$83+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
May 1 — May 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 April 1, 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 1, 2026.
This CheapOair deal was found by Cheapflights users on 3/31. 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 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 3/31![Frontier logo]()
$171
This Cheapflightsfares deal was found by Cheapflights users on 3/29. 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 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 3/29![Allegiant Air logo]()
$197
This Orbitz deal was found by Cheapflights users on 3/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Wed 7/19:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$225
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 6/1211:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Fri 6/199:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 3/30![Sun Country Air logo]()
$227
This CheapOair deal was found by Cheapflights users on 3/29. 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.
Sat 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Multiple Airlines
Sat 4/256:06 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$228
This Priceline deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
Fri 4/2411:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Fri 5/16:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 3/27![Frontier logo]()
$230
This lastminute.com deal was found by Cheapflights users on 3/30. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Mon 5/188:20 am
MSP
- PDX
Nonstop3h 30m
Sun Country Air
Deal found 3/30![Sun Country Air logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/2512:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Tue 4/288:15 am
MSP
- PDX
1 stop29h 37m
Frontier
Deal found 3/27![Frontier logo]()
$232
This Booking.com deal was found by Cheapflights users on 3/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:46 pm
PDX
- ORD
1 stop24h 51m
Frontier
Thu 5/289:42 pm
ORD
- PDX
1 stop21h 04m
Frontier
Deal found 3/29![Frontier logo]()
$232
This CheapOair deal was found by Cheapflights users on 4/1. 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.
Sat 5/3012:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Sun 6/149:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$233
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:28 pm
PDX
- ORD
1 stop19h 22m
Frontier
Fri 4/1710:55 am
ORD
- PDX
1 stop26h 47m
Frontier
Deal found 3/27![Frontier logo]()
$233
This Expedia deal was found by Cheapflights users on 4/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Sun 5/103:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$235
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 1, 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 1, 2026.
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:24 pm
PDX
- ORD
1 stop5h 54m
Delta
Sat 4/256:25 am
ORD
- PDX
1 stop8h 24m
Delta
Deal found 3/31![Delta logo]()
$271
This Southwest deal was found by Cheapflights users on 3/31. 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.
Tue 4/212:35 pm
PDX
- ORD
1 stop7h 20m
Southwest
Sat 4/257:00 am
ORD
- PDX
2 stops13h 20m
Southwest
Deal found 3/31![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Wed 5/611:55 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Fri 5/85:45 pm
ORD
- PDX
1 stop7h 09m
United Airlines
Deal found 3/31![United Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 3/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/191:23 pm
PDX
- GRB
1 stop6h 40m
American Airlines
Tue 5/266:51 pm
GRB
- PDX
1 stop7h 01m
American Airlines
Deal found 3/28![American Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/97:55 am
PDX
- ORD
Nonstop4h 13m
Alaska Airlines
Wed 5/132:18 pm
ORD
- PDX
Nonstop4h 32m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 3/30. 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 4/296:00 am
PDX
- ORD
2 stops10h 50m
Southwest
Wed 5/611:55 am
ORD
- PDX
2 stops11h 05m
Southwest
Deal found 3/30![Southwest logo]()
$281
This Delta deal was found by Cheapflights users on 3/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:15 pm
PDX
- ATW
1 stop9h 13m
Delta
Sat 5/94:13 pm
ATW
- PDX
2 stops8h 27m
Delta
Deal found 3/31![Delta logo]()
$296
This American Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/191:23 pm
PDX
- ATW
1 stop8h 17m
American Airlines
Tue 5/266:39 pm
ATW
- PDX
1 stop7h 13m
American Airlines
Deal found 3/27![American Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 7/89:06 pm
PDX
- ORD
1 stop14h 18m
Alaska Airlines
Wed 7/157:20 am
ORD
- PDX
Nonstop4h 28m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 3/29. 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.
Fri 5/225:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Mon 5/255:00 am
ORD
- PDX
1 stop6h 47m
United Airlines
Deal found 3/29![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 3/31. 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.
Wed 5/68:50 am
PDX
- ORD
1 stop8h 00m
Southwest
Fri 5/87:20 pm
ORD
- PDX
1 stop7h 35m
Southwest
Deal found 3/31![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 3/29. 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.
Fri 5/112:30 am
PDX
- MSP
Nonstop3h 17m
Delta
Wed 5/611:10 am
MSP
- PDX
Nonstop3h 39m
Delta
Deal found 3/29![Delta logo]()
$317
This Alaska Airlines deal was found by Cheapflights users on 3/30. 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.
