$137+ Cheap flights from Portland (PDX) 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Sep 1 — Sep 81
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 August 2, 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 August 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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.
Mon 9/2112:39 pm
PDX
- MSP
1 stop28h 29m
Multiple Airlines
Sun 10/43:35 pm
MSP
- PDX
Nonstop3h 37m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$276
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:34 pm
PDX
- MSP
1 stop18h 24m
Multiple Airlines
Mon 10/193:50 pm
MSP
- PDX
Nonstop3h 37m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$277
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:38 pm
PDX
- MSP
1 stop9h 30m
Frontier
Mon 9/217:00 am
MSP
- PDX
1 stop6h 43m
Frontier
Deal found 7/29![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/2412:38 pm
PDX
- MSP
1 stop9h 30m
Frontier
Sat 10/38:08 pm
MSP
- PDX
1 stop17h 28m
Frontier
Deal found 7/29![Frontier logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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.
Wed 8/265:56 pm
PDX
- MSP
1 stop25h 06m
Frontier
Wed 9/29:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/29![Frontier logo]()
$280
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:10 pm
PDX
- MSP
Nonstop3h 17m
Multiple Airlines
Sun 11/110:58 am
MSP
- PDX
1 stop7h 37m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/1712:38 pm
PDX
- MSP
1 stop9h 30m
Multiple Airlines
Mon 9/213:30 pm
MSP
- PDX
Nonstop3h 37m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$282
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/1012:38 pm
PDX
- MSP
1 stop9h 30m
Frontier
Mon 9/147:00 am
MSP
- PDX
1 stop6h 43m
Frontier
Deal found 7/28![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/1112:38 pm
PDX
- MSP
1 stop9h 30m
Frontier
Sun 9/137:00 am
MSP
- PDX
1 stop6h 43m
Frontier
Deal found 7/30![Frontier logo]()
$284
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:34 pm
PDX
- MSP
1 stop18h 24m
Multiple Airlines
Sun 10/189:10 pm
MSP
- PDX
Nonstop3h 36m
Multiple Airlines
Deal found 7/31![Multiple Airlines logo]()
$285
This Super.com deal was found by Cheapflights users on 8/1. 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 9/36:15 pm
PDX
- MSP
Nonstop3h 17m
Sun Country Air
Tue 9/89:25 am
MSP
- PDX
Nonstop3h 36m
Sun Country Air
Deal found 8/1![Sun Country Air logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Wed 11/256:36 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 11/299:10 pm
MSP
- PDX
Nonstop3h 49m
Sun Country Air
Deal found 7/30![Sun Country Air logo]()
$287
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 August 2, 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 August 2, 2026.
This Sun Country Air deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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.
Tue 11/246:12 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Mon 11/303:25 pm
MSP
- PDX
Nonstop3h 47m
Sun Country Air
Deal found 7/29![Sun Country Air logo]()
$288
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Mon 9/2811:30 pm
PDX
- MKE
1 stop8h 37m
United Airlines
Wed 10/75:00 am
MKE
- PDX
1 stop6h 31m
United Airlines
Deal found 7/30![United Airlines logo]()
$317
This Alaska Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:09 am
PDX
- MKE
1 stop8h 10m
Alaska Airlines
Tue 11/34:44 pm
MKE
- PDX
2 stops19h 06m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$325
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 11/71:10 pm
PDX
- ORD
1 stop6h 50m
Delta
Sun 11/85:30 pm
ORD
- PDX
1 stop8h 29m
Delta
Deal found 7/30![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/269:00 am
PDX
- MSP
2 stops9h 10m
Southwest
Sat 10/36:50 am
MSP
- PDX
2 stops9h 45m
Southwest
Deal found 7/30![Southwest logo]()
$347
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 9/227:00 am
PDX
- MKE
1 stop7h 53m
American Airlines
Thu 10/15:03 am
MKE
- PDX
1 stop7h 52m
American Airlines
Deal found 8/2![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/1. 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.
