$109+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Apr 15 — Apr 221
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 March 16, 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 March 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 6/510:34 am
PDX
- ATW
Nonstop3h 34m
Allegiant Air
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Allegiant Air
Deal found 3/11![Allegiant Air logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/2910:31 am
PDX
- ATW
Nonstop3h 44m
Allegiant Air
Mon 6/17:30 am
ATW
- PDX
Nonstop4h 11m
Allegiant Air
Deal found 3/15![Allegiant Air logo]()
$197
This Super.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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
Sun 6/149:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 3/15![Sun Country Air logo]()
$215
This Super.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1911:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Mon 7/67:05 am
MSP
- PDX
Nonstop3h 40m
Sun Country Air
Deal found 3/15![Sun Country Air logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 3/13![Sun Country Air logo]()
$217
This Booking.com deal was found by Cheapflights users on 3/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 3/11![Sun Country Air logo]()
$218
This Expedia deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/86:15 pm
PDX
- MSP
Nonstop3h 19m
Multiple Airlines
Sun 5/1010:14 am
MSP
- PDX
1 stop8h 32m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:28 pm
PDX
- ORD
2 stops19h 55m
Multiple Airlines
Wed 5/69:42 pm
ORD
- PDX
1 stop21h 04m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$219
This CheapOair deal was found by Cheapflights users on 3/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:58 am
PDX
- MSP
1 stop10h 00m
Frontier
Wed 5/68:15 am
MSP
- PDX
1 stop28h 48m
Frontier
Deal found 3/11![Frontier logo]()
$221
This CheapOair deal was found by Cheapflights users on 3/13. 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 4/303:05 pm
PDX
- ORD
1 stop13h 15m
Frontier
Sat 5/27:21 pm
ORD
- PDX
1 stop18h 29m
Frontier
Deal found 3/13![Frontier logo]()
$221
This Super.com deal was found by Cheapflights users on 3/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:15 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Tue 8/44:05 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 3/10![Sun Country Air logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.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
Sat 5/27:21 pm
ORD
- PDX
1 stop18h 29m
Frontier
Deal found 3/14![Frontier logo]()
$222
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 March 16, 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 March 16, 2026.
This Delta deal was found by Cheapflights users on 3/11. 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.
Wed 4/2211:15 pm
PDX
- ORD
1 stop6h 46m
Delta
Sat 4/255:04 pm
ORD
- PDX
1 stop6h 38m
Delta
Deal found 3/11![Delta logo]()
$227
This Sun Country Air deal was found by Cheapflights users on 3/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/511:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Fri 6/129:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 3/14![Sun Country Air logo]()
$244
This United Airlines deal was found by Cheapflights users on 3/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1811:59 pm
PDX
- ORD
Nonstop4h 04m
United Airlines
Sat 4/259:08 am
ORD
- PDX
Nonstop4h 36m
United Airlines
Deal found 3/14![United Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 6/512:35 pm
PDX
- ATW
1 stop8h 09m
Multiple Airlines
Mon 6/87:30 am
ATW
- PDX
Nonstop4h 14m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$283
This Southwest deal was found by Cheapflights users on 3/11. 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 4/181:35 pm
PDX
- ORD
1 stop6h 45m
Southwest
Mon 4/207:20 pm
ORD
- PDX
1 stop7h 35m
Southwest
Deal found 3/11![Southwest logo]()
$299
This Alaska Airlines deal was found by Cheapflights users on 3/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:45 am
PDX
- MSP
Nonstop3h 30m
Alaska Airlines
Sat 4/257:00 am
MSP
- PDX
1 stop5h 56m
Alaska Airlines
Deal found 3/12![Alaska Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 3/13. 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 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 6/16:39 pm
ATW
- PDX
1 stop7h 17m
American Airlines
Deal found 3/13![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/181:55 pm
PDX
- MSP
Nonstop3h 18m
Delta
Sat 4/253:55 pm
MSP
- PDX
Nonstop3h 37m
Delta
Deal found 3/15![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 3/13. 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.
Sat 4/115:00 am
PDX
- MKE
1 stop7h 28m
United Airlines
Sat 4/185:37 pm
MKE
- PDX
1 stop6h 57m
United Airlines
Deal found 3/13![United Airlines logo]()
$277
This Sun Country Air deal was found by Cheapflights users on 3/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sat 6/203:50 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 3/10![Sun Country Air logo]()
$294
This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 5/125:30 am
PDX
- ORD
2 stops11h 20m
Southwest
Fri 5/157:20 pm
ORD
- PDX
1 stop7h 35m
Southwest
Deal found 3/12![Southwest logo]()
$304
This Delta deal was found by Cheapflights users on 3/11. 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 5/112:30 am
PDX
- MKE
1 stop7h 43m
Delta
Tue 5/57:25 am
MKE
- PDX
1 stop6h 52m
Delta
Deal found 3/11![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 3/11. 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 5/111:15 pm
PDX
- ORD
1 stop6h 46m
Delta
Tue 5/57:10 pm
ORD
- PDX
1 stop6h 43m
Delta
Deal found 3/11![Delta logo]()
$277
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Mon 5/44:15 pm
PDX
- ORD
1 stop6h 43m
United Airlines
Sun 5/108:00 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 3/12![United Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/152:35 pm
PDX
- ORD
1 stop7h 20m
Southwest
Tue 4/214:50 pm
ORD
- PDX
1 stop8h 20m
Southwest
Deal found 3/15![Southwest logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 3/10. 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.
