$129+ Cheap flights from Wisconsin to Oakland, CA (OAK)
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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — OAK
May 1 — May 81
Round-trip
1 adult, Economy
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Cheapest flights from Wisconsin to OaklandExplore the most affordable flight options available from Wisconsin to Oakland. 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 Wisconsin to Oakland. 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.
Tue 4/284:50 pm
ORD
- OAK
1 stop7h 45m
Southwest
Tue 5/53:00 pm
OAK
- ORD
1 stop6h 55m
Southwest
Deal found 3/31![Southwest logo]()
$257
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 4/228:50 am
ORD
- OAK
1 stop7h 48m
Alaska Airlines
Tue 5/122:09 pm
OAK
- ORD
1 stop7h 50m
Alaska Airlines
Deal found 3/31![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.
Fri 4/247:59 pm
ORD
- OAK
1 stop16h 18m
Alaska Airlines
Tue 4/2810:57 am
OAK
- ORD
1 stop24h 16m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$274
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 5/66:15 am
ORD
- OAK
1 stop8h 15m
Southwest
Sat 5/99:55 am
OAK
- ORD
2 stops10h 25m
Southwest
Deal found 3/31![Southwest logo]()
$276
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 4/218:20 am
ORD
- OAK
1 stop27h 57m
Alaska Airlines
Sat 5/23:18 pm
OAK
- ORD
1 stop19h 55m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$280
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Tue 6/28:15 pm
OAK
- ORD
1 stop14h 59m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$285
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 5/13:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Mon 5/43:18 pm
OAK
- ORD
1 stop6h 25m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$288
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.
Mon 4/137:35 am
ORD
- OAK
1 stop6h 18m
Delta
Sat 4/2512:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Deal found 3/29![Delta logo]()
$289
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.
Wed 4/2210:30 am
ORD
- OAK
2 stops9h 45m
Southwest
Mon 4/273:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Deal found 3/29![Southwest logo]()
$290
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:20 pm
MSP
- OAK
1 stop5h 37m
Delta
Tue 6/95:03 pm
OAK
- MSP
1 stop5h 39m
Delta
Deal found 4/1![Delta logo]()
$339
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.
Sat 5/25:25 pm
MKE
- OAK
1 stop6h 20m
Southwest
Mon 5/45:15 am
OAK
- MKE
1 stop6h 20m
Southwest
Deal found 3/27![Southwest logo]()
$342
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.
Fri 5/84:09 pm
MSP
- OAK
2 stops9h 48m
Delta
Mon 5/115:05 pm
OAK
- MSP
1 stop5h 30m
Delta
Deal found 3/30![Delta logo]()
$344
Best flights from Wisconsin to OaklandDiscover carefully curated flight deals from Wisconsin to Oakland 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 Wisconsin to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 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 5/610:30 am
ORD
- OAK
2 stops9h 45m
Southwest
Sat 5/99:55 am
OAK
- ORD
2 stops10h 25m
Southwest
Deal found 3/31![Southwest logo]()
$281
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 5/13:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Mon 5/43:18 pm
OAK
- ORD
1 stop6h 25m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$288
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.
Fri 5/812:23 pm
MSP
- OAK
1 stop6h 02m
Delta
Mon 5/115:05 pm
OAK
- MSP
1 stop5h 30m
Delta
Deal found 3/27![Delta logo]()
$339
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.
Tue 4/286:15 am
ORD
- OAK
1 stop8h 15m
Southwest
Tue 5/512:25 pm
OAK
- ORD
2 stops8h 30m
Southwest
Deal found 3/29![Southwest logo]()
$290
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.
Thu 4/304:50 pm
ORD
- OAK
1 stop9h 05m
Southwest
Thu 5/75:20 am
OAK
- ORD
2 stops8h 10m
Southwest
Deal found 3/31![Southwest logo]()
$290
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.
