$66+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Apr 25 — Mei 21
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 Maret 26, 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 Maret 26, 2026.
This CheapOair deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Sen 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 3/23![Frontier logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Kam 6/1811:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Rab 7/19:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 3/22![Sun Country Air logo]()
$217
This CheapOair deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Kam 4/306:30 pm
PDX
- MSP
Nonstop3h 21m
Multiple Airlines
Rab 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$218
This Expedia deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Rab 4/1512:28 pm
PDX
- MSP
1 stop20h 34m
Multiple Airlines
Min 4/193:48 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$220
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Min 4/1911:15 am
PDX
- MSP
1 stop21h 47m
Frontier
Kam 4/231:30 pm
MSP
- PDX
1 stop23h 33m
Frontier
Deal found 3/25![Frontier logo]()
$221
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Sel 4/142:35 pm
PDX
- ORD
1 stop7h 20m
Southwest
Sel 4/214:50 pm
ORD
- PDX
1 stop8h 20m
Southwest
Deal found 3/22![Southwest logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 5/76:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Sen 5/117:00 am
MSP
- PDX
Nonstop3h 32m
Sun Country Air
Deal found 3/23![Sun Country Air logo]()
$223
This Booking.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Jum 4/179:54 am
PDX
- ORD
1 stop17h 56m
Frontier
Rab 4/227:21 pm
ORD
- PDX
1 stop18h 29m
Frontier
Deal found 3/22![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Rab 4/2912:38 pm
PDX
- MSP
1 stop9h 20m
Frontier
Sab 5/99:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 3/23![Frontier logo]()
$226
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Sab 5/212:27 pm
PDX
- MSP
1 stop9h 31m
Multiple Airlines
Kam 5/73:55 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$228
This Priceline deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Sab 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Sen 4/206:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 3/23![Frontier logo]()
$230
This Orbitz deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 6/512:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Min 6/79:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 3/25![Frontier logo]()
$232
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 Maret 26, 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 Maret 26, 2026.
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
Kam 6/115:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Sab 6/207:05 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 3/24![United Airlines logo]()
$270
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Kam 5/282:50 pm
PDX
- MKE
1 stop5h 40m
Southwest
Rab 6/32:40 pm
MKE
- PDX
1 stop10h 20m
Southwest
Deal found 3/22![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 6/49:39 pm
PDX
- MKE
1 stop9h 29m
Delta
Kam 6/116:59 pm
MKE
- PDX
1 stop6h 22m
Delta
Deal found 3/23![Delta logo]()
$325
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Sel 5/1911:47 pm
PDX
- GRB
1 stop7h 25m
American Airlines
Sel 5/266:51 pm
GRB
- PDX
1 stop7h 01m
American Airlines
Deal found 3/22![American Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Sab 5/27:55 am
PDX
- MSN
1 stop7h 11m
Alaska Airlines
Sel 5/510:19 am
MSN
- PDX
1 stop8h 31m
Alaska Airlines
Deal found 3/25![Alaska Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Min 5/104:15 pm
PDX
- ORD
1 stop6h 43m
United Airlines
Rab 5/139:20 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 3/25![United Airlines logo]()
$271
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 5/215:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Sel 5/265:00 am
ORD
- PDX
1 stop6h 47m
United Airlines
Deal found 3/23![United Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Kam 6/44:25 pm
PDX
- MKE
1 stop7h 30m
Southwest
Sen 6/86:30 pm
MKE
- PDX
2 stops8h 50m
Southwest
Deal found 3/25![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 8/136:30 am
PDX
- ORD
1 stop9h 00m
Delta
Sel 8/182:55 pm
ORD
- PDX
1 stop9h 27m
Delta
Deal found 3/23![Delta logo]()
$336
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 4/2411:40 pm
PDX
- CWA
2 stops12h 03m
American Airlines
Sen 4/276:32 pm
CWA
- PDX
1 stop7h 25m
American Airlines
Deal found 3/25![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Sab 4/187:10 am
PDX
- ORD
2 stops13h 10m
Southwest
Sab 4/253:05 pm
ORD
- PDX
1 stop9h 00m
Southwest
Deal found 3/21![Southwest logo]()
$334
This United Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Rab 6/245:00 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Rab 7/15:00 am
ORD
- PDX
1 stop6h 47m
United Airlines
Deal found 3/23![United Airlines logo]()
$315
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Rab 6/33:30 pm
PDX
- ORD
