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Cheap flights from San José to Milwaukee from $253

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José to Milwaukee departing on 12/26. 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 San José to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:22 am - 7:20 pm
SJO
-
MKE
11h 58m1 stop
Multiple Airlines Logo
8:15 pm - 11:42 am
MKE
-
SJO
15h 27m1 stop
$392Multiple Airlines
Sun, Dec 21 - Sat, Jan 3
Multiple Airlines Logo
12:35 pm - 5:04 pm
SJO
-
MKE
28h 29m1 stop
Multiple Airlines Logo
7:51 pm - 11:40 am
MKE
-
SJO
15h 49m2 stops
$393Multiple Airlines
Fri, Feb 20 - Sun, Feb 22
Multiple Airlines Logo
12:35 pm - 6:45 pm
SJO
-
MKE
30h 10m1 stop
Multiple Airlines Logo
7:51 pm - 11:40 am
MKE
-
SJO
15h 49m2 stops
$402Multiple Airlines
Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
12:35 pm - 5:04 pm
SJO
-
MKE
28h 29m1 stop
Multiple Airlines Logo
7:40 pm - 11:40 am
MKE
-
SJO
16h 00m1 stop
$405Multiple Airlines
Fri, Feb 20 - Sun, Feb 22
Multiple Airlines Logo
12:35 pm - 6:45 pm
SJO
-
MKE
30h 10m1 stop
Multiple Airlines Logo
7:40 pm - 12:22 pm
MKE
-
SJO
16h 42m2 stops
$410Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
12:35 pm - 5:04 pm
SJO
-
MKE
28h 29m1 stop
Multiple Airlines Logo
7:40 pm - 12:22 pm
MKE
-
SJO
16h 42m2 stops
$412Multiple Airlines
Fri, Feb 20 - Mon, Feb 23
Multiple Airlines Logo
12:35 pm - 6:45 pm
SJO
-
MKE
30h 10m1 stop
Multiple Airlines Logo
7:40 pm - 11:40 am
MKE
-
SJO
16h 00m1 stop
$415Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
1:31 pm - 7:20 pm
SJO
-
MKE
29h 49m2 stops
Multiple Airlines Logo
7:58 pm - 11:42 am
MKE
-
SJO
15h 44m1 stop
$422Multiple Airlines
Sun, Dec 21 - Sat, Jan 3
Multiple Airlines Logo
12:35 pm - 5:04 pm
SJO
-
MKE
28h 29m1 stop
Multiple Airlines Logo
6:02 pm - 11:40 am
MKE
-
SJO
17h 38m1 stop
$423Multiple Airlines
Fri, Feb 20 - Sat, Feb 28
Multiple Airlines Logo
12:35 pm - 5:04 pm
SJO
-
MKE
28h 29m1 stop
Multiple Airlines Logo
7:51 pm - 11:40 am
MKE
-
SJO
15h 49m2 stops
$431Multiple Airlines
Tue, Feb 17 - Sun, Feb 22

Spirit Airlines flights from San José to Milwaukee

Our best Spirit Airlines deals on San José to Milwaukee flight tickets
Spirit Airlines
Dec 22
SJO1:31 pmSan José Juan Santamaria Intl
29h 49m
2 stops
MKE7:20 pmMilwaukee-Mitchell
Dec 31
MKE8:15 pmMilwaukee-Mitchell
15h 27m
1 stop
SJO11:42 amSan José Juan Santamaria Intl
$470
Find similar
Spirit Airlines
Dec 22
SJO1:31 pmSan José Juan Santamaria Intl
29h 49m
3 stops
MKE7:20 pmMilwaukee-Mitchell
Dec 31
MKE8:15 pmMilwaukee-Mitchell
15h 27m
1 stop
SJO11:42 amSan José Juan Santamaria Intl
$497
Find similar
Spirit Airlines
Dec 22
SJO1:31 pmSan José Juan Santamaria Intl
29h 49m
3 stops
MKE7:20 pmMilwaukee-Mitchell
Dec 31
MKE8:15 pmMilwaukee-Mitchell
16h 10m
2 stops
SJO12:25 pmSan José Juan Santamaria Intl
$534
Find similar