Thu 6/1110:59 pm
PDX
- ORD
Nonstop4h 01m
Alaska Airlines
Tue 6/167:59 pm
ORD
- PDX
1 stop15h 30m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 7/311:40 pm
PDX
- DLH
1 stop9h 03m
United Airlines
Tue 7/76:25 pm
DLH
- PDX
1 stop7h 37m
United Airlines
Deal found 3/27![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Fri 4/243:16 pm
PDX
- LSE
1 stop6h 38m
American Airlines
Mon 4/276:37 pm
LSE
- PDX
1 stop7h 20m
American Airlines
Deal found 3/30![American Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/2711:35 am
PDX
- MKE
1 stop8h 45m
Southwest
Sat 5/25:40 am
MKE
- PDX
1 stop8h 55m
Southwest
Deal found 3/27![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 3/28. 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.
Mon 6/2911:15 pm
PDX
- ORD
1 stop6h 50m
Delta
Tue 7/76:55 am
ORD
- PDX
1 stop6h 48m
Delta
Deal found 3/28![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 4/2511:59 pm
PDX
- DLH
1 stop8h 40m
United Airlines
Tue 5/55:00 am
DLH
- PDX
1 stop8h 37m
United Airlines
Deal found 3/31![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:23 pm
PDX
- LSE
1 stop8h 31m
American Airlines
Tue 5/56:37 pm
LSE
- PDX
1 stop7h 20m
American Airlines
Deal found 3/31![American Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 3/29. 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.
Fri 9/1811:39 am
PDX
- CWA
1 stop7h 25m
Delta
Tue 9/227:00 am
CWA
- PDX
1 stop5h 51m
Delta
Deal found 3/29![Delta logo]()
$349
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
Fri 7/1010:30 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Sun 7/126:17 pm
MSP
- PDX
Nonstop3h 53m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 3/31. 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.
Wed 4/2911:15 am
PDX
- MSP
2 stops8h 10m
Southwest
Wed 5/610:40 am
MSP
- PDX
2 stops12h 20m
Southwest
Deal found 3/31![Southwest logo]()
$367
This American Airlines deal was found by Cheapflights users on 3/29. 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.
Thu 5/2811:59 am
PDX
- ATW
1 stop8h 44m
American Airlines
Mon 6/16:41 pm
ATW
- PDX
1 stop7h 11m
American Airlines
Deal found 3/29![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/2811:59 pm
PDX
- GRB
1 stop8h 01m
United Airlines
Sat 5/25:00 am
GRB
- PDX
2 stops11h 57m
United Airlines
Deal found 3/27![United Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 3/29. 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.
Fri 5/2211:12 pm
PDX
- MSN
1 stop9h 04m
Delta
Mon 5/256:30 am
MSN
- PDX
1 stop8h 00m
Delta
Deal found 3/29![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 3/29. 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.
Fri 4/2411:35 am
PDX
- MSP
2 stops8h 30m
Southwest
Sat 5/212:10 pm
MSP
- PDX
1 stop8h 35m
Southwest
Deal found 3/29![Southwest logo]()
$382
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:16 pm
PDX
- CWA
1 stop6h 32m
American Airlines
Mon 4/206:32 pm
CWA
- PDX
1 stop7h 25m
American Airlines
Deal found 3/31![American Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/302:41 pm
PDX
- MKE
1 stop5h 52m
United Airlines
Sun 5/35:56 pm
MKE
- PDX
1 stop7h 59m
United Airlines
Deal found 3/31![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 3/28. 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.
Sat 4/111:49 pm
PDX
- DLH
2 stops6h 58m
Delta
Sat 4/184:29 pm
DLH
- PDX
1 stop5h 38m
Delta
Deal found 3/28![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 3/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/305:00 am
PDX
- MSP
2 stops9h 15m
Southwest
Tue 5/55:20 am
MSP
- PDX
2 stops9h 35m
Southwest
Deal found 3/28![Southwest logo]()
$387
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated April 1, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:28 pm
PDX
- ORD
1 stop19h 22m
Frontier
Fri 4/1710:55 am
ORD
- PDX
1 stop26h 47m
Frontier
Deal found 3/27![Frontier logo]()
$233
This CheapOair deal was found by Cheapflights users on 3/29. 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.
Sat 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Multiple Airlines
Sat 4/256:06 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$228
This CheapOair deal was found by Cheapflights users on 3/30. 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.
Mon 4/2011:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Fri 4/241:30 pm
MSP
- PDX
1 stop24h 12m
Frontier
Deal found 3/30![Frontier logo]()
$236
This CheapOair deal was found by Cheapflights users on 3/31. 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 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Mon 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 3/31![Frontier logo]()
$171
This Priceline deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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.