Wed 5/2710:46 am
PDX
- MSP
Nonstop3h 34m
Alaska Airlines
Mon 6/16:54 pm
MSP
- PDX
Nonstop3h 51m
Alaska Airlines
Deal found 3/10![Alaska Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 3/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1211:59 pm
PDX
- ORD
Nonstop4h 04m
United Airlines
Tue 4/149:10 am
ORD
- PDX
Nonstop4h 36m
United Airlines
Deal found 3/14![United Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 3/13. 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.
Tue 4/282:35 pm
PDX
- MKE
1 stop6h 35m
Southwest
Wed 4/2912:30 pm
MKE
- PDX
2 stops10h 30m
Southwest
Deal found 3/13![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 3/13. 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.
Sat 5/26:00 am
PDX
- MSP
Nonstop3h 16m
Delta
Sun 5/103:45 pm
MSP
- PDX
Nonstop3h 30m
Delta
Deal found 3/13![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Fri 5/82:41 pm
PDX
- ATW
1 stop6h 24m
United Airlines
Wed 5/132:43 pm
ATW
- PDX
1 stop9h 52m
United Airlines
Deal found 3/11![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/59:55 am
PDX
- ORD
1 stop6h 09m
Delta
Sat 5/305:19 pm
ORD
- PDX
1 stop6h 43m
Delta
Deal found 3/15![Delta logo]()
$308
This Southwest deal was found by Cheapflights users on 3/11. 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.
Wed 4/2211:55 pm
PDX
- MSP
1 stop7h 45m
Southwest
Thu 4/232:25 pm
MSP
- PDX
2 stops10h 15m
Southwest
Deal found 3/11![Southwest logo]()
$339
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/711:55 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sun 5/109:20 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 3/15![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/511:15 pm
PDX
- ORD
1 stop6h 46m
Delta
Tue 6/22:00 pm
ORD
- PDX
1 stop10h 02m
Delta
Deal found 3/15![Delta logo]()
$308
This American Airlines deal was found by Cheapflights users on 3/12. 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.
Wed 5/1311:56 am
PDX
- CWA
2 stops9h 52m
American Airlines
Sat 5/236:30 pm
CWA
- PDX
1 stop7h 26m
American Airlines
Deal found 3/12![American Airlines logo]()
$519
This Southwest deal was found by Cheapflights users on 3/12. 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.
Mon 4/1311:35 am
PDX
- MSP
2 stops8h 30m
Southwest
Fri 4/1712:10 pm
MSP
- PDX
2 stops11h 30m
Southwest
Deal found 3/12![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 3/14. 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.
Wed 5/1311:02 pm
PDX
- MKE
1 stop7h 47m
Delta
Mon 5/185:01 pm
MKE
- PDX
1 stop6h 51m
Delta
Deal found 3/14![Delta logo]()
$325
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Wed 4/2211:59 pm
PDX
- MSP
1 stop6h 51m
United Airlines
Sat 4/2511:15 am
MSP
- PDX
2 stops8h 53m
United Airlines
Deal found 3/12![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 3/12. 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.
Fri 4/2411:55 pm
PDX
- MKE
1 stop9h 20m
Southwest
Tue 4/282:40 pm
MKE
- PDX
2 stops9h 45m
Southwest
Deal found 3/12![Southwest logo]()
$388
This United Airlines deal was found by Cheapflights users on 3/11. 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 5/27:45 pm
PDX
- MKE
2 stops10h 04m
United Airlines
Tue 5/58:15 am
MKE
- PDX
2 stops14h 43m
United Airlines
Deal found 3/11![United Airlines logo]()
$378
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated March 16, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated March 16, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/13. 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.
Sat 4/115:00 am
PDX
- MKE
1 stop7h 28m
United Airlines
Sat 4/185:37 pm
MKE
- PDX
1 stop6h 57m
United Airlines
Deal found 3/13![United Airlines logo]()
$277
This Booking.com deal was found by Cheapflights users on 3/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 3/11![Sun Country Air logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 3/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Sun 4/193:48 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 3/13![Sun Country Air logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
PDX
- MSP
Nonstop3h 21m
Multiple Airlines
Mon 4/201:30 pm
MSP
- PDX
1 stop24h 22m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$232
This CheapOair deal was found by Cheapflights users on 3/10. 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.
