$85+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MKE
Jul 11 — Jul 181
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 June 11, 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 June 11, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Sat 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Sun 7/57:55 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$207
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:05 pm
PWM
- MSP
Nonstop3h 11m
Sun Country Air
Sun 6/288:10 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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.
Sat 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/7![Sun Country Air logo]()
$237
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Thu 7/21:15 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Sun 7/57:55 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$247
This Cheapflightsfares deal was found by Cheapflights users on 6/8. 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 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 6/8![Sun Country Air logo]()
$257
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:47 pm
PWM
- MKE
1 stop4h 31m
Delta
Wed 9/97:00 am
MKE
- PWM
1 stop5h 54m
Delta
Deal found 6/9![Delta logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:16 am
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/9![Sun Country Air logo]()
$277
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/56:00 am
PWM
- MKE
2 stops7h 38m
United Airlines
Wed 9/92:20 pm
MKE
- PWM
1 stop6h 24m
United Airlines
Deal found 6/9![United Airlines logo]()
$278
This Trip.com deal was found by Cheapflights users on 6/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1312:58 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Sat 6/208:20 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/6![Sun Country Air logo]()
$288
This United Airlines deal was found by Cheapflights users on 6/10. 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 10/75:15 am
PWM
- ORD
1 stop5h 23m
United Airlines
Fri 10/96:59 am
ORD
- PWM
Nonstop2h 41m
United Airlines
Deal found 6/10![United Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 6/7. 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 8/257:28 am
PWM
- MSN
1 stop6h 15m
American Airlines
Tue 9/18:05 am
MSN
- PWM
1 stop4h 47m
American Airlines
Deal found 6/7![American Airlines logo]()
$291
This Expedia deal was found by Cheapflights users on 6/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:00 am
PWM
- ORD
1 stop11h 16m
JetBlue
Wed 8/56:00 am
ORD
- PWM
1 stop6h 45m
JetBlue
Deal found 6/8![JetBlue logo]()
$291
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 June 11, 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 June 11, 2026.
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/56:53 pm
PWM
- MKE
1 stop5h 44m
United Airlines
Wed 9/92:20 pm
MKE
- PWM
1 stop6h 24m
United Airlines
Deal found 6/9![United Airlines logo]()
$273
This JetBlue deal was found by Cheapflights users on 6/8. 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.
Wed 7/152:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Sun 7/196:00 am
ORD
- PWM
1 stop5h 30m
JetBlue
Deal found 6/8![JetBlue logo]()
$308
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 6/3011:02 am
PWM
- ORD
1 stop6h 43m
Delta
Sat 7/45:30 am
ORD
- PWM
2 stops9h 54m
Delta
Deal found 6/10![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 6/257:28 pm
PWM
- GRB
1 stop5h 42m
American Airlines
Mon 6/296:51 pm
GRB
- PWM
1 stop4h 51m
American Airlines
Deal found 6/10![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:05 pm
PWM
- MKE
2 stops8h 10m
Southwest
Mon 9/75:45 am
MKE
- PWM
2 stops5h 40m
Southwest
Deal found 6/9![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 6/10. 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 10/319:45 am
PWM
- ORD
Nonstop2h 57m
United Airlines
Tue 11/36:04 pm
ORD
- PWM
1 stop4h 55m
United Airlines
Deal found 6/10![United Airlines logo]()
$307
This JetBlue deal was found by Cheapflights users on 6/10. 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.
Mon 6/222:30 pm
PWM
- ORD
1 stop8h 00m
JetBlue
Sat 6/275:22 pm
ORD
- PWM
1 stop6h 03m
JetBlue
Deal found 6/10![JetBlue logo]()
$335
This Delta deal was found by Cheapflights users on 6/10. 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.
