$101+ Cheap flights from Portland, ME (PWM) 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Aug 7 — Aug 141
Round-trip
1 adult, Economy
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Cheapest flights from Portland to WisconsinExplore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 8, 2026.
Explore the most affordable flight options available from Portland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 8, 2026.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:30 am
PWM
- MSP
1 stop7h 06m
American Airlines
Wed 9/26:00 am
MSP
- PWM
1 stop7h 24m
American Airlines
Deal found 7/7![American Airlines logo]()
$235
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 8/255:45 am
PWM
- MSP
1 stop8h 50m
Southwest
Mon 8/316:45 am
MSP
- PWM
1 stop7h 15m
Southwest
Deal found 7/7![Southwest logo]()
$241
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:46 pm
PWM
- MKE
1 stop5h 28m
American Airlines
Mon 8/3110:21 am
MKE
- PWM
1 stop6h 45m
American Airlines
Deal found 7/8![American Airlines logo]()
$249
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Thu 7/236:30 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$257
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 8/272:10 pm
PWM
- MSP
1 stop8h 10m
Southwest
Mon 8/316:45 am
MSP
- PWM
1 stop4h 40m
Southwest
Deal found 7/7![Southwest logo]()
$266
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.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Mon 7/208:40 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$276
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 7/201:16 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Thu 7/236:30 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/7![Sun Country Air logo]()
$277
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:45 pm
PWM
- MKE
1 stop4h 46m
Delta
Tue 10/135:55 pm
MKE
- PWM
1 stop4h 24m
Delta
Deal found 7/7![Delta logo]()
$282
This Super.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:34 pm
PWM
- MSP
Nonstop3h 03m
Sun Country Air
Mon 10/198:25 am
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 7/4![Sun Country Air logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Sun 7/198:55 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/3![Sun Country Air logo]()
$287
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.
Thu 7/1612:57 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$295
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 8/46:00 am
PWM
- MSN
1 stop4h 47m
United Airlines
Tue 8/113:55 pm
MSN
- PWM
1 stop4h 28m
United Airlines
Deal found 7/6![United Airlines logo]()
$305
Best flights from Portland to WisconsinDiscover carefully curated flight deals from Portland to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 8, 2026.
Discover carefully curated flight deals from Portland to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 8, 2026.
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 8/255:45 am
PWM
- MSP
1 stop8h 50m
Southwest
Mon 8/316:45 am
MSP
- PWM
1 stop7h 15m
Southwest
Deal found 7/7![Southwest logo]()
$241
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.
Thu 8/136:03 am
PWM
- MSP
1 stop7h 02m
United Airlines
Mon 8/176:00 am
MSP
- PWM
1 stop7h 34m
United Airlines
Deal found 7/7![United Airlines logo]()
$277
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:45 pm
PWM
- MKE
1 stop4h 46m
Delta
Tue 10/135:55 pm
MKE
- PWM
1 stop4h 24m
Delta
Deal found 7/7![Delta logo]()
$282
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:28 am
PWM
- GRB
2 stops11h 57m
American Airlines
Sat 9/1210:05 am
GRB
- PWM
2 stops10h 40m
American Airlines
Deal found 7/4![American Airlines logo]()
$319
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 Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am
PWM
- DLH
2 stops10h 41m
Delta
Mon 11/25:14 am
DLH
- PWM
1 stop4h 36m
Delta
Deal found 7/4![Delta logo]()
$314
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:24 pm
PWM
- CWA
1 stop8h 00m
American Airlines
Mon 9/215:05 pm
CWA
- PWM
1 stop5h 42m
American Airlines
Deal found 7/4![American Airlines logo]()
$319
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.