Thu 11/52:20 pm
PDX
- ORD
1 stop7h 32m
Delta
Sun 11/85:30 pm
ORD
- PDX
1 stop6h 26m
Delta
Deal found 8/1![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/236:01 am
PDX
- CWA
1 stop8h 34m
American Airlines
Mon 9/285:05 pm
CWA
- PDX
1 stop9h 02m
American Airlines
Deal found 7/29![American Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:00 am
PDX
- ORD
1 stop8h 00m
Alaska Airlines
Sat 11/72:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/2010:45 pm
PDX
- MKE
1 stop11h 10m
Southwest
Wed 8/2612:40 pm
MKE
- PDX
2 stops9h 10m
Southwest
Deal found 7/29![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/52:27 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Sun 9/68:50 am
ORD
- PDX
Nonstop4h 38m
United Airlines
Deal found 7/30![United Airlines logo]()
$373
This Sun Country Air deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Fri 8/145:52 pm
PDX
- MSP
Nonstop3h 17m
Sun Country Air
Sat 8/223:55 pm
MSP
- PDX
Nonstop3h 37m
Sun Country Air
Deal found 7/28![Sun Country Air logo]()
$378
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:25 am
PDX
- MSP
Nonstop3h 24m
Delta
Thu 9/249:35 pm
MSP
- PDX
Nonstop3h 35m
Delta
Deal found 7/28![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:13 am
PDX
- ORD
1 stop8h 08m
Alaska Airlines
Sat 10/32:21 pm
ORD
- PDX
1 stop8h 19m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/245:00 am
PDX
- MKE
2 stops13h 30m
Southwest
Thu 8/274:20 pm
MKE
- PDX
2 stops9h 20m
Southwest
Deal found 7/30![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:02 pm
PDX
- GRB
1 stop8h 57m
United Airlines
Sun 8/306:25 am
GRB
- PDX
1 stop7h 03m
United Airlines
Deal found 7/31![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 8/2. 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.
Sun 8/303:00 pm
PDX
- MSN
1 stop6h 00m
Delta
Sun 9/612:10 pm
MSN
- PDX
1 stop7h 24m
Delta
Deal found 8/2![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:00 am
PDX
- ORD
1 stop7h 12m
Alaska Airlines
Tue 12/89:20 am
ORD
- PDX
1 stop13h 30m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/262:27 pm
PDX
- GRB
1 stop6h 52m
United Airlines
Wed 9/212:30 pm
GRB
- PDX
1 stop8h 23m
United Airlines
Deal found 7/28![United Airlines logo]()
$379
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/236:00 am
PDX
- CWA
1 stop7h 40m
Delta
Mon 9/286:51 am
CWA
- PDX
1 stop5h 58m
Delta
Deal found 7/28![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:00 am
PDX
- MKE
2 stops10h 00m
Southwest
Sat 9/51:30 pm
MKE
- PDX
2 stops9h 55m
Southwest
Deal found 7/31![Southwest logo]()
$397
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/38:15 am
PDX
- ORD
Nonstop4h 13m
United Airlines
Sun 9/68:40 am
ORD
- PDX
1 stop8h 07m
United Airlines
Deal found 7/29![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:35 pm
PDX
- CWA
1 stop5h 30m
Delta
Tue 9/226:51 am
CWA
- PDX
1 stop5h 58m
Delta
Deal found 7/28![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:48 am
PDX
- MSP
1 stop10h 11m
Alaska Airlines
Fri 9/185:21 pm
MSP
- PDX
1 stop7h 37m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/106:25 am
PDX
- MSP
2 stops9h 35m
Southwest
Sun 9/136:00 am
MSP
- PDX
1 stop6h 30m
Southwest
Deal found 7/29![Southwest logo]()
$402
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/112:27 pm
PDX
- GRB
1 stop6h 52m
United Airlines
Sat 9/199:04 am
GRB
- PDX
2 stops10h 45m
United Airlines
Deal found 7/28![United Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 8/1. 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 1/296:15 am
PDX
- ATW
2 stops8h 22m
Delta
Sun 1/3112:06 pm
ATW
- PDX
1 stop6h 18m
Delta
Deal found 8/1![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 8/2. 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 9/25:50 am
PDX
- MSP
2 stops9h 00m
Southwest
Sun 9/66:45 am
MSP
- PDX
2 stops8h 55m
Southwest
Deal found 8/2![Southwest logo]()
$407
