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$101+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — MKE
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheapflights Tip: The best prices from San Diego to Milwaukee-Mitchell are usually found in March or September, booked 58 days in advance, depart on a Tuesday or Monday and return on a Wednesday

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 February 18, 2026.

This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:25 am
SAN
-
MKE
1 stop10h 34m
Frontier
Mon 4/207:37 pm
MKE
-
SAN
1 stop6h 24m
Frontier
Deal found 2/16$190
This Travelocity deal was found by Cheapflights users on 2/17. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:00 pm
SAN
-
MKE
1 stop8h 58m
Multiple Airlines
Mon 5/117:37 pm
MKE
-
SAN
1 stop6h 24m
Multiple Airlines
Deal found 2/17$234
This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:25 am
SAN
-
MKE
1 stop10h 34m
Multiple Airlines
Sun 4/267:00 am
MKE
-
SAN
1 stop8h 27m
Multiple Airlines
Deal found 2/16$239
This Frontier deal was found by Cheapflights users on 2/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:25 am
SAN
-
MKE
1 stop10h 34m
Frontier
Fri 5/157:37 pm
MKE
-
SAN
1 stop6h 24m
Frontier
Deal found 2/14$261
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Fri 3/62:18 pm
SAN
-
MKE
1 stop7h 03m
American Airlines
Tue 3/176:44 am
MKE
-
SAN
1 stop7h 57m
American Airlines
Deal found 2/18$277
This United Airlines deal was found by Cheapflights users on 2/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2111:30 am
SAN
-
MKE
2 stops8h 14m
United Airlines
Wed 2/258:28 am
MKE
-
SAN
1 stop6h 29m
United Airlines
Deal found 2/17$282
This United Airlines deal was found by Cheapflights users on 2/18. 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.
Tue 3/246:30 am
SAN
-
MKE
1 stop6h 12m
United Airlines
Tue 3/314:13 pm
MKE
-
SAN
1 stop7h 17m
United Airlines
Deal found 2/18$294
This Southwest deal was found by Cheapflights users on 2/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:45 pm
SAN
-
MKE
1 stop8h 40m
Southwest
Mon 4/202:25 pm
MKE
-
SAN
Nonstop4h 20m
Southwest
Deal found 2/16$305
This Delta deal was found by Cheapflights users on 2/18. 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 4/1411:40 am
SAN
-
MKE
2 stops9h 06m
Delta
Fri 4/175:48 pm
MKE
-
SAN
1 stop7h 50m
Delta
Deal found 2/18$309
This Southwest deal was found by Cheapflights users on 2/18. 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 3/2410:40 pm
SAN
-
MKE
1 stop8h 10m
Southwest
Tue 3/315:30 am
MKE
-
SAN
2 stops8h 05m
Southwest
Deal found 2/18$310
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Sun 3/2210:35 pm
SAN
-
MKE
1 stop7h 14m
American Airlines
Tue 3/243:05 pm
MKE
-
SAN
1 stop9h 25m
American Airlines
Deal found 2/18$318

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 February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$190
(Expedia)

One-way from

$101
(Frontier)

Popular in

June

Cheapest in

March

Average price

$366

Good round-trip deal

$359 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 ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip 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 February 18, 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

Thu 4/30

10:40 pm-7:49 am

1 stop7h 09m

Milwaukee-Mitchell

Tue 5/5

6:49 am-11:25 am

1 stop6h 36m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Thu 4/30

1:00 pm-11:58 pm

1 stop8h 58m

Milwaukee-Mitchell

Tue 5/5

7:00 am-3:53 pm

1 stop10h 53m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Tue 4/14

12:40 pm-9:21 pm

1 stop6h 41m

Milwaukee-Mitchell

Fri 4/17

5:32 pm-10:59 pm

1 stop7h 27m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Sat 2/21

2:10 pm-10:28 pm

1 stop6h 18m

Milwaukee-Mitchell

Wed 2/25

4:10 pm-10:35 pm

1 stop8h 25m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Wed 3/4

11:30 am-9:06 pm

1 stop7h 36m

Milwaukee-Mitchell

Sun 3/8

5:00 am-9:47 am

1 stop6h 47m

$277

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Wed 2/25

11:30 am-9:44 pm

2 stops8h 14m

Milwaukee-Mitchell

Sat 2/28

5:00 am-9:47 am

1 stop6h 47m

$282

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Wed 4/29

11:01 am-9:21 pm

2 stops8h 20m

Milwaukee-Mitchell

Fri 5/1

5:53 pm-10:16 pm

1 stop6h 23m

$282

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Fri 4/17

4:25 pm-10:20 pm

Nonstop3h 55m

Milwaukee-Mitchell

Mon 4/20

2:25 pm-4:45 pm

Nonstop4h 20m

$305

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Tue 4/14

9:40 am-7:30 pm

1 stop7h 50m

Milwaukee-Mitchell

Fri 4/17

2:25 pm-4:45 pm

Nonstop4h 20m

$305

San DiegoMilwaukee

SAN - MKE

SANMKE

San Diego

Mon 4/20

6:25 am-6:59 pm

1 stop10h 34m

$101

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 17 results
1
2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Diego-Milwaukee flight deals on Cheapflights vs. FlightHub >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 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 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 February 13, 2026.

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, April is the cheapest month in which you can book a flight from San Diego to Milwaukee (average of $97). Flying from San Diego to Milwaukee in May is currently the most expensive (average of $154). 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 February 18, 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 February 18, 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
4,293 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

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
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

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
8,208 reviews
Southwest
8.0
Very good
4,293 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

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
9,315 reviews
Southwest
8.0
Very good
4,293 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

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
11,307 reviews
Southwest
8.0
Very good
4,293 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

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
8,469 reviews
Southwest
8.0
Very good
4,293 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

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 United Airlines and Alaska Airlines fly from San Diego to Milwaukee in about 7h 09m. The time it takes to get you to your destination can typically vary by up to 1h 49m. 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 Southwest, with the lowest prices starting at $175 and $247, respectively. Frontier is currently priced 72% 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 Alaska Airlines, with prices starting from $101 and $114, respectively.

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

    On average you can expect to pay $413 for a flight from San Diego to Milwaukee. The cheapest flight overall is $222 while the most popular route, (San Diego - Milwaukee-Mitchell) is currently priced at $234.

  • 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, April is the cheapest month in which you can book a flight from San Diego to Milwaukee (average of $97). Flying from San Diego to Milwaukee in May is currently the most expensive (average of $154). 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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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 February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$107Average$282FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$175Average$254FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$247Average$435FlexibilityNo cancel feeOn-time63%
DeltaCheapest$249Average$332FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$256Average$447FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$270Average$411FlexibilityNo cancel feeOn-time71%

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