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$103+ 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 1/20. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MKE
Dec 16 — Dec 231
Tue 12/16
Tue 12/23
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Milwaukee-Mitchell are usually found in September or May, booked 58 days in advance, depart on a Tuesday or Monday and return on a Wednesday

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 November 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Kiwi.com)

One-way from

$103
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$387

Good round-trip deal

$272 or less
Provider with most accurate pricing for San Diego-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for San Diego-Milwaukee-Mitchell flights.
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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. 12% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:34 amSAN - MKE
2 stops25h 05mMultiple Airlines
Thu 12/183:27 pmMKE - SAN
1 stop23h 48mMultiple Airlines
Deal found 11/15$249
This Delta deal was found by Cheapflights users on 11/14. 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 12/42:19 pmSAN - MKE
1 stop7h 35mDelta
Sat 12/67:00 amMKE - SAN
1 stop10h 21mDelta
Deal found 11/14$257
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:10 pmSAN - MKE
1 stop6h 05mMultiple Airlines
Tue 1/68:15 pmMKE - SAN
2 stops29h 01mMultiple Airlines
Deal found 11/14$259
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:57 amSAN - MKE
1 stop24h 31mMultiple Airlines
Wed 12/313:00 pmMKE - SAN
1 stop20h 57mMultiple Airlines
Deal found 11/15$266
This American Airlines deal was found by Cheapflights users on 11/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:30 amSAN - MKE
1 stop5h 56mAmerican Airlines
Thu 12/1811:54 amMKE - SAN
1 stop8h 16mAmerican Airlines
Deal found 11/15$267
This Southwest deal was found by Cheapflights users on 11/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:40 amSAN - MKE
2 stops6h 50mSouthwest
Thu 12/187:00 pmMKE - SAN
1 stop6h 20mSouthwest
Deal found 11/15$272
This Delta deal was found by Cheapflights users on 11/14. 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 12/296:15 amSAN - MKE
1 stop8h 28mDelta
Tue 1/65:06 pmMKE - SAN
1 stop7h 27mDelta
Deal found 11/14$277
This Alaska Airlines deal was found by Cheapflights users on 11/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:41 amSAN - MKE
1 stop25h 14mAlaska Airlines
Sat 12/63:51 pmMKE - SAN
1 stop8h 56mAlaska Airlines
Deal found 11/15$291
This Delta deal was found by Cheapflights users on 11/14. 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 12/310:30 pmSAN - MKE
1 stop8h 58mDelta
Mon 12/87:31 pmMKE - SAN
1 stop6h 13mDelta
Deal found 11/14$292
This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1710:30 pmSAN - MKE
1 stop8h 58mDelta
Fri 1/25:49 pmMKE - SAN
1 stop8h 06mDelta
Deal found 11/15$298
This Delta deal was found by Cheapflights users on 11/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:19 pmSAN - MKE
1 stop7h 35mDelta
Sat 1/35:49 pmMKE - SAN
1 stop8h 06mDelta
Deal found 11/15$308
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:57 amSAN - MKE
1 stop24h 31mMultiple Airlines
Tue 12/308:15 pmMKE - SAN
2 stops27h 50mMultiple Airlines
Deal found 11/15$311

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 November 16, 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

Thu 12/11

6:34 am-9:39 am

2 stops25h 05m

Milwaukee-Mitchell

Thu 12/18

3:27 pm-1:15 pm

1 stop23h 48m

$249

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 12/4

2:19 pm-11:54 pm

1 stop7h 35m

Milwaukee-Mitchell

Sat 12/6

7:00 am-3:21 pm

1 stop10h 21m

$257

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 12/11

6:30 am-2:26 pm

1 stop5h 56m

Milwaukee-Mitchell

Thu 12/18

11:54 am-6:10 pm

1 stop8h 16m

$267

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 12/11

8:40 am-5:30 pm

2 stops6h 50m

Milwaukee-Mitchell

Thu 12/18

7:00 pm-11:20 pm

1 stop6h 20m

$272

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Mon 2/2

2:11 pm-10:56 pm

1 stop6h 45m

Milwaukee-Mitchell

Thu 2/5

8:00 am-3:04 pm

1 stop9h 04m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Fri 2/13

2:10 pm-10:28 pm

1 stop6h 18m

Milwaukee-Mitchell

Sun 2/15

9:44 am-3:39 pm

1 stop7h 55m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Tue 4/7

10:40 pm-9:27 am

1 stop8h 47m

Milwaukee-Mitchell

Wed 4/8

5:00 pm-10:00 pm

1 stop7h 00m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Tue 2/17

8:02 am-5:00 pm

1 stop6h 58m

Milwaukee-Mitchell

Wed 2/18

3:05 pm-8:27 pm

1 stop7h 22m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Sat 2/14

6:30 am-2:56 pm

1 stop6h 26m

Milwaukee-Mitchell

Mon 2/16

5:00 am-9:52 am

1 stop6h 52m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Mon 12/29

6:15 am-4:43 pm

1 stop8h 28m

Milwaukee-Mitchell

Tue 1/6

5:06 pm-10:33 pm

1 stop7h 27m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/14

Showing 1-10 of 23 results
1
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Compare providers for flights from San Diego 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 San Diego to Milwaukee in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Diego-Milwaukee flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Diego-Milwaukee flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Diego-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-Milwaukee flights, Cheapflights users trust eDreams the most. eDreams 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 San Diego-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 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 November 14, 2025.

The best time to book flights from San Diego to Milwaukee is 58 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 $94). Flying from San Diego to Milwaukee in May is currently the most expensive (average of $173). 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 November 16, 2025.

It’s optimal to fly from San Diego to Milwaukee in the evening. By choosing this option you can save up to 56% on the cost of your flight, compared to a flight at noon.

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 November 2, 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. Sunday afternoons 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 November 16, 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

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

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

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

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
7.9
Good
8,010 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

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
9,017 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

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
11,051 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

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
8,143 reviews
Southwest
8.0
Very good
4,246 reviews

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Comfort

8.0

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.

  • How long is the flight from San Diego to Milwaukee?

    Airlines like Delta, American Airlines, and Southwest fly from San Diego to Milwaukee in about 5h 56m. The time it takes to get you to your destination can typically vary by up to 1h 39m. San Diego and Milwaukee are separated by a distance of 1735 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 United Airlines, with the lowest prices starting at $168 and $256, respectively. Frontier is currently priced 71% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from San Diego to Milwaukee one-way?

    $129 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and Alaska Airlines, with prices starting from $134 and $138, respectively.

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

    On average you can expect to pay $297 for a flight from San Diego to Milwaukee. The cheapest flight overall is $262 while the most popular route, (San Diego - Milwaukee-Mitchell) is currently priced at $257.

  • 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 $94). Flying from San Diego to Milwaukee in May is currently the most expensive (average of $173). 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
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for San Diego to Milwaukee

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$119Average$307FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$257FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$256Average$454FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$256Average$457FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$384FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$270Average$439FlexibilityNo cancel feeOn-time71%

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