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Cheap flights from San José to Milwaukee from $287

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
1:25 pm - 8:07 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
18h 42m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 15m1 stop Chicago O'Hare Intl
$523United Airlines
Thu, Jan 28 - Mon, Feb 1
United Airlines Logo
1:15 am - 8:59 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
19h 44m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 15m1 stop Chicago O'Hare Intl
$528United Airlines
Wed, Jan 27 - Mon, Feb 1
United Airlines Logo
1:15 am - 6:56 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
17h 41m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
7:39 am - 7:53 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
12h 14m2 stops Chicago O'Hare Intl Newark
$528United Airlines
Wed, Jan 27 - Mon, Feb 1
United Airlines Logo
8:45 am - 8:59 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
12h 14m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
5:00 am - 6:16 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
13h 16m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
$528United Airlines
Thu, Jan 28 - Mon, Feb 1
United Airlines Logo
1:15 am - 5:31 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
16h 16m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 15m1 stop Chicago O'Hare Intl
$535United Airlines
Tue, Feb 9 - Mon, Feb 15
American Airlines Logo
1:31 pm - 11:28 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
21h 57m1 stop Charlotte Douglas
American Airlines Logo
4:14 pm - 7:54 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
27h 40m1 stop Dallas/Fort Worth
$544American Airlines
Wed, Jan 20 - Tue, Feb 2
United Airlines Logo
1:25 pm - 8:07 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
18h 42m1 stop Chicago O'Hare Intl
United Airlines Logo
5:00 am - 12:15 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
7h 15m1 stop Chicago O'Hare Intl
$544United Airlines
Thu, Jan 28 - Mon, Feb 1
American Airlines Logo
7:30 am - 9:55 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
14h 25m2 stops Miami Dallas/Fort Worth
American Airlines Logo
2:09 pm - 2:00 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
23h 51m1 stop Dallas/Fort Worth
$548American Airlines
Wed, Jan 20 - Tue, Feb 2
American Airlines Logo
3:56 pm - 12:05 pmSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
20h 09m2 stops Miami Philadelphia
American Airlines Logo
4:14 pm - 2:00 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
21h 46m1 stop Dallas/Fort Worth
$549American Airlines
Wed, Jan 20 - Tue, Feb 2
American Airlines Logo
1:31 pm - 11:28 amSJO  San José Juan Santamaria Intl-MKE Milwaukee-Mitchell
21h 57m1 stop Charlotte Douglas
American Airlines Logo
4:14 pm - 2:00 pmMKE  Milwaukee-Mitchell-SJO San José Juan Santamaria Intl
21h 46m1 stop Dallas/Fort Worth
$556American Airlines
Wed, Jan 20 - Tue, Feb 2

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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
Jan 28
SJO1:25 pmSan José Juan Santamaria Intl
18h 42m
1 stop
MKE8:07 amMilwaukee-Mitchell
Feb 1
MKE5:00 amMilwaukee-Mitchell
7h 15m
1 stop
SJO12:15 pmSan José Juan Santamaria Intl
$523
United Airlines
Jan 27
SJO1:15 amSan José Juan Santamaria Intl
17h 41m
2 stops
MKE6:56 pmMilwaukee-Mitchell
Feb 1
MKE7:39 amMilwaukee-Mitchell
12h 14m
2 stops
SJO7:53 pmSan José Juan Santamaria Intl
$528
United Airlines
Feb 9
SJO1:15 amSan José Juan Santamaria Intl
16h 16m
2 stops
MKE5:31 pmMilwaukee-Mitchell
Feb 15
MKE5:00 amMilwaukee-Mitchell
7h 15m
1 stop
SJO12:15 pmSan José Juan Santamaria Intl
$535

Delta flights from San José to Milwaukee

Our best Delta deals on San José to Milwaukee flight tickets
Delta
Dec 19
SJO2:24 pmSan José Juan Santamaria Intl
9h 35m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Jan 1
MKE7:00 amMilwaukee-Mitchell
14h 46m
1 stop
SJO9:46 pmSan José Juan Santamaria Intl
$705
Delta
Dec 19
SJO2:24 pmSan José Juan Santamaria Intl
9h 35m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Jan 1
MKE7:00 amMilwaukee-Mitchell
14h 46m
1 stop
SJO9:46 pmSan José Juan Santamaria Intl
$715
Delta
Dec 19
SJO2:24 pmSan José Juan Santamaria Intl
9h 35m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Jan 1
MKE7:00 amMilwaukee-Mitchell
14h 46m
1 stop
SJO9:46 pmSan José Juan Santamaria Intl
$726

momondo Fare Finder

 
Use the filters below to find and compare flights from San José to Milwaukee that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 1/28

1:25 pm-8:07 am

1 stop18h 42m

Milwaukee-Mitchell

Mon 2/1

5:00 am-12:15 pm

1 stop7h 15m

$523

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 1/27

1:15 am-8:59 pm

2 stops19h 44m

Milwaukee-Mitchell

Mon 2/1

5:00 am-12:15 pm

1 stop7h 15m

$528

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 1/27

1:15 am-6:56 pm

2 stops17h 41m

Milwaukee-Mitchell

Mon 2/1

7:39 am-7:53 pm

2 stops12h 14m

$528

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 1/28

8:45 am-8:59 pm

2 stops12h 14m

Milwaukee-Mitchell

Mon 2/1

5:00 am-6:16 pm

2 stops13h 16m

$528
Quickest round-trip

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Tue 2/9

1:15 am-5:31 pm

2 stops16h 16m

Milwaukee-Mitchell

Mon 2/15

5:00 am-12:15 pm

1 stop7h 15m

$535

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 1/20

1:31 pm-11:28 am

1 stop21h 57m

Milwaukee-Mitchell

Tue 2/2

4:14 pm-7:54 pm

1 stop27h 40m

$544

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 1/28

1:25 pm-8:07 am

1 stop18h 42m

Milwaukee-Mitchell

Mon 2/1

5:00 am-12:15 pm

1 stop7h 15m

$544

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 1/20

7:30 am-9:55 pm

2 stops14h 25m

Milwaukee-Mitchell

Tue 2/2

2:09 pm-2:00 pm

1 stop23h 51m

$548

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 1/20

3:56 pm-12:05 pm

2 stops20h 09m

Milwaukee-Mitchell

Tue 2/2

4:14 pm-2:00 pm

1 stop21h 46m

$549

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 1/20

1:31 pm-11:28 am

1 stop21h 57m

Milwaukee-Mitchell

Tue 2/2

4:14 pm-2:00 pm

1 stop21h 46m

$556

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 $568 to $618.
The lowest price recently found on this route was $523.

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 $493, are often lower during this time because this is during the off-season. The month of August is another great option to travel to Milwaukee, with average flight prices from San José averaging around $571.

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

You could potentially save up to 22% 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 November 2026, prices for San José to Milwaukee flights are approximately 25% 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

Best Price Found

$287

Fastest flight time

9h 35m

Direct flights

None
The best one-way flight to Milwaukee from San José in the past 72 hours is $287. The best round-trip flight deal from San José to Milwaukee found on momondo in the last 72 hours is $523.
The fastest flight from San José to Milwaukee takes 9h 35m
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 9h 35m, 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
7.0
12,233 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
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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