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Cheap flights from Milwaukee to San José from $268

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 8/11. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:53 pm - 11:59 am
MKE
-
SJO
19h 06m
2 stops
American Airlines Logo
2:57 pm - 12:48 pm
SJO
-
MKE
20h 51m
2 stops
$555American Airlines
Wed, Sep 9 - Thu, Sep 24
Delta Logo
5:30 am - 11:54 am
MKE
-
SJO
7h 24m
1 stop
Delta Logo
1:19 pm - 11:48 pm
SJO
-
MKE
9h 29m
1 stop
$562Delta
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
5:53 pm - 11:59 am
MKE
-
SJO
19h 06m
2 stops
American Airlines Logo
1:00 pm - 11:27 am
SJO
-
MKE
21h 27m
1 stop
$565American Airlines
Wed, Sep 9 - Thu, Sep 24
Delta Logo
5:30 am - 11:54 am
MKE
-
SJO
7h 24m
1 stop
Delta Logo
1:19 pm - 11:48 pm
SJO
-
MKE
9h 29m
1 stop
$590Delta
Wed, Sep 9 - Thu, Sep 24
Delta Logo
5:40 am - 11:58 am
MKE
-
SJO
7h 18m
1 stop
Delta Logo
1:23 pm - 11:53 pm
SJO
-
MKE
9h 30m
1 stop
$594Delta
Sun, Oct 11 - Fri, Oct 16
American Airlines Logo
7:14 am - 2:00 pm
MKE
-
SJO
7h 46m
1 stop
American Airlines Logo
6:00 am - 11:14 pm
SJO
-
MKE
16h 14m
2 stops
$595American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
7:14 am - 2:00 pm
MKE
-
SJO
7h 46m
1 stop
American Airlines Logo
1:00 pm - 11:31 am
SJO
-
MKE
21h 31m
1 stop
$601American Airlines
Sat, Oct 17 - Sat, Oct 24
American Airlines Logo
6:50 pm - 2:02 pm
MKE
-
SJO
19h 12m
1 stop
American Airlines Logo
3:06 pm - 9:45 am
SJO
-
MKE
18h 39m
2 stops
$605American Airlines
Fri, Dec 4 - Sat, Dec 12
American Airlines Logo
12:22 pm - 1:57 pm
MKE
-
SJO
26h 35m
1 stop
American Airlines Logo
2:57 pm - 11:07 am
SJO
-
MKE
19h 10m
2 stops
$606American Airlines
Wed, Sep 9 - Thu, Sep 24
American Airlines Logo
3:03 pm - 2:02 pm
MKE
-
SJO
22h 59m
1 stop
American Airlines Logo
2:40 pm - 11:07 am
SJO
-
MKE
20h 27m
1 stop
$611American Airlines
Fri, Dec 4 - Sat, Dec 12

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United Airlines flights from Milwaukee to San José

Our best United Airlines deals on Milwaukee to San José flight tickets
United Airlines
Oct 27
MKE8:00 amMilwaukee-Mitchell
12h 39m
1 stop
SJO7:39 pmSan José Juan Santamaria Intl
Oct 29
SJO10:28 pmSan José Juan Santamaria Intl
18h 35m
1 stop
MKE6:03 pmMilwaukee-Mitchell
$630
United Airlines
Oct 27
MKE3:48 pmMilwaukee-Mitchell
21h 34m
2 stops
SJO12:22 pmSan José Juan Santamaria Intl
Oct 29
SJO1:25 pmSan José Juan Santamaria Intl
8h 25m
1 stop
MKE10:50 pmMilwaukee-Mitchell
$635
United Airlines
Oct 27
MKE8:00 amMilwaukee-Mitchell
12h 39m
1 stop
SJO7:39 pmSan José Juan Santamaria Intl
Oct 29
SJO10:28 pmSan José Juan Santamaria Intl
18h 35m
1 stop
MKE6:03 pmMilwaukee-Mitchell
$710

American Airlines flights from Milwaukee to San José

Our best American Airlines deals on Milwaukee to San José flight tickets
American Airlines
Sep 9
MKE5:53 pmMilwaukee-Mitchell
19h 06m
2 stops
SJO11:59 amSan José Juan Santamaria Intl
Sep 24
SJO2:57 pmSan José Juan Santamaria Intl
20h 51m
2 stops
MKE12:48 pmMilwaukee-Mitchell
$555
American Airlines
Sep 9
MKE5:53 pmMilwaukee-Mitchell
19h 06m
2 stops
SJO11:59 amSan José Juan Santamaria Intl
Sep 24
SJO1:00 pmSan José Juan Santamaria Intl
21h 27m
1 stop
MKE11:27 amMilwaukee-Mitchell
$565
American Airlines
Oct 17
MKE7:14 amMilwaukee-Mitchell
7h 46m
1 stop
SJO2:00 pmSan José Juan Santamaria Intl
Oct 24
SJO6:00 amSan José Juan Santamaria Intl
16h 14m
2 stops
MKE11:14 pmMilwaukee-Mitchell
$595

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 July 7, 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

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:53 pm-11:59 am

2 stops19h 06m

San José Juan Santamaria Intl

Thu 9/24

2:57 pm-12:48 pm

2 stops20h 51m

$555

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:30 am-11:54 am

1 stop7h 24m

San José Juan Santamaria Intl

Thu 9/24

1:19 pm-11:48 pm

1 stop9h 29m

$562

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:53 pm-11:59 am

2 stops19h 06m

San José Juan Santamaria Intl

Thu 9/24

1:00 pm-11:27 am

1 stop21h 27m

$565

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:30 am-11:54 am

1 stop7h 24m

San José Juan Santamaria Intl

Thu 9/24

1:19 pm-11:48 pm

1 stop9h 29m

$590
Quickest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 10/11

5:40 am-11:58 am

1 stop7h 18m

San José Juan Santamaria Intl

Fri 10/16

1:23 pm-11:53 pm

1 stop9h 30m

$594

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 10/17

7:14 am-2:00 pm

1 stop7h 46m

San José Juan Santamaria Intl

Sat 10/24

6:00 am-11:14 pm

2 stops16h 14m

$595

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 10/17

7:14 am-2:00 pm

1 stop7h 46m

San José Juan Santamaria Intl

Sat 10/24

1:00 pm-11:31 am

1 stop21h 31m

$601

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 12/4

6:50 pm-2:02 pm

1 stop19h 12m

San José Juan Santamaria Intl

Sat 12/12

3:06 pm-9:45 am

2 stops18h 39m

$605

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

12:22 pm-1:57 pm

1 stop26h 35m

San José Juan Santamaria Intl

Thu 9/24

2:57 pm-11:07 am

2 stops19h 10m

$606

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 12/4

3:03 pm-2:02 pm

1 stop22h 59m

San José Juan Santamaria Intl

Sat 12/12

2:40 pm-11:07 am

1 stop20h 27m

$611

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 $561. If you don’t want to visit San José in May, then you should wait until February to fly from Milwaukee, when ticket prices are also cheap, with an average price of $593.

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 $680 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 $517 on momondo.

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

As of July 2026, prices for Milwaukee to San José flights are approximately 34% 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 50m

Direct flights

None
The fastest flight from Milwaukee to San José takes 6h 50m
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 50m, 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
7.8
8,450 reviews
Search Delta flights
American AirlinesPriceFrom $402Free CancellationRating
7.1
11,782 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
United AirlinesPriceFrom $505Free CancellationRating
7.4
9,944 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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