$117+ 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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
May 14 — May 211
Round-trip
1 adult, Economy
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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
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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 April 14, 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 April 14, 2026.
This Orbitz deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Sun 5/103:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$234
This Super.com deal was found by Cheapflights users on 4/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sat 6/133:50 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 4/11![Sun Country Air logo]()
$235
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sat 5/212:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Wed 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/14![Frontier logo]()
$236
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 4/10![Frontier logo]()
$236
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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 6/1811:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 6/289:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 4/10![Sun Country Air logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$238
This Orbitz deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Sat 6/63:50 pm
MSP
- PDX
Nonstop3h 39m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$239
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Sun 6/79:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/10![Frontier logo]()
$241
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MSP
1 stop21h 14m
Frontier
Mon 4/276:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 4/9![Frontier logo]()
$242
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MSP
1 stop21h 14m
Multiple Airlines
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Sun 5/316:26 pm
PDX
- MSP
Nonstop3h 19m
Multiple Airlines
Mon 6/110:14 am
MSP
- PDX
1 stop8h 32m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$244
This Expedia deal was found by Cheapflights users on 4/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Sun 6/149:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$245
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 April 14, 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 April 14, 2026.
This United Airlines deal was found by Cheapflights users on 4/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:55 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sat 5/94:10 pm
ORD
- PDX
1 stop6h 59m
United Airlines
Deal found 4/11![United Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 4/9. 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.
Wed 5/133:30 pm
PDX
- ORD
1 stop6h 27m
Delta
Fri 5/295:19 pm
ORD
- PDX
1 stop6h 43m
Delta
Deal found 4/9![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 4/11. 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.
Tue 5/266:40 am
PDX
- ORD
1 stop6h 20m
Southwest
Tue 6/24:50 pm
ORD
- PDX
1 stop8h 20m
Southwest
Deal found 4/11![Southwest logo]()
$325
This American Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 7/310:57 pm
PDX
- CWA
1 stop8h 24m
American Airlines
Sat 7/116:28 pm
CWA
- PDX
1 stop7h 29m
American Airlines
Deal found 4/12![American Airlines logo]()
$365
This Alaska Airlines deal was found by Cheapflights users on 4/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:00 am
PDX
- MSP
Nonstop3h 27m
Alaska Airlines
Sun 10/111:05 pm
MSP
- PDX
Nonstop3h 46m
Alaska Airlines
Deal found 4/10![Alaska Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/265:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Tue 6/25:00 am
ORD
- PDX
1 stop6h 47m
United Airlines
Deal found 4/9![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/169:39 pm
PDX
- MKE
1 stop9h 29m
Delta
Tue 5/195:01 pm
MKE
- PDX
1 stop7h 01m
Delta
Deal found 4/12![Delta logo]()
$325
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/96:00 am
PDX
- ORD
1 stop6h 20m
Southwest
Sat 5/162:05 pm
ORD
- PDX
2 stops10h 00m
Southwest
Deal found 4/12![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 6/295:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Tue 7/77:00 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 4/13![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 4/9. 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 6/1811:15 pm
PDX
- ORD
1 stop6h 50m
Delta
Tue 6/232:45 pm
ORD
- PDX
1 stop9h 37m
Delta
Deal found 4/9![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/54:19 pm
PDX
- ORD
1 stop6h 39m
United Airlines
Thu 5/79:00 am
ORD
- PDX
Nonstop4h 37m
United Airlines
Deal found 4/9![United Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 4/11. 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.
Sat 5/26:25 am
PDX
- MKE
2 stops8h 25m
Southwest
Mon 5/44:50 pm
MKE
- PDX
2 stops10h 05m
Southwest
Deal found 4/11![Southwest logo]()
$370
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 6/1811:15 pm
PDX
- ORD
1 stop6h 50m
Delta
Mon 6/225:57 pm
ORD
- PDX
1 stop7h 24m
Delta
Deal found 4/14![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 4/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:30 am
PDX
- MSP
Nonstop3h 28m
Alaska Airlines
Wed 7/297:59 pm
MSP
- PDX
1 stop6h 23m
Alaska Airlines
Deal found 4/11![Alaska Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 4/9. 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.
