$50+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MKE
Mar 13 — Mar 201
1 adult, Economy
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Find cheap flights from Portland to Wisconsin with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Wisconsin
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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 February 11, 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 February 11, 2026.
This Frontier deal was found by Cheapflights users on 2/10. 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.
Tue 4/141:48 pm
PDX
- MSP
1 stop8h 10m
Frontier
Sun 4/196:45 am
MSP
- PDX
1 stop6h 18m
Frontier
Deal found 2/10![Frontier logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/146:30 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Sun 5/173:35 pm
MSP
- PDX
Nonstop3h 31m
Sun Country Air
Deal found 2/9![Sun Country Air logo]()
$212
This Sun Country Air deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:34 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 7/59:05 pm
MSP
- PDX
Nonstop3h 38m
Sun Country Air
Deal found 2/9![Sun Country Air logo]()
$213
This Sun Country Air deal was found by Cheapflights users on 2/10. 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.
Thu 6/46:40 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Mon 6/223:20 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 2/10![Sun Country Air logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:53 am
PDX
- ORD
1 stop17h 57m
Multiple Airlines
Tue 4/217:41 am
ORD
- PDX
2 stops31h 21m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$214
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:24 am
PDX
- ORD
1 stop17h 25m
Frontier
Wed 3/117:39 pm
ORD
- PDX
1 stop18h 13m
Frontier
Deal found 2/9![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/1212:04 pm
PDX
- MSP
1 stop9h 53m
Frontier
Sat 3/216:21 pm
MSP
- PDX
1 stop18h 48m
Frontier
Deal found 2/8![Frontier logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/234:15 pm
PDX
- ORD
1 stop6h 15m
United Airlines
Wed 4/299:10 am
ORD
- PDX
Nonstop4h 36m
United Airlines
Deal found 2/9![United Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 4/1812:27 pm
PDX
- ORD
1 stop19h 23m
Multiple Airlines
Tue 4/217:41 am
ORD
- PDX
2 stops31h 21m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:48 pm
PDX
- ORD
2 stops17h 24m
Multiple Airlines
Thu 4/167:21 pm
ORD
- PDX
1 stop18h 36m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:48 am
PDX
- ORD
2 stops19h 24m
Multiple Airlines
Thu 4/237:21 pm
ORD
- PDX
1 stop18h 36m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$220
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/111:59 pm
PDX
- MSP
Nonstop3h 15m
Sun Country Air
Sun 7/123:55 pm
MSP
- PDX
Nonstop3h 39m
Sun Country Air
Deal found 2/10![Sun Country Air logo]()
$221
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 February 11, 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 February 11, 2026.
This Sun Country Air deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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.
Sun 3/89:00 am
PDX
- MSP
Nonstop3h 18m
Sun Country Air
Thu 3/129:42 am
MSP
- PDX
Nonstop3h 51m
Sun Country Air
Deal found 2/8![Sun Country Air logo]()
$213
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/39:45 pm
PDX
- ORD
1 stop10h 29m
Delta
Tue 3/1012:15 pm
ORD
- PDX
1 stop7h 24m
Delta
Deal found 2/8![Delta logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/151:48 pm
PDX
- ORD
2 stops17h 24m
Multiple Airlines
Thu 4/167:21 pm
ORD
- PDX
1 stop18h 36m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$219
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/74:15 pm
PDX
- ORD
1 stop6h 43m
United Airlines
Sun 5/109:15 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 2/9![United Airlines logo]()
$227
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 4/1410:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Tue 4/213:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:59 pm
PDX
- MKE
1 stop5h 50m
American Airlines
Fri 3/204:47 pm
MKE
- PDX
1 stop9h 28m
American Airlines
Deal found 2/9![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 7/111:00 pm
PDX
- ORD
1 stop8h 45m
Delta
Tue 7/142:55 pm
ORD
- PDX
1 stop9h 27m
Delta
Deal found 2/8![Delta logo]()
$221
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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.
