$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 6 — Jul 131
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to Wisconsin with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Wisconsin
Cheapest
Best
Last-minute
One-way
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 6, 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 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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 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 6/4![Sun Country Air logo]()
$227
This Super.com deal was found by Cheapflights users on 6/2. 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 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
Mon 6/297:40 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/2![Sun Country Air logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 6/3. 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.
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 6/3![Sun Country Air logo]()
$237
This Super.com deal was found by Cheapflights users on 6/1. 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 Super.com 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
Sun 10/412:50 pm
MSP
- PWM
Nonstop2h 41m
Sun Country Air
Deal found 6/1![Sun Country Air logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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 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 6/4![Sun Country Air logo]()
$257
This Super.com deal was found by Cheapflights users on 6/5. 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 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 6/5![Sun Country Air logo]()
$286
This Cheapflightsfares 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 Cheapflightsfares 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 6/6![Sun Country Air logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/4. 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 8/156:46 pm
PWM
- MSN
1 stop5h 43m
American Airlines
Wed 8/193:54 pm
MSN
- PWM
1 stop7h 05m
American Airlines
Deal found 6/4![American Airlines logo]()
$291
This JetBlue 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 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 6/6![JetBlue logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Fri 6/261:05 pm
PWM
- MSP
Nonstop3h 11m
Sun Country Air
Sat 6/278:20 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/1![Sun Country Air logo]()
$297
This Sun Country Air deal was found by Cheapflights users on 6/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:58 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Mon 6/297:40 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/1![Sun Country Air logo]()
$298
This American Airlines deal was found by Cheapflights users on 6/5. 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 9/224:31 pm
PWM
- MSN
2 stops8h 46m
American Airlines
Tue 9/297:39 am
MSN
- PWM
2 stops7h 45m
American Airlines
Deal found 6/5![American Airlines logo]()
$301
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 6, 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 6, 2026.
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/46:00 am
PWM
- ORD
Nonstop3h 00m
United Airlines
Tue 7/76:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 6/5![United Airlines logo]()
$307
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 7/37:24 pm
PWM
- ATW
1 stop5h 46m
American Airlines
Tue 7/76:48 pm
ATW
- PWM
1 stop4h 55m
American Airlines
Deal found 6/4![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 6/1. 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.
Wed 7/2211:47 am
PWM
- MSP
Nonstop3h 02m
Delta
Sun 7/266:55 am
MSP
- PWM
Nonstop2h 47m
Delta
Deal found 6/1![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 6/2. 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.
Thu 7/25:20 pm
PWM
- MKE
1 stop7h 35m
Southwest
Wed 7/810:15 am
MKE
- PWM
2 stops10h 20m
Southwest
Deal found 6/2![Southwest logo]()
$412
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Wed 7/156:10 am
PWM
- ATW
1 stop5h 35m
American Airlines
Tue 7/286:48 pm
ATW
- PWM
1 stop4h 55m
American Airlines
Deal found 6/5![American Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 6/3. 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 9/2311:35 am
PWM
- MSP
1 stop6h 22m
Delta
Mon 9/287:00 am
MSP
- PWM
Nonstop2h 45m
Delta
Deal found 6/3![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Wed 8/266:53 pm
PWM
- MKE
1 stop5h 44m
United Airlines
Sat 8/293:15 pm
MKE
- PWM
1 stop5h 08m
United Airlines
Deal found 6/1![United Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Fri 9/46:00 am
PWM
- MSP
1 stop7h 05m
United Airlines
Tue 9/86:00 am
MSP
- PWM
2 stops7h 38m
United Airlines
Deal found 6/2![United Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 6/3. 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.
Thu 9/247:40 am
PWM
- MKE
2 stops9h 20m
Southwest
Sun 9/2711:50 am
MKE
- PWM
1 stop10h 05m
Southwest
Deal found 6/3![Southwest logo]()
$413
This Delta deal was found by Cheapflights users on 6/2. 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.
