$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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
may. 5 — may. 121
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 abril 5, 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 abril 5, 2026.
This SmartFares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
jue. 4/307:02 am
BOS
- ORD
Nonstop2h 57m
JetBlue
dom. 5/36:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 3/31![JetBlue logo]()
$138
This Expedia deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
lun. 4/2712:31 pm
BOS
- ORD
1 stop11h 30m
Frontier
mié. 4/296:08 pm
ORD
- BOS
1 stop6h 23m
Frontier
Deal found 3/31![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/286:00 am
BOS
- ORD
1 stop12h 00m
Multiple Airlines
mié. 4/2911:28 am
ORD
- BOS
1 stop13h 03m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/2812:52 pm
BOS
- ORD
1 stop22h 31m
Multiple Airlines
mar. 5/51:59 pm
ORD
- BOS
1 stop10h 25m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/226:00 am
BOS
- ORD
1 stop29h 23m
Multiple Airlines
mar. 4/2811:28 am
ORD
- BOS
1 stop13h 03m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/226:00 am
BOS
- ORD
1 stop29h 23m
Multiple Airlines
mié. 4/2911:28 am
ORD
- BOS
1 stop13h 03m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$149
This SmartFares deal was found by Cheapflights users on 4/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/27:35 pm
BOS
- ORD
Nonstop3h 01m
JetBlue
lun. 5/46:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 4/3![JetBlue logo]()
$150
This SmartFares deal was found by Cheapflights users on 4/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/166:47 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
dom. 5/176:00 am
ORD
- BOS
Nonstop2h 17m
JetBlue
Deal found 4/3![JetBlue logo]()
$151
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/297:35 pm
BOS
- ORD
Nonstop3h 01m
JetBlue
dom. 5/36:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 3/31![JetBlue logo]()
$152
This Expedia deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/296:00 am
BOS
- ORD
1 stop12h 00m
Multiple Airlines
dom. 5/36:00 am
ORD
- BOS
Nonstop2h 15m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/26:00 am
BOS
- ORD
1 stop16h 12m
Multiple Airlines
lun. 5/44:28 pm
ORD
- BOS
1 stop15h 06m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$155
This Southwest deal was found by Cheapflights users on 4/4. 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.
lun. 4/274:45 pm
BOS
- MKE
1 stop7h 25m
Southwest
mié. 4/298:00 am
MKE
- BOS
2 stops7h 05m
Southwest
Deal found 4/4![Southwest logo]()
$192
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 abril 5, 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 abril 5, 2026.
This JetBlue deal was found by Cheapflights users on 4/3. 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.
sáb. 4/257:35 pm
BOS
- ORD
Nonstop3h 04m
JetBlue
jue. 4/306:00 am
ORD
- BOS
Nonstop2h 15m
JetBlue
Deal found 4/3![JetBlue logo]()
$172
This United Airlines deal was found by Cheapflights users on 4/2. 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.
mié. 5/64:35 pm
BOS
- ORD
Nonstop3h 00m
United Airlines
lun. 5/116:23 pm
ORD
- BOS
Nonstop2h 36m
United Airlines
Deal found 4/2![United Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 4/4. 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.
sáb. 5/25:10 pm
BOS
- ORD
Nonstop3h 07m
Delta
lun. 5/46:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Deal found 4/4![Delta logo]()
$173
This Southwest deal was found by Cheapflights users on 4/2. 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.
sáb. 5/95:15 am
BOS
- ORD
1 stop10h 05m
Southwest
mar. 5/122:40 pm
ORD
- BOS
1 stop6h 50m
Southwest
Deal found 4/2![Southwest logo]()
$187
This American Airlines deal was found by Cheapflights users on 4/5. 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.
mié. 5/136:27 pm
BGR
- ORD
1 stop6h 11m
American Airlines
lun. 5/186:49 pm
ORD
- BGR
Nonstop2h 40m
American Airlines
Deal found 4/5![American Airlines logo]()
$285
This Sun Country Air deal was found by Cheapflights users on 4/3. 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.
vie. 8/2812:29 pm
PWM
- MSP
Nonstop3h 06m
Sun Country Air
lun. 8/317:55 am
MSP
- PWM
Nonstop2h 46m
Sun Country Air
Deal found 4/3![Sun Country Air logo]()
$294
This United Airlines deal was found by Cheapflights users on 4/4. 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.
jue. 6/186:00 am
BOS
- ORD
Nonstop2h 58m
United Airlines
jue. 6/189:26 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 4/4![United Airlines logo]()
$177
This United Airlines deal was found by Cheapflights users on 4/4. 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.