Fri 4/2411:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Fri 5/16:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 3/27![Frontier logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/2512:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Tue 4/288:15 am
MSP
- PDX
1 stop29h 37m
Frontier
Deal found 3/27![Frontier logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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 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 3/28![Sun Country Air logo]()
$227
This Expedia deal was found by Cheapflights users on 4/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Sun 5/103:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$235
This lastminute.com deal was found by Cheapflights users on 3/30. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Mon 5/188:20 am
MSP
- PDX
Nonstop3h 30m
Sun Country Air
Deal found 3/30![Sun Country Air logo]()
$231
This Cheapflightsfares deal was found by Cheapflights users on 3/29. 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 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 3/29![Allegiant Air logo]()
$197
This Booking.com deal was found by Cheapflights users on 3/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:46 pm
PDX
- ORD
1 stop24h 51m
Frontier
Thu 5/289:42 pm
ORD
- PDX
1 stop21h 04m
Frontier
Deal found 3/29![Frontier logo]()
$232
This CheapOair deal was found by Cheapflights users on 4/1. 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.
Sat 5/3012:35 pm
PDX
- MSP
1 stop18h 44m
Multiple Airlines
Sun 6/149:05 pm
MSP
- PDX
Nonstop3h 38m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$233
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 1, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Mon 6/110:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Deal found 3/31![Allegiant Air logo]()
$83
This Expedia deal was found by Cheapflights users on 3/29. 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 Expedia 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
Deal found 3/29![Frontier logo]()
$86
This Expedia deal was found by Cheapflights users on 4/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:38 pm
PDX
- MSP
1 stop20h 24m
Frontier
Deal found 4/1![Frontier logo]()
$87
This CheapOair deal was found by Cheapflights users on 3/28. 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 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
Deal found 3/28![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 4/1. 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.
Wed 4/1512:28 pm
PDX
- MSP
1 stop9h 30m
Frontier
Deal found 4/1![Frontier logo]()
$105
This Expedia deal was found by Cheapflights users on 3/30. 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 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Deal found 3/30![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Mon 9/286:04 pm
PDX
- MSP
Nonstop3h 17m
Sun Country Air
Deal found 3/31![Sun Country Air logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:40 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 3/31![Sun Country Air logo]()
$109
This Expedia deal was found by Cheapflights users on 3/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 3/31![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/2912:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 3/31![Frontier logo]()
$117
This CheapOair deal was found by Cheapflights users on 3/30. 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.
Tue 5/265:46 pm
PDX
- ORD
1 stop24h 51m
Frontier
Deal found 3/30![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Thu 5/286:26 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Deal found 3/31![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 April 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $171 (CheapOair) |
One-way from | $83 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $375 |
Good round-trip deal | $276 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 1, 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
Tue 4/21
1:24 pm-9:18 pm
1 stop5h 54m
Chicago O'Hare Intl
Sat 4/25
6:25 am-12:49 pm
1 stop8h 24m
$271
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 4/21
2:35 pm-11:55 pm
1 stop7h 20m
Chicago O'Hare Intl
Sat 4/25
7:00 am-6:20 pm
2 stops13h 20m
$276
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 4/29
6:00 am-6:50 pm
2 stops10h 50m
Chicago O'Hare Intl
Wed 5/6
11:55 am-9:00 pm
2 stops11h 05m
$281
PortlandAppleton
PDX - ATW
PDXATW
Portland
Wed 5/6
11:15 pm-10:28 am
1 stop9h 13m
Appleton Intl
Sat 5/9
4:13 pm-10:40 pm
2 stops8h 27m
$296
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 5/6
11:55 pm-6:00 am
Nonstop4h 05m
Chicago O'Hare Intl
Fri 5/8
5:45 pm-10:54 pm
1 stop7h 09m
$299
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 5/6
8:50 am-6:50 pm
1 stop8h 00m
Chicago O'Hare Intl
Fri 5/8
7:20 pm-12:55 am
1 stop7h 35m
$309
Quickest round-trip
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Fri 5/1
12:30 am-5:47 am
Nonstop3h 17m
Minneapolis St Paul
Wed 5/6
11:10 am-12:49 pm
Nonstop3h 39m
$317
PortlandGreen Bay
PDX - GRB
PDXGRB
Portland
Tue 5/19
1:23 pm-10:03 pm
1 stop6h 40m
Green Bay Austin-Straubel
Tue 5/26
6:51 pm-11:52 pm
1 stop7h 01m
$330
PortlandAppleton
PDX - ATW
PDXATW
Portland
Tue 5/19
1:23 pm-11:40 pm
1 stop8h 17m
Appleton Intl
Tue 5/26
6:39 pm-11:52 pm
1 stop7h 13m
$330
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 5/9
7:55 am-2:08 pm
Nonstop4h 13m
Chicago O'Hare Intl
Wed 5/13
2:18 pm-4:50 pm
Nonstop4h 32m
$333
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-MKE
PDX-ORD
PDX-GRB
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-MKE
PDX-ORD
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 November is currently the most expensive (average of $281). 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 1, 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.
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
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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Portland and Wisconsin flights
Browse other Portland and Wisconsin flight options. Last updated on April 1, 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 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$159 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$463 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$422 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$328 | Average$499 | FlexibilityNo cancel fee | On-time63% |