Thu 5/215:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Sun 5/245:00 am
ORD
- PDX
1 stop6h 48m
United Airlines
Deal found 4/9![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/285:49 am
PDX
- ATW
2 stops10h 20m
American Airlines
Mon 6/13:50 pm
ATW
- PDX
2 stops9h 19m
American Airlines
Deal found 4/12![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 4/9. 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 7/14:15 pm
PDX
- ORD
1 stop6h 29m
United Airlines
Mon 7/67:55 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 4/9![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 9/1811:39 am
PDX
- CWA
1 stop7h 25m
Delta
Tue 9/227:00 am
CWA
- PDX
1 stop5h 51m
Delta
Deal found 4/13![Delta logo]()
$367
This Southwest deal was found by Cheapflights users on 4/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:15 am
PDX
- MKE
2 stops8h 20m
Southwest
Mon 5/114:50 pm
MKE
- PDX
2 stops10h 05m
Southwest
Deal found 4/10![Southwest logo]()
$409
This United Airlines deal was found by Cheapflights users on 4/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sun 6/147:05 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 4/11![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 4/9. 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 5/1611:12 pm
PDX
- MSN
1 stop7h 37m
Delta
Wed 5/206:30 am
MSN
- PDX
1 stop6h 23m
Delta
Deal found 4/9![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 4/9. 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.
Mon 6/16:00 am
PDX
- MKE
2 stops14h 20m
Southwest
Fri 6/511:45 am
MKE
- PDX
1 stop7h 10m
Southwest
Deal found 4/9![Southwest logo]()
$416
This Delta deal was found by Cheapflights users on 4/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2211:12 pm
PDX
- ATW
2 stops10h 39m
Delta
Sun 5/2412:32 pm
ATW
- PDX
2 stops10h 46m
Delta
Deal found 4/11![Delta logo]()
$379
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/276:30 am
PDX
- MSP
2 stops9h 05m
Southwest
Wed 6/36:15 pm
MSP
- PDX
1 stop6h 55m
Southwest
Deal found 4/12![Southwest logo]()
$422
This United Airlines deal was found by Cheapflights users on 4/10. 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 4/2910:50 am
PDX
- GRB
1 stop8h 47m
United Airlines
Wed 5/65:00 am
GRB
- PDX
1 stop8h 37m
United Airlines
Deal found 4/10![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Fri 5/811:35 am
PDX
- MKE
2 stops8h 25m
Southwest
Mon 5/117:05 pm
MKE
- PDX
1 stop7h 50m
Southwest
Deal found 4/13![Southwest logo]()
$425
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 5/1911:12 pm
PDX
- GRB
2 stops10h 01m
Delta
Tue 5/2611:53 am
GRB
- PDX
1 stop7h 22m
Delta
Deal found 4/9![Delta logo]()
$388
This Delta deal was found by Cheapflights users on 4/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1111:12 pm
PDX
- MSN
1 stop7h 37m
Delta
Sun 5/1711:48 am
MSN
- PDX
1 stop7h 27m
Delta
Deal found 4/11![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 4/9. 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.
Wed 7/83:40 pm
PDX
- MKE
1 stop7h 15m
Southwest
Mon 7/138:25 pm
MKE
- PDX
1 stop6h 55m
Southwest
Deal found 4/9![Southwest logo]()
$447
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 7/311:30 pm
PDX
- CWA
2 stops12h 30m
United Airlines
Sat 7/112:35 pm
CWA
- PDX
1 stop9h 55m
United Airlines
Deal found 4/12![United Airlines logo]()
$414
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated April 14, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated April 14, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 4/10![Frontier logo]()
$236
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MSP
1 stop21h 14m
Frontier
Mon 4/276:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 4/9![Frontier logo]()
$242
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:48 am
PDX
- MSP
1 stop21h 14m
Multiple Airlines
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$243
This Frontier deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Wed 4/2912:38 pm
PDX
- MSP
1 stop9h 20m
Frontier
Fri 5/810:14 am
MSP
- PDX
1 stop8h 32m
Frontier
Deal found 4/14![Frontier logo]()
$245
This CheapOair deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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.
Sat 5/212:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Wed 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/14![Frontier logo]()
$236
This Orbitz deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Sun 5/103:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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 5/76:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Sun Country Air
Deal found 4/10![Sun Country Air logo]()
$237
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Mon 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$238
This Orbitz deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:35 pm
PDX
- MSP
1 stop6h 09m
Multiple Airlines
Sat 6/63:50 pm
MSP
- PDX
Nonstop3h 39m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$239
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:46 pm
PDX
- MSP
1 stop13h 33m
Frontier
Sun 5/319:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 4/10![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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.
