$142+ Cheap flights from Milwaukee to Oakland, CA (MKE - 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — OAK
Sep 2 — Sep 91
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Oakland 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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Cheapest flights from Milwaukee to OaklandExplore the most affordable flight options available from Milwaukee to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 3, 2026.
Explore the most affordable flight options available from Milwaukee to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 3, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 8/265:20 pm
MKE
- OAK
1 stop8h 20m
Southwest
Wed 9/211:40 am
OAK
- MKE
1 stop6h 25m
Southwest
Deal found 7/29![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 8/295:00 pm
MKE
- OAK
2 stops8h 55m
Southwest
Thu 9/38:25 pm
OAK
- MKE
1 stop12h 40m
Southwest
Deal found 7/30![Southwest logo]()
$334
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/55:00 pm
MKE
- OAK
1 stop8h 10m
Southwest
Sat 9/1910:15 am
OAK
- MKE
1 stop7h 35m
Southwest
Deal found 8/2![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 8/1. 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.
Tue 9/155:30 pm
MKE
- OAK
1 stop7h 00m
Southwest
Mon 9/215:20 am
OAK
- MKE
1 stop5h 50m
Southwest
Deal found 8/1![Southwest logo]()
$347
This Southwest deal was found by Cheapflights users on 8/1. 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 9/125:30 am
MKE
- OAK
1 stop6h 40m
Southwest
Thu 9/176:10 am
OAK
- MKE
1 stop12h 55m
Southwest
Deal found 8/1![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/246:25 pm
MKE
- OAK
1 stop7h 40m
Southwest
Thu 8/276:10 am
OAK
- MKE
1 stop12h 50m
Southwest
Deal found 8/2![Southwest logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 11/144:44 pm
MKE
- OAK
1 stop7h 55m
Alaska Airlines
Mon 11/236:00 am
OAK
- MKE
1 stop7h 35m
Alaska Airlines
Deal found 8/2![Alaska Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 7/30. 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.
Fri 9/253:05 pm
MKE
- OAK
1 stop9h 20m
Southwest
Mon 9/285:20 am
OAK
- MKE
1 stop5h 50m
Southwest
Deal found 7/30![Southwest logo]()
$370
Best flights from Milwaukee to OaklandDiscover carefully curated flight deals from Milwaukee to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 3, 2026.
Discover carefully curated flight deals from Milwaukee to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 3, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 8/265:20 pm
MKE
- OAK
1 stop8h 20m
Southwest
Wed 9/211:40 am
OAK
- MKE
1 stop6h 25m
Southwest
Deal found 7/29![Southwest logo]()
$323
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 10/143:53 pm
MKE
- OAK
2 stops19h 26m
Alaska Airlines
Mon 10/267:10 pm
OAK
- MKE
2 stops19h 09m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sat 9/55:00 pm
MKE
- OAK
1 stop8h 10m
Southwest
Mon 9/285:20 am
OAK
- MKE
1 stop5h 50m
Southwest
Deal found 7/29![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/246:25 pm
MKE
- OAK
1 stop7h 40m
Southwest
Thu 8/276:10 am
OAK
- MKE
1 stop12h 50m
Southwest
Deal found 8/2![Southwest logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 10/153:53 pm
MKE
- OAK
1 stop9h 02m
Alaska Airlines
Fri 10/237:53 pm
OAK
- MKE
1 stop17h 02m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 9/511:40 am
MKE
- OAK
2 stops7h 45m
Southwest
Sat 9/198:30 am
OAK
- MKE
2 stops8h 20m
Southwest
Deal found 8/2![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 7/30. 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.
Fri 9/259:30 am
MKE
- OAK
2 stops15h 40m
Southwest
Mon 9/285:20 am
OAK
- MKE
1 stop5h 50m
Southwest
Deal found 7/30![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 8/1. 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 9/121:30 pm
MKE
- OAK
2 stops8h 50m
Southwest
Fri 9/189:10 am
OAK
- MKE
2 stops9h 25m
Southwest
Deal found 8/1![Southwest logo]()
$421
This Southwest deal was found by Cheapflights users on 8/1. 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.
Thu 9/36:20 pm
MKE
- OAK
1 stop6h 30m
Southwest
Sun 9/66:25 am
OAK
- MKE
1 stop6h 20m
Southwest
Deal found 8/1![Southwest logo]()
$458
Last-minute flights from Milwaukee to OaklandDiscover last-minute flight deals from Milwaukee to Oakland. Data last updated August 3, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Oakland. Data last updated August 3, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2010:15 am
MKE
- OAK
1 stop6h 00m
Southwest
Mon 8/246:10 am
OAK
- MKE
1 stop12h 50m
Southwest
Deal found 7/31![Southwest logo]()
$478
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” 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 8/246:25 pm
MKE
- OAK
1 stop7h 40m
Southwest
Thu 8/276:10 am
OAK
- MKE
1 stop12h 50m
Southwest
Deal found 8/2![Southwest logo]()
$352
This Southwest deal was found by Cheapflights users on 7/29. 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 8/265:20 pm
MKE
- OAK
1 stop8h 20m
Southwest
Wed 9/211:40 am
OAK
- MKE
1 stop6h 25m
Southwest
Deal found 7/29![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sat 8/295:00 pm
MKE
- OAK
2 stops8h 55m
Southwest
Thu 9/38:25 pm
OAK
- MKE
1 stop12h 40m
Southwest
Deal found 7/30![Southwest logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 8/297:02 am
MKE
- OAK
1 stop8h 11m
Alaska Airlines
Thu 9/36:48 am
OAK
- MKE
2 stops15h 11m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$526
One-way flights from Milwaukee to OaklandSearch for one-way flight options from Milwaukee to Oakland. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
Search for one-way flight options from Milwaukee to Oakland. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
This Booking.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:02 am
MKE
- OAK
2 stops13h 10m
Alaska Airlines
Deal found 8/2![Alaska Airlines logo]()
$142
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:44 pm
MKE
- OAK
2 stops20h 00m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$158
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 8/267:02 am
MKE
- OAK
1 stop8h 11m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$162
This Southwest deal was found by Cheapflights users on 7/29. 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 10/64:00 pm
MKE
- OAK
2 stops8h 05m
Southwest
Deal found 7/29![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 7/30. 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.
