$55+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Jun 4 — Jun 111
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 May 5, 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 May 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$136
This Super.com deal was found by Cheapflights users on 4/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Fri 5/297:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/2510:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 6/17:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$158
This Cheapflightsfares deal was found by Cheapflights users on 5/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 5/257:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 6/810:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Fri 6/197:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Multiple Airlines
Fri 5/295:05 pm
ATW
- PDX
1 stop25h 41m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/2510:31 am
PDX
- ATW
Nonstop3h 44m
Multiple Airlines
Fri 5/295:05 pm
ATW
- PDX
1 stop25h 41m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Multiple Airlines
Fri 6/127:00 am
ATW
- PDX
1 stop14h 47m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$234
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Fri 6/2611:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Mon 6/299:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$237
This Frontier deal was found by Cheapflights users on 5/4. 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 Frontier 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
Frontier
Tue 5/2610:14 am
MSP
- PDX
1 stop8h 47m
Frontier
Deal found 5/4![Frontier logo]()
$240
This CheapOair deal was found by Cheapflights users on 5/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:46 pm
PDX
- MSP
1 stop13h 33m
Frontier
Tue 6/910:18 am
MSP
- PDX
1 stop8h 17m
Frontier
Deal found 5/1![Frontier logo]()
$241
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/3010:15 pm
MSP
- PDX
1 stop20h 20m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$242
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 May 5, 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 May 5, 2026.
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sat 7/45:00 am
ORD
- PDX
1 stop6h 48m
United Airlines
Deal found 5/4![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 7/221:45 pm
PDX
- MSN
1 stop7h 15m
Delta
Tue 7/282:45 pm
MSN
- PDX
1 stop7h 30m
Delta
Deal found 4/30![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 9/511:59 pm
PDX
- GRB
2 stops9h 58m
American Airlines
Tue 9/812:27 pm
GRB
- PDX
1 stop7h 24m
American Airlines
Deal found 4/29![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 5/2. 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 6/103:40 pm
PDX
- MKE
1 stop7h 15m
Southwest
Tue 6/163:40 pm
MKE
- PDX
2 stops8h 55m
Southwest
Deal found 5/2![Southwest logo]()
$393
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 7/223:30 pm
PDX
- MSP
1 stop6h 29m
Alaska Airlines
Wed 7/297:59 pm
MSP
- PDX
1 stop6h 23m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Wed 6/106:13 am
ORD
- PDX
1 stop7h 57m
United Airlines
Deal found 5/4![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 5/4. 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.
Tue 9/812:40 am
PDX
- MSN
1 stop5h 40m
Delta
Sun 9/136:15 am
MSN
- PDX
1 stop8h 39m
Delta
Deal found 5/4![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 5/1. 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 6/2511:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sat 6/276:59 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 5/1![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 5/3. 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 6/36:00 am
PDX
- ORD
1 stop6h 57m
Delta
Sun 6/76:55 am
ORD
- PDX
1 stop6h 47m
Delta
Deal found 5/3![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 5/2. 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 6/1710:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sat 6/274:30 pm
ORD
- PDX
1 stop8h 18m
United Airlines
Deal found 5/2![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:30 am
PDX
- ORD
1 stop6h 00m
Delta
Thu 6/115:55 pm
ORD
- PDX
1 stop7h 59m
Delta
Deal found 5/4![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 7/2210:25 am
PDX
- MKE
2 stops9h 50m
Southwest
Tue 7/286:20 pm
MKE
- PDX
1 stop6h 15m
Southwest
Deal found 4/30![Southwest logo]()
$422
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/111:45 pm
PDX
- LSE
1 stop8h 34m
American Airlines
Tue 6/165:25 pm
LSE
- PDX
1 stop8h 22m
American Airlines
Deal found 5/4![American Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/302:27 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Mon 6/16:45 am
ORD
- PDX
Nonstop4h 25m
United Airlines
Deal found 5/1![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 5/4. 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 6/121:15 pm
PDX
- ORD
1 stop6h 42m
Delta
Sat 6/206:55 am
ORD
- PDX
1 stop6h 47m
Delta
Deal found 5/4![Delta logo]()
$336
This Alaska Airlines deal was found by Cheapflights users on 5/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:59 pm
PDX
- MSN
1 stop6h 46m
Alaska Airlines
Sat 6/204:43 pm
MSN
- PDX
2 stops16h 54m
Alaska Airlines
Deal found 5/4![Alaska Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 8/2611:30 pm
PDX
- MSP
1 stop8h 15m
Southwest