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/2511:30 pm
PDX
- ORD
Nonstop4h 01m
United Airlines
Thu 10/17:00 am
ORD
- PDX
Nonstop4h 31m
United Airlines
Deal found 7/30![United Airlines logo]()
$388
This Alaska Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:48 pm
PDX
- MKE
1 stop22h 31m
Alaska Airlines
Thu 11/54:44 pm
MKE
- PDX
2 stops19h 06m
Alaska Airlines
Deal found 7/31![Alaska Airlines logo]()
$440
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated August 2, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/1410:34 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 8/177:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 8/1![Allegiant Air logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/2112:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Thu 8/279:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/29![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/2112:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Fri 8/289:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/29![Frontier logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Sat 8/2212:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Thu 8/279:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/30![Frontier logo]()
$285
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/222:08 pm
PDX
- MKE
1 stop7h 45m
Delta
Mon 8/244:47 pm
MKE
- PDX
1 stop7h 22m
Delta
Deal found 7/29![Delta logo]()
$317
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:47 pm
PDX
- MSP
1 stop27h 50m
Frontier
Thu 8/279:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/29![Frontier logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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.
Wed 8/265:56 pm
PDX
- MSP
1 stop25h 06m
Frontier
Wed 9/29:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/29![Frontier logo]()
$280
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:47 pm
PDX
- MSP
1 stop27h 50m
Frontier
Mon 8/319:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/30![Frontier logo]()
$288
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:47 pm
PDX
- MSP
1 stop27h 50m
Frontier
Thu 9/310:36 pm
MSP
- PDX
1 stop14h 12m
Frontier
Deal found 7/31![Frontier logo]()
$289
This Priceline deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Thu 8/2712:20 pm
PDX
- MSP
1 stop6h 42m
Multiple Airlines
Thu 9/33:35 pm
MSP
- PDX
Nonstop3h 37m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$291
This Super.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/2812:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Sun 8/3010:36 pm
MSP
- PDX
1 stop20h 45m
Frontier
Deal found 7/29![Frontier logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Fri 9/49:57 pm
MSP
- PDX
1 stop21h 14m
Frontier
Deal found 7/31![Frontier logo]()
$294
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 August 2, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:47 pm
PDX
- MSP
1 stop27h 48m
Frontier
Deal found 8/2![Frontier logo]()
$137
This Sun Country Air deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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.
Mon 10/266:15 pm
PDX
- MSP
Nonstop3h 17m
Sun Country Air
Deal found 7/29![Sun Country Air logo]()
$139
This Trip.com deal was found by Cheapflights users on 8/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:34 pm
PDX
- MSP
1 stop18h 24m
Frontier
Deal found 8/1![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Mon 8/2412:20 pm
PDX
- MSP
1 stop22h 46m
Frontier
Deal found 7/30![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Sat 9/512:20 pm
PDX
- MSP
1 stop22h 46m
Frontier
Deal found 7/30![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Thu 9/36:15 pm
PDX
- MSP
Nonstop3h 17m
Sun Country Air
Deal found 8/1![Sun Country Air logo]()
$145
This Super.com deal was found by Cheapflights users on 8/2. 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.
