MKE - SJO

$146 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 3/10. 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 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
$334
Typical prices: $501-$614
Delta
Sun 5/3Thu 5/7
MKE - SJO • 1 stop
Cheapest one-way
$146
Typical prices: $225-$350
United Airlines
Tue 3/10
MKE - SJO • 2 stops
Top airlines
Delta
Cheapest • from $334 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 25% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Sun, May 3 - Thu, May 7
Delta Logo
5:30 am - 11:56 am
MKE
-
SJO
7h 26m
1 stop
Delta Logo
1:25 pm - 11:56 pm
SJO
-
MKE
9h 31m
1 stop
$334Delta
Tue, Apr 14 - Tue, Apr 28
American Airlines Logo
6:39 am - 7:07 pm
MKE
-
SJO
13h 28m
2 stops
American Airlines Logo
6:30 am - 11:25 pm
SJO
-
MKE
15h 55m
2 stops
$339American Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
8:11 pm - 11:40 am
MKE
-
SJO
15h 29m
1 stop
Multiple Airlines Logo
11:35 am - 5:50 pm
SJO
-
MKE
29h 15m
1 stop
$353Multiple Airlines
Wed, May 13 - Wed, May 20
LATAM Airlines Logo
5:30 am - 12:04 pm
MKE
-
SJO
7h 34m
1 stop
LATAM Airlines Logo
1:25 pm - 11:56 pm
SJO
-
MKE
9h 31m
1 stop
$354LATAM Airlines
Wed, May 13 - Wed, May 20
American Airlines Logo
7:08 am - 9:36 pm
MKE
-
SJO
15h 28m
1 stop
American Airlines Logo
6:30 am - 11:29 pm
SJO
-
MKE
15h 59m
2 stops
$359American Airlines
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
8:11 pm - 11:40 am
MKE
-
SJO
15h 29m
1 stop
Multiple Airlines Logo
11:35 am - 5:50 pm
SJO
-
MKE
29h 15m
1 stop
$372Multiple Airlines
Mon, May 4 - Mon, May 11
American Airlines Logo
6:41 pm - 11:35 am
MKE
-
SJO
17h 54m
1 stop
American Airlines Logo
12:35 pm - 10:47 pm
SJO
-
MKE
9h 12m
1 stop
$384American Airlines
Thu, Apr 9 - Thu, Apr 16
American Airlines Logo
6:41 pm - 11:25 am
MKE
-
SJO
17h 44m
1 stop
American Airlines Logo
6:30 am - 10:57 pm
SJO
-
MKE
15h 27m
2 stops
$389American Airlines
Thu, Apr 9 - Thu, Apr 16
American Airlines Logo
6:41 pm - 11:25 am
MKE
-
SJO
17h 44m
1 stop
American Airlines Logo
11:35 pm - 10:23 pm
SJO
-
MKE
21h 48m
1 stop
$392American Airlines
Thu, Apr 9 - Thu, Apr 16
American Airlines Logo
6:00 am - 7:07 pm
MKE
-
SJO
14h 07m
2 stops
American Airlines Logo
11:35 pm - 10:23 pm
SJO
-
MKE
21h 48m
1 stop
$396American 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.

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

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

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 $467 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $939 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$146
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 2% increase in price.
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 $146 for a one-way ticket and $334 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, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Milwaukee to San José are Southwest and Delta. With an average price for the route of $701 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $613 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 4 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.
8.0
SouthwestOverall score based on 4294 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
Airline reviews

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

4.0 OkayAnonymous, Feb 2026
BOI - LAS
Read more Southwest reviews

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Delta flights recently are always delayed AND at jfk tney get the gates further away (need To walk 20’ to get to them/all the way at the end of the terminal). Not sure whats happening but price doesnt match experience!

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Once boarding started it was pretty quick. Food was inedible; cold and salty..

Entertainment kept turning itself off. Gave up on watching a movie.

Both the WIFI and entertainment did not work for 2.5h

The crew made our experience extremely bad. They were rude and didn’t have anything for kids.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

We lost a day of our vacation because AA did not get the plane to the gate on time. Even though the gate attendant was very clear that it was not weather related, AA would do nothing because there was some snow that day. They basically said the gate attendant was wrong even though she was on the front line of the situation and they were not.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

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

Information on your arrival and departure airports