Thu 10/2212:50 pm
PWM
- MSN
1 stop4h 47m
Delta
Mon 10/2611:11 am
MSN
- PWM
2 stops10h 55m
Delta
Deal found 6/10![Delta logo]()
$338
This United Airlines deal was found by Cheapflights users on 6/8. 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 8/255:03 pm
PWM
- ATW
1 stop7h 15m
United Airlines
Tue 9/16:00 am
ATW
- PWM
1 stop7h 34m
United Airlines
Deal found 6/8![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:47 am
PWM
- MSP
Nonstop3h 02m
Delta
Fri 7/316:55 am
MSP
- PWM
Nonstop2h 47m
Delta
Deal found 6/9![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:08 am
PWM
- GRB
1 stop6h 33m
American Airlines
Tue 8/255:45 am
GRB
- PWM
2 stops7h 36m
American Airlines
Deal found 6/9![American Airlines logo]()
$392
This United Airlines deal was found by Cheapflights users on 6/10. 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 7/255:15 am
PWM
- ORD
1 stop5h 21m
United Airlines
Sat 7/253:57 pm
ORD
- PWM
1 stop6h 33m
United Airlines
Deal found 6/10![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/510:30 am
PWM
- MKE
2 stops8h 55m
Southwest
Wed 9/910:30 am
MKE
- PWM
2 stops9h 40m
Southwest
Deal found 6/9![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:47 pm
PWM
- ATW
1 stop5h 50m
Delta
Fri 9/115:29 am
ATW
- PWM
1 stop5h 53m
Delta
Deal found 6/9![Delta logo]()
$339
This JetBlue deal was found by Cheapflights users on 6/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:25 pm
PWM
- ORD
1 stop5h 09m
JetBlue
Thu 7/235:27 pm
ORD
- PWM
1 stop5h 49m
JetBlue
Deal found 6/9![JetBlue logo]()
$388
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 7/37:24 pm
PWM
- GRB
1 stop5h 48m
American Airlines
Wed 7/86:08 am
GRB
- PWM
2 stops9h 28m
American Airlines
Deal found 6/8![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:47 pm
PWM
- ATW
1 stop5h 50m
Delta
Sat 9/127:00 am
ATW
- PWM
2 stops9h 00m
Delta
Deal found 6/9![Delta logo]()
$342
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/231:05 pm
PWM
- MSP
2 stops9h 55m
Southwest
Mon 9/2810:55 am
MSP
- PWM
2 stops10h 30m
Southwest
Deal found 6/11![Southwest logo]()
$419
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 9/16:53 pm
PWM
- MKE
1 stop5h 44m
United Airlines
Sat 9/53:15 pm
MKE
- PWM
1 stop5h 08m
United Airlines
Deal found 6/10![United Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:47 pm
PWM
- ATW
1 stop5h 50m
Delta
Sat 9/127:00 am
ATW
- PWM
2 stops9h 00m
Delta
Deal found 6/9![Delta logo]()
$343
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/176:00 am
PWM
- ORD
Nonstop3h 00m
United Airlines
Sat 7/256:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 6/8![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 6/6. 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.
Thu 7/2311:47 am
PWM
- MSP
Nonstop3h 02m
Delta
Tue 7/286:55 am
MSP
- PWM
Nonstop2h 47m
Delta
Deal found 6/6![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 6/10. 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 9/25:03 pm
PWM
- MSN
1 stop4h 50m
United Airlines
Sat 9/53:55 pm
MSN
- PWM
1 stop4h 28m
United Airlines
Deal found 6/10![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 6/10. 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 7/46:14 am
PWM
- MSN
1 stop7h 44m
Delta
Fri 7/103:05 pm
MSN
- PWM
1 stop7h 25m
Delta
Deal found 6/10![Delta logo]()
$351
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/85:00 pm
PWM
- MSN
1 stop7h 12m
United Airlines
Sat 7/113:46 pm
MSN
- PWM
1 stop4h 55m
United Airlines
Deal found 6/9![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 6/6. 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.
