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$112+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MKE
Jan 31 — Feb 71
Sat 1/31
Sat 2/7
1 adult, Economy
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Find cheap flights from San Diego 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.

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Cheapflights Tip: The best prices from San Diego to Milwaukee-Mitchell are usually found in September or November, booked 58 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap 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 January 1, 2026.

This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:56 amSAN - MKE
1 stop5h 57mUnited Airlines
Sun 1/44:11 pmMKE - SAN
1 stop6h 36mUnited Airlines
Deal found 12/30$451
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:56 amSAN - MKE
1 stop6h 59mUnited Airlines
Sat 1/36:36 amMKE - SAN
2 stops8h 23mUnited Airlines
Deal found 12/30$456
This Southwest deal was found by Cheapflights users on 12/30. 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.
Wed 12/318:40 amSAN - MKE
2 stops6h 50mSouthwest
Sun 1/46:20 amMKE - SAN
2 stops7h 40mSouthwest
Deal found 12/30$513
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:00 amSAN - MKE
2 stops11h 11mUnited Airlines
Mon 1/53:48 pmMKE - SAN
2 stops8h 44mUnited Airlines
Deal found 12/30$551

Find 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 January 1, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$254
(American Airlines)

One-way from

$112
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$581

Good one-way deal

$418 or less
Provider with most accurate pricing for San Diego-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Milwaukee-Mitchell flights.
Search Deals
From San Diego to Milwaukee-Mitchell
Search Deals
One-way flight from San Diego to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a one-way flight from San Diego to Milwaukee-Mitchell.
Search Deals

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 January 1, 2026.
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

Sat 1/31

6:15 am-2:25 pm

1 stop6h 10m

Milwaukee-Mitchell

Tue 2/3

12:07 pm-7:12 pm

1 stop9h 05m

$254

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 1/29

6:15 am-4:16 pm

1 stop8h 01m

Milwaukee-Mitchell

Sun 2/1

3:42 pm-10:45 pm

1 stop9h 03m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 2/12

6:30 am-2:57 pm

1 stop6h 27m

Milwaukee-Mitchell

Sun 2/15

6:00 am-11:38 am

1 stop7h 38m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 1/29

12:32 pm-9:59 pm

1 stop7h 27m

Milwaukee-Mitchell

Sun 2/1

4:30 pm-10:26 pm

1 stop7h 56m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Tue 5/12

6:15 am-6:02 pm

1 stop9h 47m

Milwaukee-Mitchell

Fri 5/15

5:00 pm-9:44 pm

1 stop6h 44m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Tue 2/24

6:30 am-2:57 pm

1 stop6h 27m

Milwaukee-Mitchell

Sat 2/28

8:00 am-1:47 pm

1 stop7h 47m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Fri 2/13

2:10 pm-10:28 pm

1 stop6h 18m

Milwaukee-Mitchell

Mon 2/16

6:00 am-11:38 am

1 stop7h 38m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Wed 1/28

1:51 pm-10:59 pm

1 stop7h 08m

Milwaukee-Mitchell

Wed 2/4

8:33 am-3:36 pm

1 stop9h 03m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Wed 1/21

12:11 pm-10:59 pm

1 stop8h 48m

Milwaukee-Mitchell

Sat 1/24

10:30 am-3:36 pm

1 stop7h 06m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 1/22

7:00 am-3:43 pm

1 stop6h 43m

Milwaukee-Mitchell

Sat 1/24

7:00 am-11:48 am

1 stop6h 48m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/1

Showing 1-10 of 21 results
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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 January.
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 December 26, 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 $92). Flying from San Diego to Milwaukee in May is currently the most expensive (average of $176). 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 January 1, 2026.

When flying from San Diego to Milwaukee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 1, 2026.
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
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,021 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,132 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,074 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,258 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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 popular is this San Diego to Milwaukee flight route?

    This flight path from San Diego to Milwaukee-Mitchell was viewed by 1 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

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

    Airlines like American Airlines, Delta, and United Airlines fly from San Diego to Milwaukee in about 6h 10m. The time it takes to get you to your destination can typically vary by up to 1h 51m. 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 $107. 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 73% below the average price you’ll pay for this route.

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

    $85 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $101 and $118, respectively.

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

    On average you can expect to pay $418 for a flight from San Diego to Milwaukee. The cheapest flight overall is $418 while the most popular route, (San Diego - Milwaukee-Mitchell) is currently priced at $277.

  • 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 $92). Flying from San Diego to Milwaukee in May is currently the most expensive (average of $176). 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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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 January 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$119Average$307FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$254FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$256Average$447FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$256Average$456FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$345FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$257Average$410FlexibilityNo cancel feeOn-time71%

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