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Cheap flights from San José to Milwaukee from $249

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 9/18. 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 San José to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:45 pm - 11:32 am
SJO
-
MKE
19h 47m
2 stops
American Airlines Logo
6:48 pm - 12:09 pm
MKE
-
SJO
17h 21m
2 stops
$422American Airlines
Thu, Oct 22 - Mon, Nov 2
American Airlines Logo
2:45 pm - 12:11 pm
SJO
-
MKE
20h 26m
2 stops
American Airlines Logo
6:12 am - 10:59 pm
MKE
-
SJO
16h 47m
1 stop
$507American Airlines
Thu, Oct 22 - Mon, Nov 2
Southwest Logo
9:00 am - 5:55 pm
SJO
-
MKE
7h 55m
1 stop
Southwest Logo
5:10 am - 1:15 pm
MKE
-
SJO
8h 05m
1 stop
$515Southwest
Thu, Oct 22 - Mon, Nov 2
United Airlines Logo
12:44 pm - 11:37 pm
SJO
-
MKE
9h 53m
1 stop
United Airlines Logo
7:00 pm - 11:25 am
MKE
-
SJO
16h 25m
2 stops
$519United Airlines
Thu, Oct 22 - Mon, Nov 2
United Airlines Logo
1:25 pm - 10:05 am
SJO
-
MKE
19h 40m
1 stop
United Airlines Logo
4:00 pm - 11:25 am
MKE
-
SJO
19h 25m
1 stop
$529United Airlines
Thu, Oct 22 - Mon, Nov 2
United Airlines Logo
7:55 am - 10:05 am
SJO
-
MKE
25h 10m
1 stop
United Airlines Logo
7:00 pm - 11:25 am
MKE
-
SJO
16h 25m
2 stops
$534United Airlines
Thu, Oct 22 - Mon, Nov 2
United Airlines Logo
12:44 pm - 11:37 pm
SJO
-
MKE
9h 53m
1 stop
United Airlines Logo
4:00 pm - 11:25 am
MKE
-
SJO
19h 25m
1 stop
$572United Airlines
Thu, Oct 22 - Mon, Nov 2
United Airlines Logo
7:55 am - 10:05 am
SJO
-
MKE
25h 10m
1 stop
United Airlines Logo
4:00 pm - 11:25 am
MKE
-
SJO
19h 25m
1 stop
$577United Airlines
Thu, Oct 22 - Mon, Nov 2
United Airlines Logo
7:15 am - 11:34 pm
SJO
-
MKE
15h 19m
1 stop
United Airlines Logo
8:00 am - 10:11 am
MKE
-
SJO
27h 11m
1 stop
$579United Airlines
Tue, Jul 28 - Sat, Aug 1
American Airlines Logo
2:56 pm - 11:37 am
SJO
-
MKE
19h 41m
2 stops
American Airlines Logo
2:49 pm - 12:03 pm
MKE
-
SJO
22h 14m
2 stops
$580American Airlines
Sun, Aug 23 - Mon, Aug 31

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United Airlines flights from San José to Milwaukee

Our best United Airlines deals on San José to Milwaukee flight tickets
United Airlines
Jul 28
SJO7:15 amSan José Juan Santamaria Intl
15h 19m
1 stop
MKE11:34 pmMilwaukee-Mitchell
Aug 1
MKE8:00 amMilwaukee-Mitchell
27h 11m
1 stop
SJO10:11 amSan José Juan Santamaria Intl
$579
United Airlines
Jul 22
SJO7:55 amSan José Juan Santamaria Intl
13h 34m
2 stops
MKE10:29 pmMilwaukee-Mitchell
Jul 29
MKE5:56 pmMilwaukee-Mitchell
17h 15m
1 stop
SJO10:11 amSan José Juan Santamaria Intl
$590
United Airlines
Jun 19
SJO7:55 amSan José Juan Santamaria Intl
13h 50m
1 stop
MKE10:45 pmMilwaukee-Mitchell
Jul 2
MKE8:50 amMilwaukee-Mitchell
26h 21m
2 stops
SJO10:11 amSan José Juan Santamaria Intl
$652

