SAN - MKE

$149 Find Cheap Flights from San Diego to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Diego to Milwaukee departing on 6/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Diego to Milwaukee, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$297
Typical prices: $547-$366
Southwest
Wed 6/17Wed 6/24
SAN - MKE • Non-stop
Cheapest one-way
$149
Typical prices: $182-$299
Southwest
Wed 6/10
SAN - MKE • Non-stop
Top airlines
Cheapest • from $297 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with Southwest. Average duration is 3h 58m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top layover airports
Cheapest • Avg $427 (round-trip)
Shortest trip • 5h 57m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 22% price drop
Most popular
Good to know
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Flight Deals

Cheap Flights from San Diego to Milwaukee (SAN-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Diego to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Diego to Milwaukee

Wed, Jun 17 - Wed, Jun 24
Southwest Logo
5:35 pm - 11:35 pm
SAN
-
MKE
4h 00mnonstop
Southwest Logo
2:45 pm - 4:55 pm
MKE
-
SAN
4h 10mnonstop
$297Southwest
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
7:55 am - 5:25 pm
SAN
-
MKE
7h 30m
1 stop
Southwest Logo
2:45 pm - 4:55 pm
MKE
-
SAN
4h 10mnonstop
$302Southwest
Tue, May 26 - Tue, Jun 9
Southwest Logo
6:45 am - 4:05 pm
SAN
-
MKE
7h 20m
1 stop
Southwest Logo
2:45 pm - 4:55 pm
MKE
-
SAN
4h 10mnonstop
$307Southwest
Wed, Jul 8 - Tue, Jul 21
Southwest Logo
5:35 pm - 11:35 pm
SAN
-
MKE
4h 00mnonstop
Southwest Logo
2:45 pm - 4:55 pm
MKE
-
SAN
4h 10mnonstop
$317Southwest
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
7:05 am - 4:40 pm
SAN
-
MKE
7h 35m
1 stop
Southwest Logo
8:10 am - 8:45 pm
MKE
-
SAN
14h 35m
2 stops
$318Southwest
Wed, Jul 8 - Wed, Jul 15
Southwest Logo
5:35 pm - 11:35 pm
SAN
-
MKE
4h 00mnonstop
Southwest Logo
6:10 am - 12:15 pm
MKE
-
SAN
8h 05m
1 stop
$322Southwest
Mon, Jun 1 - Tue, Jun 9
Southwest Logo
4:25 pm - 10:20 pm
SAN
-
MKE
3h 55mnonstop
Southwest Logo
2:45 pm - 4:55 pm
MKE
-
SAN
4h 10mnonstop
$325Southwest
Wed, May 27 - Wed, Jun 3
American Airlines Logo
7:15 am - 5:35 pm
SAN
-
MKE
8h 20m
1 stop
American Airlines Logo
7:18 am - 2:20 pm
MKE
-
SAN
9h 02m
1 stop
$327American Airlines
Mon, Jun 1 - Tue, Jun 9
Southwest Logo
4:25 pm - 10:20 pm
SAN
-
MKE
3h 55mnonstop
Southwest Logo
12:25 pm - 5:10 pm
MKE
-
SAN
6h 45m
1 stop
$330Southwest
Mon, Jun 8 - Wed, Jun 10
Southwest Logo
9:55 pm - 8:50 am
SAN
-
MKE
8h 55m
1 stop
Southwest Logo
2:45 pm - 4:55 pm
MKE
-
SAN
4h 10mnonstop
$331Southwest
Booking Insights

KAYAK's insights & trends for San Diego to Milwaukee flights

Get data-powered insights and trends into flights from San Diego to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from San Diego to Milwaukee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San Diego to Milwaukee departing in June.

What’s the cheapest day of the week to fly from San Diego to Milwaukee?

The average price of all round-trip flights from San Diego to Milwaukee clicked on KAYAK for each day over the last 12 months.

When flying from San Diego to Milwaukee, you should consider leaving on a Friday and avoid Sundays if you are looking for the best rates. For your return to San Diego, you’ll find the best rates on Thursdays and the most expensive ones on Wednesdays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Diego to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Diego to Milwaukee is September, where tickets cost $309 (return) on average. On the other hand, the most expensive months are June and July, where the average cost of round-trip tickets is $476 and $476 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Diego to Milwaukee, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San Diego to Milwaukee, you should book around 4 weeks before departure, which saves you about 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$149
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from San Diego to Milwaukee

When to book flights from San Diego to Milwaukee

Are your dates flexible? Find out the best times to travel from San Diego to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from San Diego to Milwaukee

  • What services does United Airlines offer business class passengers on flights from San Diego to Milwaukee?

    Business class passengers have priority access to check-in, boarding, and baggage handling services for United Airlines flights from San Diego to Milwaukee. They can skip longer lines and enjoy quicker services. They can also access United's lounges at the airport, where they get to work, relax, and enjoy complimentary snacks, food, and drinks.

