Milwaukee

$356+ Cheap flights from San José (SJO) to Milwaukee (MKE)

SJO — MKE
Dec 15 — Dec 221
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1. Tell us where you want to go

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Cheap flight deals from San José to Milwaukee

Cheapest flights from San José to Milwaukee

Thu 12/241:15 am -
2 stops21h 56m
Thu 12/312:31 pm -
2 stops22h 29m
Deal found 11/11$626
Wed 12/231:25 pm -
1 stop20h 38m
Fri 1/12:31 pm -
2 stops27h 45m
Deal found 11/11$664
Wed 12/232:15 pm -
2 stops19h 48m
Tue 12/291:25 pm -
2 stops28h 51m
Deal found 11/11$673
Tue 12/298:45 am -
2 stops25h 18m
Sat 1/22:31 pm -
2 stops27h 45m
Deal found 11/11$675
Tue 12/297:00 am -
1 stop10h 05m
Thu 12/315:30 am -
1 stop16h 16m
Deal found 11/11$678
Tue 12/292:25 pm -
2 stops19h 38m
Thu 12/316:35 pm -
1 stop16h 55m
Deal found 11/11$696
Thu 12/241:15 am -
2 stops15h 31m
Sun 1/310:38 am -
2 stops26h 44m
Deal found 11/11$698
Fri 12/251:15 am -
2 stops15h 31m
Wed 12/302:31 pm -
2 stops22h 29m
Deal found 11/11$704
Tue 12/297:00 am -
1 stop13h 48m
Fri 1/17:00 am -
1 stop14h 46m
Deal found 11/11$705
Fri 12/251:25 pm -
1 stop9h 46m
Sat 1/21:25 pm -
2 stops23h 57m
Deal found 11/11$706
Mon 12/287:00 am -
1 stop16h 59m
Thu 12/315:30 am -
1 stop16h 16m
Deal found 11/11$713
Tue 12/87:00 am -
1 stop13h 57m
Tue 12/1512:53 pm -
1 stop9h 24m
Deal found 11/10$714

Find flight deals from San José to Milwaukee

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$548
(United Airlines)

One-way from

$356
(Copa Airlines)

Popular in

June

Cheapest in

February

Average price

$581
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
From San José Juan Santamaria Intl to Milwaukee-Mitchell
One-way flight from San José Juan Santamaria Intl to Milwaukee-Mitchell
Highest demand for flights based on searches. 8% potential increase in price ($62 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights 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

Mon 12/14

5:53 pm-6:48 pm

2 stops24h 55m

Milwaukee-Mitchell

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$356
Quickest round-trip

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Mon 12/14

7:00 am-11:59 pm

1 stop16h 59m

Milwaukee-Mitchell

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$379

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Mon 1/11

3:56 pm-9:09 am

2 stops17h 13m

Milwaukee-Mitchell

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$413

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Mon 1/11

1:25 pm-8:07 am

1 stop18h 42m

Milwaukee-Mitchell

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$481

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Fri 2/12

2:25 pm-10:45 pm

1 stop8h 20m

Milwaukee-Mitchell

Tue 2/16

5:55 pm-12:15 pm

1 stop18h 20m

$557

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

7:39 am-8:39 pm

2 stops13h 00m

$562

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Mon 12/14

4:15 pm-5:18 pm

3 stops49h 03m

Milwaukee-Mitchell

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$587

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Wed 12/23

1:25 pm-11:11 pm

1 stop9h 46m

Milwaukee-Mitchell

Sat 1/2

2:31 pm-6:16 pm

2 stops27h 45m

$664

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Sat 5/8

7:55 am-8:34 am

2 stops23h 39m

Milwaukee-Mitchell

Fri 5/14

7:00 pm-11:55 am

1 stop17h 55m

$704

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Tue 4/13

1:25 pm-1:55 pm

2 stops23h 30m

Milwaukee-Mitchell

Fri 7/9

12:14 pm-10:11 am

2 stops22h 57m

$709

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Sorted by cheapest first

Compare providers for flights from San José to Milwaukee

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San José to Milwaukee in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San José-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San José-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San José-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San José-Milwaukee flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San José-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from San José to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from San José with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from San José to Milwaukee

What is the cheapest month to book a flight from San José to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from San José to Milwaukee (average of $493). Flying from San José to Milwaukee in June is currently the most expensive (average of $798). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from San José to Milwaukee?

Airfare is below average for this route at the moment.

San José to Milwaukee flights typically cost between $578 and $618 in January.
The cheapest round-trip price found within the last 5 days was $548 on United Airlines (Jan 19-Jan 26).

Reviews of airlines servicing Milwaukee

Peruse reviews from past customers who have flown with American Airlines from San José to Milwaukee to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

6.8

Food

6.4

Overall

7.0

Comfort

7.1

Boarding

7.4

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Paul,Nov 2026

MCO - DCA

Gate agent made me check my bag but allowed others the same size go on after me, causing me an additional 15-20 minutes before I got home.

Entertainment

6.8

Food

6.4

Overall

7.0

Comfort

7.1

Boarding

7.4

Crew

7.9

Reviews

1 / 20
2.0
Mediocre

Paul,Nov 2026

MCO - DCA

Gate agent made me check my bag but allowed others the same size go on after me, causing me an additional 15-20 minutes before I got home.

Related info for your journey

  • How long is the flight from San José to Milwaukee?

    For as low as $557, United Airlines can have you in Milwaukee from San José in 8h 20m. Airlines will cover a distance of 2286 mi.

  • What is the cheapest airline to fly from San José to Milwaukee round-trip?

    American Airlines, at $488, was found to be the cheapest airline from San José to Milwaukee.. Users have found that American Airlines is 23% cheaper than the other options available to this destination.

  • Can I find deals for flights from San José to Milwaukee that include hotel bookings?

    Yes. In addition to deals on San José to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San José to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José to Milwaukee.

  • Can I find deals for business class flights from San José to Milwaukee?

    Yes. Cheapflights offers flight deals from San José to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San José to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from San José to Milwaukee (average of $493). Flying from San José to Milwaukee in June is currently the most expensive (average of $798). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Port Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Alternative routes for San José to Milwaukee

Top airline flying from San José to Milwaukee

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$488Average$563FlexibilityNo cancel feeOn-time71%

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