$248+ 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 1/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Feb 19 — Feb 261
1 adult, Economy
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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 January 20, 2026.
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 January 20, 2026.
This Delta deal was found by Cheapflights users on 1/19. 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.
Mon 2/2310:10 am
MKE
- SJO
1 stop11h 52m
Delta
Thu 3/57:00 am
SJO
- MKE
1 stop16h 47m
Delta
Deal found 1/19![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 1/19. 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.
Sun 4/1212:11 pm
MKE
- SJO
1 stop10h 04m
Delta
Thu 4/231:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 1/19![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 1/19. 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.
Sun 2/2212:20 pm
MKE
- SJO
1 stop9h 42m
Delta
Fri 3/67:00 am
SJO
- MKE
1 stop16h 47m
Delta
Deal found 1/19![Delta logo]()
$348
This Delta deal was found by Cheapflights users on 1/19. 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.
Sat 2/215:23 am
MKE
- SJO
1 stop16h 39m
Delta
Fri 3/67:00 am
SJO
- MKE
1 stop16h 47m
Delta
Deal found 1/19![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 1/20. 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.
Thu 4/305:55 am
MKE
- SJO
1 stop7h 09m
Delta
Thu 5/71:25 pm
SJO
- MKE
1 stop9h 02m
Delta
Deal found 1/20![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Sat 4/256:32 pm
MKE
- SJO
1 stop17h 53m
American Airlines
Sat 5/26:30 am
SJO
- MKE
2 stops15h 04m
American Airlines
Deal found 1/19![American Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Mon 2/238:11 pm
MKE
- SJO
2 stops16h 11m
Multiple Airlines
Thu 3/512:35 pm
SJO
- MKE
1 stop23h 06m
Multiple Airlines
Deal found 1/19![Multiple Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Mon 2/238:11 pm
MKE
- SJO
2 stops16h 11m
Multiple Airlines
Wed 3/412:35 pm
SJO
- MKE
1 stop30h 07m
Multiple Airlines
Deal found 1/19![Multiple Airlines logo]()
$390
This KAYAK deal was found by Cheapflights users on 1/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:00 am
MKE
- SJO
1 stop15h 12m
GOL
Wed 3/47:00 am
SJO
- MKE
1 stop8h 51m
GOL
Deal found 1/19![GOL logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/104:42 pm
MKE
- SJO
1 stop18h 55m
Multiple Airlines
Thu 2/2612:35 pm
SJO
- MKE
1 stop21h 08m
Multiple Airlines
Deal found 1/20![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Sun 2/226:37 pm
MKE
- SJO
1 stop17h 03m
Multiple Airlines
Wed 2/2512:35 pm
SJO
- MKE
1 stop30h 07m
Multiple Airlines
Deal found 1/19![Multiple Airlines logo]()
$400
This Gurufare deal was found by Cheapflights users on 1/19. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/224:47 pm
MKE
- SJO
1 stop27h 25m
GOL
Wed 3/47:00 am
SJO
- MKE
1 stop10h 54m
GOL
Deal found 1/19![GOL logo]()
$401
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 January 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $323 (Delta) |
One-way from | $248 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $583 |
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 January 20, 2026.
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
Tue 2/24
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Fri 3/6
7:00 am-11:47 pm
1 stop16h 47m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 4/12
5:45 am-9:15 pm
1 stop16h 30m
San José Juan Santamaria Intl
Wed 4/22
1:25 pm-11:25 pm
1 stop9h 00m
$334
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 2/21
2:20 pm-10:02 pm
1 stop7h 42m
San José Juan Santamaria Intl
Thu 3/5
7:00 am-11:47 pm
1 stop16h 47m
$368
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 3/10
12:14 pm-7:12 pm
1 stop7h 58m
San José Juan Santamaria Intl
Wed 3/18
2:59 pm-7:49 am
2 stops15h 50m
$446
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 4/11
5:45 am-9:15 pm
1 stop16h 30m
San José Juan Santamaria Intl
Thu 4/23
1:25 pm-11:25 pm
1 stop9h 00m
$446
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 4/9
10:09 am-9:15 pm
1 stop12h 06m
San José Juan Santamaria Intl
Thu 4/16
1:25 pm-11:25 pm
1 stop9h 00m
$471
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 4/10
7:00 am-9:15 pm
1 stop15h 15m
San José Juan Santamaria Intl
Wed 4/22
1:25 pm-11:25 pm
1 stop9h 00m
$471
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 4/10
6:45 am-6:15 am
2 stops24h 30m
San José Juan Santamaria Intl
Thu 4/23
1:25 pm-11:25 pm
1 stop9h 00m
$476
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 5/2
7:00 am-1:06 pm
1 stop7h 06m
San José Juan Santamaria Intl
Tue 5/5
1:25 pm-11:25 pm
1 stop9h 00m
$516
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 2/25
1:35 pm-10:02 pm
1 stop8h 27m
San José Juan Santamaria Intl
Tue 3/3
2:25 pm-11:47 pm
1 stop9h 22m
$544
Showing 1-10 of 19 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 January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-San José flight deals on Cheapflights vs. FlightHub >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 Expedia the most. Expedia 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 January 16, 2026.
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, May is the cheapest month in which you can book a flight from Milwaukee to San José (average of $242). Flying from Milwaukee to San José in March is currently the most expensive (average of $381). 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.
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 January 20, 2026.
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.
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
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 locationsAlajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio
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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 January 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$296 | Average$593 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$385 | Average$613 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$439 | Average$615 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$475 | Average$700 | FlexibilityNo cancel fee | On-time69% |