Sat 5/27:00 am
MSP
- OAK
1 stop8h 15m
Alaska Airlines
Tue 5/52:09 pm
OAK
- MSP
1 stop7h 49m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$339
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 5/298:20 pm
MSP
- OAK
1 stop5h 37m
Delta
Mon 6/85:03 pm
OAK
- MSP
1 stop5h 39m
Delta
Deal found 3/28![Delta logo]()
$347
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 5/156:15 am
ORD
- OAK
1 stop7h 25m
Southwest
Mon 5/183:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Deal found 3/29![Southwest logo]()
$328
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:22 am
ORD
- OAK
1 stop9h 48m
Alaska Airlines
Tue 7/282:50 pm
OAK
- ORD
1 stop6h 49m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$384
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.
Fri 4/245:48 pm
MKE
- OAK
2 stops8h 06m
Delta
Sat 4/255:55 am
OAK
- MKE
2 stops8h 59m
Delta
Deal found 3/30![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:05 am
MSP
- OAK
2 stops8h 20m
Southwest
Mon 9/285:20 am
OAK
- MSP
1 stop8h 35m
Southwest
Deal found 3/31![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.
Sat 5/22:00 pm
MKE
- OAK
2 stops9h 45m
Southwest
Mon 5/411:15 am
OAK
- MKE
2 stops11h 40m
Southwest
Deal found 3/27![Southwest logo]()
$358
This Alaska Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:50 am
ORD
- OAK
1 stop7h 48m
Alaska Airlines
Sun 5/176:02 am
OAK
- ORD
1 stop15h 53m
Alaska Airlines
Deal found 3/29![Alaska Airlines logo]()
$451
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.
Thu 5/215:48 pm
MKE
- OAK
2 stops8h 09m
Delta
Fri 5/225:05 pm
OAK
- MKE
2 stops14h 02m
Delta
Deal found 3/30![Delta logo]()
$469
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 7/2310:55 am
MSP
- OAK
1 stop11h 00m
Southwest
Sun 7/265:05 am
OAK
- MSP
1 stop8h 35m
Southwest
Deal found 3/30![Southwest logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/242:20 pm
ORD
- OAK
1 stop10h 17m
Alaska Airlines
Sun 7/262:50 pm
OAK
- ORD
1 stop6h 49m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$456
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.
Wed 4/157:35 am
ORD
- OAK
1 stop6h 18m
Delta
Sat 4/1812:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Deal found 3/29![Delta logo]()
$472
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.
Wed 4/156:55 am
MSP
- OAK
2 stops8h 35m
Southwest
Sat 4/188:30 am
OAK
- MSP
2 stops7h 50m
Southwest
Deal found 3/28![Southwest logo]()
$389
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 4/297:00 am
MKE
- OAK
1 stop8h 15m
Alaska Airlines
Sat 5/22:09 pm
OAK
- MKE
1 stop22h 04m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$476
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.
Sat 4/257:25 am
MKE
- OAK
1 stop7h 00m
Southwest
Sun 4/2611:55 pm
OAK
- MKE
1 stop9h 00m
Southwest
Deal found 4/1![Southwest logo]()
$390
This Alaska Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:22 am
ORD
- OAK
1 stop9h 48m
Alaska Airlines
Mon 7/278:30 pm
OAK
- ORD
1 stop7h 50m
Alaska Airlines
Deal found 3/27![Alaska Airlines logo]()
$483
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MSN
- OAK
2 stops7h 53m
Delta
Sun 5/105:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Deal found 3/31![Delta logo]()
$534
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.
Sun 4/196:30 am
MSP
- OAK
1 stop8h 05m
Southwest
Wed 4/221:30 pm
OAK
- MSP
1 stop5h 55m
Southwest
Deal found 3/31![Southwest logo]()
$399
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.
Sat 5/26:00 am
MSN
- OAK
2 stops7h 53m
Delta
Sun 5/105:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Deal found 3/31![Delta logo]()
$534
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:30 pm
MKE
- OAK
1 stop7h 25m
Southwest
Mon 4/272:00 pm
OAK
- MKE
2 stops9h 05m
Southwest
Deal found 3/29![Southwest logo]()
$402
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.
Tue 7/1411:27 am
ATW
- OAK
2 stops14h 24m
Delta
Tue 7/216:00 am
OAK
- ATW
2 stops29h 23m
Delta
Deal found 3/28![Delta logo]()
$582
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:10 pm
MSP
- OAK
2 stops7h 55m
Southwest
Mon 4/2011:55 pm
OAK
- MSP
1 stop7h 30m
Southwest
Deal found 3/29![Southwest logo]()
$404
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.
