$150+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Apr 25 — May 21
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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Best
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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 26, 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 26, 2026.
This Priceline deal was found by Cheapflights users on 3/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:46 am
MKE
- SJO
1 stop24h 33m
Frontier
Mon 6/89:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 3/25![Frontier logo]()
$275
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/37:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Fri 5/811:35 pm
SJO
- MKE
1 stop16h 26m
American Airlines
Deal found 3/24![American Airlines logo]()
$342
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/97:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Fri 6/511:59 pm
SJO
- MKE
1 stop10h 22m
American Airlines
Deal found 3/24![American Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 3/25. 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 3/25![American Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 3/23. 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 5/95:00 pm
MKE
- SJO
1 stop21h 26m
American Airlines
Sun 5/1711:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 3/23![American Airlines logo]()
$373
This KAYAK deal was found by Cheapflights users on 3/24. 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.
Sun 5/105:37 pm
MKE
- SJO
2 stops20h 27m
GOL
Mon 6/82:09 pm
SJO
- MKE
2 stops21h 41m
GOL
Deal found 3/24![GOL logo]()
$419
This KAYAK deal was found by Cheapflights users on 3/23. 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.
Wed 4/226:42 pm
MKE
- SJO
2 stops17h 25m
GOL
Wed 4/2912:35 pm
SJO
- MKE
2 stops21h 24m
GOL
Deal found 3/23![GOL logo]()
$423
This KAYAK deal was found by Cheapflights users on 3/23. 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.
Wed 4/296:10 am
MKE
- SJO
2 stops13h 57m
GOL
Sat 5/211:35 pm
SJO
- MKE
2 stops19h 31m
GOL
Deal found 3/23![GOL logo]()
$424
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 26, 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 26, 2026.
This United Airlines deal was found by Cheapflights users on 3/25. 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
Thu 5/71:25 pm
SJO
- MKE
2 stops26h 17m
United Airlines
Deal found 3/25![United Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 3/21. 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.
Tue 7/285:10 am
MKE
- SJO
1 stop8h 35m
Southwest
Tue 8/49:00 am
SJO
- MKE
1 stop11h 05m
Southwest
Deal found 3/21![Southwest logo]()
$566
This United Airlines deal was found by Cheapflights users on 3/24. 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 5/78:15 am
MKE
- SJO
1 stop12h 22m
United Airlines
Mon 5/117:55 am
SJO
- MKE
2 stops28h 16m
United Airlines
Deal found 3/24![United Airlines logo]()
$493
This United Airlines deal was found by Cheapflights users on 3/24. 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 5/265:29 pm
MKE
- SJO
2 stops17h 42m
United Airlines
Sun 6/712:30 am
SJO
- MKE
2 stops32h 27m
United Airlines
Deal found 3/24![United Airlines logo]()
$511
This Southwest deal was found by Cheapflights users on 3/24. 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.
Thu 8/208:00 am
MKE
- SJO
2 stops11h 40m
Southwest
Tue 8/259:00 am
SJO
- MKE
2 stops10h 30m
Southwest
Deal found 3/24![Southwest logo]()
$570
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/215:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Tue 4/289:00 am
SJO
- MKE
1 stop12h 50m
Southwest
Deal found 3/22![Southwest logo]()
$592
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated March 26, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated March 26, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/24. 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 4/217:55 am
SJO
- MKE
2 stops25h 05m
United Airlines
Deal found 3/24![United Airlines logo]()
$497
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Thu 4/166:41 pm
MKE
- SJO
2 stops17h 26m
American Airlines
Wed 4/2211:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 3/24![American Airlines logo]()
$365
This KAYAK deal was found by Cheapflights users on 3/24. 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.
Thu 4/166:41 pm
MKE
- SJO
1 stop17h 44m
GOL
Thu 4/2311:35 pm
SJO
- MKE
1 stop10h 24m
GOL
Deal found 3/24![GOL logo]()
$438
This United Airlines deal was found by Cheapflights users on 3/24. 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 4/186:50 am
MKE
- SJO
2 stops13h 47m
United Airlines
Tue 4/217:55 am
SJO
- MKE
2 stops25h 05m
United Airlines
Deal found 3/24![United Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 3/24. 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 4/215:06 am
MKE
- SJO
2 stops15h 01m
American Airlines
Tue 4/282:22 pm
SJO
- MKE
2 stops20h 08m
American Airlines
Deal found 3/24![American Airlines logo]()
$347
This KAYAK deal was found by Cheapflights users on 3/23. 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.
