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MKE - SJO

$288 Find Cheap Flights from Milwaukee to San José - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$435
Typical prices: $567-$862
American Airlines
Thu 12/6Sat 12/15
MKE - SJO • 1 stop
Cheapest one-way
$288
Typical prices: $252-$381
United Airlines
Fri 1/19
MKE - SJO • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Milwaukee and San José. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to book
16 weeks
in advance
Our data shows that travelers who book at least 16 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
When to travel
May
Cheapest • 25% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Charlotte Douglas (CLT)
Cheapest • Avg $667 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 8h 19m (one-way)
Insights
Insights
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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)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Milwaukee to San José

Sun, Dec 6 - Tue, Dec 15
American Airlines Logo
6:08 pm - 12:37 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
18h 29m1 stop Charlotte Douglas
American Airlines Logo
1:42 pm - 11:09 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
9h 27m1 stop Charlotte Douglas
$435American Airlines
Tue, Jan 19 - Wed, Jan 27
American Airlines Logo
4:14 pm - 12:20 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
20h 06m2 stops Dallas/Fort Worth Miami
American Airlines Logo
1:31 pm - 8:23 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
18h 52m2 stops Charlotte Douglas Chicago O'Hare Intl
$439American Airlines
Mon, Feb 8 - Thu, Feb 11
Southwest Logo
7:55 pm - 1:45 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
17h 50m2 stops Orlando Houston Hobby
Southwest Logo
1:50 pm - 11:30 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
9h 40m1 stop Baltimore/Washington
$487Southwest
Mon, Feb 8 - Thu, Feb 11
Southwest Logo
7:55 pm - 1:45 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
17h 50m2 stops Orlando Houston Hobby
Southwest Logo
1:50 pm - 11:30 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
9h 40m1 stop Baltimore/Washington
$533Southwest
Wed, Feb 3 - Fri, Feb 5
Delta Logo
12:20 pm - 10:05 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
9h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:05 am - 2:54 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
7h 49m1 stop Atlanta Hartsfield-Jackson
$545Delta
Mon, Feb 15 - Fri, Feb 19
GOL Logo
5:43 pm - 2:32 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
20h 49m2 stops Dallas/Fort Worth Miami
GOL Logo
12:30 am - 11:54 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
11h 24m1 stop Dallas/Fort Worth
$569GOL
Mon, Feb 15 - Fri, Feb 19
GOL Logo
5:43 pm - 2:32 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
20h 49m2 stops Dallas/Fort Worth Miami
GOL Logo
12:30 am - 1:47 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
13h 17m2 stops Dallas/Fort Worth Chicago O'Hare Intl
$569GOL
Wed, Feb 3 - Mon, Feb 8
Delta Logo
12:20 pm - 10:05 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
9h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:05 am - 9:08 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
14h 03m1 stop Atlanta Hartsfield-Jackson
$570Delta
Wed, Feb 3 - Fri, Feb 5
United Airlines Logo
7:39 am - 7:53 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
12h 14m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
1:25 pm - 11:15 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
9h 50m1 stop Chicago O'Hare Intl
$619United Airlines
Wed, Jan 27 - Fri, Feb 5
United Airlines Logo
7:39 am - 8:39 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
13h 00m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
2:25 pm - 10:45 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
8h 20m1 stop Houston George Bush Intcntl
$639United Airlines
Booking Insights

Price, demand and travel trends for Milwaukee to San José flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Milwaukee to San José typically range from $567 to $862. The lowest price found in the past 5 days was $435, on American Airlines.

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

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Milwaukee to San José. It’s 17% cheaper than the average day, while Saturday is the most expensive, with prices 28% higher.

What’s the cheapest month to fly from Milwaukee to San José?

•May is the cheapest month to fly from Milwaukee to San José at $525 round-trip.
•December ($910) and August ($881) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 73% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Milwaukee to San José the cheapest?

Flights from Milwaukee to San José are cheapest 16 weeks before departure. Booking in this window typically costs about 42% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Milwaukee to San José flights

Low season

June

Cheapest flight

$288
Beat the crowds with an average 59% drop in travelers.
The most popular month to fly with an average 90% increase in travelers.
One-way 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

Your Milwaukee to San José flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Milwaukee to San José?

    Two cabin classes are available on flights from Milwaukee to San José:

    • Economy Class
    • First Class

  • How long is a flight from Milwaukee to San José?

    A nonstop flight from Milwaukee to San José takes 00m, covering 2,286 miles.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How much should I expect to pay for a Milwaukee to San José flight?

    Round-trip flights from Milwaukee to San José range from $567 to $862, with an average of $698 over the past 12 months. Anything below $567 counts as a good deal.

  • How expensive are last-minute Milwaukee to San José flights?

    Last-minute fares on this route (booked within two weeks of departure) run 24% above the $698 route average. Book 16 weeks before departure for the lowest fares.

  • How are flight prices from Milwaukee to San José looking right now?

    One-way fares from Milwaukee to San José are currently in line with typical prices for this route. Average one-way fares are about $336.

  • What car rental options are available at San José Juan Santamaria Intl Airport (SJO)?

    San José Juan Santamaria Intl Airport (SJO) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:

    • Priceless
    • Avis
    • Budget
    • Routes Car & Truck Rentals
    • Payless

  • Which airports can I use when flying from Milwaukee to San José?

    Flights from Milwaukee to San José usually depart from Milwaukee-Mitchell (MKE) and arrive at San José Juan Santamaria Intl (SJO).

  • Which airports do connecting flights from Milwaukee to San José pass through?

    One-stop flights from Milwaukee to San José most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 40% of one-stop connections
    • Orlando (MCO) - 27% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 14% of one-stop connections
    • Dallas/Fort Worth (DFW) - 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Milwaukee to San José?

    Yes. Flexible dates can save you up to 35% on flights from Milwaukee to San José. Wednesday is the cheapest departure day at $586 round-trip on average, while Saturday is the most expensive at $896, a difference of $310.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Milwaukee to San José?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 8h 12m, compared with 8h 19m via Atlanta Hartsfield-Jackson (ATL) and 8h 35m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Milwaukee and San José?

    San José is 1 hour behind Milwaukee (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in San José?

    Some of the most popular sights in San José are Parque Metropolitano La Sabana, Estadio Nacional de Costa Rica and Museo de Oro. These are among the most viewed places in San José on KAYAK.

Your guide to booking Milwaukee to San José flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Saturday. On this route, Wednesday flights average $586, about $310 less than Saturday fares (35% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 16 weeks before you fly. On this route, that window historically saves about 42% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Milwaukee to San José trip for May. Fares historically average $525 round-trip in that month - typically $385 less than the most expensive month, which is December (based on the last 12 months).

More options for your flight from Milwaukee to San José

Complete your trip to San José with a hotel stay or car rental

Car rentals in San José
Hotels in San José
Vacations in San José