Sat 4/1110:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Wed 4/223:04 pm
MSP
- PDX
Nonstop3h 46m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/134:29 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Fri 6/199:20 pm
ORD
- PDX
Nonstop4h 32m
United Airlines
Deal found 2/7![United Airlines logo]()
$239
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 7/1410:56 pm
PDX
- ORD
Nonstop4h 04m
Alaska Airlines
Wed 7/157:20 am
ORD
- PDX
Nonstop4h 28m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$240
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/311:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Thu 3/58:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 2/8![United Airlines logo]()
$243
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:05 am
PDX
- GRB
1 stop7h 33m
Delta
Wed 4/14:19 pm
GRB
- PDX
1 stop6h 06m
Delta
Deal found 2/9![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/234:29 pm
PDX
- ORD
Nonstop4h 13m
United Airlines
Tue 6/307:00 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 2/10![United Airlines logo]()
$245
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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 7/810:56 pm
PDX
- ORD
Nonstop4h 04m
Alaska Airlines
Wed 7/153:41 pm
ORD
- PDX
1 stop10h 18m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 4/2411:40 pm
PDX
- MSN
1 stop9h 25m
American Airlines
Fri 5/11:20 pm
MSN
- PDX
1 stop9h 43m
American Airlines
Deal found 2/8![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:40 am
PDX
- MKE
1 stop7h 41m
Delta
Sat 3/73:53 pm
MKE
- PDX
1 stop6h 37m
Delta
Deal found 2/9![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 5/12:24 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Sun 5/39:15 pm
ORD
- PDX
Nonstop4h 35m
United Airlines
Deal found 2/8![United Airlines logo]()
$246
This American Airlines deal was found by Cheapflights users on 2/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:47 pm
PDX
- MSN
1 stop6h 58m
American Airlines
Fri 4/243:29 pm
MSN
- PDX
1 stop9h 20m
American Airlines
Deal found 2/11![American Airlines logo]()
$309
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 4/92:10 pm
PDX
- MSP
1 stop6h 53m
United Airlines
Mon 4/136:40 pm
MSP
- PDX
1 stop7h 18m
United Airlines
Deal found 2/8![United Airlines logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2610:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Wed 4/15:12 pm
MSP
- PDX
1 stop6h 26m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 4/2111:40 pm
PDX
- MSN
1 stop9h 25m
American Airlines
Tue 4/2811:33 am
MSN
- PDX
1 stop10h 46m
American Airlines
Deal found 2/8![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:05 am
PDX
- GRB
1 stop7h 33m
Delta
Thu 4/24:19 pm
GRB
- PDX
1 stop6h 06m
Delta
Deal found 2/9![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1311:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Tue 3/174:40 pm
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 2/10![United Airlines logo]()
$249
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/111:47 pm
PDX
- MSN
1 stop8h 01m
American Airlines
Tue 5/55:28 pm
MSN
- PDX
1 stop7h 14m
American Airlines
Deal found 2/10![American Airlines logo]()
$309
This Alaska Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 4/210:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Mon 4/63:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$282
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/286:05 am
PDX
- ATW
1 stop7h 38m
Delta
Wed 4/14:24 pm
ATW
- PDX
1 stop6h 01m
Delta
Deal found 2/9![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:39 pm
PDX
- ORD
1 stop7h 59m
United Airlines
Sun 3/228:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 2/9![United Airlines logo]()
$256
This Alaska Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 3/2710:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Wed 4/13:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:05 am
PDX
- ATW
1 stop7h 38m
Delta
Thu 4/212:06 pm
ATW
- PDX
1 stop7h 33m
Delta
Deal found 2/9![Delta logo]()
$290
This Alaska Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/910:45 am
PDX
- MSP
Nonstop3h 31m
Alaska Airlines
Tue 4/213:01 pm
MSP
- PDX
Nonstop3h 49m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$287
Last-minute flights from Portland to WisconsinDiscover last-minute flight deals from Portland to Wisconsin. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Wisconsin. Data last updated February 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 2/2811:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Sat 3/74:40 pm
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 2/8![United Airlines logo]()
$228
This Mytrip deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:30 am
PDX
- MSP
Nonstop3h 18m
Sun Country Air
Fri 3/610:15 am
MSP
- PDX
Nonstop3h 48m
Sun Country Air
Deal found 2/7![Sun Country Air logo]()
$228
This Alaska Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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.
Mon 3/27:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Mon 3/93:54 pm
ORD
- PDX
1 stop8h 47m
Alaska Airlines
Deal found 2/8![Alaska Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/611:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Sun 3/88:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Deal found 2/7![United Airlines logo]()
$217
This Expedia deal was found by Cheapflights users on 2/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:04 pm
PDX
- MSP
1 stop9h 53m
Frontier
Mon 3/96:45 am
MSP
- PDX
1 stop6h 24m
Frontier
Deal found 2/10![Frontier logo]()
$234
This Super.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:24 am
PDX
- ORD
1 stop17h 25m
Frontier
Wed 3/117:39 pm
ORD
- PDX
1 stop18h 13m
Frontier
Deal found 2/9![Frontier logo]()
$215
This Sun Country Air deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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.
Sun 3/89:00 am
PDX
- MSP
Nonstop3h 18m
Sun Country Air
Thu 3/129:42 am
MSP
- PDX
Nonstop3h 51m
Sun Country Air
Deal found 2/8![Sun Country Air logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/812:04 pm
PDX
- MSP
1 stop8h 45m
Multiple Airlines
Thu 3/129:42 am
MSP
- PDX
Nonstop3h 51m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/812:04 pm
PDX
- MSP
1 stop8h 45m
Multiple Airlines
Tue 3/106:21 pm
MSP
- PDX
2 stops16h 37m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$231
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Tue 3/174:40 pm
ORD
- PDX
Nonstop4h 34m
United Airlines
Deal found 2/10![United Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/1212:04 pm
PDX
- MSP
1 stop9h 53m
Frontier
Sat 3/216:21 pm
MSP
- PDX
1 stop18h 48m
Frontier
Deal found 2/8![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3012:04 pm
PDX
- ORD
1 stop10h 53m
Frontier
Thu 4/24:00 pm
ORD
- PDX
2 stops21h 03m
Frontier
Deal found 2/9![Frontier logo]()
$226
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 February 11, 2026.