Thu 9/104:57 pm
PWM
- GRB
1 stop7h 22m
United Airlines
Sun 9/136:25 am
GRB
- PWM
1 stop7h 09m
United Airlines
Deal found 7/7![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:02 am
PWM
- ORD
2 stops11h 28m
Delta
Tue 9/293:40 pm
ORD
- PWM
1 stop6h 50m
Delta
Deal found 7/5![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/84:57 pm
PWM
- GRB
1 stop7h 22m
United Airlines
Sat 9/123:42 pm
GRB
- PWM
1 stop4h 41m
United Airlines
Deal found 7/3![United Airlines logo]()
$342
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 8/202:10 pm
PWM
- MSP
1 stop8h 10m
Southwest
Sun 8/233:40 pm
MSP
- PWM
1 stop4h 50m
Southwest
Deal found 7/7![Southwest logo]()
$347
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
PWM
- ORD
2 stops11h 51m
Delta
Tue 9/15:30 am
ORD
- PWM
1 stop6h 37m
Delta
Deal found 7/7![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:45 am
PWM
- MKE
1 stop7h 49m
American Airlines
Tue 8/46:25 am
MKE
- PWM
1 stop4h 46m
American Airlines
Deal found 7/3![American Airlines logo]()
$384
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.
Tue 9/225:15 am
PWM
- ORD
1 stop5h 23m
United Airlines
Sat 9/266:06 pm
ORD
- PWM
1 stop4h 53m
United Airlines
Deal found 7/7![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:50 am
PWM
- MSP
Nonstop3h 00m
Delta
Tue 8/257:00 am
MSP
- PWM
Nonstop2h 45m
Delta
Deal found 7/5![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:03 pm
PWM
- MSP
1 stop5h 49m
United Airlines
Mon 8/319:45 am
MSP
- PWM
1 stop6h 57m
United Airlines
Deal found 7/4![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:30 am
PWM
- MSP
1 stop7h 29m
Delta
Mon 9/287:00 am
MSP
- PWM
Nonstop2h 45m
Delta
Deal found 7/3![Delta logo]()
$349
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/412:01 pm
PWM
- GRB
2 stops13h 11m
American Airlines
Tue 8/115:55 am
GRB
- PWM
2 stops7h 26m
American Airlines
Deal found 7/5![American Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:03 am
PWM
- MSP
1 stop7h 02m
United Airlines
Tue 8/256:00 am
MSP
- PWM
1 stop7h 34m
United Airlines
Deal found 7/3![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:30 am
PWM
- MKE
2 stops11h 00m
Southwest
Tue 8/2510:30 am
MKE
- PWM
2 stops9h 40m
Southwest
Deal found 7/5![Southwest logo]()
$444
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:30 pm
PWM
- ORD
1 stop5h 54m
Delta
Wed 8/55:30 am
ORD
- PWM
2 stops10h 20m
Delta
Deal found 7/7![Delta logo]()
$352
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:08 pm
PWM
- ORD
Nonstop2h 57m
United Airlines
Sat 10/244:00 pm
ORD
- PWM
1 stop6h 28m
United Airlines
Deal found 7/4![United Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:12 pm
PWM
- ORD
2 stops8h 18m
Delta
Sat 8/291:50 pm
ORD
- PWM
1 stop6h 41m
Delta
Deal found 7/4![Delta logo]()
$358
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.
Thu 8/276:53 pm
PWM
- MKE
1 stop5h 44m
United Airlines
Mon 8/317:18 am
MKE
- PWM
2 stops11h 06m
United Airlines
Deal found 7/8![United Airlines logo]()
$367
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:05 pm
PWM
- GRB
2 stops8h 08m
American Airlines
Sun 9/135:43 am
GRB
- PWM
2 stops8h 58m
American Airlines
Deal found 7/7![American Airlines logo]()
$503
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 10/105:15 am
PWM
- MKE
2 stops10h 56m
United Airlines
Tue 10/135:00 am
MKE
- PWM
1 stop4h 40m
United Airlines
Deal found 7/7![United Airlines logo]()
$367
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:52 pm
PWM
- ORD
1 stop4h 32m
Delta
Sat 10/248:05 am
ORD
- PWM
2 stops11h 57m
Delta
Deal found 7/7![Delta logo]()
$379
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 9/114:57 pm
PWM
- GRB
1 stop7h 22m
United Airlines
Sun 9/136:25 am
GRB
- PWM
1 stop7h 09m
United Airlines
Deal found 7/7![United Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:14 pm
PWM
- ORD
1 stop7h 41m
Delta
Wed 9/211:22 am
ORD
- PWM
2 stops10h 51m
Delta
Deal found 7/4![Delta logo]()
$379
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.