Wed 7/2211:47 am
PWM
- MSP
Nonstop3h 02m
Delta
Sun 7/266:04 am
MSP
- PWM
1 stop4h 51m
Delta
Deal found 6/6![Delta logo]()
$359
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/167:39 pm
PWM
- ATW
1 stop5h 31m
American Airlines
Mon 7/205:00 am
ATW
- PWM
2 stops6h 35m
American Airlines
Deal found 6/8![American Airlines logo]()
$601
This United Airlines deal was found by Cheapflights users on 6/10. 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 9/56:03 am
PWM
- GRB
1 stop7h 02m
United Airlines
Wed 9/93:42 pm
GRB
- PWM
1 stop5h 02m
United Airlines
Deal found 6/10![United Airlines logo]()
$389
This Delta deal was found by Cheapflights users on 6/6. 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.
Thu 7/2311:47 am
PWM
- MSP
Nonstop3h 02m
Delta
Mon 7/276:55 am
MSP
- PWM
1 stop6h 24m
Delta
Deal found 6/6![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 7/216:00 am
PWM
- ORD
Nonstop3h 00m
United Airlines
Thu 7/236:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 6/9![United Airlines logo]()
$395
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated June 11, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 6/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1312:58 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Sat 6/208:20 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/6![Sun Country Air logo]()
$288
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:05 pm
PWM
- MSP
Nonstop3h 11m
Sun Country Air
Sun 6/288:10 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$236
This Super.com deal was found by Cheapflights users on 6/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:25 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Sat 7/48:20 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/7![Sun Country Air logo]()
$295
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Thu 7/21:15 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Sun 7/57:55 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$247
This JetBlue deal was found by Cheapflights users on 6/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/32:30 pm
PWM
- ORD
1 stop8h 00m
JetBlue
Mon 7/66:00 am
ORD
- PWM
1 stop6h 45m
JetBlue
Deal found 6/7![JetBlue logo]()
$300
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Sat 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Sun 7/57:55 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/10![Sun Country Air logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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.
Sat 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/7![Sun Country Air logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 6/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:16 am
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Fri 7/173:10 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/9![Sun Country Air logo]()
$277
This Expedia deal was found by Cheapflights users on 6/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1312:44 pm
PWM
- ORD
1 stop5h 45m
Multiple Airlines
Wed 7/156:00 am
ORD
- PWM
1 stop6h 45m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Wed 7/155:45 am
PWM
- MSN
1 stop7h 28m
American Airlines
Wed 7/221:02 pm
MSN
- PWM
2 stops8h 31m
American Airlines
Deal found 6/7![American Airlines logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 6/8. 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 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 6/8![Sun Country Air logo]()
$257
This JetBlue deal was found by Cheapflights users on 6/8. 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.
Fri 7/172:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Mon 7/206:00 am
ORD
- PWM
1 stop6h 45m
JetBlue
Deal found 6/8![JetBlue logo]()
$292
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 June 11, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This JetBlue deal was found by Cheapflights users on 6/8. 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 8/111:17 pm
PWM
- ORD
1 stop5h 03m
JetBlue
Deal found 6/8![JetBlue logo]()
$85
This JetBlue deal was found by Cheapflights users on 6/8. 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.
Fri 7/32:30 pm
PWM
- ORD
1 stop8h 00m
JetBlue
Deal found 6/8![JetBlue logo]()
$93
This Super.com deal was found by Cheapflights users on 6/8. 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 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 6/8![Sun Country Air logo]()
$98
This Sun Country Air deal was found by Cheapflights users on 6/9. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 6/9![Sun Country Air logo]()
$99
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 8/117:35 am
PWM
- ORD
Nonstop2h 57m
United Airlines
Deal found 6/9![United Airlines logo]()
$99
This JetBlue deal was found by Cheapflights users on 6/8. 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.
Mon 9/286:00 am
PWM
- ORD
1 stop6h 47m
JetBlue
Deal found 6/8![JetBlue logo]()
$100
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/266:00 am
PWM
- ORD
1 stop6h 47m
JetBlue
Deal found 6/11![JetBlue logo]()
$101
This Delta deal was found by Cheapflights users on 6/8. 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.
