MKE - SJO

$260 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
$434
Typical prices: $552-$843
American Airlines
Fri 1/19Sun 1/28
MKE - SJO • 1 stop
Cheapest one-way
$260
Typical prices: $249-$368
Delta
Sun 9/30
MKE - SJO • 1 stop
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 41% compared to booking last minute.
Insights
Insights
When to travel
May
Cheapest • 22% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Orlando (MCO)
Cheapest • Avg $656 (round-trip)
Charlotte Douglas (CLT)
Shortest trip • 8h 12m (one-way)
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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

Tue, Jan 19 - Thu, Jan 28
American Airlines Logo
6:52 am - 7:55 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
13h 03m1 stop Dallas/Fort Worth
American Airlines Logo
6:20 am - 11:14 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
16h 54m1 stop Miami
$434American Airlines
Mon, Jan 25 - Wed, Feb 3
American Airlines Logo
7:51 am - 9:04 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
13h 13m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
6:20 am - 10:29 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
16h 09m2 stops Miami Chicago O'Hare Intl
$439American Airlines
Sun, Jan 24 - Tue, Feb 2
Delta Logo
10:25 am - 10:05 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
11h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:05 am - 5:45 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
10h 40m1 stop Atlanta Hartsfield-Jackson
$488Delta
Wed, Jan 20 - Thu, Jan 28
Delta Logo
5:55 am - 10:05 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
16h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:10 pm - 11:49 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
9h 39m1 stop Atlanta Hartsfield-Jackson
$488Delta
Mon, Jan 18 - Thu, Jan 28
United Airlines Logo
8:00 am - 6:16 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
10h 16m1 stop Houston George Bush Intcntl
United Airlines Logo
1:25 pm - 11:11 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
9h 46m1 stop Chicago O'Hare Intl
$488United Airlines
Mon, Jan 18 - Thu, Jan 28
United Airlines Logo
5:00 am - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 15m1 stop Chicago O'Hare Intl
United Airlines Logo
8:45 am - 11:11 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
14h 26m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
$493United Airlines
Wed, Oct 28 - Thu, Nov 5
Southwest Logo
5:45 am - 12:05 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 20m1 stop Orlando
Southwest Logo
1:20 pm - 11:50 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
10h 30m1 stop Orlando
$528Southwest
Wed, Oct 28 - Thu, Nov 5
Southwest Logo
7:30 am - 7:40 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
13h 10m2 stops Dallas Love Field Houston Hobby
Southwest Logo
1:20 pm - 11:55 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
10h 35m2 stops Orlando Nashville Intl
$533Southwest
Mon, Jan 18 - Mon, Jan 25
Copa Airlines Logo
7:10 am - 8:17 amMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
25h 07m2 stops Chicago O'Hare Intl Panama City Tocumen Intl
Copa Airlines Logo
6:02 pm - 6:41 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
24h 39m2 stops Panama City Tocumen Intl Chicago O'Hare Intl
$621Copa Airlines
Fri, Jan 8 - Tue, Jan 19
Copa Airlines Logo
8:40 am - 8:17 amMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
23h 37m2 stops Chicago O'Hare Intl Panama City Tocumen Intl
Copa Airlines Logo
2:51 pm - 6:41 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
27h 50m2 stops Panama City Tocumen Intl Chicago O'Hare Intl
$621Copa 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 from Milwaukee to San José with more confidence.

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

Round-trip flights from Milwaukee to San José start at $434. Prices are below average for this route right now, with typical round-trip fares ranging from $552 to $843. The lowest price found in the past 5 days was $434 on American Airlines.

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

Wednesday is the cheapest day of the week to fly from Milwaukee to San José, it is 14% cheaper than the average day. Saturday is the most expensive day with flight prices 32% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is 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 ($778) 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 prices 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 41% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Key details for Milwaukee to San José flights

Low season

September

Cheapest flight

$260
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 2% 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

Your Milwaukee to San José flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

  • 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

  • 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) - 23% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 16% of one-stop connections
    • Dallas/Fort Worth (DFW) - 11% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 35% on the Milwaukee to San José route. Wednesday is the cheapest departure day at $586 round-trip on average, while Saturday is the most expensive at $897, a difference of $311. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in San José?

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

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 26% above the route average of $677. Book 16 weeks before departure for the lowest fares.

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

    A nonstop flight from Milwaukee to San José takes 0h 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 are flight prices from Milwaukee to San José looking right now?

    One-way fares from Milwaukee to San José are currently higher than usual. Average one-way flight prices are about $427, which is 40% above the typical average for this route.

  • 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 20m via Atlanta Hartsfield-Jackson (ATL) and 8h 32m 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 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:
    • Budget
    • Avis
    • Priceless
    • Routes Car & Truck Rentals
    • Payless

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

    Round-trip flights from Milwaukee to San José range from $552 to $843, with an average of $677 over the past 12 months. Anything below $552 counts as a good deal.

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 can be flexible, aim for a Wednesday departure instead of Saturday. On this route, Wednesday flights average $586 - about $311 less than Saturday (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 41% 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
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