Hare Intl
Thu 9/17
7:35 am-11:08 am
Nonstop2h 33m
$169
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/12
5:45 am-9:38 am
1 stop4h 53m
Chicago O'Hare Intl
Mon 9/14
9:40 pm-1:10 am
Nonstop2h 30m
$169
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Fri 9/4
8:05 am-10:04 am
Nonstop2h 59m
Chicago O'Hare Intl
Fri 9/4
7:59 pm-11:34 pm
Nonstop2h 35m
$170
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 8/22
11:05 am-12:59 pm
Nonstop2h 54m
Chicago O'Hare Intl
Mon 8/24
9:40 am-6:27 pm
1 stop7h 47m
$171
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 9/8
8:10 am-10:06 am
Nonstop2h 56m
Chicago O'Hare Intl
Tue 9/15
1:00 pm-8:49 pm
1 stop6h 49m
$171
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 9/5
6:42 pm-8:40 pm
Nonstop2h 58m
Chicago O'Hare Intl
Mon 9/7
6:15 am-9:36 am
Nonstop2h 21m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sat 8/1
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
Mon 8/31
1:55 pm-5:36 pm
Nonstop2h 41m
$183
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Sun 7/26
6:00 am-7:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Thu 7/30
9:41 pm-1:14 am
Nonstop2h 33m
$187
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Tue 8/25
7:30 am-11:05 am
1 stop4h 35m
Milwaukee-Mitchell
Tue 9/1
8:20 am-2:00 pm
1 stop4h 40m
$192
Quickest round-trip
BostonMilwaukee
BOS - MKE
BOSMKE
Boston Logan Intl
Tue 8/25
7:10 am-8:44 am
Nonstop2h 34m
Milwaukee-Mitchell
Tue 9/1
9:36 am-12:49 pm
Nonstop2h 13m
$197
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Maine to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Maine with our price prediction graph.
BOS-MKE
BOS-ORD
PWM-ORD
BOS-MSP
BGR-ORD
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-MKE
BOS-ORD
PWM-ORD
BOS-MSP
What is the cheapest month to book a flight from Maine to Wisconsin?
Currently, July is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $177). Flying from Maine to Wisconsin in March is currently the most expensive (average of $329). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Maine to Wisconsin?
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated July 11, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Maine to Wisconsin by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
7.9
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 July 11, 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 July 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$374 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$417 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$258 | Average$435 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$381 | Average$399 | FlexibilityNo cancel fee | On-time63% |