lun. 7/207:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
jue. 7/309:35 pm
ORD
- BOS
Nonstop2h 33m
United Airlines
Deal found 4/4![United Airlines logo]()
$177
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/75:30 am
BOS
- ORD
2 stops11h 35m
Southwest
mié. 5/132:40 pm
ORD
- BOS
1 stop6h 50m
Southwest
Deal found 4/3![Southwest logo]()
$197
This Delta deal was found by Cheapflights users on 4/4. 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.
mié. 4/157:10 am
BOS
- ORD
Nonstop3h 05m
Delta
mié. 4/226:00 am
ORD
- BOS
Nonstop2h 26m
Delta
Deal found 4/4![Delta logo]()
$206
This United Airlines deal was found by Cheapflights users on 4/4. 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.
dom. 5/37:30 am
BOS
- ORD
Nonstop3h 01m
United Airlines
dom. 5/105:00 am
ORD
- BOS
1 stop4h 20m
United Airlines
Deal found 4/4![United Airlines logo]()
$187
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/47:20 am
BOS
- ORD
2 stops11h 10m
Southwest
vie. 5/82:40 pm
ORD
- BOS
2 stops8h 15m
Southwest
Deal found 4/3![Southwest logo]()
$207
This United Airlines deal was found by Cheapflights users on 4/4. 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.
jue. 4/305:45 am
BOS
- ORD
1 stop4h 52m
United Airlines
dom. 5/37:30 am
ORD
- BOS
Nonstop2h 31m
United Airlines
Deal found 4/4![United Airlines logo]()
$187
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
jue. 7/25:30 am
BOS
- MKE
1 stop4h 21m
Delta
sáb. 7/42:20 pm
MKE
- BOS
Nonstop2h 30m
Delta
Deal found 3/31![Delta logo]()
$242
This Southwest deal was found by Cheapflights users on 4/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/233:15 pm
BOS
- MKE
1 stop5h 55m
Southwest
sáb. 5/302:55 pm
MKE
- BOS
2 stops7h 45m
Southwest
Deal found 4/3![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 4/3. 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.
jue. 5/217:19 am
BOS
- ORD
Nonstop2h 58m
United Airlines
dom. 5/247:33 am
ORD
- BOS
Nonstop2h 32m
United Airlines
Deal found 4/3![United Airlines logo]()
$201
This Delta deal was found by Cheapflights users on 4/3. 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.
sáb. 7/185:40 am
BOS
- MKE
1 stop4h 10m
Delta
mié. 7/224:52 pm
MKE
- BOS
1 stop6h 07m
Delta
Deal found 4/3![Delta logo]()
$252
This American Airlines deal was found by Cheapflights users on 4/4. 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.
vie. 7/35:00 am
BOS
- ATW
1 stop6h 24m
American Airlines
mar. 7/73:18 pm
ATW
- BOS
1 stop7h 41m
American Airlines
Deal found 4/4![American Airlines logo]()
$315
This Sun Country Air deal was found by Cheapflights users on 4/4. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/1712:40 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
dom. 7/198:05 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 4/4![Sun Country Air logo]()
$334
This Delta deal was found by Cheapflights users on 4/4. 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.
sáb. 9/59:05 am
BOS
- MKE
1 stop4h 21m
Delta
lun. 9/76:25 pm
MKE
- BOS
1 stop4h 07m
Delta
Deal found 4/4![Delta logo]()
$252
This Sun Country Air deal was found by Cheapflights users on 4/3. 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.
jue. 5/711:39 am
BOS
- MSP
Nonstop3h 10m
Sun Country Air
lun. 5/116:55 am
MSP
- BOS
Nonstop2h 44m
Sun Country Air
Deal found 4/3![Sun Country Air logo]()
$334
This Delta deal was found by Cheapflights users on 4/1. 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.
mié. 5/134:30 pm
BOS
- GRB
1 stop7h 22m
Delta
sáb. 5/165:01 pm
GRB
- BOS
1 stop5h 28m
Delta
Deal found 4/1![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
jue. 5/286:00 am
BOS
- MKE
3 stops12h 53m
United Airlines
sáb. 5/3010:53 am
MKE
- BOS
1 stop7h 35m
United Airlines
Deal found 3/31![United Airlines logo]()
$257
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
jue. 4/3010:40 am
BOS
- MKE
2 stops9h 30m
Southwest
mié. 5/65:50 am
MKE
- BOS
2 stops9h 05m
Southwest
Deal found 3/31![Southwest logo]()
$317
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 9/25:29 am
BOS
- GRB
1 stop4h 48m
American Airlines
lun. 9/76:37 pm
GRB
- BOS
1 stop13h 55m
American Airlines
Deal found 3/31![American Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 4/2. 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.