Tue 6/912:40 pm
PWM
- ORD
1 stop4h 46m
Delta
Tue 6/167:01 am
ORD
- PWM
2 stops8h 48m
Delta
Deal found 6/2![Delta logo]()
$392
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 7/15:00 pm
PWM
- MSN
1 stop4h 57m
United Airlines
Sat 7/43:46 pm
MSN
- PWM
1 stop4h 55m
United Airlines
Deal found 6/2![United Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 6/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:53 pm
PWM
- MSN
1 stop5h 31m
American Airlines
Mon 10/56:15 am
MSN
- PWM
1 stop4h 39m
American Airlines
Deal found 6/1![American Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 6/5. 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.
Wed 7/226:25 am
PWM
- ORD
2 stops7h 38m
Delta
Tue 7/285:30 am
ORD
- PWM
2 stops7h 49m
Delta
Deal found 6/5![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 6/2. 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.
Wed 7/83:45 pm
PWM
- MKE
2 stops8h 30m
Southwest
Sun 7/125:05 pm
MKE
- PWM
1 stop5h 10m
Southwest
Deal found 6/2![Southwest logo]()
$438
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Thu 8/65:00 pm
PWM
- ORD
Nonstop3h 00m
United Airlines
Sun 8/96:08 pm
ORD
- PWM
Nonstop2h 33m
United Airlines
Deal found 6/1![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 6/5. 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.
Wed 7/111:48 am
PWM
- MSP
Nonstop3h 02m
Delta
Mon 7/67:00 am
MSP
- PWM
Nonstop2h 43m
Delta
Deal found 6/5![Delta logo]()
$399
This American Airlines deal was found by Cheapflights users on 6/3. 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.
Mon 6/227:28 pm
PWM
- CWA
1 stop5h 48m
American Airlines
Sat 6/276:30 pm
CWA
- PWM
1 stop5h 23m
American Airlines
Deal found 6/3![American Airlines logo]()
$445
This Southwest deal was found by Cheapflights users on 6/4. 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.
Mon 9/211:05 pm
PWM
- MSP
2 stops9h 35m
Southwest
Thu 9/243:45 pm
MSP
- PWM
1 stop4h 45m
Southwest
Deal found 6/4![Southwest logo]()
$464
This United Airlines deal was found by Cheapflights users on 6/3. 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.
Sat 7/46:00 am
PWM
- ORD
Nonstop3h 00m
United Airlines
Wed 7/83:57 pm
ORD
- PWM
1 stop6h 33m
United Airlines
Deal found 6/3![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 6/1. 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.
Fri 7/105:30 pm
PWM
- MKE
1 stop6h 00m
Delta
Sun 7/129:39 am
MKE
- PWM
1 stop5h 22m
Delta
Deal found 6/1![Delta logo]()
$407
This American Airlines deal was found by Cheapflights users on 6/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:28 pm
PWM
- GRB
1 stop5h 42m
American Airlines
Tue 7/76:08 am
GRB
- PWM
2 stops7h 08m
American Airlines
Deal found 6/2![American Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 6/3. 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 9/246:00 am
PWM
- MKE
1 stop6h 30m
United Airlines
Sun 9/278:30 am
MKE
- PWM
1 stop5h 08m
United Airlines
Deal found 6/3![United Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 6/4. 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.
Sun 6/1412:40 pm
PWM
- ORD
1 stop6h 49m
Delta
Wed 6/178:52 am
ORD
- PWM
1 stop6h 03m
Delta
Deal found 6/4![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 6/3. 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 11/33:15 pm
PWM
- DLH
2 stops10h 38m
United Airlines
Sat 11/75:00 am
DLH
- PWM
1 stop7h 52m
United Airlines
Deal found 6/3![United Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 6/5. 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.
Wed 7/1511:47 am
PWM
- ATW
2 stops10h 50m
Delta
Tue 7/282:05 pm
ATW
- PWM
2 stops8h 25m
Delta
Deal found 6/5![Delta logo]()
$426
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Wed 10/285:06 pm
PWM
- DLH
2 stops8h 47m
United Airlines
Sat 10/317:35 am
DLH
- PWM
1 stop5h 17m
United Airlines
Deal found 6/2![United Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 6/1. 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 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 6/1![American Airlines logo]()
$538
This Delta deal was found by Cheapflights users on 6/4. 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.