Sun 9/66:45 am
MKE
- OAK
1 stop6h 30m
Southwest
Deal found 7/30![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 8/1. 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 8/295:30 am
MKE
- OAK
1 stop6h 40m
Southwest
Deal found 8/1![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 8/1. 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.
Tue 10/136:55 am
MKE
- OAK
1 stop8h 25m
Southwest
Deal found 8/1![Southwest logo]()
$185
This Southwest deal was found by Cheapflights users on 7/29. 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.
Mon 10/55:30 am
MKE
- OAK
2 stops8h 25m
Southwest
Deal found 7/29![Southwest logo]()
$190
This Southwest deal was found by Cheapflights users on 8/1. 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 10/105:00 pm
MKE
- OAK
1 stop6h 20m
Southwest
Deal found 8/1![Southwest logo]()
$200
Find flight deals from Milwaukee to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $323 (Southwest) |
One-way from | $142 (Booking.com) |
Popular in | April |
Cheapest in | January |
Average price | $438 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 August 3, 2026.
Use the filters below to find and compare flights from Milwaukee to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Wed 8/26
5:20 pm-11:40 pm
1 stop8h 20m
Oakland
Wed 9/2
11:40 am-8:05 pm
1 stop6h 25m
$323
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Sat 9/5
5:00 pm-11:10 pm
1 stop8h 10m
Oakland
Mon 9/28
5:20 am-1:10 pm
1 stop5h 50m
$323
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Mon 8/24
6:25 pm-12:05 am
1 stop7h 40m
Oakland
Thu 8/27
6:10 am-9:00 pm
1 stop12h 50m
$352
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Sat 9/5
11:40 am-5:25 pm
2 stops7h 45m
Oakland
Sat 9/19
8:30 am-6:50 pm
2 stops8h 20m
$371
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Fri 9/25
9:30 am-11:10 pm
2 stops15h 40m
Oakland
Mon 9/28
5:20 am-1:10 pm
1 stop5h 50m
$387
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Sat 9/12
1:30 pm-8:20 pm
2 stops8h 50m
Oakland
Fri 9/18
9:10 am-8:35 pm
2 stops9h 25m
$421
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Wed 10/14
3:53 pm-9:19 am
2 stops19h 26m
Oakland
Mon 10/26
7:10 pm-4:19 pm
2 stops19h 09m
$443
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Thu 10/15
3:53 pm-10:55 pm
1 stop9h 02m
Oakland
Fri 10/23
7:53 pm-2:55 pm
1 stop17h 02m
$446
Quickest round-trip
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Thu 9/3
6:20 pm-10:50 pm
1 stop6h 30m
Oakland
Sun 9/6
6:25 am-2:45 pm
1 stop6h 20m
$458
Cheapest one-way
MilwaukeeOakland
MKE - OAK
MKEOAK
Milwaukee-Mitchell
Tue 9/1
7:02 am-6:12 pm
2 stops13h 10m
$142
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Milwaukee to Oakland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Oakland in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Milwaukee-Oakland, California flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Oakland, California flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-Oakland, California flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Oakland, California flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Milwaukee to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Milwaukee with our price prediction graph.
MKE-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 Milwaukee to Oakland
What is the cheapest month to book a flight from Milwaukee to Oakland, California?
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Oakland, California (average of $324). Flying from Milwaukee to Oakland, California in April is currently the most expensive (average of $557). 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 Milwaukee to Oakland, California?
Airfare is below average for this route at the moment.
Milwaukee to Oakland, California flights typically cost between $381 and $489 in August.The cheapest round-trip price found within the last 5 days was $323 on Southwest (Aug 26-Sep 2).
Reviews of airlines servicing Oakland
Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated August 3, 2026.
Get a feel of what it's like to fly with Southwest from Milwaukee to Oakland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Related info for your journey
Find useful and relevant information for your journey from Milwaukee 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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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 August 3, 2026.
Milwaukee and Oakland flights
Browse other Milwaukee and Oakland flight options. Last updated on August 3, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on August 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Milwaukee to Oakland
Discover the top airline that operate flights from Milwaukee 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 August 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$275 | Average$437 | FlexibilityNo cancel fee | On-time63% |