1 stop6h 25m
Delta
Min 6/76:30 am
ORD
- PDX
1 stop6h 14m
Delta
Deal found 3/23![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Min 5/247:00 am
PDX
- ORD
Nonstop4h 13m
United Airlines
Sab 5/301:29 pm
ORD
- PDX
Nonstop4h 27m
United Airlines
Deal found 3/21![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Kam 5/285:49 am
PDX
- ATW
2 stops10h 20m
American Airlines
Sen 6/16:39 pm
ATW
- PDX
1 stop7h 13m
American Airlines
Deal found 3/25![American Airlines logo]()
$390
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Rab 4/296:30 am
PDX
- MSP
2 stops9h 05m
Southwest
Sel 5/51:00 pm
MSP
- PDX
2 stops9h 45m
Southwest
Deal found 3/21![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 4/2411:15 pm
PDX
- ATW
1 stop9h 16m
Delta
Sab 5/212:05 pm
ATW
- PDX
1 stop7h 27m
Delta
Deal found 3/25![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 7/1711:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sel 7/217:55 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 3/25![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Min 8/212:59 am
PDX
- ATW
1 stop9h 10m
American Airlines
Sab 8/812:39 pm
ATW
- PDX
1 stop8h 22m
American Airlines
Deal found 3/21![American Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Kam 5/711:12 pm
PDX
- GRB
1 stop9h 19m
Delta
Sel 5/125:01 pm
GRB
- PDX
2 stops8h 43m
Delta
Deal found 3/21![Delta logo]()
$375
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Jum 5/810:45 am
PDX
- MSP
2 stops9h 20m
Southwest
Sen 5/116:10 pm
MSP
- PDX
2 stops8h 45m
Southwest
Deal found 3/23![Southwest logo]()
$382
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Sel 6/212:50 pm
PDX
- ORD
1 stop6h 49m
United Airlines
Sen 6/87:55 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 3/22![United Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 4/103:16 pm
PDX
- GRB
1 stop6h 15m
American Airlines
Sel 4/145:30 pm
GRB
- PDX
1 stop7h 26m
American Airlines
Deal found 3/25![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Rab 8/511:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Min 8/95:00 am
ORD
- PDX
1 stop6h 48m
United Airlines
Deal found 3/21![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Kam 7/1611:39 am
PDX
- MSP
Nonstop3h 21m
Delta
Sel 7/216:35 pm
MSP
- PDX
Nonstop3h 40m
Delta
Deal found 3/21![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 4/95:00 am
PDX
- MSP
2 stops9h 15m
Southwest
Kam 4/162:25 pm
MSP
- PDX
1 stop11h 45m
Southwest
Deal found 3/23![Southwest logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Jum 7/1011:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Min 7/127:00 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 3/21![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Sen 4/612:30 am
PDX
- MSP
Nonstop3h 10m
Delta
Rab 4/153:55 pm
MSP
- PDX
Nonstop3h 37m
Delta
Deal found 3/23![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Sel 9/157:05 am
PDX
- MSP
2 stops9h 00m
Southwest
Sen 9/215:45 am
MSP
- PDX
2 stops11h 15m
Southwest
Deal found 3/25![Southwest logo]()
$427
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Kam 9/1711:39 am
PDX
- CWA
1 stop7h 25m
Delta
Sel 9/227:00 am
CWA
- PDX
1 stop7h 54m
Delta
Deal found 3/21![Delta logo]()
$414
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated Maret 26, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated Maret 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Sel 4/142:35 pm
PDX
- ORD
1 stop7h 20m
Southwest
Sel 4/214:50 pm
ORD
- PDX
1 stop8h 20m
Southwest
Deal found 3/22![Southwest logo]()
$222
This Expedia deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Rab 4/1512:28 pm
PDX
- MSP
1 stop20h 34m
Multiple Airlines
Min 4/193:48 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Kam 4/166:25 pm
PDX
- MSP
Nonstop3h 21m
Multiple Airlines
Sel 4/218:15 am
MSP
- PDX
1 stop29h 37m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$227
This Booking.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Jum 4/179:54 am
PDX
- ORD
1 stop17h 56m
Frontier
Rab 4/227:21 pm
ORD
- PDX
1 stop18h 29m
Frontier
Deal found 3/22![Frontier logo]()
$223
This Priceline deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Sab 4/1812:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Sen 4/206:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 3/23![Frontier logo]()
$230
This CheapOair deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Min 4/1911:15 am
PDX
- MSP
1 stop21h 47m
Frontier
Kam 4/231:30 pm
MSP
- PDX
1 stop23h 33m
Frontier
Deal found 3/25![Frontier logo]()
$221
This Expedia deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Rab 4/2212:38 pm
PDX
- MSP
1 stop20h 24m
Multiple Airlines
Sab 4/256:06 pm
MSP
- PDX
Nonstop3h 31m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$225
This CheapOair deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 4/2311:48 am
PDX
- MKE
1 stop27h 46m
Frontier
Sen 4/275:05 pm
MKE
- PDX
1 stop20h 47m
Frontier
Deal found 3/23![Frontier logo]()
$216
This Sun Country Air deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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.