Tue 9/14:30 pm
MSP
- PDX
2 stops7h 45m
Southwest
Deal found 4/30![Southwest logo]()
$432
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/163:16 pm
PDX
- LSE
1 stop6h 38m
American Airlines
Wed 5/206:36 pm
LSE
- PDX
1 stop7h 12m
American Airlines
Deal found 5/1![American Airlines logo]()
$434
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Sun 5/317:00 am
PDX
- ORD
Nonstop4h 13m
United Airlines
Wed 6/31:30 pm
ORD
- PDX
Nonstop4h 27m
United Airlines
Deal found 5/3![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 6/2212:33 am
PDX
- ORD
1 stop6h 02m
Delta
Tue 6/306:55 am
ORD
- PDX
1 stop6h 47m
Delta
Deal found 4/30![Delta logo]()
$346
This Alaska Airlines deal was found by Cheapflights users on 5/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:44 am
PDX
- MKE
2 stops10h 40m
Alaska Airlines
Wed 6/35:00 am
MKE
- PDX
2 stops13h 58m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$468
This Southwest deal was found by Cheapflights users on 4/30. 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.
Tue 7/213:40 pm
PDX
- MKE
1 stop7h 15m
Southwest
Fri 7/246:30 pm
MKE
- PDX
1 stop6h 15m
Southwest
Deal found 4/30![Southwest logo]()
$447
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sat 5/163:16 pm
PDX
- CWA
1 stop6h 32m
American Airlines
Wed 5/206:32 pm
CWA
- PDX
1 stop7h 16m
American Airlines
Deal found 5/2![American Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 5/2. 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.
Fri 6/1911:15 pm
PDX
- ORD
1 stop9h 20m
Delta
Mon 6/226:55 am
ORD
- PDX
1 stop6h 47m
Delta
Deal found 5/2![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 5/4. 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.
Wed 6/35:40 am
PDX
- MSP
1 stop12h 10m
Southwest
Wed 6/1012:25 pm
MSP
- PDX
2 stops8h 45m
Southwest
Deal found 5/4![Southwest logo]()
$449
This Delta deal was found by Cheapflights users on 5/1. 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 6/25:30 am
PDX
- ORD
1 stop6h 15m
Delta
Wed 6/176:55 am
ORD
- PDX
1 stop6h 47m
Delta
Deal found 5/1![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:16 pm
PDX
- LSE
1 stop6h 38m
American Airlines
Sat 5/235:34 pm
LSE
- PDX
1 stop8h 18m
American Airlines
Deal found 4/30![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 4/30. 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.
Thu 7/1612:33 am
PDX
- MSN
1 stop5h 38m
Delta
Mon 7/206:00 am
MSN
- PDX
1 stop6h 41m
Delta
Deal found 4/30![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Wed 6/311:05 am
PDX
- MKE
2 stops9h 14m
United Airlines
Sat 6/62:35 pm
MKE
- PDX
1 stop8h 35m
United Airlines
Deal found 5/3![United Airlines logo]()
$430
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:47 pm
PDX
- LSE
1 stop7h 37m
American Airlines
Fri 5/2911:52 am
LSE
- PDX
2 stops13h 17m
American Airlines
Deal found 4/30![American Airlines logo]()
$479
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated May 5, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 4/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Fri 5/297:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$152
This Cheapflightsfares deal was found by Cheapflights users on 5/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 5/257:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Multiple Airlines
Fri 5/295:05 pm
ATW
- PDX
1 stop25h 41m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$215
This Frontier deal was found by Cheapflights users on 5/4. 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 Frontier 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
Frontier
Tue 5/2610:14 am
MSP
- PDX
1 stop8h 47m
Frontier
Deal found 5/4![Frontier logo]()
$240
This CheapOair deal was found by Cheapflights users on 5/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:46 pm
PDX
- MSP
1 stop13h 33m
Frontier
Tue 6/910:18 am
MSP
- PDX
1 stop8h 17m
Frontier
Deal found 5/1![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Multiple Airlines
Fri 6/127:00 am
ATW
- PDX
1 stop14h 47m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 6/810:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Fri 6/197:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$203
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:59 pm
PDX
- MSP
Nonstop3h 15m
Multiple Airlines
Tue 6/3010:15 pm
MSP
- PDX
1 stop20h 20m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$242
This Super.com deal was found by Cheapflights users on 4/30. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2211:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Fri 6/269:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$247
This CheapOair deal was found by Cheapflights users on 5/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:20 pm
PDX
- MSP
1 stop14h 03m
Multiple Airlines
Mon 6/299:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$243
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Fri 6/2611:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Mon 6/299:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$237
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 May 5, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2210:41 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$55
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$61
This Cheapflightsfares deal was found by Cheapflights users on 5/4. 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.