Tue 9/296:00 am
PWM
- MKE
2 stops10h 11m
United Airlines
Wed 9/305:00 am
MKE
- PWM
1 stop4h 40m
United Airlines
Deal found 7/7![United Airlines logo]()
$377
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated July 8, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated July 8, 2026 and is based on user searches.
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.
Thu 7/1612:57 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$295
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Thu 7/236:30 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$257
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.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Mon 7/208:40 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$276
This Cheapflightsfares deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Sun 7/198:55 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/3![Sun Country Air logo]()
$287
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 7/201:16 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Thu 7/236:30 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 7/7![Sun Country Air logo]()
$277
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 8/46:00 am
PWM
- MSN
1 stop4h 47m
United Airlines
Tue 8/113:55 pm
MSN
- PWM
1 stop4h 28m
United Airlines
Deal found 7/6![United Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:02 am
PWM
- ORD
1 stop5h 28m
American Airlines
Sat 8/811:58 am
ORD
- PWM
Nonstop2h 29m
American Airlines
Deal found 7/3![American Airlines logo]()
$318
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.
Wed 8/195:15 am
PWM
- ORD
1 stop7h 38m
United Airlines
Wed 8/2611:00 am
ORD
- PWM
Nonstop2h 34m
United Airlines
Deal found 7/7![United Airlines logo]()
$317
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:30 am
PWM
- MSP
1 stop7h 06m
American Airlines
Wed 9/26:00 am
MSP
- PWM
1 stop7h 24m
American Airlines
Deal found 7/7![American Airlines logo]()
$235
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 8/255:45 am
PWM
- MSP
1 stop8h 50m
Southwest
Mon 8/316:45 am
MSP
- PWM
1 stop7h 15m
Southwest
Deal found 7/7![Southwest logo]()
$241
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:46 pm
PWM
- MKE
1 stop5h 28m
American Airlines
Mon 8/3110:21 am
MKE
- PWM
1 stop6h 45m
American Airlines
Deal found 7/8![American Airlines logo]()
$249
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 8/272:10 pm
PWM
- MSP
1 stop8h 10m
Southwest
Mon 8/316:45 am
MSP
- PWM
1 stop4h 40m
Southwest
Deal found 7/7![Southwest logo]()
$266
One-way flights from Portland to WisconsinSearch for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
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 9/196:00 am
PWM
- ORD
1 stop6h 47m
JetBlue
Deal found 7/6![JetBlue logo]()
$101
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.
Wed 9/22:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Deal found 7/6![JetBlue logo]()
$106
This Super.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Deal found 7/3![Sun Country Air logo]()
$109
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:29 pm
PWM
- MKE
1 stop4h 51m
Delta
Deal found 7/7![Delta logo]()
$125
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 9/11:20 pm
PWM
- ORD
1 stop5h 15m
JetBlue
Deal found 7/6![JetBlue logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:00 am
PWM
- ORD
2 stops29h 50m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1612:57 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 7/3![Sun Country Air logo]()
$138
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.
Thu 10/112:16 pm
PWM
- MSP
Nonstop3h 03m
Sun Country Air
Deal found 7/6![Sun Country Air logo]()
$139
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:25 am
PWM
- MSP
1 stop8h 00m
Southwest
Deal found 7/6![Southwest logo]()
$148
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:10 pm
PWM
- MSP
2 stops9h 15m
Southwest
Deal found 7/6![Southwest logo]()
$153
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am
PWM
- ORD
Nonstop2h 57m
United Airlines
Deal found 7/5![United Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:24 pm
PWM
- ORD
Nonstop3h 21m
American Airlines
Deal found 7/4![American Airlines logo]()
$155
Find flight deals from Portland to Wisconsin
Keep the following information in mind while searching for Portland to Wisconsin flight deals. Data was last updated July 8, 2026.