Sat 6/272:51 pm
PWM
- MSN
1 stop7h 19m
Delta
Tue 6/306:00 am
MSN
- PWM
2 stops10h 52m
Delta
Deal found 6/4![Delta logo]()
$435
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 7/31:07 pm
PWM
- ATW
2 stops12h 03m
American Airlines
Mon 7/67:15 pm
ATW
- PWM
1 stop15h 30m
American Airlines
Deal found 6/4![American Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Sat 9/55:03 pm
PWM
- GRB
1 stop7h 16m
United Airlines
Wed 9/93:42 pm
GRB
- PWM
1 stop5h 02m
United Airlines
Deal found 6/2![United Airlines logo]()
$434
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated June 6, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated June 6, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/4. 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 6/1211:48 am
PWM
- ORD
1 stop8h 43m
Delta
Mon 6/153:22 pm
ORD
- PWM
1 stop6h 43m
Delta
Deal found 6/4![Delta logo]()
$347
This Super.com deal was found by Cheapflights users on 6/2. 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 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
Mon 6/297:40 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/2![Sun Country Air logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Fri 6/261:05 pm
PWM
- MSP
Nonstop3h 11m
Sun Country Air
Sat 6/278:20 am
MSP
- PWM
Nonstop2h 39m
Sun Country Air
Deal found 6/1![Sun Country Air logo]()
$297
This Sun Country Air deal was found by Cheapflights users on 6/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2712:58 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Mon 6/297:40 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/1![Sun Country Air logo]()
$298
This Super.com deal was found by Cheapflights users on 6/3. 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.
Sat 6/2712:58 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Thu 7/97:55 am
MSP
- PWM
Nonstop2h 42m
Sun Country Air
Deal found 6/3![Sun Country Air logo]()
$305
This Cheapflightsfares deal was found by Cheapflights users on 6/3. 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.
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 6/3![Sun Country Air logo]()
$237
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/25:18 pm
PWM
- MSN
1 stop7h 01m
American Airlines
Sun 7/56:00 am
MSN
- PWM
1 stop7h 16m
American Airlines
Deal found 6/4![American Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 6/4. 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.
Fri 7/37:24 pm
PWM
- ATW
1 stop5h 46m
American Airlines
Tue 7/76:48 pm
ATW
- PWM
1 stop4h 55m
American Airlines
Deal found 6/4![American Airlines logo]()
$319
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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 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 6/4![Sun Country Air logo]()
$227
This American Airlines deal was found by Cheapflights users on 6/4. 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 7/410:21 am
PWM
- MSN
1 stop7h 44m
American Airlines
Fri 7/106:43 pm
MSN
- PWM
1 stop5h 00m
American Airlines
Deal found 6/4![American Airlines logo]()
$305
This Cheapflightsfares 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 Cheapflightsfares 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 6/6![Sun Country Air logo]()
$287
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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 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 6/4![Sun Country Air logo]()
$257
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 6, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated June 6, 2026.
This JetBlue deal was found by Cheapflights users on 6/5. 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 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 6/5![JetBlue logo]()
$85
This JetBlue deal was found by Cheapflights users on 6/4. 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 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 6/4![JetBlue logo]()
$93
This Super.com deal was found by Cheapflights users on 6/4. 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.
Fri 7/177:41 pm
PWM
- MSP
Nonstop3h 12m
Sun Country Air
Deal found 6/4![Sun Country Air logo]()
$98
This Priceline deal was found by Cheapflights users on 6/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:01 pm
PWM
- ORD
1 stop8h 28m
JetBlue
Deal found 6/5![JetBlue logo]()
$101
This Super.com deal was found by Cheapflights users on 6/4. 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 6/1112:42 pm
PWM
- MSP
Nonstop3h 08m
Sun Country Air
Deal found 6/4![Sun Country Air logo]()
$117
This Delta deal was found by Cheapflights users on 6/1. 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.
