$131+ Cheap flights from Milwaukee (MKE) to San José (SJO)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jan 28 — Feb 41
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to San José
Cheapest flights from Milwaukee to San JoséExplore the most affordable flight options available from Milwaukee to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 29, 2025.
Explore the most affordable flight options available from Milwaukee to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 29, 2025.
This Kiwi.com deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:21 pmMKE - SJO
2 stops23h 34mMultiple Airlines
Thu 1/812:33 pmSJO - MKE
1 stop30h 28mMultiple Airlines
Deal found 12/26![Multiple Airlines logo]()
$533
This Delta deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:40 amMKE - SJO
1 stop7h 16mDelta
Thu 1/82:31 pmSJO - MKE
1 stop8h 57mDelta
Deal found 12/26![Delta logo]()
$546
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:27 pmMKE - SJO
2 stops16h 05mAmerican Airlines
Thu 1/87:30 amSJO - MKE
2 stops16h 05mAmerican Airlines
Deal found 12/26![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 amMKE - SJO
1 stop12h 29mAmerican Airlines
Sun 1/47:00 amSJO - MKE
1 stop16h 00mAmerican Airlines
Deal found 12/26![American Airlines logo]()
$921
This United Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:00 amMKE - SJO
1 stop12h 39mUnited Airlines
Sat 1/36:30 amSJO - MKE
1 stop16h 15mUnited Airlines
Deal found 12/27![United Airlines logo]()
$1,198
This business-class.com deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:00 amMKE - SJO
2 stops16h 59mMultiple Airlines
Mon 1/56:30 amSJO - MKE
2 stops12h 28mMultiple Airlines
Deal found 12/29![Multiple Airlines logo]()
$3,983
Find flight deals from Milwaukee to San José
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 29, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $293 (Kiwi.com) |
One-way from | $131 (Trip.com) |
Popular in | December |
Cheapest in | September |
Average price | $928 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to San José 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, Cheapflights users made 2,558,603 searches. Data last updated December 29, 2025.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.
Fly from
Milwaukee
Fly to
San José
Route
Depart
Return
Price
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 1/22
7:13 pm-11:37 am
1 stop16h 24m
San José Juan Santamaria Intl
Sun 2/1
1:30 pm-6:06 pm
2 stops28h 36m
$380
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 2/4
6:56 pm-11:37 am
1 stop16h 41m
San José Juan Santamaria Intl
Wed 2/18
4:15 pm-9:43 am
3 stops41h 28m
$437
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 1/23
7:28 pm-11:37 am
1 stop16h 09m
San José Juan Santamaria Intl
Sun 2/1
1:30 pm-6:06 pm
2 stops28h 36m
$465
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 2/3
1:04 pm-10:30 pm
1 stop9h 26m
San José Juan Santamaria Intl
Tue 2/10
7:09 am-3:57 pm
1 stop8h 48m
$482
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 2/3
5:30 am-1:00 pm
1 stop7h 30m
San José Juan Santamaria Intl
Tue 2/10
7:00 am-7:58 pm
1 stop12h 58m
$482
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 3/1
12:20 pm-10:02 pm
1 stop9h 42m
San José Juan Santamaria Intl
Wed 3/4
7:00 am-8:13 pm
1 stop13h 13m
$482
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 2/1
12:07 pm-11:43 pm
1 stop11h 36m
San José Juan Santamaria Intl
Tue 2/10
7:09 am-10:05 pm
1 stop14h 56m
$482
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 2/17
1:35 pm-10:02 pm
1 stop8h 27m
San José Juan Santamaria Intl
Tue 2/24
2:25 pm-11:47 pm
1 stop9h 22m
$482
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 2/1
7:50 am-6:16 pm
1 stop10h 26m
San José Juan Santamaria Intl
Tue 2/10
6:30 am-6:53 pm
2 stops12h 23m
$487
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 3/8
10:09 am-9:15 pm
1 stop12h 06m
San José Juan Santamaria Intl
Tue 3/17
7:00 am-5:40 pm
1 stop9h 40m
$493
Showing 1-10 of 18 results
Compare providers for flights from Milwaukee to San José
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to San José in December.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
- Most accurate provider: When it comes to deals on Milwaukee-San José flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Milwaukee-San José flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Milwaukee-San José flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-San José flights, Cheapflights users trust eDreams the most. eDreams 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 Milwaukee-San José 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 Milwaukee to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Milwaukee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to San José
How far ahead should I book a flight from Milwaukee to San José?
Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to San José. Price data was last updated on December 26, 2025.
The best time to book flights from Milwaukee to San José is 40 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Milwaukee to San José?
Currently, October is the cheapest month in which you can book a flight from Milwaukee to San José (average of $248). Flying from Milwaukee to San José in March is currently the most expensive (average of $380). 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.
What is the cheapest time of day to fly from MKE to SJO?
Find hourly flight availability from Milwaukee to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 29, 2025.
Unlike in the evening, when flights are generally more expensive, you can save up to 65% on flights from Milwaukee to San José by exploring options for tickets in the afternoon.
Reviews of airlines servicing San José
Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated December 29, 2025.
Read through reviews of airlines operating flights from Milwaukee to San José, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsManuel Antonio
Alajuela
Monteverde
Jacó
Heredia
Dominical
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Alternative routes for Milwaukee to San José
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Milwaukee to San José
Discover the top 5 airlines that operate flights from Milwaukee to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 29, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$292 | Average$573 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$385 | Average$656 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$675 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$442 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$505 | Average$790 | FlexibilityNo cancel fee | On-time69% |