Search for one-way flight options from Portland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/281:48 pm
PDX
- MSP
1 stop8h 10m
Frontier
Deal found 2/10![Frontier logo]()
$50
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:48 pm
PDX
- MSP
1 stop8h 10m
Frontier
Deal found 2/9![Frontier logo]()
$55
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/912:27 pm
PDX
- MSP
1 stop9h 31m
Frontier
Deal found 2/10![Frontier logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/10![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/10![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/912:04 pm
PDX
- MSP
1 stop9h 53m
Frontier
Deal found 2/8![Frontier logo]()
$87
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/10![Frontier logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/812:04 pm
PDX
- MSP
1 stop9h 53m
Frontier
Deal found 2/10![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:48 pm
PDX
- MSP
1 stop8h 10m
Frontier
Deal found 2/9![Frontier logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:25 pm
PDX
- MSP
Nonstop3h 21m
Sun Country Air
Deal found 2/9![Sun Country Air logo]()
$99
This Frontier deal was found by Cheapflights users on 2/10. 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.
Sun 4/1911:48 am
PDX
- MSP
1 stop10h 10m
Frontier
Deal found 2/10![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1112:52 pm
PDX
- ORD
1 stop15h 55m
Frontier
Deal found 2/10![Frontier logo]()
$108
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 February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $211 (Frontier) |
One-way from | $50 (Trip.com) |
Popular in | February |
Cheapest in | January |
Average price | $650 |
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 February 11, 2026.
Use the filters below to find and compare flights from Portland to Wisconsin that are best for you.
Fly from
Portland
Fly to
Wisconsin
Route
Depart
Return
Price
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Sun 3/8
9:00 am-2:18 pm
Nonstop3h 18m
Minneapolis St Paul
Thu 3/12
9:42 am-11:33 am
Nonstop3h 51m
$213
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 3/3
9:45 pm-10:14 am
1 stop10h 29m
Chicago O'Hare Intl
Tue 3/10
12:15 pm-5:39 pm
1 stop7h 24m
$217
PortlandChicago
PDX - ORD
PDXORD
Portland
Wed 4/15
1:48 pm-9:12 am
2 stops17h 24m
Chicago O'Hare Intl
Thu 4/16
7:21 pm-11:57 am
1 stop18h 36m
$219
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 7/11
1:00 pm-11:45 pm
1 stop8h 45m
Chicago O'Hare Intl
Tue 7/14
2:55 pm-10:22 pm
1 stop9h 27m
$221
PortlandChicago
PDX - ORD
PDXORD
Portland
Thu 5/7
4:15 pm-12:58 am
1 stop6h 43m
Chicago O'Hare Intl
Sun 5/10
9:15 pm-11:50 pm
Nonstop4h 35m
$227
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Tue 4/14
10:45 am-4:16 pm
Nonstop3h 31m
Minneapolis St Paul
Tue 4/21
3:01 pm-4:50 pm
Nonstop3h 49m
$237
PortlandMinneapolis
PDX - MSP
PDXMSP
Portland
Sat 4/11
10:45 am-4:16 pm
Nonstop3h 31m
Minneapolis St Paul
Wed 4/22
3:04 pm-4:50 pm
Nonstop3h 46m
$237
PortlandChicago
PDX - ORD
PDXORD
Portland
Sat 6/13
4:29 pm-10:42 pm
Nonstop4h 13m
Chicago O'Hare Intl
Fri 6/19
9:20 pm-11:52 pm
Nonstop4h 32m
$239
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 7/14
10:56 pm-5:00 am
Nonstop4h 04m
Chicago O'Hare Intl
Wed 7/15
7:20 am-9:48 am
Nonstop4h 28m
$240
PortlandChicago
PDX - ORD
PDXORD
Portland
Tue 3/3
11:59 pm-5:53 am
Nonstop3h 54m
Chicago O'Hare Intl
Thu 3/5
8:04 pm-10:45 pm
Nonstop4h 41m
$243
Showing 1-10 of 60 results
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.
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 February 11, 2026.
See what other customers who have flown with Southwest, Delta, and United 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.
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 February 11, 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 February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$71 | Average$160 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$88 | Average$493 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$481 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$258 | Average$491 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$324 | Average$403 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$339 | Average$521 | FlexibilityNo cancel fee | On-time63% |