Wed 9/3011:35 am
PWM
- ORD
1 stop7h 28m
Delta
Deal found 6/8![Delta logo]()
$107
This Super.com deal was found by Cheapflights users on 6/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/261:05 pm
PWM
- MSP
Nonstop3h 11m
Sun Country Air
Deal found 6/8![Sun Country Air logo]()
$108
This Delta deal was found by Cheapflights users on 6/8. 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 9/811:25 am
PWM
- ORD
1 stop7h 23m
Delta
Deal found 6/8![Delta logo]()
$108
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 12/83:00 pm
PWM
- ORD
1 stop6h 39m
Delta
Deal found 6/10![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 6/8. 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 9/296:30 am
PWM
- ORD
2 stops11h 18m
Delta
Deal found 6/8![Delta logo]()
$112
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 June 11, 2026.
Round-trip from | $207 (Cheapflightsfares) |
|---|---|
One-way from | $85 (JetBlue) |
Popular in | August |
Cheapest in | November |
Average price | $517 |
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 June 11, 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
PortlandMilwaukee
PWM - MKE
PWMMKE
Portland
Sat 9/5
6:53 pm-11:37 pm
1 stop5h 44m
Milwaukee-Mitchell
Wed 9/9
2:20 pm-9:44 pm
1 stop6h 24m
$273
PortlandChicago
PWM - ORD
PWMORD
Portland
Sat 10/31
9:45 am-11:42 am
Nonstop2h 57m
Chicago O'Hare Intl
Tue 11/3
6:04 pm-11:59 pm
1 stop4h 55m
$307
PortlandChicago
PWM - ORD
PWMORD
Portland
Wed 7/15
2:40 pm-9:58 pm
1 stop8h 18m
Chicago O'Hare Intl
Sun 7/19
6:00 am-12:30 pm
1 stop5h 30m
$308
PortlandAppleton
PWM - ATW
PWMATW
Portland
Tue 8/25
5:03 pm-11:18 pm
1 stop7h 15m
Appleton Intl
Tue 9/1
6:00 am-2:34 pm
1 stop7h 34m
$323
PortlandChicago
PWM - ORD
PWMORD
Portland
Sat 7/25
5:15 am-9:36 am
1 stop5h 21m
Chicago O'Hare Intl
Sat 7/25
3:57 pm-11:30 pm
1 stop6h 33m
$327
PortlandChicago
PWM - ORD
PWMORD
Portland
Tue 6/30
11:02 am-4:45 pm
1 stop6h 43m
Chicago O'Hare Intl
Sat 7/4
5:30 am-4:24 pm
2 stops9h 54m
$332
PortlandChicago
PWM - ORD
PWMORD
Portland
Mon 6/22
2:30 pm-9:30 pm
1 stop8h 00m
Chicago O'Hare Intl
Sat 6/27
5:22 pm-12:25 am
1 stop6h 03m
$335
PortlandMadison
PWM - MSN
PWMMSN
Portland
Thu 10/22
12:50 pm-4:37 pm
1 stop4h 47m
Madison Truax Field
Mon 10/26
11:11 am-11:06 pm
2 stops10h 55m
$338
PortlandGreen Bay
PWM - GRB
PWMGRB
Portland
Thu 6/25
7:28 pm-12:10 am
1 stop5h 42m
Green Bay Austin-Straubel
Mon 6/29
6:51 pm-12:42 am
1 stop4h 51m
$339
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Thu 7/23
11:47 am-1:49 pm
Nonstop3h 02m
Minneapolis St Paul
Fri 7/31
6:55 am-10:42 am
Nonstop2h 47m
$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-ORD
PWM-MKE
PWM-ATW
PWM-MSN
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-ORD
PWM-MKE
PWM-ATW
What is the cheapest month to book a flight from Portland, Maine to Wisconsin?
Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Wisconsin (average of $193). 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 June 11, 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
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 11, 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$400 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$440 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$270 | Average$439 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$311 | Average$477 | FlexibilityNo cancel fee | On-time63% |