$200+ Cheap flights from Oakland, CA to Milwaukee (OAK - MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MKE
Dec 11 — Dec 181
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Milwaukee 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Milwaukee
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Cheapest flights from Oakland to MilwaukeeExplore the most affordable flight options available from Oakland to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2026.
Explore the most affordable flight options available from Oakland to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 11, 2026.
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:34 pm -
1 stop7h 18m
Sat 12/127:20 am -
1 stop6h 34m
Deal found 11/8![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:10 am -
1 stop5h 50m
Sat 12/125:55 am -
1 stop6h 45m
Deal found 11/7![Southwest logo]()
$399
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:35 pm -
2 stops7h 40m
Tue 12/158:10 am -
2 stops17h 25m
Deal found 11/8![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:45 am -
1 stop6h 10m
Wed 12/25:55 pm -
1 stop6h 10m
Deal found 11/7![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:07 pm -
2 stops14h 06m
Thu 12/107:20 am -
1 stop6h 34m
Deal found 11/7![Delta logo]()
$434
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:50 pm -
1 stop9h 10m
Sun 12/137:40 pm -
1 stop6h 30m
Deal found 11/9![Southwest logo]()
$463
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/171:25 pm -
2 stops8h 00m
Sun 12/206:00 am -
1 stop6h 25m
Deal found 11/9![Southwest logo]()
$474
Best flights from Oakland to MilwaukeeDiscover carefully curated flight deals from Oakland to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 11, 2026.
Discover carefully curated flight deals from Oakland to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 11, 2026.
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am -
2 stops8h 40m
Wed 12/25:55 pm -
1 stop6h 10m
Deal found 11/7![Southwest logo]()
$429
This Delta deal was found by Cheapflights users on 11/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2912:34 pm -
1 stop6h 59m
Fri 2/53:36 pm -
2 stops10h 21m
Deal found 11/11![Delta logo]()
$484
This Alaska Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:00 am -
2 stops13h 37m
Sat 12/54:25 pm -
1 stop8h 25m
Deal found 11/10![Alaska Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:50 pm -
1 stop9h 10m
Sun 12/137:40 pm -
1 stop6h 30m
Deal found 11/9![Southwest logo]()
$463
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:55 am -
2 stops9h 43m
Sat 12/127:20 am -
1 stop6h 34m
Deal found 11/8![Delta logo]()
$489
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 12/62:30 pm -
2 stops8h 15m
Sun 12/135:50 am -
1 stop9h 25m
Deal found 11/6![Southwest logo]()
$522
This Alaska Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/117:00 am -
2 stops9h 43m
Mon 12/145:00 am -
2 stops16h 12m
Deal found 11/9![Alaska Airlines logo]()
$658
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 12/1112:34 pm -
1 stop7h 18m
Mon 12/147:20 am -
1 stop6h 34m
Deal found 11/6![Delta logo]()
$679
This Alaska Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/237:00 am -
1 stop7h 00m
Sun 4/2511:13 am -
2 stops10h 06m
Deal found 11/10![Alaska Airlines logo]()
$687
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:30 pm -
1 stop5h 55m
Mon 12/288:00 pm -
1 stop12h 50m
Deal found 11/7![Southwest logo]()
$633
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” 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 11/2311:05 am -
1 stop7h 05m
Fri 11/2710:20 am -
1 stop7h 20m
Deal found 11/6![Southwest logo]()
$677
Last-minute flights from Oakland to MilwaukeeDiscover last-minute flight deals from Oakland to Milwaukee. Data last updated November 11, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Milwaukee. Data last updated November 11, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:45 am -
1 stop6h 10m
Wed 12/25:55 pm -
1 stop6h 10m
Deal found 11/7![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:34 pm -
1 stop7h 18m
Sat 12/127:20 am -
1 stop6h 34m
Deal found 11/8![Delta logo]()
$397
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:10 am -
1 stop5h 50m
Sat 12/125:55 am -
1 stop6h 45m
Deal found 11/7![Southwest logo]()
$399
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:07 pm -
2 stops14h 06m
Thu 12/107:20 am -
1 stop6h 34m
Deal found 11/7![Delta logo]()
$434
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:35 pm -
2 stops7h 40m
Tue 12/158:10 am -
2 stops17h 25m
Deal found 11/8![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1211:50 pm -
1 stop9h 10m
Sun 12/137:40 pm -
1 stop6h 30m
Deal found 11/9![Southwest logo]()
$463
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/171:25 pm -
2 stops8h 00m
Sun 12/206:00 am -
1 stop6h 25m
Deal found 11/9![Southwest logo]()
$474
One-way flights from Oakland to MilwaukeeSearch for one-way flight options from Oakland to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 11, 2026.
Search for one-way flight options from Oakland to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 11, 2026.
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1212:34 pm -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$200
This Delta deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:03 pm -
2 stops14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Delta logo]()
$210
This Southwest deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1810:25 am -
1 stop11h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/10![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1112:34 pm -
1 stop6h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/29:20 pm -
1 stop12h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/9![Southwest logo]()
$321
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2412:34 pm -
1 stop7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$340
This Alaska Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:56 am -
2 stops25h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Alaska Airlines logo]()
$394
This Alaska Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:44 am -
2 stops30h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Alaska Airlines logo]()
$462
Find flight deals from Oakland to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Milwaukee (MKE). 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 November 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $397 (Delta) |
One-way from | $200 (Delta) |
Popular in | October |
Cheapest in | April |
Average price | $582 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Milwaukee 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 7,457,451 searches. Data last updated November 11, 2026.
Use the filters below to find and compare flights from Oakland to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Sat 12/12
6:55 pm-10:05 am
1 stop13h 10m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$210
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Sat 12/12
5:03 pm-9:13 am
2 stops14h 10m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$210
Quickest round-trip
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Sun 1/10
12:34 pm-9:33 pm
1 stop6h 59m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$259
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Sat 1/9
12:34 pm-9:33 pm
1 stop6h 59m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$259
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Fri 12/18
9:35 pm-10:50 am
1 stop11h 15m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$264
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Tue 1/12
5:46 am-4:44 pm
2 stops8h 58m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$264
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Mon 1/11
12:34 pm-9:33 pm
1 stop6h 59m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$289
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Sat 1/2
9:20 pm-11:55 am
1 stop12h 35m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$321
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Thu 12/24
12:34 pm-9:41 pm
1 stop7h 07m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$340
OaklandMilwaukee
OAK Oakland - MKE Milwaukee-Mitchell
OAKMKE
Oakland
Wed 12/2
5:30 am-4:10 pm
2 stops8h 40m
Milwaukee-Mitchell
Wed 12/2
5:55 pm-10:05 pm
1 stop6h 10m
$429
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Oakland to Milwaukee
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 Oakland to Milwaukee in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Milwaukee 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 Oakland, California-Milwaukee 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 Oakland to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Oakland with our price prediction graph.
OAK-MKE
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 Milwaukee
Reviews of airlines servicing Milwaukee
Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated November 11, 2026.
Get a feel of what it's like to fly with Southwest from Oakland to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Comfort
8.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Oakland to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
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Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 11, 2026.
Oakland and Milwaukee flights
Browse other Oakland and Milwaukee flight options. Last updated on November 11, 2026.
Other flights from Oakland
Browse through other flights departing from Oakland. Flights are based on user searches made on Cheapflights and were last updated on November 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Oakland to Milwaukee
Discover the top airline that operate flights from Oakland to Milwaukee. 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 7,457,451 searches. Data last updated November 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$352 | Average$577 | FlexibilityNo cancel fee | On-time63% |