Wed 7/156:00 am
ATW
- OAK
2 stops19h 51m
Delta
Tue 7/216:00 am
OAK
- ATW
2 stops29h 23m
Delta
Deal found 3/28![Delta logo]()
$582
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 4/176:10 pm
MSP
- OAK
2 stops7h 55m
Southwest
Wed 4/2211:10 am
OAK
- MSP
2 stops8h 15m
Southwest
Deal found 3/28![Southwest logo]()
$414
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.
Mon 5/410:50 am
MSN
- OAK
2 stops27h 03m
Delta
Sun 5/105:05 pm
OAK
- MSN
2 stops15h 11m
Delta
Deal found 3/31![Delta logo]()
$608
Last-minute flights from Wisconsin to OaklandDiscover last-minute flight deals from Wisconsin to Oakland. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Oakland. Data last updated April 1, 2026 and is based on user searches.
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.
Mon 4/137:35 am
ORD
- OAK
1 stop6h 18m
Delta
Sat 4/2512:34 pm
OAK
- ORD
1 stop6h 44m
Delta
Deal found 3/29![Delta logo]()
$289
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 4/147:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Tue 4/215:55 am
OAK
- ORD
2 stops12h 21m
Delta
Deal found 3/29![Delta logo]()
$294
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 4/218:20 am
ORD
- OAK
1 stop27h 57m
Alaska Airlines
Sat 5/23:18 pm
OAK
- ORD
1 stop19h 55m
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.
Wed 4/228:50 am
ORD
- OAK
1 stop7h 48m
Alaska Airlines
Wed 5/62:09 pm
OAK
- ORD
1 stop7h 50m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$271
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.
Wed 4/2210:30 am
ORD
- OAK
2 stops9h 45m
Southwest
Mon 4/273:45 pm
OAK
- ORD
1 stop6h 10m
Southwest
Deal found 3/29![Southwest logo]()
$290
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.
Fri 4/247:59 pm
ORD
- OAK
1 stop16h 18m
Alaska Airlines
Tue 4/2810:57 am
OAK
- ORD
1 stop24h 16m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$274
This Expedia deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Mon 4/273:18 pm
OAK
- ORD
1 stop6h 25m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$288
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.
Sat 4/252:09 pm
ORD
- OAK
1 stop9h 32m
Delta
Fri 5/812:28 pm
OAK
- ORD
1 stop7h 22m
Delta
Deal found 3/31![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:50 pm
ORD
- OAK
1 stop7h 45m
Southwest
Tue 5/53:00 pm
OAK
- ORD
1 stop6h 55m
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.
Thu 4/307:20 pm
ORD
- OAK
1 stop6h 45m
Southwest
Thu 5/75:20 am
OAK
- ORD
1 stop6h 35m
Southwest
Deal found 3/31![Southwest logo]()
$285
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.
Sat 5/25:25 pm
MKE
- OAK
1 stop6h 20m
Southwest
Mon 5/45:15 am
OAK
- MKE
1 stop6h 20m
Southwest
Deal found 3/27![Southwest logo]()
$342
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:20 pm
MSP
- OAK
1 stop5h 37m
Delta
Tue 6/95:03 pm
OAK
- MSP
1 stop5h 39m
Delta
Deal found 4/1![Delta logo]()
$339
One-way flights from Wisconsin to OaklandSearch for one-way flight options from Wisconsin to Oakland. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Wisconsin to Oakland. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
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 4/228:50 am
ORD
- OAK
1 stop7h 48m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$129
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 4/218:20 am
ORD
- OAK
1 stop27h 57m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$134
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Deal found 3/30![Alaska Airlines logo]()
$137
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.
Thu 4/303:52 pm
ORD
- OAK
1 stop8h 31m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$143
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 4/217:10 pm
ORD
- OAK
1 stop6h 44m
Delta
Deal found 3/29![Delta logo]()
$144
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 5/297:45 pm
ORD
- OAK
1 stop6h 12m
Delta
Deal found 3/31![Delta logo]()
$146
This Alaska Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/237:59 pm
ORD
- OAK
1 stop16h 18m
Alaska Airlines
Deal found 3/29![Alaska Airlines logo]()
$148
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 4/181:29 pm
ORD
- OAK
2 stops10h 12m
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.