Sat 8/2912:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Deal found 8/2![Frontier logo]()
$146
This Expedia deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/3112:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Deal found 7/30![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:56 pm
PDX
- MSP
1 stop17h 10m
Frontier
Deal found 7/31![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:20 pm
PDX
- MSP
1 stop6h 42m
Frontier
Deal found 7/31![Frontier logo]()
$149
This CheapOair deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:47 pm
PDX
- MSP
1 stop27h 50m
Frontier
Deal found 7/29![Frontier logo]()
$150
This Super.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:56 pm
PDX
- MSP
1 stop25h 06m
Frontier
Deal found 7/31![Frontier logo]()
$151
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 August 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $276 (Super.com) |
One-way from | $137 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $437 |
Good round-trip deal | $269 or less |
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 August 2, 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
PDX - MSP
PDXMSP
Portland
Tue 11/24
6:12 pm-11:27 pm
Nonstop3h 15m
Minneapolis St Paul
Mon 11/30
3:25 pm-5:12 pm
Nonstop3h 47m
$288
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Mon 9/28
11:30 pm-10:07 am
1 stop8h 37m
Milwaukee-Mitchell
Wed 10/7
5:00 am-9:31 am
1 stop6h 31m
$317
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Tue 10/27
6:09 am-4:19 pm
1 stop8h 10m
Milwaukee-Mitchell
Tue 11/3
4:44 pm-9:50 am
2 stops19h 06m
$325
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 11/7
1:10 pm-10:00 pm
1 stop6h 50m
Chicago O'Hare Intl
Sun 11/8
5:30 pm-11:59 pm
1 stop8h 29m
$327
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 11/5
2:20 pm-11:52 pm
1 stop7h 32m
Chicago O'Hare Intl
Sun 11/8
5:30 pm-9:56 pm
1 stop6h 26m
$337
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Sat 9/26
9:00 am-8:10 pm
2 stops9h 10m
Minneapolis St Paul
Sat 10/3
6:50 am-2:35 pm
2 stops9h 45m
$347
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Fri 9/18
12:25 am-5:49 am
Nonstop3h 24m
Minneapolis St Paul
Thu 9/24
9:35 pm-11:10 pm
Nonstop3h 35m
$347
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Tue 9/22
7:00 am-4:53 pm
1 stop7h 53m
Milwaukee-Mitchell
Thu 10/1
5:03 am-10:55 am
1 stop7h 52m
$357
PortlandWausau
PDX - CWA
PDXCWA
Portland
Wed 9/23
6:01 am-4:35 pm
1 stop8h 34m
Wausau Central Wisconsin
Mon 9/28
5:05 pm-12:07 am
1 stop9h 02m
$359
PortlandMadison
PDX - MSN
PDXMSN
Portland
Sun 8/30
3:00 pm-11:00 pm
1 stop6h 00m
Madison Truax Field
Sun 9/6
12:10 pm-5:34 pm
1 stop7h 24m
$359
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.
PDX-MKE
PDX-MSN
PDX-MSP
PDX-ORD
PDX-ATW
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
PDX-USWI
PDX-MKE
PDX-MSN
PDX-MSP
PDX-ORD
What is the cheapest month to book a flight from Portland to Wisconsin?
Currently, January is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $324). Flying from Portland to Wisconsin in March is currently the most expensive (average of $558). 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.
What is the cheapest time of day to fly from PDX to WI?
Find hourly flight availability from Portland to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2026.
When flying from Portland to Wisconsin, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How much does it cost to fly round-trip from Portland to Wisconsin?
Airfare is below average for this route at the moment.
Portland to Wisconsin flights typically cost between $344 and $536 in September.The cheapest round-trip price found within the last 5 days was $317 on United Airlines (Sep 10-Sep 12).
How far ahead should I book a flight from Portland to Wisconsin?
Booking 41 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland to Wisconsin. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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 August 2, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Portland to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
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
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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 August 2, 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 6 airlines flying from Portland to Wisconsin
Discover the top 6 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 August 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$168 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$208 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$209 | Average$476 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$274 | Average$460 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$304 | Average$518 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$322 | Average$535 | FlexibilityNo cancel fee | On-time63% |