  • Can I change my booking for flights from San Diego to Milwaukee?

    Yes, it is possible to change your booking for flights from San Diego to Milwaukee. Alaska Airlines, for instance, charges a change fee for most flight changes. The fee amount depends on the ticket type you have purchased. You may also need to pay any difference in fare if the new flight you select is more expensive than your original flight.

  • How do I get from Milwaukee Airport to the city center?

    Taking a taxi from MKE is a straightforward option. There is a taxi stand outside the airport. Several shuttle services operate from the airport to downtown Milwaukee. Some of these services include GO Riteway, Milwaukee Airport Shuttle Service, and Airport Service Inc. Milwaukee County Transit System (MCTS) also operates several bus routes that connect the airport to downtown Milwaukee. The most convenient route is the GreenLine, which runs every 15 minutes and stops at several downtown locations.

  • What seat selection options are available on Southwest Airlines flights from San Diego to Milwaukee?

    Southwest Airlines has an open seating policy, which allows passengers to select their seats on a first-come, first-served basis. Instead of assigned seats, Southwest offers a boarding group and position system to determine when passengers can board the aircraft and choose their seats. However, passengers can purchase EarlyBird Check-In for an additional fee, which allows them to be automatically checked in before general check-in begins, providing an earlier boarding position.

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

    In the last 3 days, the lowest price for a flight from San Diego to Milwaukee was $149 for a one-way ticket and $297 for a round-trip.

  • Do I need a passport to fly between San Diego and Milwaukee?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from San Diego to Milwaukee?

    Alaska Airlines, and Hawaiian Airlines offer inflight Wi-Fi service on the San Diego to Milwaukee flight route.

  • Which aircraft models fly most regularly from San Diego to Milwaukee?

    The Boeing 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the San Diego to Milwaukee flight route.

  • Which airline alliances offer flights from San Diego to Milwaukee?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between San Diego and Milwaukee, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from San Diego to Milwaukee?

    There are nonstop flights from San Diego to Milwaukee on a daily basis.

  • Which is the best airline for flights from San Diego to Milwaukee, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from San Diego to Milwaukee are Southwest and Delta. With an average price for the route of $433 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $340 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from San Diego to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Diego to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Diego to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from San Diego is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Diego to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to San Diego with another airline. Booking your flights between San Diego and MKE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Diego to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from San Diego up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from San Diego to Milwaukee

  • Looking for a cheap flight? 25% of our users found flights on this route for $258 or less one-way and $517 or less round-trip.
  • There are two terminals at San Diego Airport (SAN). Terminal 1 serves domestic flights operated by Southwest Airlines, Frontier Airlines, Allegiant Air, and Spirit Airlines which all offer flights from San Diego to Milwaukee. It is divided into two sections: Terminal 1 East and Terminal 1 West.
  • Delta Airlines offers several services designed to make air travel more comfortable and accessible for passengers with reduced mobility on flights from San Diego (SAN) to Milwaukee (MKE). The airline provides wheelchair assistance from check-in to boarding and deplaning.
  • Frontier Airlines allows cats and dogs to travel on their flights from San Diego to Milwaukee. You must reserve your pet's spot either online or by calling their customer service line. It is important to book your pet's flight early because only a limited number of pets are allowed on each flight.
  • Alaska Airlines offers flights from San Diego to Milwaukee and has invested in modernizing its fleet by replacing older aircraft with more fuel-efficient ones. This has helped the airline reduce its carbon footprint and improve fuel efficiency.
  • Passengers looking for a budget-friendly option for flights from San Diego to Milwaukee should consider Spirit Airlines. It is a low-cost airline and is known for offering affordable airfare and charging extra fees for additional services such as checked baggage, seat selection, and refreshments onboard.

Prefer to fly direct from San Diego to Milwaukee?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from San Diego to Milwaukee-Mitchell.
Find which airlines fly direct from San Diego Airport to Milwaukee-Mitchell Airport, which days they fly and book direct flights.

Direct departures

San Diego to Milwaukee-Mitchell

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Milwaukee-Mitchell to San Diego

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top 5 airlines serving from San Diego to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from San Diego to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Diego to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4305 reviews
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

No screens or meal options. Freezing cold. Dirty seats. Left late.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

OK, we were delayed and had to de plane and reboard.

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

Boarding gate at LAX was too crowded—two gates next to one another

On time departure and early arrival. Flight attendant very nice.

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

there are no options s for snack besides cookies would ve nice to have a salty option n

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

Remind customers of the need to have passport or new ID for boarding.

The flight never took off and we spent 7 hours at the airport

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Everything you need to know for your flight from San Diego to Milwaukee

Information on your arrival and departure airports