Mon 6/17:00 am
ORD
- OAK
2 stops11h 25m
Delta
Deal found 3/31![Delta logo]()
$151
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 5/98:50 am
ORD
- OAK
1 stop7h 48m
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.
Wed 5/132:10 pm
ORD
- OAK
1 stop11h 40m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$157
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.
Sat 4/187:25 am
MKE
- OAK
1 stop6h 28m
Delta
Deal found 3/29![Delta logo]()
$165
Find flight deals from Wisconsin to Oakland
Keep the following information in mind while searching for Wisconsin to Oakland 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 (Alaska Airlines) |
Popular in | December |
Cheapest in | February |
Average price | $346 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Oakland 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 Wisconsin to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Wed 5/6
10:30 am-6:15 pm
2 stops9h 45m
Oakland
Sat 5/9
9:55 am-10:20 pm
2 stops10h 25m
$281
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 5/1
3:52 pm-10:23 pm
1 stop8h 31m
Oakland
Mon 5/4
3:18 pm-11:43 pm
1 stop6h 25m
$288
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 4/28
6:15 am-12:30 pm
1 stop8h 15m
Oakland
Tue 5/5
12:25 pm-10:55 pm
2 stops8h 30m
$290
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 4/30
4:50 pm-11:55 pm
1 stop9h 05m
Oakland
Thu 5/7
5:20 am-3:30 pm
2 stops8h 10m
$290
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 5/15
6:15 am-11:40 am
1 stop7h 25m
Oakland
Mon 5/18
3:45 pm-11:55 pm
1 stop6h 10m
$328
MinneapolisOakland
MSP - OAK
MSPOAK
Minneapolis St Paul
Fri 5/8
12:23 pm-4:25 pm
1 stop6h 02m
Oakland
Mon 5/11
5:05 pm-12:35 am
1 stop5h 30m
$339
MinneapolisOakland
MSP - OAK
MSPOAK
Minneapolis St Paul
Sat 5/2
7:00 am-1:15 pm
1 stop8h 15m
Oakland
Tue 5/5
2:09 pm-11:58 pm
1 stop7h 49m
$339
MinneapolisOakland
MSP - OAK
MSPOAK
Minneapolis St Paul
Tue 9/22
11:05 am-5:25 pm
2 stops8h 20m
Oakland
Mon 9/28
5:20 am-3:55 pm
1 stop8h 35m
$344
Quickest round-trip
MinneapolisOakland
MSP - OAK
MSPOAK
Minneapolis St Paul
Fri 5/29
8:20 pm-11:57 pm
1 stop5h 37m
Oakland
Mon 6/8
5:03 pm-12:42 am
1 stop5h 39m
$347
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Sat 5/2
2:00 pm-9:45 pm
2 stops9h 45m
Oakland
Mon 5/4
11:15 am-12:55 am
2 stops11h 40m
$358
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Wisconsin with our price prediction graph.
ORD-OAK
MSP-OAK
MKE-OAK
MSN-OAK
ATW-OAK
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 Wisconsin to Oakland
USWI-OAK
ORD-OAK
MSP-OAK
MKE-OAK
MSN-OAK
What is the cheapest month to book a flight from Wisconsin to Oakland, California?
Currently, May is the cheapest month in which you can book a flight from Wisconsin to Oakland, California (average of $141). Flying from Wisconsin to Oakland, California in October is currently the most expensive (average of $260). 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 Wisconsin to Oakland, California?
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Oakland. 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 Wisconsin to Oakland
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Complete your trip
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Search flights from Wisconsin to Oakland by cabin class
Find flights from Wisconsin to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Oakland
Explore flights to Oakland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 1, 2026.
Wisconsin and Oakland flights
Browse other Wisconsin and Oakland flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Wisconsin to Oakland flights
Consider these flights traveling from Wisconsin to Oakland.
Top airline flying from Wisconsin to Oakland
Discover the top airline that operate flights from Wisconsin to Oakland. 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$275 | Average$418 | FlexibilityNo cancel fee | On-time63% |