MKE - SJO

$369 Find Cheap Flights from Milwaukee to San José

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to San José departing on 12/22. 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 San José

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

Cheapest round-trip
$389
Overall average: $672
Multiple Airlines
Tue 2/17Tue 3/3
MKE - SJO • 1 stop
Cheapest one-way
$369
Typical prices: $142-$494
Spirit Airlines
Mon 12/22
MKE - SJO • 1 stop
Top airlines
American Airlines
Cheapest • from $398 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 16% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Milwaukee to San José (MKE-SJO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to San José 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 Milwaukee to San José

Tue, Feb 17 - Tue, Mar 3
Multiple Airlines Logo
4:39 pm - 11:40 am
MKE
-
SJO
19h 01m1 stop
Multiple Airlines Logo
12:35 pm - 3:44 pm
SJO
-
MKE
27h 09m1 stop
$389Multiple Airlines
Fri, Feb 20 - Tue, Mar 3
Multiple Airlines Logo
10:38 am - 11:40 am
MKE
-
SJO
25h 02m1 stop
Multiple Airlines Logo
12:35 pm - 3:44 pm
SJO
-
MKE
27h 09m1 stop
$390Multiple Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
7:32 am - 10:30 pm
MKE
-
SJO
14h 58m1 stop
American Airlines Logo
7:09 am - 6:26 pm
SJO
-
MKE
11h 17m1 stop
$398American Airlines
Wed, Feb 18 - Tue, Mar 3
Multiple Airlines Logo
4:39 pm - 11:40 am
MKE
-
SJO
19h 01m1 stop
Multiple Airlines Logo
12:35 pm - 3:44 pm
SJO
-
MKE
27h 09m1 stop
$399Multiple Airlines
Fri, Feb 20 - Wed, Mar 4
Multiple Airlines Logo
10:38 am - 11:40 am
MKE
-
SJO
25h 02m1 stop
Multiple Airlines Logo
12:35 pm - 6:42 pm
SJO
-
MKE
30h 07m1 stop
$400Multiple Airlines
Sat, Feb 21 - Mon, Mar 2
Multiple Airlines Logo
8:10 pm - 11:40 am
MKE
-
SJO
15h 30m1 stop
Multiple Airlines Logo
12:35 pm - 3:44 pm
SJO
-
MKE
27h 09m1 stop
$401Multiple Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
7:32 am - 10:30 pm
MKE
-
SJO
14h 58m1 stop
American Airlines Logo
8:00 am - 10:05 pm
SJO
-
MKE
14h 05m2 stops
$402American Airlines
Tue, Feb 17 - Thu, Feb 26
Delta Logo
1:35 pm - 10:02 pm
MKE
-
SJO
8h 27m1 stop
Delta Logo
7:00 am - 11:48 pm
SJO
-
MKE
16h 48m1 stop
$408Delta
Mon, Jan 19 - Mon, Jan 26
Multiple Airlines Logo
7:37 pm - 11:37 am
MKE
-
SJO
16h 00m1 stop
Multiple Airlines Logo
1:30 pm - 5:58 pm
SJO
-
MKE
28h 28m2 stops
$413Multiple Airlines
Mon, Jan 19 - Mon, Jan 26
American Airlines Logo
1:04 pm - 10:30 pm
MKE
-
SJO
9h 26m1 stop
American Airlines Logo
6:38 am - 9:59 pm
SJO
-
MKE
15h 21m1 stop
$418American Airlines
Booking Insights

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

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

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

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

Your flight ticket price will generally be cheaper if you fly to San José on a Tuesday and more expensive on a Saturday. On your return trip to Milwaukee, you should consider flying back on a Tuesday, and avoid Fridays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to San José, 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 Milwaukee to San José is September, where tickets cost $552 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $928 and $724 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to San José, 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 Milwaukee to San José, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$369
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Milwaukee to San José

When to book flights from Milwaukee to San José

Are your dates flexible? Find out the best times to travel from Milwaukee to San José 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 Milwaukee to San José

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

    In the last 3 days, the lowest price for a flight from Milwaukee to San José was $272 for a one-way ticket and $389 for a round-trip.

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

    Yes, you’ll need a passport to travel to San José from Milwaukee.

  • Which airports will I be using when flying from Milwaukee to San José?

    On your way to San José, you’ll fly out from Milwaukee-Mitchell. You’ll be landing at San José Juan Santamaria Intl.

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

    We unfortunately don’t have that data for this specific route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Milwaukee to San José are Delta and Southwest. With an average price for the route of $690 and an overall rating of 7.9, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $682 and an overall rating of 7.9.

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

    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 Milwaukee to San José.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José from Milwaukee 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 Milwaukee to San José?

    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 San José with an airline and back to Milwaukee with another airline. Booking your flights between Milwaukee and SJO 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 Milwaukee to San José?

    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 San José from Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to San José. 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 Milwaukee to San José? 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 4252 reviews
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Not great experience - we were super late boarding due to issues with aircraft. Then when we finally all got onboard and seated and they started taxiing out to the runway they just stopped then turned around and went back to the airport. Apparently the crew “ran out of time” to legally fly us. They mentioned that they were about 2 minutes away from taking off. I understand the rules and safety but kinda wonder why they would have bothered boarding us in the first place? Had to go all the way back and de plane and then wait in a HUGE line to get a hotel (this is somewhere around 2:30am) finally got to hotel by Uber (no shuttle after 20min so gave up) and they ended up putting us all back on the same aircraft at 10am next morning so got about 2.5 hours sleep. They did give us. $250 credit, but it was a São Paulo Brazil flight out of Dulles. The flight and everything was fine.

United overall experience is great these days. Airport experience was very organized. Staff on flight were great. App and information as good as it gets.

United have really come back. Airport and boarding process is clear and good, app and information also very good

They charged a fee for 1st bag checked. Others in same party were free.

Flight was delayed 8 times. We were sitting at the airport for 14 hours. We got 2 hours of sleep (if that) on what was not meant to be a red-eye.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very bad! They kept delaying my flight and wouldn’t do anything about it

They brought an empty plane to the gate. Then a flight delay was announced for maintenance and waiting on a part. I was then put on a flight to San Francisco instead with a connecting flight to my final destination. Arrived at my final destination 2 hours late.

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

Honestly horrible. The plane on the way back was delayed 6 times with no explanation on why. When I asked for a refund or some money back because I had to miss a day of work because of the desk, they told me no. Because of how poorly it was handled I will most likely never take spirit again

I love a flight without turbulence and you guys deliver It’d be nice to have comfier seats and maybe some inflight entertainment and snacks but that’s for Delta

30 minute delay, Also there was a medical emergency on the flight. The flight crew was on top of the situation and assisted the medical professionals that happened to be on the flight.

This was my first time on a budget airline and I couldn't even sit down all the way because my knees would embed in the seat in front of me. I'm only 6' tall with a 32" inseam. There's no upside other than y'all are cheap. I'm glad it was only a 2 hour flight. Lesson learned! I get why everybody talks down on budget airlines. The staff was outstanding, the flight went as well as possible, great pilot, great boarding, smooth sailing. Zero chance I'll be back though.

Everything was smoothly and convenient! Just stay in this way!

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Terrible Airline I will never fly that airline again. Shame on you for recommending them.

Flight was canceled, huge lines to get baggage returned. Most other airlines had delays but not widespread cancellations like Spirit.

never ever fly spirit airlines you will be screwed in the end

I didn't eat, so I can't rate the food. Delayed set off was beyond

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

Information on your arrival and departure airports