Mon 5/2510:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/4![Allegiant Air logo]()
$76
This Expedia deal was found by Cheapflights users on 4/30. 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.
Sat 5/2312:35 pm
PDX
- MSP
1 stop6h 09m
Frontier
Deal found 4/30![Frontier logo]()
$80
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/3![Allegiant Air logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/810:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:46 pm
PDX
- MSP
1 stop13h 33m
Frontier
Deal found 5/3![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:46 pm
PDX
- MSP
1 stop13h 33m
Frontier
Deal found 5/4![Frontier logo]()
$100
This Expedia deal was found by Cheapflights users on 5/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:35 pm
PDX
- MSP
1 stop6h 09m
Frontier
Deal found 5/2![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:23 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$113
This CheapOair deal was found by Cheapflights users on 4/30. 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 6/412:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 4/30![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/2611:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 4/30![Sun Country Air logo]()
$118
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 May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $136 (Kiwi.com) |
One-way from | $55 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $506 |
Good round-trip deal | $206 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 May 5, 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 6/27
10:40 pm-4:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Sat 7/4
5:00 am-9:48 am
1 stop6h 48m
$315
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/3
10:40 pm-4:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Wed 6/10
6:13 am-12:10 pm
1 stop7h 57m
$315
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 6/25
11:40 pm-5:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Sat 6/27
6:59 am-9:33 am
Nonstop4h 34m
$316
PortlandMadison
PDX - MSN
PDXMSN
Portland
Wed 7/22
1:45 pm-11:00 pm
1 stop7h 15m
Madison Truax Field
Tue 7/28
2:45 pm-8:15 pm
1 stop7h 30m
$321
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/17
10:40 pm-4:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Sat 6/27
4:30 pm-10:48 pm
1 stop8h 18m
$326
Quickest round-trip
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 5/30
2:27 pm-8:40 pm
Nonstop4h 13m
Chicago O'Hare Intl
Mon 6/1
6:45 am-9:10 am
Nonstop4h 25m
$327
PortlandMadison
PDX - MSN
PDXMSN
Portland
Tue 9/8
12:40 am-8:20 am
1 stop5h 40m
Madison Truax Field
Sun 9/13
6:15 am-12:54 pm
1 stop8h 39m
$335
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/3
6:00 am-2:57 pm
1 stop6h 57m
Chicago O'Hare Intl
Sun 6/7
6:55 am-11:42 am
1 stop6h 47m
$336
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 6/10
5:30 am-1:30 pm
1 stop6h 00m
Chicago O'Hare Intl
Thu 6/11
5:55 pm-11:54 pm
1 stop7h 59m
$336
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 6/12
1:15 pm-9:57 pm
1 stop6h 42m
Chicago O'Hare Intl
Sat 6/20
6:55 am-11:42 am
1 stop6h 47m
$336
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-ATW
PDX-MSP
PDX-ORD
PDX-MKE
PDX-MSN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Wisconsin
PDX-USWI
PDX-ATW
PDX-MSP
PDX-ORD
PDX-MKE
How far ahead should I book a flight from Portland to Wisconsin?
Booking 75 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.
What is the cheapest month to book a flight from Portland to Wisconsin?
Currently, August is the cheapest month in which you can book a flight from Portland to Wisconsin (average of $61). Flying from Portland to Wisconsin in March is currently the most expensive (average of $304). 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 May 5, 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.
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Entertainment
7.5
Crew
8.6
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
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 May 5, 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 May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$159 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$486 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$476 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$460 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$518 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$322 | Average$478 | FlexibilityNo cancel fee | On-time63% |