$227+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jan 17 — Jan 241
1 adult, Economy
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Find cheap flights from Milwaukee to San José with Cheapflights
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Milwaukee-Mitchell to San José Juan Santamaria Intl are usually found in September or August, booked 40 days in advance, depart on a Tuesday or Friday and return on a Tuesday
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 18, 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 18, 2025.
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/236:13 amMKE - SJO
1 stop16h 32mAmerican Airlines
Thu 1/157:09 amSJO - MKE
1 stop14h 53mAmerican Airlines
Deal found 12/16![American Airlines logo]()
$499
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/218:00 amMKE - SJO
1 stop12h 39mUnited Airlines
Sat 12/276:30 amSJO - MKE
1 stop8h 22mUnited Airlines
Deal found 12/17![United Airlines logo]()
$564
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Tue 12/238:00 amMKE - SJO
1 stop14h 32mUnited Airlines
Thu 1/152:20 pmSJO - MKE
2 stops25h 23mUnited Airlines
Deal found 12/16![United Airlines logo]()
$571
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Sat 12/277:48 pmMKE - SJO
1 stop15h 54mMultiple Airlines
Sat 1/173:12 pmSJO - MKE
2 stops27h 35mMultiple Airlines
Deal found 12/15![Multiple Airlines logo]()
$612
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sun 12/213:11 pmMKE - SJO
1 stop7h 34mAmerican Airlines
Sat 12/271:50 pmSJO - MKE
1 stop10h 09mAmerican Airlines
Deal found 12/17![American Airlines logo]()
$614
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/235:00 amMKE - SJO
1 stop7h 56mUnited Airlines
Tue 12/306:30 amSJO - MKE
1 stop8h 22mUnited Airlines
Deal found 12/17![United Airlines logo]()
$656
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/208:02 pmMKE - SJO
2 stops16h 27mAmerican Airlines
Sat 12/276:20 amSJO - MKE
1 stop17h 39mAmerican Airlines
Deal found 12/16![American Airlines logo]()
$669
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 18, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $398 (Delta) |
One-way from | $227 (United Airlines) |
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 18, 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
Mon 1/26
12:17 pm-10:15 pm
1 stop9h 58m
San José Juan Santamaria Intl
Thu 1/29
2:31 pm-11:46 pm
1 stop9h 15m
$398
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 2/3
9:30 am-10:30 pm
1 stop13h 00m
San José Juan Santamaria Intl
Tue 2/10
7:09 am-6:26 pm
1 stop11h 17m
$398
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 1/19
12:17 pm-10:15 pm
1 stop9h 58m
San José Juan Santamaria Intl
Tue 2/3
2:31 pm-11:46 pm
1 stop9h 15m
$398
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
7:00 am-11:48 pm
1 stop16h 48m
$398
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 1/19
12:17 pm-10:15 pm
1 stop9h 58m
San José Juan Santamaria Intl
Wed 2/4
2:31 pm-11:46 pm
1 stop9h 15m
$398
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 2/18
1:35 pm-10:02 pm
1 stop8h 27m
San José Juan Santamaria Intl
Tue 2/24
7:00 am-11:48 pm
1 stop16h 48m
$398
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 2/28
7:00 am-8:13 pm
2 stops13h 13m
San José Juan Santamaria Intl
Thu 3/5
11:25 am-11:54 pm
1 stop12h 29m
$422
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 2/18
8:36 am-10:43 pm
2 stops14h 07m
San José Juan Santamaria Intl
Tue 2/24
7:45 am-11:42 pm
2 stops15h 57m
$461
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 2/17
4:58 pm-2:04 pm
2 stops21h 06m
San José Juan Santamaria Intl
Tue 2/24
3:55 pm-11:03 am
2 stops19h 08m
$461
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 2/10
6:12 am-10:30 pm
2 stops16h 18m
San José Juan Santamaria Intl
Tue 2/24
3:55 pm-10:59 am
2 stops19h 04m
$461
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 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 12, 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 $372). 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 18, 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 18, 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.
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
7.9
Boarding
8.1
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 18, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$271 | Average$472 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$385 | Average$681 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$675 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$442 | Average$633 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$505 | Average$790 | FlexibilityNo cancel fee | On-time69% |