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Cheap flights from San José to Milwaukee from $174

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 2/26. 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.
Southwest Logo
9:00 am - 10:50 pm
SJO
-
MKE
12h 50m
1 stop
Southwest Logo
5:30 am - 12:10 pm
MKE
-
SJO
7h 40m
1 stop
$403Southwest
Fri, May 8 - Mon, May 11
Southwest Logo
9:00 am - 10:50 pm
SJO
-
MKE
12h 50m
1 stop
Southwest Logo
6:10 am - 7:00 pm
MKE
-
SJO
13h 50m
2 stops
$407Southwest
Fri, May 8 - Mon, May 11
JetBlue Logo
9:00 am - 4:14 pm
SJO
-
MKE
30h 14m
2 stops
JetBlue Logo
4:34 pm - 11:55 am
MKE
-
SJO
20h 21m
2 stops
$450JetBlue
Fri, May 8 - Mon, May 11
United Airlines Logo
2:30 pm - 10:30 am
SJO
-
MKE
20h 00m
2 stops
United Airlines Logo
1:25 pm - 12:56 pm
MKE
-
SJO
23h 31m
1 stop
$474United Airlines
Sat, Feb 14 - Sat, Feb 28
JetBlue Logo
7:00 am - 5:41 pm
SJO
-
MKE
9h 41m
1 stop
JetBlue Logo
1:21 pm - 9:15 pm
MKE
-
SJO
8h 54m
1 stop
$481JetBlue
Mon, Mar 23 - Tue, Mar 31
Multiple Airlines Logo
12:24 pm - 5:50 pm
SJO
-
MKE
28h 26m
2 stops
Multiple Airlines Logo
5:44 pm - 10:42 am
MKE
-
SJO
17h 58m
1 stop
$490Multiple Airlines
Mon, Mar 23 - Tue, Mar 31
United Airlines Logo
1:05 pm - 10:14 pm
SJO
-
MKE
8h 09m
1 stop
United Airlines Logo
5:00 am - 11:56 am
MKE
-
SJO
7h 56m
1 stop
$515United Airlines
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
1:05 pm - 10:14 pm
SJO
-
MKE
8h 09m
1 stop
United Airlines Logo
5:00 am - 5:16 pm
MKE
-
SJO
13h 16m
2 stops
$519United Airlines
Fri, Mar 13 - Tue, Mar 17
JetBlue Logo
1:25 pm - 11:27 pm
SJO
-
MKE
9h 02m
1 stop
JetBlue Logo
5:55 am - 12:04 pm
MKE
-
SJO
7h 09m
1 stop
$521JetBlue
Fri, May 8 - Mon, May 11
United Airlines Logo
5:30 am - 10:30 am
SJO
-
MKE
28h 00m
2 stops
United Airlines Logo
2:32 pm - 10:11 am
MKE
-
SJO
20h 39m
2 stops
$531United Airlines
Mon, Mar 23 - Tue, Mar 31

United Airlines flights from San José to Milwaukee

Our best United Airlines deals on San José to Milwaukee flight tickets
United Airlines
Feb 14
SJO2:30 pmSan José Juan Santamaria Intl
20h 00m
2 stops
MKE10:30 amMilwaukee-Mitchell
Feb 28
MKE1:25 pmMilwaukee-Mitchell
23h 31m
1 stop
SJO12:56 pmSan José Juan Santamaria Intl
$474
United Airlines
Mar 13
SJO1:05 pmSan José Juan Santamaria Intl
8h 09m
1 stop
MKE10:14 pmMilwaukee-Mitchell
Mar 17
MKE5:00 amMilwaukee-Mitchell
7h 56m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
$515
United Airlines
Mar 13
SJO1:05 pmSan José Juan Santamaria Intl
8h 09m
1 stop
MKE10:14 pmMilwaukee-Mitchell
Mar 17
MKE5:00 amMilwaukee-Mitchell
13h 16m
2 stops
SJO5:16 pmSan José Juan Santamaria Intl
$519

JetBlue flights from San José to Milwaukee

Our best JetBlue deals on San José to Milwaukee flight tickets
JetBlue
May 8
SJO9:00 amSan José Juan Santamaria Intl
30h 14m
2 stops
MKE4:14 pmMilwaukee-Mitchell
May 11
MKE4:34 pmMilwaukee-Mitchell
20h 21m
2 stops
SJO11:55 amSan José Juan Santamaria Intl
$450
JetBlue
Mar 23
SJO7:00 amSan José Juan Santamaria Intl
9h 41m
1 stop
MKE5:41 pmMilwaukee-Mitchell
Mar 31
MKE1:21 pmMilwaukee-Mitchell
8h 54m
1 stop
SJO9:15 pmSan José Juan Santamaria Intl
$481
JetBlue
May 8
SJO1:25 pmSan José Juan Santamaria Intl
9h 02m
1 stop
MKE11:27 pmMilwaukee-Mitchell
May 11
MKE5:55 amMilwaukee-Mitchell
7h 09m
1 stop
SJO12:04 pmSan José Juan Santamaria Intl
$521

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 January 26, 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

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/8

9:00 am-10:50 pm

1 stop12h 50m

Milwaukee-Mitchell

Mon 5/11

5:30 am-12:10 pm

1 stop7h 40m

$403

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/8

9:00 am-10:50 pm

1 stop12h 50m

Milwaukee-Mitchell

Mon 5/11

6:10 am-7:00 pm

2 stops13h 50m

$407

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/8

9:00 am-4:14 pm

2 stops30h 14m

Milwaukee-Mitchell

Mon 5/11

4:34 pm-11:55 am

2 stops20h 21m

$450

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 2/14

2:30 pm-10:30 am

2 stops20h 00m

Milwaukee-Mitchell

Sat 2/28

1:25 pm-12:56 pm

1 stop23h 31m

$474

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 3/23

7:00 am-5:41 pm

1 stop9h 41m

Milwaukee-Mitchell

Tue 3/31

1:21 pm-9:15 pm

1 stop8h 54m

$481

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 3/23

12:24 pm-5:50 pm

2 stops28h 26m

Milwaukee-Mitchell

Tue 3/31

5:44 pm-10:42 am

1 stop17h 58m

$490

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 3/13

1:05 pm-10:14 pm

1 stop8h 09m

Milwaukee-Mitchell

Tue 3/17

5:00 am-11:56 am

1 stop7h 56m

$515

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 3/13

1:05 pm-10:14 pm

1 stop8h 09m

Milwaukee-Mitchell

Tue 3/17

5:00 am-5:16 pm

2 stops13h 16m

$519

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/8

1:25 pm-11:27 pm

1 stop9h 02m

Milwaukee-Mitchell

Mon 5/11

5:55 am-12:04 pm

1 stop7h 09m

$521

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 3/23

5:30 am-10:30 am

2 stops28h 00m

Milwaukee-Mitchell

Tue 3/31

2:32 pm-10:11 am

2 stops20h 39m

$531

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 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 $373, are often lower during this time because this is during the off-season. The month of April is another great option to travel to Milwaukee, with average flight prices from San José averaging around $456.

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

As of January 2026, prices for San José to Milwaukee flights are approximately 43% 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

8h 09m

Direct flights

None
The fastest flight from San José to Milwaukee takes 8h 09m
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 8h 09m, 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
7.2
11,189 reviews
Search American Airlines flights
United AirlinesPriceFrom $458Free CancellationRating
7.4
9,199 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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