$161+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Apr 16 — Apr 231
Round-trip
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.Cheap flight deals from Milwaukee to San José
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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 March 17, 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 March 17, 2026.
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Tue 4/145:29 pm
MKE
- SJO
2 stops18h 38m
American Airlines
Tue 4/212:08 pm
SJO
- MKE
2 stops19h 35m
American Airlines
Deal found 3/17![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/285:29 pm
MKE
- SJO
1 stop18h 56m
American Airlines
Tue 5/52:08 pm
SJO
- MKE
2 stops19h 35m
American Airlines
Deal found 3/16![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
MKE
- SJO
2 stops14h 07m
American Airlines
Wed 5/611:35 pm
SJO
- MKE
1 stop21h 52m
American Airlines
Deal found 3/15![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:32 pm
MKE
- SJO
1 stop17h 53m
American Airlines
Sat 5/912:31 pm
SJO
- MKE
1 stop9h 16m
American Airlines
Deal found 3/15![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Fri 5/16:41 pm
MKE
- SJO
2 stops17h 26m
American Airlines
Fri 5/811:35 pm
SJO
- MKE
2 stops15h 21m
American Airlines
Deal found 3/16![American Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/1410:51 am
MKE
- SJO
1 stop10h 28m
United Airlines
Tue 4/217:15 am
SJO
- MKE
1 stop9h 40m
United Airlines
Deal found 3/17![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 3/12. 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 4/266:41 pm
MKE
- SJO
1 stop17h 44m
American Airlines
Sun 5/311:35 pm
SJO
- MKE
1 stop21h 52m
American Airlines
Deal found 3/12![American Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 3/14. 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.
Fri 5/86:42 pm
MKE
- SJO
1 stop17h 48m
American Airlines
Mon 5/1112:35 pm
SJO
- MKE
1 stop9h 12m
American Airlines
Deal found 3/14![American Airlines logo]()
$414
Best flights from Milwaukee to San JoséDiscover carefully curated flight deals from Milwaukee to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 17, 2026.
Discover carefully curated flight deals from Milwaukee to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 17, 2026.
This United Airlines deal was found by Cheapflights users on 3/14. 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.
Mon 5/46:56 pm
MKE
- SJO
2 stops18h 25m
United Airlines
Wed 5/61:25 pm
SJO
- MKE
2 stops26h 17m
United Airlines
Deal found 3/14![United Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 3/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:23 am
MKE
- SJO
1 stop7h 29m
Delta
Tue 6/91:25 pm
SJO
- MKE
1 stop9h 02m
Delta
Deal found 3/16![Delta logo]()
$608
This Southwest deal was found by Cheapflights users on 3/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:20 am
MKE
- SJO
2 stops13h 20m
Southwest
Sat 7/2512:00 pm
SJO
- MKE
1 stop9h 55m
Southwest
Deal found 3/14![Southwest logo]()
$650
This United Airlines deal was found by Cheapflights users on 3/12. 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 4/78:00 am
MKE
- SJO
1 stop27h 11m
United Airlines
Thu 4/91:25 pm
SJO
- MKE
2 stops26h 22m
United Airlines
Deal found 3/12![United Airlines logo]()
$599
This United Airlines deal was found by Cheapflights users on 3/14. 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.
Mon 4/63:52 pm
MKE
- SJO
1 stop19h 19m
United Airlines
Thu 4/91:25 pm
SJO
- MKE
2 stops28h 22m
United Airlines
Deal found 3/14![United Airlines logo]()
$630
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Thu 4/910:51 am
MKE
- SJO
1 stop10h 28m
United Airlines
Thu 4/167:55 am
SJO
- MKE
1 stop14h 00m
United Airlines
Deal found 3/12![United Airlines logo]()
$660
This United Airlines deal was found by Cheapflights users on 3/12. 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 3/285:10 pm
MKE
- SJO
1 stop18h 01m
United Airlines
Fri 4/177:55 am
SJO
- MKE
1 stop14h 04m
United Airlines
Deal found 3/12![United Airlines logo]()
$666
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated March 17, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated March 17, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Mon 4/1310:51 am
MKE
- SJO
1 stop10h 28m
United Airlines
Thu 4/2311:13 am
SJO
- MKE
1 stop10h 42m
United Airlines
Deal found 3/17![United Airlines logo]()
$431
This KAYAK deal was found by Cheapflights users on 3/17. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:41 pm
MKE
- SJO
2 stops18h 54m
GOL
Thu 4/2312:10 pm
SJO
- MKE
2 stops18h 31m
GOL
Deal found 3/17![GOL logo]()
$435
This American Airlines deal was found by Cheapflights users on 3/17. 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.