United Airlines flights from San José to Milwaukee

Our best United Airlines deals on San José to Milwaukee flight tickets
United Airlines
Feb 17
SJO11:28 pmSan José Juan Santamaria Intl
14h 37m
2 stops
MKE2:05 pmMilwaukee-Mitchell
Feb 24
MKE6:00 amMilwaukee-Mitchell
14h 39m
2 stops
SJO8:39 pmSan José Juan Santamaria Intl
$476
Find similar
United Airlines
Feb 26
SJO11:28 pmSan José Juan Santamaria Intl
23h 00m
2 stops
MKE10:28 pmMilwaukee-Mitchell
Mar 2
MKE6:00 amMilwaukee-Mitchell
13h 53m
2 stops
SJO7:53 pmSan José Juan Santamaria Intl
$490
Find similar
United Airlines
Feb 26
SJO11:28 pmSan José Juan Santamaria Intl
14h 37m
2 stops
MKE2:05 pmMilwaukee-Mitchell
Mar 2
MKE7:00 amMilwaukee-Mitchell
12h 53m
2 stops
SJO7:53 pmSan José Juan Santamaria Intl
$508
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from San José to Milwaukee 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 December 8, 2025.
Use the filters below to find and compare flights from San José to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sun 12/21

7:22 am-7:20 pm

1 stop11h 58m

Milwaukee-Mitchell

Sat 1/3

8:15 pm-11:42 am

1 stop15h 27m

$392

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 2/20

12:35 pm-5:04 pm

1 stop28h 29m

Milwaukee-Mitchell

Sun 2/22

7:51 pm-11:40 am

2 stops15h 49m

$393

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 2/18

12:35 pm-6:45 pm

1 stop30h 10m

Milwaukee-Mitchell

Sun 2/22

7:51 pm-11:40 am

2 stops15h 49m

$402

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 2/20

12:35 pm-5:04 pm

1 stop28h 29m

Milwaukee-Mitchell

Sun 2/22

7:40 pm-11:40 am

1 stop16h 00m

$405

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 2/18

12:35 pm-6:45 pm

1 stop30h 10m

Milwaukee-Mitchell

Mon 2/23

7:40 pm-12:22 pm

2 stops16h 42m

$410

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 2/20

12:35 pm-5:04 pm

1 stop28h 29m

Milwaukee-Mitchell

Mon 2/23

7:40 pm-12:22 pm

2 stops16h 42m

$412

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 2/18

12:35 pm-6:45 pm

1 stop30h 10m

Milwaukee-Mitchell

Mon 2/23

7:40 pm-11:40 am

1 stop16h 00m

$415

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sun 12/21

1:31 pm-7:20 pm

2 stops29h 49m

Milwaukee-Mitchell

Sat 1/3

7:58 pm-11:42 am

1 stop15h 44m

$422

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 2/20

12:35 pm-5:04 pm

1 stop28h 29m

Milwaukee-Mitchell

Sat 2/28

6:02 pm-11:40 am

1 stop17h 38m

$423

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 2/17

12:35 pm-5:04 pm

1 stop28h 29m

Milwaukee-Mitchell

Sun 2/22

7:51 pm-11:40 am

2 stops15h 49m

$431

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 Milwaukee from

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

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 San José and Milwaukee?

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from San José is in January. Flight prices, which tend to average around $373, are often lower during this time because this is during the off-season. The month of April is another great option to travel to Milwaukee, with average flight prices from San José averaging around $468.

What is the cheapest day to depart on your flight to Milwaukee?

According to our data, Tuesday is the cheapest day to fly to Milwaukee from San José. The lowest ticket price found for a Tuesday departure recently was $461. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from San José to Milwaukee on a Friday will generally be more expensive and average around $674. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Milwaukee?

At noon is the cheapest time of day to fly from San José to Milwaukee when you can find flight prices for as low as $470. Flying to Milwaukee at noon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $552 per ticket.

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

As of December 2025, prices for San José to Milwaukee flights are approximately 79% more expensive when compared to flights at the same time last year.

When to book flights from San José to Milwaukee

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

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

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

Fastest flight time

13h 17m

Direct flights

None
The fastest flight from San José to Milwaukee takes 13h 17m
There are no direct flights from San José to Milwaukee. There are no popular flight routes from San José to Milwaukee.
Search flight deals

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

    The straight-line distance from San José Juan Santamaria Intl to Milwaukee-Mitchell is 2297.3 mi. Flights usually cover this in 7h 50m, depending on flying conditions and air traffic around both airports.

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

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

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

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

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The travel and health documents you'll need for your trip to Milwaukee-Mitchell Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Milwaukee-Mitchell Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from San José to Milwaukee

Compare and see reviews for airlines that fly from San José to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $399Free CancellationRating
7.2
11,045 reviews
Search American Airlines flights
United AirlinesPriceFrom $458Free CancellationRating
7.4
9,089 reviews
Search United Airlines flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
Pewaukee
Kohler
Port Washington
West Bend
New Berlin
Grafton

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San José to Milwaukee. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Milwaukee from San José with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from San José to Milwaukee.

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

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

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