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Cheap flights from San José to Milwaukee from $323

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.
Copa Airlines Logo
3:59 am - 7:10 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
15h 11m2 stops Panama City Tocumen Intl Chicago O'Hare Intl
Copa Airlines Logo
8:29 am - 8:19 amMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
23h 50m2 stops Chicago O'Hare Intl Panama City Tocumen Intl
$576Copa Airlines
Tue, Jan 26 - Sun, Jan 31
United Airlines Logo
11:28 pm - 6:48 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
19h 20m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
12:15 pm - 12:42 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
24h 27m2 stops Chicago O'Hare Intl Newark
$586United Airlines
Wed, Dec 2 - Tue, Dec 8
United Airlines Logo
11:28 pm - 6:03 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
18h 35m1 stop Newark
United Airlines Logo
12:15 pm - 12:42 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
24h 27m2 stops Chicago O'Hare Intl Newark
$586United Airlines
Wed, Dec 2 - Tue, Dec 8
United Airlines Logo
11:28 pm - 10:14 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
10h 46m1 stop Newark
United Airlines Logo
5:00 am - 7:53 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
14h 53m2 stops Chicago O'Hare Intl Newark
$586United Airlines
Wed, Dec 2 - Tue, Dec 8
United Airlines Logo
2:25 pm - 10:46 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
8h 21m1 stop Houston George Bush Intcntl
United Airlines Logo
5:00 am - 11:25 amMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
30h 25m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$586United Airlines
Wed, Nov 4 - Wed, Nov 11
United Airlines Logo
11:28 pm - 2:58 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
15h 30m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
6:18 pm - 1:22 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
19h 04m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$586United Airlines
Fri, Nov 6 - Sun, Nov 8
United Airlines Logo
8:45 am - 10:46 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
14h 01m1 stop Houston George Bush Intcntl
United Airlines Logo
5:30 pm - 11:25 amMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
17h 55m1 stop Houston George Bush Intcntl
$586United Airlines
Wed, Nov 4 - Wed, Nov 11
United Airlines Logo
11:28 pm - 5:03 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
17h 35m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
3:33 pm - 11:25 amMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
19h 52m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$586United Airlines
Wed, Nov 4 - Wed, Nov 11
American Airlines Logo
6:00 am - 6:36 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
11h 36m2 stops Miami Chicago O'Hare Intl
American Airlines Logo
5:10 am - 8:50 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
15h 40m2 stops Washington, D.C. Reagan-National Miami
$608American Airlines
Fri, Oct 30 - Wed, Nov 11
American Airlines Logo
1:00 pm - 11:31 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
21h 31m1 stop Dallas/Fort Worth
American Airlines Logo
5:10 am - 8:50 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
15h 40m2 stops Washington, D.C. Reagan-National Miami
$608American Airlines
Fri, Oct 30 - Wed, Nov 11

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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
Dec 2
SJO11:28 pmSan José Juan Santamaria Intl
19h 20m
2 stops
MKE6:48 pmMilwaukee-Mitchell
Dec 8
MKE12:15 pmMilwaukee-Mitchell
24h 27m
2 stops
SJO12:42 pmSan José Juan Santamaria Intl
$586
United Airlines
Feb 25
SJO8:45 amSan José Juan Santamaria Intl
23h 21m
2 stops
MKE8:06 amMilwaukee-Mitchell
Mar 1
MKE6:45 pmMilwaukee-Mitchell
16h 45m
1 stop
SJO11:30 amSan José Juan Santamaria Intl
$599
United Airlines
Oct 21
SJO1:25 pmSan José Juan Santamaria Intl
8h 20m
1 stop
MKE10:45 pmMilwaukee-Mitchell
Oct 28
MKE5:30 pmMilwaukee-Mitchell
19h 52m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
$619

American Airlines flights from San José to Milwaukee

Our best American Airlines deals on San José to Milwaukee flight tickets
American Airlines
Oct 30
SJO1:00 pmSan José Juan Santamaria Intl
21h 31m
1 stop
MKE11:31 amMilwaukee-Mitchell
Nov 11
MKE5:10 amMilwaukee-Mitchell
15h 40m
2 stops
SJO8:50 pmSan José Juan Santamaria Intl
$608
American Airlines
Oct 22
SJO1:00 pmSan José Juan Santamaria Intl
21h 31m
1 stop
MKE11:31 amMilwaukee-Mitchell
Nov 1
MKE7:29 pmMilwaukee-Mitchell
18h 17m
2 stops
SJO1:46 pmSan José Juan Santamaria Intl
$613
American Airlines
Oct 30
SJO1:00 pmSan José Juan Santamaria Intl
21h 31m
1 stop
MKE11:31 amMilwaukee-Mitchell
Nov 11
MKE5:10 amMilwaukee-Mitchell
15h 40m
2 stops
SJO8:50 pmSan José Juan Santamaria Intl
$614

momondo Fare Finder

 
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 San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Tue 1/26

3:59 am-7:10 pm

2 stops15h 11m

Milwaukee-Mitchell

Sun 1/31

8:29 am-8:19 am

2 stops23h 50m

$576

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 12/2

11:28 pm-6:48 pm

2 stops19h 20m

Milwaukee-Mitchell

Tue 12/8

12:15 pm-12:42 pm

2 stops24h 27m

$586

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 12/2

11:28 pm-6:03 pm

1 stop18h 35m

Milwaukee-Mitchell

Tue 12/8

12:15 pm-12:42 pm

2 stops24h 27m

$586
Quickest round-trip

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 12/2

11:28 pm-10:14 am

1 stop10h 46m

Milwaukee-Mitchell

Tue 12/8

5:00 am-7:53 pm

2 stops14h 53m

$586

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 11/4

2:25 pm-10:46 pm

1 stop8h 21m

Milwaukee-Mitchell

Wed 11/11

5:00 am-11:25 am

2 stops30h 25m

$586

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Fri 11/6

11:28 pm-2:58 pm

2 stops15h 30m

Milwaukee-Mitchell

Sun 11/8

6:18 pm-1:22 pm

2 stops19h 04m

$586

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 11/4

8:45 am-10:46 pm

1 stop14h 01m

Milwaukee-Mitchell

Wed 11/11

5:30 pm-11:25 am

1 stop17h 55m

$586

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 11/4

11:28 pm-5:03 pm

2 stops17h 35m

Milwaukee-Mitchell

Wed 11/11

3:33 pm-11:25 am

2 stops19h 52m

$586

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Fri 10/30

6:00 am-6:36 pm

2 stops11h 36m

Milwaukee-Mitchell

Wed 11/11

5:10 am-8:50 pm

2 stops15h 40m

$608

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Fri 10/30

1:00 pm-11:31 am

1 stop21h 31m

Milwaukee-Mitchell

Wed 11/11

5:10 am-8:50 pm

2 stops15h 40m

$608

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 typical for flights on this route.

Typical prices usually range from $570 to $649.
The lowest price recently found on this route was $576.

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.

Can stopping save me money on San José to Milwaukee flights?

You could potentially save up to 5% on your flight if you consider stops on a San José to Milwaukee flight.

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

As of September 2026, prices for San José to Milwaukee flights are approximately 21% 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

Best Price Found

$323

Fastest flight time

8h 21m

Direct flights

None
The best one-way flight to Milwaukee from San José in the past 72 hours is $323. The best round-trip flight deal from San José to Milwaukee found on momondo in the last 72 hours is $576.
The fastest flight from San José to Milwaukee takes 8h 21m
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 21m, 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
12,062 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
Mequon
Glendale
Wauwatosa
West Bend
Kohler
Port Washington
Pewaukee
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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