Tue 4/145:29 pm
MKE
- SJO
2 stops18h 38m
American Airlines
Tue 4/212:08 pm
SJO
- MKE
2 stops19h 35m
American Airlines
Deal found 3/17![American Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/149:43 am
MKE
- SJO
2 stops11h 36m
United Airlines
Tue 4/217:15 am
SJO
- MKE
1 stop9h 40m
United Airlines
Deal found 3/17![United Airlines logo]()
$394
This United Airlines deal was found by Cheapflights users on 3/16. 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.
Sun 4/198:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Tue 4/217:15 am
SJO
- MKE
1 stop9h 40m
United Airlines
Deal found 3/16![United Airlines logo]()
$426
This American Airlines deal was found by Cheapflights users on 3/12. 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 4/266:41 pm
MKE
- SJO
1 stop17h 44m
American Airlines
Sun 5/311:35 pm
SJO
- MKE
1 stop21h 52m
American Airlines
Deal found 3/12![American Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 3/13. 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.
Mon 4/276:41 pm
MKE
- SJO
2 stops19h 27m
American Airlines
Mon 5/42:22 pm
SJO
- MKE
2 stops18h 47m
American Airlines
Deal found 3/13![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 3/16. 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 4/285:29 pm
MKE
- SJO
1 stop18h 56m
American Airlines
Tue 5/52:08 pm
SJO
- MKE
2 stops19h 35m
American Airlines
Deal found 3/16![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
MKE
- SJO
2 stops14h 07m
American Airlines
Wed 5/611:35 pm
SJO
- MKE
1 stop21h 52m
American Airlines
Deal found 3/15![American Airlines logo]()
$367
One-way flights from Milwaukee to San JoséSearch for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated March 17, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated March 17, 2026.
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Sun 4/126:41 pm
MKE
- SJO
2 stops17h 26m
American Airlines
Deal found 3/16![American Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 3/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:21 pm
MKE
- SJO
1 stop8h 54m
Delta
Deal found 3/16![Delta logo]()
$176
This American Airlines deal was found by Cheapflights users on 3/16. 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.
Wed 4/86:42 pm
MKE
- SJO
2 stops17h 25m
American Airlines
Deal found 3/16![American Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:02 pm
MKE
- SJO
1 stop16h 40m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Mon 3/238:20 pm
MKE
- SJO
2 stops15h 54m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$227
This Trip.com deal was found by Cheapflights users on 3/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:35 pm
MKE
- SJO
1 stop21h 31m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$247
This United Airlines deal was found by Cheapflights users on 3/16. 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 3/247:00 am
MKE
- SJO
2 stops11h 16m
United Airlines
Deal found 3/16![United Airlines logo]()
$298
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 March 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $359 (American Airlines) |
One-way from | $161 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $707 |
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 March 17, 2026.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 5/4
6:56 pm-12:21 pm
2 stops18h 25m
San José Juan Santamaria Intl
Wed 5/6
1:25 pm-4:42 pm
2 stops26h 17m
$509
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 4/7
8:00 am-10:11 am
1 stop27h 11m
San José Juan Santamaria Intl
Thu 4/9
1:25 pm-4:47 pm
2 stops26h 22m
$599
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 6/2
5:23 am-11:52 am
1 stop7h 29m
San José Juan Santamaria Intl
Tue 6/9
1:25 pm-11:27 pm
1 stop9h 02m
$608
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 4/6
3:52 pm-10:11 am
1 stop19h 19m
San José Juan Santamaria Intl
Thu 4/9
1:25 pm-6:47 pm
2 stops28h 22m
$630
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 7/19
6:20 am-6:40 pm
2 stops13h 20m
San José Juan Santamaria Intl
Sat 7/25
12:00 pm-10:55 pm
1 stop9h 55m
$650
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 4/9
10:51 am-8:19 pm
1 stop10h 28m
San José Juan Santamaria Intl
Thu 4/16
7:55 am-10:55 pm
1 stop14h 00m
$660
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 3/28
5:10 pm-10:11 am
1 stop18h 01m
San José Juan Santamaria Intl
Fri 4/17
7:55 am-10:59 pm
1 stop14h 04m
$666
Cheapest one-way
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 4/8
1:21 pm-9:15 pm
1 stop8h 54m
$176
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 4/8
6:42 pm-11:07 am
2 stops17h 25m
$191
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 4/12
7:02 pm-10:42 am
1 stop16h 40m
$225
Showing 1-10 of 14 resultsSorted by cheapest first
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 March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| 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 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 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 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.
MKE-SJO
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 March 13, 2026.
The best time to book flights from Milwaukee to San José is 41 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 $247). Flying from Milwaukee to San José in April is currently the most expensive (average of $348). 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 March 17, 2026.
Read through reviews of airlines operating flights from Milwaukee to San José, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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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Milwaukee and San José flights
Browse other Milwaukee and San José flight options. Last updated on March 17, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on March 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 17, 2026.
Top 4 airlines flying from Milwaukee to San José
Discover the top 4 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 March 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$323 | Average$613 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$393 | Average$597 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$688 | FlexibilityNo cancel fee | On-time69% |