Sun 5/316:26 pm
PDX
- MSP
Nonstop3h 19m
Multiple Airlines
Mon 6/110:14 am
MSP
- PDX
1 stop8h 32m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$244
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 April 14, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 14, 2026.
This CheapOair deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 6/412:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 4/13![Frontier logo]()
$117
This Super.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/76:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Deal found 4/13![Sun Country Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 4/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/511:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 4/9![Sun Country Air logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/812:35 pm
PDX
- MSP
1 stop30h 09m
Frontier
Deal found 4/9![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Sat 5/212:27 pm
PDX
- MSP
1 stop20h 31m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Mon 6/811:15 am
PDX
- MSP
2 stops20h 08m
Frontier
Deal found 4/9![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” 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 5/1812:35 pm
PDX
- ORD
1 stop29h 57m
Frontier
Deal found 4/12![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” 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 5/118:46 pm
PDX
- MSP
2 stops10h 33m
Frontier
Deal found 4/13![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:31 pm
PDX
- ORD
2 stops25h 01m
Frontier
Deal found 4/10![Frontier logo]()
$124
This Frontier deal was found by Cheapflights users on 4/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/912:26 pm
PDX
- MSP
1 stop7h 04m
Frontier
Deal found 4/10![Frontier logo]()
$125
This Frontier deal was found by Cheapflights users on 4/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:26 pm
PDX
- ORD
1 stop6h 17m
Frontier
Deal found 4/10![Frontier logo]()
$125
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” 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 5/1911:47 pm
PDX
- ORD
Nonstop4h 02m
American Airlines
Deal found 4/14![American Airlines logo]()
$126
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 April 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $234 (Expedia) |
One-way from | $117 (CheapOair) |
Popular in | February |
Cheapest in | January |
Average price | $413 |
Good round-trip deal | $280 or less |
Good one-way deal | $180 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 April 14, 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
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 5/2
11:55 pm-6:00 am
Nonstop4h 05m
Chicago O'Hare Intl
Sat 5/9
4:10 pm-9:09 pm
1 stop6h 59m
$261
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 5/13
3:30 pm-11:57 pm
1 stop6h 27m
Chicago O'Hare Intl
Fri 5/29
5:19 pm-10:02 pm
1 stop6h 43m
$298
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 5/26
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Tue 6/2
5:00 am-9:47 am
1 stop6h 47m
$315
PortlandChicago
PDX - ORD
PDXORD
Portland
Mon 6/29
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Tue 7/7
7:00 am-9:34 am
Nonstop4h 34m
$316
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 5/5
4:19 pm-12:58 am
1 stop6h 39m
Chicago O'Hare Intl
Thu 5/7
9:00 am-11:37 am
Nonstop4h 37m
$319
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 5/26
6:40 am-3:00 pm
1 stop6h 20m
Chicago O'Hare Intl
Tue 6/2
4:50 pm-11:10 pm
1 stop8h 20m
$325
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Sat 5/16
9:39 pm-9:08 am
1 stop9h 29m
Milwaukee-Mitchell
Tue 5/19
5:01 pm-10:02 pm
1 stop7h 01m
$325
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 5/21
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Sun 5/24
5:00 am-9:48 am
1 stop6h 48m
$326
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 7/1
4:15 pm-12:44 am
1 stop6h 29m
Chicago O'Hare Intl
Mon 7/6
7:55 pm-10:30 pm
Nonstop4h 35m
$326
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 6/11
11:40 pm-5:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Sun 6/14
7:05 am-9:39 am
Nonstop4h 34m
$327
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-MSP
PDX-MKE
PDX-ORD
PDX-CWA
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-MSP
PDX-MKE
PDX-ORD
PDX-CWA
What is the cheapest month to book a flight from Portland to Wisconsin?
Currently, October is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $79). Flying from Portland to Wisconsin in March is currently the most expensive (average of $308). 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 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 April 14, 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.
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from 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 April 14, 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 7 airlines flying from Portland to Wisconsin
Discover the top 7 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 April 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$156 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$491 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$475 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$478 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$519 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$322 | Average$495 | FlexibilityNo cancel fee | On-time63% |