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Cheap flights from Milwaukee to San José from $234

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to San José departing on 9/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Milwaukee to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
Delta Logo
1:25 pm - 11:25 pm
SJO
-
MKE
9h 00m
1 stop
$510Delta
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
6:22 am - 6:30 pm
MKE
-
SJO
13h 08m
2 stops
American Airlines Logo
1:05 pm - 10:01 am
SJO
-
MKE
19h 56m
2 stops
$515American Airlines
Wed, Sep 9 - Thu, Sep 24
Southwest Logo
6:40 am - 6:40 pm
MKE
-
SJO
13h 00m
2 stops
Southwest Logo
9:00 am - 8:45 pm
SJO
-
MKE
10h 45m
1 stop
$516Southwest
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
7:24 am - 6:30 pm
MKE
-
SJO
12h 06m
2 stops
American Airlines Logo
1:05 pm - 12:16 pm
SJO
-
MKE
22h 11m
2 stops
$525American Airlines
Wed, Sep 9 - Thu, Sep 24
Southwest Logo
6:05 am - 12:45 pm
MKE
-
SJO
7h 40m
1 stop
Southwest Logo
9:00 am - 8:45 pm
SJO
-
MKE
10h 45m
1 stop
$534Southwest
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
5:09 am - 6:30 pm
MKE
-
SJO
14h 21m
2 stops
American Airlines Logo
12:57 pm - 11:32 am
SJO
-
MKE
21h 35m
1 stop
$535American Airlines
Wed, Sep 9 - Thu, Sep 24
Delta Logo
6:43 pm - 11:49 am
MKE
-
SJO
18h 06m
1 stop
Delta Logo
1:25 pm - 11:25 pm
SJO
-
MKE
9h 00m
1 stop
$561Delta
Fri, Aug 21 - Wed, Sep 23
Southwest Logo
6:05 am - 12:45 pm
MKE
-
SJO
7h 40m
1 stop
Southwest Logo
9:00 am - 11:35 pm
SJO
-
MKE
13h 35m
1 stop
$563Southwest
Tue, Sep 29 - Sun, Oct 11
Southwest Logo
7:40 am - 6:40 pm
MKE
-
SJO
12h 00m
2 stops
Southwest Logo
9:30 am - 7:20 pm
SJO
-
MKE
8h 50m
1 stop
$568Southwest
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
7:00 am - 1:52 pm
MKE
-
SJO
7h 52m
1 stop
American Airlines Logo
1:29 pm - 10:59 pm
SJO
-
MKE
8h 30m
1 stop
$574American Airlines
Wed, Aug 12 - Mon, Aug 17

United Airlines flights from Milwaukee to San José

Our best United Airlines deals on Milwaukee to San José flight tickets
United Airlines
Jun 3
MKE8:00 amMilwaukee-Mitchell
12h 37m
1 stop
SJO7:37 pmSan José Juan Santamaria Intl
Jun 7
SJO12:30 amSan José Juan Santamaria Intl
8h 35m
1 stop
MKE10:05 amMilwaukee-Mitchell
$604
United Airlines
Jun 11
MKE8:00 amMilwaukee-Mitchell
12h 37m
1 stop
SJO7:37 pmSan José Juan Santamaria Intl
Jun 16
SJO12:30 amSan José Juan Santamaria Intl
8h 35m
1 stop
MKE10:05 amMilwaukee-Mitchell
$612
United Airlines
Jun 10
MKE8:00 amMilwaukee-Mitchell
15h 39m
1 stop
SJO10:39 pmSan José Juan Santamaria Intl
Jun 16
SJO12:30 amSan José Juan Santamaria Intl
8h 35m
1 stop
MKE10:05 amMilwaukee-Mitchell
$650

American Airlines flights from Milwaukee to San José

Our best American Airlines deals on Milwaukee to San José flight tickets
American Airlines
Sep 9
MKE6:22 amMilwaukee-Mitchell
13h 08m
2 stops
SJO6:30 pmSan José Juan Santamaria Intl
Sep 24
SJO1:05 pmSan José Juan Santamaria Intl
19h 56m
2 stops
MKE10:01 amMilwaukee-Mitchell
$515
American Airlines
Sep 9
MKE7:24 amMilwaukee-Mitchell
12h 06m
2 stops
SJO6:30 pmSan José Juan Santamaria Intl
Sep 24
SJO1:05 pmSan José Juan Santamaria Intl
22h 11m
2 stops
MKE12:16 pmMilwaukee-Mitchell
$525
American Airlines
Sep 9
MKE5:09 amMilwaukee-Mitchell
14h 21m
2 stops
SJO6:30 pmSan José Juan Santamaria Intl
Sep 24
SJO12:57 pmSan José Juan Santamaria Intl
21h 35m
1 stop
MKE11:32 amMilwaukee-Mitchell
$535