mié. 5/204:30 pm
BOS
- ATW
1 stop7h 03m
Delta
mar. 5/2612:32 pm
ATW
- BOS
1 stop5h 43m
Delta
Deal found 4/2![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 4/2. 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.
vie. 5/19:00 am
PWM
- ORD
Nonstop2h 56m
United Airlines
vie. 5/85:56 pm
ORD
- PWM
Nonstop2h 23m
United Airlines
Deal found 4/2![United Airlines logo]()
$269
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/175:50 am
BOS
- MKE
1 stop7h 05m
Southwest
lun. 9/2112:30 pm
MKE
- BOS
1 stop6h 10m
Southwest
Deal found 4/1![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 4/5. 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.
mié. 5/138:10 am
BOS
- ATW
1 stop8h 23m
Delta
sáb. 5/166:18 pm
ATW
- BOS
1 stop4h 11m
Delta
Deal found 4/5![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 4/1. 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.
vie. 5/294:51 pm
PWM
- ORD
Nonstop3h 00m
United Airlines
dom. 5/316:18 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 4/1![United Airlines logo]()
$269
Last-minute flights from Maine to WisconsinDiscover last-minute flight deals from Maine to Wisconsin. Data last updated abril 5, 2026 and is based on user searches.
Discover last-minute flight deals from Maine to Wisconsin. Data last updated abril 5, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
sáb. 4/114:34 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
mar. 4/141:11 pm
ORD
- BOS
Nonstop2h 34m
American Airlines
Deal found 3/31![American Airlines logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
lun. 4/136:05 am
BOS
- ORD
Nonstop3h 03m
JetBlue
mié. 4/159:41 am
ORD
- BOS
Nonstop2h 26m
JetBlue
Deal found 3/31![JetBlue logo]()
$182
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mar. 4/147:35 pm
BOS
- ORD
Nonstop3h 04m
JetBlue
mié. 4/159:41 am
ORD
- BOS
Nonstop2h 26m
JetBlue
Deal found 3/31![JetBlue logo]()
$152
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/147:35 pm
BOS
- ORD
Nonstop3h 04m
Multiple Airlines
lun. 4/207:15 pm
ORD
- BOS
1 stop14h 00m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mar. 4/145:45 am
BOS
- ORD
1 stop16h 32m
Multiple Airlines
mié. 4/151:27 pm
ORD
- BOS
1 stop9h 30m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$175
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mar. 4/146:00 am
BOS
- ORD
1 stop12h 00m
Frontier
mié. 4/156:08 pm
ORD
- BOS
1 stop6h 23m
Frontier
Deal found 3/31![Frontier logo]()
$180
This JetBlue deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/157:35 pm
BOS
- ORD
Nonstop3h 04m
JetBlue
dom. 4/196:00 am
ORD
- BOS
Nonstop2h 13m
JetBlue
Deal found 3/31![JetBlue logo]()
$157
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/154:34 pm
BOS
- ORD
Nonstop3h 17m
American Airlines
sáb. 4/188:56 pm
ORD
- BOS
Nonstop2h 29m
American Airlines
Deal found 3/31![American Airlines logo]()
$167
This CheapOair deal was found by Cheapflights users on 4/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/157:35 pm
BOS
- ORD
Nonstop3h 04m
Multiple Airlines
mié. 4/226:08 pm
ORD
- BOS
1 stop6h 23m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$169
This Priceline deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/157:35 pm
BOS
- ORD
Nonstop3h 04m
Multiple Airlines
jue. 4/164:28 pm
ORD
- BOS
1 stop8h 03m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$174
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/159:20 am
BOS
- ORD
Nonstop3h 00m
United Airlines
sáb. 4/182:25 pm
ORD
- BOS
1 stop5h 29m
United Airlines
Deal found 3/31![United Airlines logo]()
$177
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/154:55 pm
BOS
- ORD
Nonstop3h 04m
Delta
dom. 4/196:50 am
ORD
- BOS
Nonstop2h 21m
Delta
Deal found 3/31![Delta logo]()
$187
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 abril 5, 2026.