American Airlines flights from San José to Milwaukee

Our best American Airlines deals on San José to Milwaukee flight tickets
American Airlines
Aug 18
SJO2:56 pmSan José Juan Santamaria Intl
20h 51m
2 stops
MKE12:47 pmMilwaukee-Mitchell
Aug 31
MKE2:49 pmMilwaukee-Mitchell
22h 14m
2 stops
SJO12:03 pmSan José Juan Santamaria Intl
$515
American Airlines
Aug 23
SJO2:56 pmSan José Juan Santamaria Intl
19h 41m
2 stops
MKE11:37 amMilwaukee-Mitchell
Aug 31
MKE2:49 pmMilwaukee-Mitchell
22h 14m
2 stops
SJO12:03 pmSan José Juan Santamaria Intl
$580
American Airlines
Aug 18
SJO2:56 pmSan José Juan Santamaria Intl
20h 51m
2 stops
MKE12:47 pmMilwaukee-Mitchell
Aug 31
MKE5:50 pmMilwaukee-Mitchell
21h 02m
1 stop
SJO1:52 pmSan José Juan Santamaria Intl
$602

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 June 13, 2026.
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

Cheapest round-trip

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

2:45 pm-11:32 am

2 stops19h 47m

Milwaukee-Mitchell

Mon 11/2

6:48 pm-12:09 pm

2 stops17h 21m

$422

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

2:45 pm-12:11 pm

2 stops20h 26m

Milwaukee-Mitchell

Mon 11/2

6:12 am-10:59 pm

1 stop16h 47m

$507
Quickest round-trip

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

9:00 am-5:55 pm

1 stop7h 55m

Milwaukee-Mitchell

Mon 11/2

5:10 am-1:15 pm

1 stop8h 05m

$515

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

12:44 pm-11:37 pm

1 stop9h 53m

Milwaukee-Mitchell

Mon 11/2

7:00 pm-11:25 am

2 stops16h 25m

$519

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

1:25 pm-10:05 am

1 stop19h 40m

Milwaukee-Mitchell

Mon 11/2

4:00 pm-11:25 am

1 stop19h 25m

$529

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

7:55 am-10:05 am

1 stop25h 10m

Milwaukee-Mitchell

Mon 11/2

7:00 pm-11:25 am

2 stops16h 25m

$534

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

12:44 pm-11:37 pm

1 stop9h 53m

Milwaukee-Mitchell

Mon 11/2

4:00 pm-11:25 am

1 stop19h 25m

$572

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

7:55 am-10:05 am

1 stop25h 10m

Milwaukee-Mitchell

Mon 11/2

4:00 pm-11:25 am

1 stop19h 25m

$577

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 7/28

7:15 am-11:34 pm

1 stop15h 19m

Milwaukee-Mitchell

Sat 8/1

8:00 am-10:11 am

1 stop27h 11m

$579

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sun 8/23

2:56 pm-11:37 am

2 stops19h 41m

Milwaukee-Mitchell

Mon 8/31

2:49 pm-12:03 pm

2 stops22h 14m

$580

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 $480, are often lower during this time because this is during the off-season. The month of February is another great option to travel to Milwaukee, with average flight prices from San José averaging around $493.

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

As of June 2026, prices for San José to Milwaukee flights are approximately 23% cheaper 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

8h 34m

Direct flights

None
The fastest flight from San José to Milwaukee takes 8h 34m
There are no direct flights from San José to Milwaukee. There are no popular flight routes from San José to Milwaukee.
Search flight deals

Frequently asked questions about flying from San José to Milwaukee

  • 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 8h 34m, 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
7.1
11,648 reviews
Search American Airlines flights

Traveling to a place near Milwaukee?

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