Tue 9/226:30 am
PWM
- MKE
1 stop7h 09m
Delta
Deal found 6/1![Delta logo]()
$117
This Super.com deal was found by Cheapflights users on 6/4. 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.
Sat 7/412:58 pm
PWM
- MSP
Nonstop3h 09m
Sun Country Air
Deal found 6/4![Sun Country Air logo]()
$118
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:40 pm
PWM
- ORD
1 stop8h 18m
JetBlue
Deal found 6/5![JetBlue logo]()
$129
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:25 pm
PWM
- ORD
1 stop9h 04m
JetBlue
Deal found 6/5![JetBlue logo]()
$134
This Super.com deal was found by Cheapflights users on 6/5. 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 Super.com 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
Deal found 6/5![Sun Country Air logo]()
$138
This Sun Country Air deal was found by Cheapflights users on 6/2. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:45 pm
PWM
- MSP
Nonstop3h 03m
Sun Country Air
Deal found 6/2![Sun Country Air logo]()
$139
This JetBlue deal was found by Cheapflights users on 6/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:25 pm
PWM
- ORD
1 stop8h 38m
JetBlue
Deal found 6/4![JetBlue logo]()
$145
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 6, 2026.
Round-trip from | $227 (Cheapflightsfares) |
|---|---|
One-way from | $85 (JetBlue) |
Popular in | September |
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 6, 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
Quickest round-trip
PortlandChicago
PWM - ORD
PWMORD
Portland
Sat 7/4
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Tue 7/7
6:08 pm-9:41 pm
Nonstop2h 33m
$307
PortlandAppleton
PWM - ATW
PWMATW
Portland
Fri 7/3
7:24 pm-12:10 am
1 stop5h 46m
Appleton Intl
Tue 7/7
6:48 pm-12:43 am
1 stop4h 55m
$319
PortlandAppleton
PWM - ATW
PWMATW
Portland
Wed 7/15
6:10 am-10:45 am
1 stop5h 35m
Appleton Intl
Tue 7/28
6:48 pm-12:43 am
1 stop4h 55m
$319
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Wed 7/22
11:47 am-1:49 pm
Nonstop3h 02m
Minneapolis St Paul
Sun 7/26
6:55 am-10:42 am
Nonstop2h 47m
$339
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Wed 9/23
11:35 am-4:57 pm
1 stop6h 22m
Minneapolis St Paul
Mon 9/28
7:00 am-10:45 am
Nonstop2h 45m
$349
PortlandMilwaukee
PWM - MKE
PWMMKE
Portland
Wed 8/26
6:53 pm-11:37 pm
1 stop5h 44m
Milwaukee-Mitchell
Sat 8/29
3:15 pm-9:23 pm
1 stop5h 08m
$351
PortlandMinneapolis
PWM - MSP
PWMMSP
Portland
Fri 9/4
6:00 am-12:05 pm
1 stop7h 05m
Minneapolis St Paul
Tue 9/8
6:00 am-2:38 pm
2 stops7h 38m
$364
PortlandMadison
PWM - MSN
PWMMSN
Portland
Wed 7/1
5:00 pm-8:57 pm
1 stop4h 57m
Madison Truax Field
Sat 7/4
3:46 pm-9:41 pm
1 stop4h 55m
$371
PortlandChicago
PWM - ORD
PWMORD
Portland
Thu 8/6
5:00 pm-7:00 pm
Nonstop3h 00m
Chicago O'Hare Intl
Sun 8/9
6:08 pm-9:41 pm
Nonstop2h 33m
$384
PortlandChicago
PWM - ORD
PWMORD
Portland
Tue 6/9
12:40 pm-4:26 pm
1 stop4h 46m
Chicago O'Hare Intl
Tue 6/16
7:01 am-4:49 pm
2 stops8h 48m
$392
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-MSN
PWM-ORD
PWM-ATW
PWM-MKE
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-MSN
PWM-ORD
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 6, 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.
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
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.
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Portland 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 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 6, 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$170 | Average$415 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$440 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$270 | Average$441 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$311 | Average$477 | FlexibilityNo cancel fee | On-time63% |