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Cheap flights from San José to Milwaukee from $226

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 4/23. 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.
United Airlines Logo
11:13 am - 10:00 am
SJO
-
MKE
21h 47m
2 stops
United Airlines Logo
3:25 pm - 12:21 pm
MKE
-
SJO
21h 56m
2 stops
$467United Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
1:25 pm - 10:30 pm
SJO
-
MKE
32h 05m
2 stops
United Airlines Logo
3:25 pm - 7:37 pm
MKE
-
SJO
29h 12m
2 stops
$487United Airlines
Fri, May 15 - Wed, May 20
Delta Logo
1:20 pm - 11:53 pm
SJO
-
MKE
9h 33m
1 stop
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
$496Delta
Thu, May 14 - Thu, Aug 13
Multiple Airlines Logo
12:55 pm - 4:14 pm
SJO
-
MKE
26h 19m
2 stops
Multiple Airlines Logo
8:46 am - 8:19 am
MKE
-
SJO
24h 33m
1 stop
$497Multiple Airlines
Fri, May 15 - Thu, May 21
United Airlines Logo
1:25 pm - 10:42 am
SJO
-
MKE
20h 17m
1 stop
United Airlines Logo
8:15 am - 7:37 pm
MKE
-
SJO
12h 22m
1 stop
$527United Airlines
Thu, May 14 - Tue, May 19
United Airlines Logo
1:25 pm - 10:59 pm
SJO
-
MKE
8h 34m
1 stop
United Airlines Logo
8:15 am - 7:37 pm
MKE
-
SJO
12h 22m
1 stop
$536United Airlines
Wed, May 13 - Tue, May 19
United Airlines Logo
1:25 pm - 9:45 am
SJO
-
MKE
19h 20m
2 stops
United Airlines Logo
8:15 am - 7:37 pm
MKE
-
SJO
12h 22m
1 stop
$540United Airlines
Wed, May 13 - Tue, May 19
Delta Logo
1:20 pm - 11:53 pm
SJO
-
MKE
9h 33m
1 stop
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
$542Delta
Thu, May 14 - Thu, Aug 13
United Airlines Logo
1:25 pm - 10:38 am
SJO
-
MKE
20h 13m
1 stop
United Airlines Logo
3:51 pm - 10:11 am
MKE
-
SJO
19h 20m
1 stop
$548United Airlines
Fri, May 15 - Wed, May 20
United Airlines Logo
7:55 am - 10:55 pm
SJO
-
MKE
14h 00m
1 stop
United Airlines Logo
5:10 am - 11:55 am
MKE
-
SJO
7h 45m
1 stop
$557United Airlines
Thu, Apr 16 - Sat, Apr 18

Delta flights from San José to Milwaukee

Our best Delta deals on San José to Milwaukee flight tickets
Delta
May 14
SJO1:20 pmSan José Juan Santamaria Intl
9h 33m
1 stop
MKE11:53 pmMilwaukee-Mitchell
Aug 13
MKE5:55 amMilwaukee-Mitchell
7h 01m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
$496
Delta
May 14
SJO1:20 pmSan José Juan Santamaria Intl
9h 33m
1 stop
MKE11:53 pmMilwaukee-Mitchell
Aug 13
MKE5:55 amMilwaukee-Mitchell
7h 01m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
$542
Delta
May 14
SJO1:20 pmSan José Juan Santamaria Intl
9h 33m
1 stop
MKE11:53 pmMilwaukee-Mitchell
Aug 13
MKE5:55 amMilwaukee-Mitchell
7h 01m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
$564

JetBlue flights from San José to Milwaukee

Our best JetBlue deals on San José to Milwaukee flight tickets
JetBlue
May 8
SJO1:20 pmSan José Juan Santamaria Intl
9h 33m
1 stop
MKE11:53 pmMilwaukee-Mitchell
May 11
MKE5:23 amMilwaukee-Mitchell
7h 32m
1 stop
SJO11:55 amSan José Juan Santamaria Intl
$582
JetBlue
Jun 1
SJO12:40 pmSan José Juan Santamaria Intl
17h 56m
2 stops
MKE7:36 amMilwaukee-Mitchell
Jun 8
MKE8:26 amMilwaukee-Mitchell
28h 05m
2 stops
SJO11:31 amSan José Juan Santamaria Intl
$592

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 March 14, 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

Tue 4/28

11:13 am-10:00 am

2 stops21h 47m

Milwaukee-Mitchell

Tue 5/5

3:25 pm-12:21 pm

2 stops21h 56m

$467

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/15

1:25 pm-10:30 pm

2 stops32h 05m

Milwaukee-Mitchell

Wed 5/20

3:25 pm-7:37 pm

2 stops29h 12m

$487
Quickest round-trip

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 5/14

1:20 pm-11:53 pm

1 stop9h 33m

Milwaukee-Mitchell

Thu 8/13

5:55 am-11:56 am

1 stop7h 01m

$496

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/15

12:55 pm-4:14 pm

2 stops26h 19m

Milwaukee-Mitchell

Thu 5/21

8:46 am-8:19 am

1 stop24h 33m

$497

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 5/14

1:25 pm-10:42 am

1 stop20h 17m

Milwaukee-Mitchell

Tue 5/19

8:15 am-7:37 pm

1 stop12h 22m

$527

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 5/13

1:25 pm-10:59 pm

1 stop8h 34m

Milwaukee-Mitchell

Tue 5/19

8:15 am-7:37 pm

1 stop12h 22m

$536

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 5/13

1:25 pm-9:45 am

2 stops19h 20m

Milwaukee-Mitchell

Tue 5/19

8:15 am-7:37 pm

1 stop12h 22m

$540

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 5/14

1:20 pm-11:53 pm

1 stop9h 33m

Milwaukee-Mitchell

Thu 8/13

5:55 am-11:56 am

1 stop7h 01m

$542

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/15

1:25 pm-10:38 am

1 stop20h 13m

Milwaukee-Mitchell

Wed 5/20

3:51 pm-10:11 am

1 stop19h 20m

$548

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 4/16

7:55 am-10:55 pm

1 stop14h 00m

Milwaukee-Mitchell

Sat 4/18

5:10 am-11:55 am

1 stop7h 45m

$557

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 April. Flight prices, which tend to average around $468, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Milwaukee, with average flight prices from San José averaging around $480.

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

As of March 2026, prices for San José to Milwaukee flights are approximately 12% 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

9h 04m

Direct flights

None
The fastest flight from San José to Milwaukee takes 9h 04m
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 9h 04m, 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
11,464 reviews
Search American Airlines flights
United AirlinesPriceFrom $458Free CancellationRating
7.4
9,423 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
West Bend
Port Washington
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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