$129+ Cheap flights from Oakland, CA (OAK) to Wisconsin
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
May 1 — May 81
Round-trip
1 adult, Economy
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Cheapest flights from Oakland to WisconsinExplore the most affordable flight options available from Oakland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
Explore the most affordable flight options available from Oakland to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:15 am
OAK
- ORD
1 stop6h 35m
Southwest
Tue 4/284:50 pm
ORD
- OAK
1 stop7h 45m
Southwest
Deal found 3/31![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/63:00 pm
OAK
- ORD
1 stop6h 55m
Southwest
Thu 5/77:20 pm
ORD
- OAK
1 stop6h 45m
Southwest
Deal found 3/31![Southwest logo]()
$271
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2810:57 am
OAK
- ORD
1 stop24h 16m
Alaska Airlines
Fri 5/13:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$274
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/22:58 pm
OAK
- ORD
1 stop20h 16m
Alaska Airlines
Tue 6/92:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$280
This Alaska Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:18 pm
OAK
- ORD
1 stop6h 25m
Alaska Airlines
Mon 5/47:59 pm
ORD
- OAK
1 stop16h 18m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Tue 4/287:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/30![Delta logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:09 pm
OAK
- ORD
1 stop7h 50m
Alaska Airlines
Fri 5/13:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Tue 4/217:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/30![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Thu 4/308:00 am
ORD
- OAK
2 stops10h 00m
Southwest
Deal found 3/30![Southwest logo]()
$290
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:10 pm
OAK
- MKE
1 stop6h 40m
Southwest
Sat 5/21:05 pm
MKE
- OAK
1 stop6h 20m
Southwest
Deal found 3/28![Southwest logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:09 pm
OAK
- MSP
1 stop7h 49m
Alaska Airlines
Wed 5/63:04 pm
MSP
- OAK
1 stop6h 20m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:25 pm
OAK
- MKE
2 stops8h 45m
Southwest
Wed 5/66:25 am
MKE
- OAK
2 stops8h 40m
Southwest
Deal found 4/1![Southwest logo]()
$339
Best flights from Oakland to WisconsinDiscover carefully curated flight deals from Oakland to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Oakland to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Mon 4/207:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/27![Delta logo]()
$291
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/222:09 pm
OAK
- ORD
1 stop7h 50m
Alaska Airlines
Tue 4/288:50 am
ORD
- OAK
1 stop7h 48m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:20 am
OAK
- ORD
1 stop6h 35m
Southwest
Wed 5/136:15 am
ORD
- OAK
1 stop8h 15m
Southwest
Deal found 3/29![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:05 pm
OAK
- ORD
2 stops15h 11m
Delta
Fri 5/157:45 pm
ORD
- OAK
1 stop6h 12m
Delta
Deal found 3/29![Delta logo]()
$294
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:09 pm
OAK
- MSP
1 stop7h 49m
Alaska Airlines
Wed 5/63:04 pm
MSP
- OAK
1 stop6h 20m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:30 am
OAK
- MSP
2 stops9h 55m
Southwest
Sat 6/66:45 pm
MSP
- OAK
1 stop5h 50m
Southwest
Deal found 4/1![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:55 pm
OAK
- MSP
1 stop7h 15m
Southwest
Mon 4/206:10 pm
MSP
- OAK
2 stops7h 55m
Southwest
Deal found 3/27![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:05 pm
OAK
- MSP
1 stop5h 30m
Delta
Tue 6/23:55 pm
MSP
- OAK
2 stops10h 02m
Delta
Deal found 3/27![Delta logo]()
$344
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:55 pm
OAK
- MSP
1 stop7h 45m
Southwest
Tue 4/216:55 am
MSP
- OAK
2 stops8h 10m
Southwest
Deal found 3/29![Southwest logo]()
$344
This Alaska Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:15 pm
OAK
- ORD
1 stop15h 06m
Alaska Airlines
Fri 7/106:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/225:05 pm
OAK
- MSP
1 stop5h 30m
Delta
Tue 5/268:20 pm
MSP
- OAK
1 stop5h 37m
Delta
Deal found 3/31![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
OAK
- MKE
2 stops7h 15m
Southwest
Tue 5/511:10 am
MKE
- OAK
2 stops7h 40m
Southwest
Deal found 3/30![Southwest logo]()
$353
This Alaska Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/291:01 pm
OAK
- ORD
1 stop8h 58m
Alaska Airlines
Sat 5/309:00 am
ORD
- OAK
1 stop11h 21m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:40 pm
OAK
- MSP
1 stop10h 55m
Southwest
Mon 8/179:15 am
MSP
- OAK
1 stop6h 30m
Southwest
Deal found 3/30![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:15 pm
OAK
- ORD
1 stop6h 43m
Delta
Sat 8/221:15 pm
ORD
- OAK
2 stops12h 34m
Delta
Deal found 3/29![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:00 pm
OAK
- ORD
2 stops7h 55m
Southwest
Sun 5/107:15 pm
ORD
- OAK
1 stop13h 50m