Search for one-way flight options from Maine to Wisconsin. Find affordable one-way fares based on user searches. Data last updated abril 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/226:00 am
BOS
- ORD
1 stop29h 23m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$68
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
jue. 5/149:10 am
BOS
- MKE
Nonstop2h 43m
Delta
Deal found 3/31![Delta logo]()
$69
This Frontier deal was found by Cheapflights users on 4/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/86:00 am
BOS
- MKE
1 stop6h 14m
Frontier
Deal found 4/3![Frontier logo]()
$70
This SmartFares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 5/275:25 pm
BOS
- ORD
Nonstop3h 10m
JetBlue
Deal found 3/31![JetBlue logo]()
$72
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 4/276:00 am
BOS
- MKE
1 stop12h 28m
Frontier
Deal found 4/1![Frontier logo]()
$76
This Expedia deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
lun. 4/2712:31 pm
BOS
- ORD
1 stop11h 30m
Frontier
Deal found 3/31![Frontier logo]()
$76
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
jue. 4/237:35 pm
BOS
- ORD
Nonstop3h 04m
JetBlue
Deal found 3/31![JetBlue logo]()
$78
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mar. 5/55:30 am
BOS
- MKE
1 stop4h 19m
Delta
Deal found 3/31![Delta logo]()
$79
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
dom. 4/266:00 am
BOS
- ORD
Nonstop2h 59m
United Airlines
Deal found 3/31![United Airlines logo]()
$79
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/153:59 pm
BOS
- MKE
1 stop5h 07m
American Airlines
Deal found 3/31![American Airlines logo]()
$80
This KAYAK deal was found by Cheapflights users on 4/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/96:47 pm
BOS
- ORD
Nonstop3h 06m
JetBlue
Deal found 4/3![JetBlue logo]()
$80
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
mié. 4/228:16 pm
BOS
- ORD
1 stop14h 20m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$81
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 abril 5, 2026.
Round-trip from | $138 (SmartFares) |
|---|---|
One-way from | $68 (Kiwi.com) |
Popular in | September |
Cheapest in | November |
Average price | $557 |
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 abril 5, 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
Quickest round-trip
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
sáb. 4/25
7:35 pm-9:39 pm
Nonstop3h 04m
Chicago O'Hare Intl
jue. 4/30
6:00 am-9:15 am
Nonstop2h 15m
$172
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
mié. 5/6
4:35 pm-6:35 pm
Nonstop3h 00m
Chicago O'Hare Intl
lun. 5/11
6:23 pm-9:59 pm
Nonstop2h 36m
$172
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
sáb. 5/2
5:10 pm-7:17 pm
Nonstop3h 07m
Chicago O'Hare Intl
lun. 5/4
6:50 am-10:11 am
Nonstop2h 21m
$173
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
jue. 6/18
6:00 am-7:58 am
Nonstop2h 58m
Chicago O'Hare Intl
jue. 6/18
9:26 pm-12:59 am
Nonstop2h 33m
$177
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
lun. 7/20
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
jue. 7/30
9:35 pm-1:08 am
Nonstop2h 33m
$177
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
sáb. 5/9
5:15 am-2:20 pm
1 stop10h 05m
Chicago O'Hare Intl
mar. 5/12
2:40 pm-10:30 pm
1 stop6h 50m
$187
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
dom. 5/3
7:30 am-9:31 am
Nonstop3h 01m
Chicago O'Hare Intl
dom. 5/10
5:00 am-10:20 am
1 stop4h 20m
$187
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
jue. 4/30
5:45 am-9:37 am
1 stop4h 52m
Chicago O'Hare Intl
dom. 5/3
7:30 am-11:01 am
Nonstop2h 31m
$187
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
jue. 5/7
5:30 am-4:05 pm
2 stops11h 35m
Chicago O'Hare Intl
mié. 5/13
2:40 pm-10:30 pm
1 stop6h 50m
$197
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
jue. 5/21
7:19 am-9:17 am
Nonstop2h 58m
Chicago O'Hare Intl
dom. 5/24
7:33 am-11:05 am
Nonstop2h 32m
$201
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-ORD
BOS-MKE
PWM-MSP
BGR-MSP
BOS-MSP
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Maine to Wisconsin
USME-USWI
BOS-ORD
BOS-MKE
PWM-MSP
BGR-MSP
What is the cheapest month to book a flight from Maine to Wisconsin?
Currently, June is the cheapest month in which you can book a flight from Maine to Wisconsin (average of $210). Flying from Maine to Wisconsin in March is currently the most expensive (average of $336). 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 abril 5, 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.
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from 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 abril 5, 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 abril 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$258 | Average$429 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$410 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$273 | Average$476 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$296 | Average$431 | FlexibilityNo cancel fee | On-time63% |