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 3/10![Multiple Airlines logo]()
$223
This Frontier deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Mon 4/276:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 3/15![Frontier logo]()
$230
This Frontier deal was found by Cheapflights users on 3/10. 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 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Sat 4/257:50 am
MSP
- PDX
1 stop5h 52m
Frontier
Deal found 3/10![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2212:38 pm
PDX
- MSP
1 stop9h 20m
Multiple Airlines
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$216
This Super.com deal was found by Cheapflights users on 3/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Sun 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 3/12![Sun Country Air logo]()
$215
This Gotogate deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate 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 3/15![Frontier logo]()
$239
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Tue 4/282:30 pm
PDX
- MKE
1 stop6h 00m
United Airlines
Wed 4/298:15 am
MKE
- PDX
1 stop6h 53m
United Airlines
Deal found 3/12![United Airlines logo]()
$272
This CheapOair deal was found by Cheapflights users on 3/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3011:58 am
PDX
- MSP
1 stop10h 00m
Frontier
Wed 5/68:15 am
MSP
- PDX
1 stop28h 48m
Frontier
Deal found 3/11![Frontier logo]()
$221
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 March 16, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated March 16, 2026.
This Super.com deal was found by Cheapflights users on 3/11. 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.
Sun 4/196:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Deal found 3/11![Sun Country Air logo]()
$109
This Super.com deal was found by Cheapflights users on 3/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:54 am
PDX
- ORD
1 stop17h 56m
Frontier
Deal found 3/12![Frontier logo]()
$109
This Southwest deal was found by Cheapflights users on 3/11. 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.
Wed 5/66:30 am
PDX
- MSP
2 stops9h 05m
Southwest
Deal found 3/11![Southwest logo]()
$110
This Orbitz deal was found by Cheapflights users on 3/12. 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 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Deal found 3/12![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 3/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:31 pm
PDX
- ORD
1 stop11h 08m
Frontier
Deal found 3/13![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 3/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:30 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Deal found 3/10![Sun Country Air logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/1011:58 am
PDX
- MSP
1 stop27h 31m
Frontier
Deal found 3/11![Frontier logo]()
$114
This Southwest deal was found by Cheapflights users on 3/11. 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 4/252:40 pm
PDX
- ORD
1 stop6h 45m
Southwest
Deal found 3/11![Southwest logo]()
$114
This Sun Country Air deal was found by Cheapflights users on 3/13. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:28 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Deal found 3/13![Sun Country Air logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/141:48 pm
PDX
- ORD
2 stops25h 12m
Frontier
Deal found 3/14![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Tue 6/912:34 pm
PDX
- MSP
Nonstop3h 17m
Sun Country Air
Deal found 3/13![Sun Country Air logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 3/12. 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 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
Deal found 3/12![Sun Country Air logo]()
$119
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 March 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (Kiwi.com) |
One-way from | $109 (Super.com) |
Popular in | February |
Cheapest in | January |
Average price | $567 |
Good round-trip deal | $220 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 March 16, 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
Wed 4/22
11:15 pm-8:01 am
1 stop6h 46m
Chicago O'Hare Intl
Sat 4/25
5:04 pm-9:42 pm
1 stop6h 38m
$227
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Fri 6/5
11:59 pm-5:14 am
Nonstop3h 15m
Minneapolis St Paul
Fri 6/12
9:05 pm-10:43 pm
Nonstop3h 38m
$244
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 4/18
11:59 pm-6:03 am
Nonstop4h 04m
Chicago O'Hare Intl
Sat 4/25
9:08 am-11:44 am
Nonstop4h 36m
$271
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Sat 4/18
1:55 pm-7:13 pm
Nonstop3h 18m
Minneapolis St Paul
Sat 4/25
3:55 pm-5:32 pm
Nonstop3h 37m
$277
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Sat 4/11
5:00 am-2:28 pm
1 stop7h 28m
Milwaukee-Mitchell
Sat 4/18
5:37 pm-10:34 pm
1 stop6h 57m
$277
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Fri 5/1
12:30 am-10:13 am
1 stop7h 43m
Milwaukee-Mitchell
Tue 5/5
7:25 am-12:17 pm
1 stop6h 52m
$277
PortlandChicago
PDX - ORD
PDXORD
Portland
Fri 5/1
11:15 pm-8:01 am
1 stop6h 46m
Chicago O'Hare Intl
Tue 5/5
7:10 pm-11:53 pm
1 stop6h 43m
$277
PortlandAppleton
PDX - ATW
PDXATW
Portland
Fri 6/5
12:35 pm-10:44 pm
1 stop8h 09m
Appleton Intl
Mon 6/8
7:30 am-9:44 am
Nonstop4h 14m
$283
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Sat 6/13
6:28 pm-11:43 pm
Nonstop3h 15m
Minneapolis St Paul
Sat 6/20
3:50 pm-5:29 pm
Nonstop3h 39m
$294
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 4/18
1:35 pm-10:20 pm
1 stop6h 45m
Chicago O'Hare Intl
Mon 4/20
7:20 pm-12:55 am
1 stop7h 35m
$299
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-ATW
PDX-ORD
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-MSP
PDX-MKE
PDX-ATW
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.
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 March 16, 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
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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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Complete your trip
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Portland and Wisconsin flights
Browse other Portland and Wisconsin flight options. Last updated on March 16, 2026.
Popular flight searches
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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 March 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$159 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$480 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$474 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$468 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$406 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$339 | Average$509 | FlexibilityNo cancel fee | On-time63% |