Wed 4/226:42 pm
MKE
- SJO
2 stops17h 25m
GOL
Wed 4/2912:35 pm
SJO
- MKE
2 stops21h 24m
GOL
Deal found 3/23![GOL logo]()
$423
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/2211:49 am
MKE
- SJO
1 stop10h 47m
American Airlines
Wed 4/2911:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 3/23![American Airlines logo]()
$490
This KAYAK deal was found by Cheapflights users on 3/23. 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.
Wed 4/296:10 am
MKE
- SJO
2 stops13h 57m
GOL
Sat 5/211:35 pm
SJO
- MKE
2 stops19h 31m
GOL
Deal found 3/23![GOL logo]()
$424
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/296:10 am
MKE
- SJO
2 stops13h 57m
American Airlines
Sat 5/211:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 3/23![American Airlines logo]()
$500
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 26, 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 26, 2026.
This American Airlines deal was found by Cheapflights users on 3/24. 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 5/116:40 pm
MKE
- SJO
2 stops17h 55m
American Airlines
Deal found 3/24![American Airlines logo]()
$150
This American Airlines deal was found by Cheapflights users on 3/23. 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
Deal found 3/23![American Airlines logo]()
$155
This United Airlines deal was found by Cheapflights users on 3/24. 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 5/95:10 am
MKE
- SJO
1 stop7h 45m
United Airlines
Deal found 3/24![United Airlines logo]()
$168
This United Airlines deal was found by Cheapflights users on 3/23. 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
Deal found 3/23![United Airlines logo]()
$170
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/215:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Deal found 3/22![Southwest logo]()
$190
This Delta deal was found by Cheapflights users on 3/25. 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 9/85:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 3/25![Delta logo]()
$212
This American Airlines deal was found by Cheapflights users on 3/25. 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 9/82:36 pm
MKE
- SJO
2 stops21h 29m
American Airlines
Deal found 3/25![American Airlines logo]()
$215
This Orbitz deal was found by Cheapflights users on 3/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:17 pm
MKE
- SJO
2 stops30h 03m
JetBlue
Deal found 3/21![JetBlue logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Fri 4/34:26 pm
MKE
- SJO
2 stops19h 16m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$275
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 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $275 (Priceline) |
One-way from | $150 (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 26, 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
Thu 5/7
1:25 pm-4:42 pm
2 stops26h 17m
$493
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 5/7
8:15 am-7:37 pm
1 stop12h 22m
San José Juan Santamaria Intl
Mon 5/11
7:55 am-1:11 pm
2 stops28h 16m
$493
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 5/26
5:29 pm-10:11 am
2 stops17h 42m
San José Juan Santamaria Intl
Sun 6/7
12:30 am-9:57 am
2 stops32h 27m
$511
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/28
5:10 am-12:45 pm
1 stop8h 35m
San José Juan Santamaria Intl
Tue 8/4
9:00 am-9:05 pm
1 stop11h 05m
$566
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 8/20
8:00 am-6:40 pm
2 stops11h 40m
San José Juan Santamaria Intl
Tue 8/25
9:00 am-8:30 pm
2 stops10h 30m
$570
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 4/21
5:50 am-7:00 pm
2 stops14h 10m
San José Juan Santamaria Intl
Tue 4/28
9:00 am-10:50 pm
1 stop12h 50m
$592
Cheapest one-way
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 4/18
10:45 am-7:37 pm
2 stops9h 52m
$168
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 5/9
8:11 am-9:36 pm
2 stops14h 25m
$168
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 5/9
5:10 am-11:55 am
1 stop7h 45m
$168
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 4/21
5:50 am-7:00 pm
2 stops14h 10m
$190
Showing 1-10 of 13 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.
How much does it cost to fly round-trip from Milwaukee to San José?
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 26, 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.
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 26, 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 26, 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 26, 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 26, 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$700 | FlexibilityNo cancel fee | On-time69% |