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 14, 2026.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:55 am-11:56 am

1 stop7h 01m

San José Juan Santamaria Intl

Thu 9/24

1:25 pm-11:25 pm

1 stop9h 00m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

6:22 am-6:30 pm

2 stops13h 08m

San José Juan Santamaria Intl

Thu 9/24

1:05 pm-10:01 am

2 stops19h 56m

$515

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

6:40 am-6:40 pm

2 stops13h 00m

San José Juan Santamaria Intl

Thu 9/24

9:00 am-8:45 pm

1 stop10h 45m

$516

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

7:24 am-6:30 pm

2 stops12h 06m

San José Juan Santamaria Intl

Thu 9/24

1:05 pm-12:16 pm

2 stops22h 11m

$525

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

6:05 am-12:45 pm

1 stop7h 40m

San José Juan Santamaria Intl

Thu 9/24

9:00 am-8:45 pm

1 stop10h 45m

$534

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:09 am-6:30 pm

2 stops14h 21m

San José Juan Santamaria Intl

Thu 9/24

12:57 pm-11:32 am

1 stop21h 35m

$535

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 8/21

6:43 pm-11:49 am

1 stop18h 06m

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-11:25 pm

1 stop9h 00m

$561

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/29

6:05 am-12:45 pm

1 stop7h 40m

San José Juan Santamaria Intl

Sun 10/11

9:00 am-11:35 pm

1 stop13h 35m

$563

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/1

7:40 am-6:40 pm

2 stops12h 00m

San José Juan Santamaria Intl

Sat 9/5

9:30 am-7:20 pm

1 stop8h 50m

$568

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 8/12

7:00 am-1:52 pm

1 stop7h 52m

San José Juan Santamaria Intl

Mon 8/17

1:29 pm-10:59 pm

1 stop8h 30m

$574

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San José from

How to get the cheapest flight ticket from Milwaukee to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Milwaukee and San José?

What is the cheapest month to fly to San José?

In general, May is the cheapest month to fly from Milwaukee to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $559. If you don’t want to visit San José in May, then you should wait until August to fly from Milwaukee, when ticket prices are also cheap, with an average price of $566.

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

You are more likely to see cheaper flights to San José from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to San José for around $670 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José from Milwaukee for as low as $534 on momondo.

How have Milwaukee to San José flight prices changed over time?

As of May 2026, prices for Milwaukee to San José flights are approximately 81% more expensive when compared to flights at the same time last year.

When to book flights from Milwaukee to San José

Are you open to changing your travel dates? Check out the ideal times to fly from Milwaukee to San José according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Milwaukee to San José (MKE to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to San José

Fastest flight time

6h 59m

Direct flights

None
The fastest flight from Milwaukee to San José takes 6h 59m
There are no direct flights from Milwaukee to San José. There are no popular flight routes from Milwaukee to San José.
Search flight deals

Frequently asked questions about flying from Milwaukee to San José

  • How far is Milwaukee-Mitchell to San José Juan Santamaria Intl by plane?

    The straight-line distance from Milwaukee-Mitchell to San José Juan Santamaria Intl is 2297.3 mi. Flights usually cover this in 6h 59m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Milwaukee-Mitchell Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Milwaukee-Mitchell Airport to San José Juan Santamaria Intl Airport refresh daily.

  • How many operators does momondo search for flights from Milwaukee-Mitchell Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to San José Juan Santamaria Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents required for your trip to San José Juan Santamaria Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at San José Juan Santamaria Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Milwaukee to San José?

Best airlines flying from Milwaukee to San José

Compare and see reviews for airlines that fly from Milwaukee to San José with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $385Free CancellationRating
7.9
8,454 reviews
Search Delta flights
American AirlinesPriceFrom $386Free CancellationRating
7.1
11,664 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
8.0
4,299 reviews
Search Southwest flights
United AirlinesPriceFrom $503Free CancellationRating
7.4
9,711 reviews
Search United Airlines flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Monteverde
Alajuela
Heredia
Santa Elena
Dominical
San Gerardo de Dota
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to San José?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Milwaukee to San José. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Milwaukee to San José with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Milwaukee to San José flights to just show those with flexible booking policies.

How can momondo help me find flights from Milwaukee to San José?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to San José from Milwaukee.

I’m not ready to book a flight from Milwaukee to San José right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Milwaukee to San José now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to San José and let you know when they change.

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