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$76+ Cheap flights from San Diego to Milwaukee (SAN - MKE)

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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MKE
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Milwaukee-Mitchell are usually found in August or May, booked 51 days in advance, depart on a Monday or Tuesday and return on a Monday

Cheap flight deals from San Diego to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) 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 August 17, 2025.

Round-trip from

$166
(FlightHub)

One-way from

$76
(Priceline)

Popular in

January

Cheapest in

August

Average price

$359

Good round-trip deal

$284 or less
From San Diego to Milwaukee-Mitchell
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One-way flight from San Diego to Milwaukee-Mitchell
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Highest demand for flights based on searches. 10% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from San Diego to Milwaukee-Mitchell.
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Find flight deals from San Diego to Milwaukee

Cheapest flights from San Diego to Milwaukee
Explore the most affordable flight options available from San Diego to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This FlightHub deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/810:20 amSAN - MKE
1 stop6h 59mFrontier
Mon 9/158:04 pmMKE - SAN
1 stop5h 49mFrontier
Deal found 8/16$166
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/29:03 pmSAN - MKE
1 stop19h 38mFrontier
Mon 10/68:04 pmMKE - SAN
1 stop5h 49mFrontier
Deal found 8/17$171
This Priceline deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/118:25 amSAN - MKE
1 stop10h 30mMultiple Airlines
Fri 9/197:36 pmMKE - SAN
1 stop6h 17mMultiple Airlines
Deal found 8/16$190
This FlightHub deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/49:03 pmSAN - MKE
1 stop19h 38mFrontier
Mon 9/88:04 pmMKE - SAN
1 stop5h 49mFrontier
Deal found 8/15$198
This Expedia deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/510:20 amSAN - MKE
1 stop6h 21mMultiple Airlines
Sun 9/79:50 pmMKE - SAN
1 stop11h 39mMultiple Airlines
Deal found 8/15$203
This Priceline deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1210:20 amSAN - MKE
1 stop6h 21mFrontier
Fri 9/197:36 pmMKE - SAN
1 stop6h 17mFrontier
Deal found 8/15$221
This Justfly.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:41 amSAN - MKE
1 stop10h 38mMultiple Airlines
Sun 11/27:32 pmMKE - SAN
1 stop13h 54mMultiple Airlines
Deal found 8/15$223
This Cheapflightsfares deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:15 amSAN - MKE
1 stop12h 40mSpirit Airlines
Sun 9/219:50 pmMKE - SAN
1 stop11h 39mSpirit Airlines
Deal found 8/17$229
This Orbitz deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/91:45 pmSAN - MKE
1 stop8h 17mMultiple Airlines
Fri 9/197:36 pmMKE - SAN
1 stop6h 17mMultiple Airlines
Deal found 8/16$233
This Cheapflightsfares deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/316:15 amSAN - MKE
1 stop12h 15mSpirit Airlines
Sun 9/79:50 pmMKE - SAN
1 stop11h 39mSpirit Airlines
Deal found 8/15$234
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/177:15 amSAN - MKE
1 stop14h 47mAlaska Airlines
Tue 9/233:20 pmMKE - SAN
1 stop9h 38mAlaska Airlines
Deal found 8/17$236
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/144:20 pmSAN - MKE
1 stop5h 30mSouthwest
Wed 10/297:00 amMKE - SAN
1 stop6h 20mSouthwest
Deal found 8/17$237

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 2,558,603 searches. Data last updated August 17, 2025.
Use the filters below to find and compare flights from San Diego to Milwaukee that are best for you.