Southwest
Deal found 3/29![Southwest logo]()
$374
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:20 am
OAK
- MKE
2 stops11h 46m
Alaska Airlines
Wed 4/297:00 am
MKE
- OAK
1 stop8h 15m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:55 am
OAK
- ORD
2 stops10h 57m
Delta
Thu 4/301:36 pm
ORD
- OAK
2 stops12h 18m
Delta
Deal found 3/31![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:55 pm
OAK
- MSP
1 stop7h 30m
Southwest
Mon 4/2712:25 pm
MSP
- OAK
2 stops9h 40m
Southwest
Deal found 3/31![Southwest logo]()
$384
This Alaska Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:01 pm
OAK
- MKE
1 stop8h 58m
Alaska Airlines
Mon 6/84:40 pm
MKE
- OAK
2 stops19h 05m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/165:55 am
OAK
- ORD
2 stops8h 23m
Delta
Mon 4/205:04 pm
ORD
- OAK
2 stops8h 50m
Delta
Deal found 3/31![Delta logo]()
$445
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1611:55 pm
OAK
- MSP
1 stop7h 50m
Southwest
Sun 8/3011:20 am
MSP
- OAK
1 stop9h 15m
Southwest
Deal found 3/29![Southwest logo]()
$398
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:28 pm
OAK
- MKE
2 stops8h 27m
Delta
Wed 6/103:58 pm
MKE
- OAK
2 stops9h 56m
Delta
Deal found 3/30![Delta logo]()
$457
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Tue 5/197:45 am
ORD
- OAK
2 stops9h 15m
Southwest
Deal found 3/28![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:25 pm
OAK
- MKE
2 stops8h 30m
Southwest
Tue 5/265:45 pm
MKE
- OAK
1 stop6h 40m
Southwest
Deal found 3/27![Southwest logo]()
$402
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:34 pm
OAK
- MSN
2 stops8h 17m
Delta
Tue 4/211:25 pm
MSN
- OAK
2 stops12h 29m
Delta
Deal found 3/31![Delta logo]()
$529
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:00 pm
OAK
- ORD
2 stops7h 55m
Southwest
Wed 4/2210:30 am
ORD
- OAK
2 stops9h 45m
Southwest
Deal found 3/31![Southwest logo]()
$404
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:55 am
OAK
- MSN
2 stops9h 41m
Delta
Tue 4/211:25 pm
MSN
- OAK
2 stops12h 29m
Delta
Deal found 3/31![Delta logo]()
$529
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:45 pm
OAK
- MKE
1 stop7h 20m
Southwest
Sun 4/262:25 pm
MKE
- OAK
1 stop8h 20m
Southwest
Deal found 3/28![Southwest logo]()
$439
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:03 pm
OAK
- MSN
2 stops16h 16m
Delta
Tue 8/46:11 pm
MSN
- OAK
2 stops7h 40m
Delta
Deal found 3/28![Delta logo]()
$577
Last-minute flights from Oakland to WisconsinDiscover last-minute flight deals from Oakland to Wisconsin. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Wisconsin. Data last updated April 1, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:55 am
OAK
- ORD
1 stop7h 23m
Delta
Wed 4/227:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/27![Delta logo]()
$291
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Tue 4/217:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/30![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2210:15 am
OAK
- ORD
1 stop6h 35m
Southwest
Tue 4/284:50 pm
ORD
- OAK
1 stop7h 45m
Southwest
Deal found 3/31![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Tue 4/287:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/30![Delta logo]()
$287
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:10 pm
OAK
- MKE
1 stop6h 40m
Southwest
Sat 5/21:05 pm
MKE
- OAK
1 stop6h 20m
Southwest
Deal found 3/28![Southwest logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:18 pm
OAK
- ORD
1 stop6h 25m
Alaska Airlines
Mon 5/47:59 pm
ORD
- OAK
1 stop16h 18m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Thu 4/308:00 am
ORD
- OAK
2 stops10h 00m
Southwest
Deal found 3/30![Southwest logo]()
$290
This Alaska Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2810:57 am
OAK
- ORD
1 stop24h 16m
Alaska Airlines
Mon 5/47:59 pm
ORD
- OAK
1 stop16h 18m
Alaska Airlines
Deal found 4/1![Alaska Airlines logo]()
$271
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2810:57 am
OAK
- ORD
1 stop24h 16m
Alaska Airlines
Fri 5/13:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$274
This Alaska Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:09 pm
OAK
- ORD
1 stop7h 50m
Alaska Airlines
Fri 5/13:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2912:25 pm
OAK
- MKE
2 stops8h 45m
Southwest
Wed 5/66:25 am
MKE
- OAK
2 stops8h 40m
Southwest
Deal found 4/1![Southwest logo]()
$339
This Alaska Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:09 pm
OAK
- MSP
1 stop7h 49m
Alaska Airlines
Wed 5/63:04 pm
MSP
- OAK
1 stop6h 20m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$339
One-way flights from Oakland to WisconsinSearch for one-way flight options from Oakland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Oakland to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/162:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$129
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/273:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Deal found 3/30![Southwest logo]()
