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Cheap flights from San José to Milwaukee from $245

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.
United Airlines Logo
2:05 pm - 10:39 pm
SJO
-
MKE
8h 34m
1 stop
United Airlines Logo
4:00 pm - 1:22 pm
MKE
-
SJO
21h 22m
1 stop
$491United Airlines
Fri, Jan 22 - Mon, Feb 1
United Airlines Logo
2:25 pm - 9:49 am
SJO
-
MKE
19h 24m
2 stops
United Airlines Logo
5:00 am - 12:56 pm
MKE
-
SJO
7h 56m
1 stop
$491United Airlines
Fri, Jan 22 - Mon, Feb 1
United Airlines Logo
1:15 am - 11:34 am
SJO
-
MKE
10h 19m
2 stops
United Airlines Logo
7:00 pm - 1:22 pm
MKE
-
SJO
18h 22m
2 stops
$491United Airlines
Thu, Jan 21 - Mon, Feb 1
United Airlines Logo
1:15 am - 8:54 pm
SJO
-
MKE
19h 39m
2 stops
United Airlines Logo
5:00 am - 12:56 pm
MKE
-
SJO
7h 56m
1 stop
$501United Airlines
Mon, Jan 11 - Sun, Jan 24
United Airlines Logo
1:15 am - 5:13 pm
SJO
-
MKE
15h 58m
2 stops
United Airlines Logo
6:00 am - 6:16 pm
MKE
-
SJO
12h 16m
2 stops
$501United Airlines
Mon, Jan 11 - Sun, Jan 24
United Airlines Logo
7:55 am - 10:59 pm
SJO
-
MKE
14h 04m
2 stops
United Airlines Logo
5:00 am - 12:21 pm
MKE
-
SJO
32h 21m
2 stops
$506United Airlines
Fri, Oct 2 - Sun, Oct 4
United Airlines Logo
12:44 pm - 5:54 pm
SJO
-
MKE
28h 10m
1 stop
United Airlines Logo
6:32 pm - 12:21 pm
MKE
-
SJO
18h 49m
2 stops
$506United Airlines
Fri, Oct 2 - Sun, Oct 4
United Airlines Logo
1:25 pm - 10:45 pm
SJO
-
MKE
8h 20m
1 stop
United Airlines Logo
8:00 am - 7:37 pm
MKE
-
SJO
12h 37m
1 stop
$506United Airlines
Fri, Oct 2 - Sun, Oct 4
American Airlines Logo
12:34 am - 9:54 pm
SJO
-
MKE
21h 20m
1 stop
American Airlines Logo
3:49 pm - 12:38 pm
MKE
-
SJO
20h 49m
1 stop
$509American Airlines
Thu, Dec 24 - Mon, Jan 18
American Airlines Logo
3:29 pm - 11:59 pm
SJO
-
MKE
8h 30m
1 stop
American Airlines Logo
3:49 pm - 12:38 pm
MKE
-
SJO
20h 49m
1 stop
$509American Airlines
Fri, Dec 25 - Mon, Jan 18

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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
Sep 17
SJO7:55 amSan José Juan Santamaria Intl
25h 05m
2 stops
MKE10:00 amMilwaukee-Mitchell
Sep 29
MKE6:32 pmMilwaukee-Mitchell
26h 05m
2 stops
SJO7:37 pmSan José Juan Santamaria Intl
$413
United Airlines
Jan 21
SJO1:15 amSan José Juan Santamaria Intl
10h 19m
2 stops
MKE11:34 amMilwaukee-Mitchell
Feb 1
MKE7:00 pmMilwaukee-Mitchell
18h 22m
2 stops
SJO1:22 pmSan José Juan Santamaria Intl
$491
United Airlines
Jan 11
SJO1:15 amSan José Juan Santamaria Intl
19h 39m
2 stops
MKE8:54 pmMilwaukee-Mitchell
Jan 24
MKE5:00 amMilwaukee-Mitchell
7h 56m
1 stop
SJO12:56 pmSan José Juan Santamaria Intl
$501

JetBlue flights from San José to Milwaukee

Our best JetBlue deals on San José to Milwaukee flight tickets
JetBlue
Aug 18
SJO9:00 amSan José Juan Santamaria Intl
11h 05m
1 stop
MKE9:05 pmMilwaukee-Mitchell
Aug 31
MKE5:35 amMilwaukee-Mitchell
8h 10m
1 stop
SJO12:45 pmSan José Juan Santamaria Intl
$577
JetBlue
Aug 18
SJO9:00 amSan José Juan Santamaria Intl
11h 05m
1 stop
MKE9:05 pmMilwaukee-Mitchell
Aug 31
MKE5:35 amMilwaukee-Mitchell
8h 10m
1 stop
SJO12:45 pmSan José Juan Santamaria Intl
$670

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 July 29, 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

Fri 1/22

2:05 pm-10:39 pm

1 stop8h 34m

Milwaukee-Mitchell

Mon 2/1

4:00 pm-1:22 pm

1 stop21h 22m

$491

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 1/22

2:25 pm-9:49 am

2 stops19h 24m

Milwaukee-Mitchell

Mon 2/1

5:00 am-12:56 pm

1 stop7h 56m

$491

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 1/21

1:15 am-11:34 am

2 stops10h 19m

Milwaukee-Mitchell

Mon 2/1

7:00 pm-1:22 pm

2 stops18h 22m

$491

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 1/11

1:15 am-8:54 pm

2 stops19h 39m

Milwaukee-Mitchell

Sun 1/24

5:00 am-12:56 pm

1 stop7h 56m

$501

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 1/11

1:15 am-5:13 pm

2 stops15h 58m

Milwaukee-Mitchell

Sun 1/24

6:00 am-6:16 pm

2 stops12h 16m

$501

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 10/2

7:55 am-10:59 pm

2 stops14h 04m

Milwaukee-Mitchell

Sun 10/4

5:00 am-12:21 pm

2 stops32h 21m

$506

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 10/2

12:44 pm-5:54 pm

1 stop28h 10m

Milwaukee-Mitchell

Sun 10/4

6:32 pm-12:21 pm

2 stops18h 49m

$506
Quickest round-trip

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 10/2

1:25 pm-10:45 pm

1 stop8h 20m

Milwaukee-Mitchell

Sun 10/4

8:00 am-7:37 pm

1 stop12h 37m

$506

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 12/24

12:34 am-9:54 pm

1 stop21h 20m

Milwaukee-Mitchell

Mon 1/18

3:49 pm-12:38 pm

1 stop20h 49m

$509

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 12/25

3:29 pm-11:59 pm

1 stop8h 30m

Milwaukee-Mitchell

Mon 1/18

3:49 pm-12:38 pm

1 stop20h 49m

$509

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?

Prices are currently low for flights on this route.

Typical prices usually range from $529 to $628.
The lowest price recently found on this route was $413.

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from San José is in February. Flight prices, which tend to average around $501, are often lower during this time because this is during the off-season. The month of March is another great option to travel to Milwaukee, with average flight prices from San José averaging around $504.

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

As of July 2026, prices for San José to Milwaukee flights are approximately 7% 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 $488Free CancellationRating
7.1
11,839 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
Wauwatosa
Oak Creek
Mequon
Glendale
West Bend
Port Washington
Pewaukee
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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