Fly from

San Diego

Fly to

Milwaukee

Route

Depart

Return

Price

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Mon 9/8

10:20 am-7:19 pm

1 stop6h 59m

Milwaukee-Mitchell

Mon 9/15

8:04 pm-11:53 pm

1 stop5h 49m

$166

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 10/2

9:03 pm-6:41 pm

1 stop19h 38m

Milwaukee-Mitchell

Mon 10/6

8:04 pm-11:53 pm

1 stop5h 49m

$171

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 9/4

12:04 pm-6:41 pm

1 stop28h 37m

Milwaukee-Mitchell

Mon 9/8

8:04 pm-11:53 pm

1 stop5h 49m

$171

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 9/11

8:25 am-8:55 pm

1 stop10h 30m

Milwaukee-Mitchell

Fri 9/19

7:36 pm-11:53 pm

1 stop6h 17m

$190

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 9/18

8:25 am-8:55 pm

1 stop10h 30m

Milwaukee-Mitchell

Mon 9/22

8:04 pm-11:53 pm

1 stop5h 49m

$190

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 10/2

8:25 am-8:55 pm

1 stop10h 30m

Milwaukee-Mitchell

Mon 10/6

8:04 pm-11:53 pm

1 stop5h 49m

$198

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Fri 9/5

10:20 am-6:41 pm

1 stop6h 21m

Milwaukee-Mitchell

Sun 9/7

9:50 pm-7:29 am

1 stop11h 39m

$203

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Fri 9/12

10:20 am-6:41 pm

1 stop6h 21m

Milwaukee-Mitchell

Fri 9/19

7:36 pm-11:53 pm

1 stop6h 17m

$221

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Fri 10/31

6:41 am-7:19 pm

1 stop10h 38m

Milwaukee-Mitchell

Sun 11/2

7:32 pm-7:26 am

1 stop13h 54m

$223

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 9/18

6:15 am-8:55 pm

1 stop12h 40m

Milwaukee-Mitchell

Sun 9/21

9:50 pm-7:29 am

1 stop11h 39m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 16 results
1
2

Best time to book a flight from San Diego to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from San Diego with our price prediction graph.
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 San Diego to Milwaukee

How far ahead should I book a flight from San Diego to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from San Diego to Milwaukee. Price data was last updated on August 8, 2025.

The best time to book flights from San Diego to Milwaukee is 51 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from San Diego to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from San Diego to Milwaukee (average of $280). Flying from San Diego to Milwaukee in June is currently the most expensive (average of $376). 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.

What is the cheapest time of day to fly from SAN to MKE?

Find hourly flight availability from San Diego to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

It’s optimal to fly from San Diego to Milwaukee in the afternoon. By choosing this option you can save up to 47% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from San Diego to Milwaukee?

Use this chart to determine the cheapest time to fly round-trip from San Diego to Milwaukee. Price data was last updated on August 17, 2025.

Travelers seeking maximum savings on their San Diego to Milwaukee flight should consider departing on Sunday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 August 17, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from San Diego to Milwaukee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,986 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,919 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,040 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from San Diego to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from San Diego to Milwaukee round-trip?

    Flying on Frontier is currently your cheapest option to Milwaukee, with prices starting at $119. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $151 and $260, respectively. Frontier is currently priced 72% below the average price you’ll pay for this route.

  • What are the cheapest flights from San Diego to Milwaukee?

    On average you can expect to pay $497 for a flight from San Diego to Milwaukee. The cheapest flight overall is $234 while the most popular route, (San Diego - Milwaukee-Mitchell) is currently priced at $198.

  • Can I find deals for flights from San Diego to Milwaukee that include hotel bookings?

    Yes. In addition to deals on San Diego to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Milwaukee.

  • Can I find deals for business class flights from San Diego to Milwaukee?

    Yes. Cheapflights offers flight deals from San Diego to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Diego to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from San Diego to Milwaukee (average of $280). Flying from San Diego to Milwaukee in June is currently the most expensive (average of $376). 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.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Top 6 airlines flying from San Diego to Milwaukee

Discover the top 6 airlines that operate flights from San Diego 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 2,558,603 searches. Data last updated August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$119Average$307FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$151Average$250FlexibilityNo cancel feeOn-time65%
DeltaCheapest$260Average$407FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$270Average$432FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$308Average$461FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$347Average$722FlexibilityNo cancel feeOn-time69%

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