Kam 4/236:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Min 4/263:48 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 3/21![Sun Country Air logo]()
$234
This Delta deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Kam 4/2311:15 pm
PDX
- ORD
1 stop6h 46m
Delta
Sel 4/287:35 am
ORD
- PDX
1 stop6h 42m
Delta
Deal found 3/25![Delta logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Rab 4/2912:38 pm
PDX
- MSP
1 stop9h 20m
Frontier
Sab 5/99:39 pm
MSP
- PDX
1 stop21h 07m
Frontier
Deal found 3/23![Frontier logo]()
$226
This CheapOair deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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.
Kam 4/306:30 pm
PDX
- MSP
Nonstop3h 21m
Multiple Airlines
Rab 5/69:39 pm
MSP
- PDX
1 stop21h 07m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$218
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 Maret 26, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated Maret 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Sel 4/2112:38 pm
PDX
- MSP
1 stop9h 20m
Frontier
Deal found 3/25![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Rab 4/2212:38 pm
PDX
- MSP
1 stop9h 20m
Frontier
Deal found 3/25![Frontier logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Sab 5/212:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Deal found 3/25![Frontier logo]()
$84
This Priceline deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” 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.
Kam 4/1611:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 3/24![Frontier logo]()
$86
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Sab 4/2512:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Deal found 3/25![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 5/2912:35 pm
PDX
- MSP
1 stop18h 44m
Frontier
Deal found 3/25![Frontier logo]()
$104
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Kam 6/412:35 pm
PDX
- MSP
1 stop6h 09m
Frontier
Deal found 3/25![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Kam 5/216:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Deal found 3/25![Sun Country Air logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Min 5/246:30 pm
PDX
- MSP
Nonstop3h 19m
Sun Country Air
Deal found 3/25![Sun Country Air logo]()
$109
This Super.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 5/145:31 pm
PDX
- ORD
1 stop11h 08m
Frontier
Deal found 3/23![Frontier logo]()
$109
This Frontier deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” 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.
Jum 5/111:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 3/25![Frontier logo]()
$111
This Expedia deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” 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.
Kam 4/232:54 pm
PDX
- ORD
1 stop13h 26m
Frontier
Deal found 3/23![Frontier logo]()
$111
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 Maret 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $216 (CheapOair) |
One-way from | $66 (Kiwi.com) |
Popular in | February |
Cheapest in | January |
Average price | $567 |
Good round-trip deal | $276 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 Maret 26, 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
Kam 6/11
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Sab 6/20
7:05 am-9:39 am
Nonstop4h 34m
$270
PortlandChicago
PDX - ORD
PDXORD
Portland
Min 5/10
4:15 pm-12:58 am
1 stop6h 43m
Chicago O'Hare Intl
Rab 5/13
9:20 pm-11:55 pm
Nonstop4h 35m
$271
PortlandChicago
PDX - ORD
PDXORD
Portland
Kam 5/21
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Sel 5/26
5:00 am-9:47 am
1 stop6h 47m
$287
PortlandChicago
PDX - ORD
PDXORD
Portland
Rab 6/24
5:00 pm-11:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Rab 7/1
5:00 am-9:47 am
1 stop6h 47m
$315
PortlandChicago
PDX - ORD
PDXORD
Portland
Min 5/24
7:00 am-1:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Sab 5/30
1:29 pm-3:56 pm
Nonstop4h 27m
$316
PortlandChicago
PDX - ORD
PDXORD
Portland
Jum 7/17
11:40 pm-5:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Sel 7/21
7:55 pm-10:30 pm
Nonstop4h 35m
$316
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Kam 5/28
2:50 pm-10:30 pm
1 stop5h 40m
Milwaukee-Mitchell
Rab 6/3
2:40 pm-11:00 pm
1 stop10h 20m
$320
PortlandChicago
PDX - ORD
PDXORD
Portland
Sel 6/2
12:50 pm-9:39 pm
1 stop6h 49m
Chicago O'Hare Intl
Sen 6/8
7:55 pm-10:30 pm
Nonstop4h 35m
$322
PortlandMilwaukee
PDX - MKE
PDXMKE
Portland
Kam 6/4
9:39 pm-9:08 am
1 stop9h 29m
Milwaukee-Mitchell
Kam 6/11
6:59 pm-11:21 pm
1 stop6h 22m
$325
PortlandChicago
PDX - ORD
PDXORD
Portland
Rab 8/5
11:40 pm-5:45 am
Nonstop4h 05m
Chicago O'Hare Intl
Min 8/9
5:00 am-9:48 am
1 stop6h 48m
$326
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-ORD
PDX-MKE
PDX-GRB
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-ORD
PDX-MKE
PDX-GRB
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 Maret 26, 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.
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Portland to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Portland and Wisconsin flights
Browse other Portland and Wisconsin flight options. Last updated on Maret 26, 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 Maret 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$160 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$469 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$467 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$307 | Average$422 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$328 | Average$506 | FlexibilityNo cancel fee | On-time63% |