$143
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:28 pm
OAK
- ORD
1 stop7h 22m
Delta
Deal found 3/31![Delta logo]()
$144
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:50 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$146
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:55 am
OAK
- ORD
2 stops10h 16m
Delta
Deal found 3/27![Delta logo]()
$149
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:00 am
OAK
- ORD
2 stops10h 05m
Delta
Deal found 3/31![Delta logo]()
$151
This Alaska Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:29 am
OAK
- ORD
1 stop6h 21m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$152
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:18 pm
OAK
- ORD
1 stop19h 55m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:00 am
OAK
- MKE
1 stop7h 00m
Southwest
Deal found 3/28![Southwest logo]()
$165
This SmartFares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:50 pm
OAK
- ORD
1 stop6h 49m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$165
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:58 pm
OAK
- ORD
1 stop6h 57m
Alaska Airlines
Deal found 3/29![Alaska Airlines logo]()
$169
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:52 am
OAK
- MSP
1 stop6h 06m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$170
Find flight deals from Oakland to Wisconsin
Keep the following information in mind while searching for Oakland to Wisconsin flight deals. Data was last updated April 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (Southwest) |
One-way from | $129 (CheapOair) |
Popular in | March |
Cheapest in | August |
Average price | $366 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from Oakland to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 4/14
12:34 pm-9:18 pm
1 stop6h 44m
Chicago O'Hare Intl
Mon 4/20
7:10 pm-11:54 pm
1 stop6h 44m
$291
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 5/12
5:05 pm-10:16 am
2 stops15h 11m
Chicago O'Hare Intl
Fri 5/15
7:45 pm-11:57 pm
1 stop6h 12m
$294
OaklandChicago
OAK - ORD
OAKORD
Oakland
Wed 4/22
2:09 pm-11:59 pm
1 stop7h 50m
Chicago O'Hare Intl
Tue 4/28
8:50 am-2:38 pm
1 stop7h 48m
$312
OaklandChicago
OAK - ORD
OAKORD
Oakland
Fri 5/8
5:20 am-1:55 pm
1 stop6h 35m
Chicago O'Hare Intl
Wed 5/13
6:15 am-12:30 pm
1 stop8h 15m
$328
OaklandMinneapolis
OAK - MSP
OAKMSP
Oakland
Tue 5/5
2:09 pm-11:58 pm
1 stop7h 49m
Minneapolis St Paul
Wed 5/6
3:04 pm-7:24 pm
1 stop6h 20m
$339
OaklandMinneapolis
OAK - MSP
OAKMSP
Oakland
Wed 6/3
9:30 am-9:25 pm
2 stops9h 55m
Minneapolis St Paul
Sat 6/6
6:45 pm-10:35 pm
1 stop5h 50m
$344
OaklandMinneapolis
OAK - MSP
OAKMSP
Oakland
Fri 4/17
11:55 pm-9:10 am
1 stop7h 15m
Minneapolis St Paul
Mon 4/20
6:10 pm-12:05 am
2 stops7h 55m
$344
OaklandMinneapolis
OAK - MSP
OAKMSP
Oakland
Thu 5/28
5:05 pm-12:35 am
1 stop5h 30m
Minneapolis St Paul
Tue 6/2
3:55 pm-11:57 pm
2 stops10h 02m
$344
OaklandMinneapolis
OAK - MSP
OAKMSP
Oakland
Sun 4/19
11:55 pm-9:40 am
1 stop7h 45m
Minneapolis St Paul
Tue 4/21
6:55 am-1:05 pm
2 stops8h 10m
$344
OaklandMilwaukee
OAK - MKE
OAKMKE
Oakland
Thu 4/30
6:00 am-3:15 pm
2 stops7h 15m
Milwaukee-Mitchell
Tue 5/5
11:10 am-4:50 pm
2 stops7h 40m
$353
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oakland to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Oakland with our price prediction graph.
OAK-ORD
OAK-MKE
OAK-MSP
OAK-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 Oakland to Wisconsin
OAK-USWI
OAK-ORD
OAK-MKE
OAK-MSP
OAK-MSN
What is the cheapest month to book a flight from Oakland, California to Wisconsin?
Currently, October is the cheapest month in which you can book a flight from Oakland, California to Wisconsin (average of $140). Flying from Oakland, California to Wisconsin in March is currently the most expensive (average of $284). 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 Oakland, California to Wisconsin?
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated April 1, 2026.
Peruse reviews from past customers who have flown with Southwest and Delta from Oakland to Wisconsin to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from Oakland to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Oakland to Wisconsin
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Complete your trip
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Oakland and Wisconsin flights
Browse other Oakland and Wisconsin flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Oakland to Wisconsin flights
Consider these flights traveling from Oakland to Wisconsin.
Top 2 airlines flying from Oakland to Wisconsin
Discover the top 2 airlines that operate flights from Oakland to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$264 | Average$519 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$296 | Average$517 | FlexibilityNo cancel fee | On-time63% |