Round-trip from | $235 (American Airlines) |
|---|---|
One-way from | $101 (JetBlue) |
Popular in | August |
Cheapest in | November |
Average price | $506 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 8, 2026.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Tue 8/25
5:45 am-1:35 pm
1 stop8h 50m
Minneapolis St Paul
Mon 8/31
6:45 am-3:00 pm
1 stop7h 15m
$241
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Thu 8/27
1:05 pm-9:20 pm
2 stops9h 15m
Minneapolis St Paul
Mon 8/31
5:45 am-3:00 pm
2 stops8h 15m
$276
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Thu 8/13
6:03 am-12:05 pm
1 stop7h 02m
Minneapolis St Paul
Mon 8/17
6:00 am-2:34 pm
1 stop7h 34m
$277
PortlandMilwaukee
PWM - MKE
PWMMKE
Portland
Sat 10/10
4:45 pm-8:31 pm
1 stop4h 46m
Milwaukee-Mitchell
Tue 10/13
5:55 pm-11:19 pm
1 stop4h 24m
$282
PortlandDuluth
PWM - DLH
PWMDLH
Portland
Wed 10/14
6:00 am-3:41 pm
2 stops10h 41m
Duluth Intl
Mon 11/2
5:14 am-10:50 am
1 stop4h 36m
$314
PortlandGreen Bay
PWM - GRB
PWMGRB
Portland
Tue 9/8
7:28 am-6:25 pm
2 stops11h 57m
Green Bay Austin-Straubel
Sat 9/12
10:05 am-9:45 pm
2 stops10h 40m
$319
PortlandWausau
PWM - CWA
PWMCWA
Portland
Thu 9/17
5:24 pm-12:24 am
1 stop8h 00m
Wausau Central Wisconsin
Mon 9/21
5:05 pm-11:47 pm
1 stop5h 42m
$319
PortlandChicago
PWM - ORD
PWMORD
Portland
Sat 9/26
6:02 am-4:30 pm
2 stops11h 28m
Chicago O'Hare Intl
Tue 9/29
3:40 pm-11:30 pm
1 stop6h 50m
$332
PortlandChicago
PWM - ORD
PWMORD
Portland
Wed 8/19
6:00 am-4:51 pm
2 stops11h 51m
Chicago O'Hare Intl
Tue 9/1
5:30 am-1:07 pm
1 stop6h 37m
$332
PortlandGreen Bay
PWM - GRB
PWMGRB
Portland
Thu 9/10
4:57 pm-11:19 pm
1 stop7h 22m
Green Bay Austin-Straubel
Sun 9/13
6:25 am-2:34 pm
1 stop7h 09m
$339
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Portland to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Portland with our price prediction graph.
PWM-MSP
PWM-MKE
PWM-MSN
PWM-ORD
PWM-GRB
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 Portland to Wisconsin
PWM-USWI
PWM-MSP
PWM-MKE
PWM-MSN
PWM-ORD
What is the cheapest month to book a flight from Portland, Maine to Wisconsin?
Currently, July is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $177). Flying from Portland, 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 Portland, 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 8, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
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 Portland to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Portland to Wisconsin
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Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Wisconsin by cabin class
Find flights from Portland to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Wisconsin flights
Browse other Portland and Wisconsin flight options. Last updated on July 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Wisconsin flights
Consider these flights traveling from Portland to Wisconsin.
Top 4 airlines flying from Portland to Wisconsin
Discover the top 4 airlines that operate flights from Portland 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$392 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$415 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$273 | Average$437 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$381 | Average$399 | FlexibilityNo cancel fee | On-time63% |