$234+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jun 28 — Jul 51
Round-trip
1 adult, Economy
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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
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Best
Last-minute
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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 May 29, 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 May 29, 2026.
This Delta deal was found by Cheapflights users on 5/28. 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 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
- MKE
1 stop9h 27m
Delta
Deal found 5/28![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 5/28. 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 9/96:06 am
MKE
- SJO
2 stops15h 01m
American Airlines
Thu 9/242:57 pm
SJO
- MKE
2 stops16h 04m
American Airlines
Deal found 5/28![American Airlines logo]()
$515
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:40 am
MKE
- SJO
2 stops13h 00m
Southwest
Thu 9/249:00 am
SJO
- MKE
1 stop10h 45m
Southwest
Deal found 5/25![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 5/26. 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.
Fri 10/95:45 am
MKE
- SJO
1 stop7h 13m
Delta
Fri 10/161:23 pm
SJO
- MKE
1 stop9h 01m
Delta
Deal found 5/26![Delta logo]()
$561
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 am
MKE
- SJO
1 stop7h 05m
Southwest
Wed 10/149:00 am
SJO
- MKE
2 stops11h 55m
Southwest
Deal found 5/25![Southwest logo]()
$572
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Thu 8/206:00 pm
MKE
- SJO
2 stops19h 03m
American Airlines
Thu 8/272:56 pm
SJO
- MKE
2 stops19h 01m
American Airlines
Deal found 5/25![American Airlines logo]()
$579
This Delta deal was found by Cheapflights users on 5/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:45 am
MKE
- SJO
1 stop7h 06m
Delta
Tue 8/251:14 pm
SJO
- MKE
1 stop9h 39m
Delta
Deal found 5/27![Delta logo]()
$580
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MKE
- SJO
1 stop7h 40m
Southwest
Sat 8/299:30 am
SJO
- MKE
1 stop8h 50m
Southwest
Deal found 5/25![Southwest logo]()
$581
This Southwest deal was found by Cheapflights users on 5/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:10 am
MKE
- SJO
1 stop8h 05m
Southwest
Mon 11/99:00 am
SJO
- MKE
1 stop10h 15m
Southwest
Deal found 5/27![Southwest logo]()
$585
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 May 29, 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 May 29, 2026.
This Delta deal was found by Cheapflights users on 5/25. 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.
Wed 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
- MKE
1 stop9h 27m
Delta
Deal found 5/25![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 5/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:05 am
MKE
- SJO
1 stop7h 40m
Southwest
Sat 8/299:30 am
SJO
- MKE
1 stop8h 50m
Southwest
Deal found 5/25![Southwest logo]()
$581
This United Airlines deal was found by Cheapflights users on 5/28. 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 10/208:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Thu 10/2212:44 pm
SJO
- MKE
1 stop9h 52m
United Airlines
Deal found 5/28![United Airlines logo]()
$630
This Delta deal was found by Cheapflights users on 5/25. 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.
Thu 8/205:34 am
MKE
- SJO
1 stop7h 15m
Delta
Thu 8/271:14 pm
SJO
- MKE
1 stop9h 39m
Delta
Deal found 5/25![Delta logo]()
$587
This Southwest deal was found by Cheapflights users on 5/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:20 am
MKE
- SJO
2 stops13h 20m
Southwest
Tue 8/259:00 am
SJO
- MKE
2 stops11h 25m
Southwest
Deal found 5/27![Southwest logo]()
$594
This United Airlines deal was found by Cheapflights users on 5/24. 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 9/295:00 am
MKE
- SJO
2 stops15h 37m
United Airlines
Thu 10/112:44 pm
SJO
- MKE
1 stop9h 52m
United Airlines
Deal found 5/24![United Airlines logo]()
$635
This Southwest deal was found by Cheapflights users on 5/24. 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.
Wed 6/176:45 am
MKE
- SJO
2 stops13h 55m
Southwest
Fri 6/268:45 am
SJO
- MKE
2 stops13h 10m
Southwest
Deal found 5/24![Southwest logo]()
$665
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated May 29, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated May 29, 2026 and is based on user searches.
This Faresmojo deal was found by Cheapflights users on 5/25. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:05 pm
MKE
- SJO
2 stops10h 42m
Multiple Airlines
Tue 6/166:19 pm
SJO
- MKE
2 stops14h 38m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$646
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Sun 5/318:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Tue 6/912:44 pm
SJO
- MKE
1 stop9h 50m
United Airlines
Deal found 5/25![United Airlines logo]()
$701
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Wed 6/1010:46 am
MKE
- SJO
1 stop9h 51m
United Airlines
Mon 6/1512:44 pm
SJO
- MKE
1 stop9h 50m
United Airlines
Deal found 5/25![United Airlines logo]()
$667
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Wed 6/1010:46 am
MKE
- SJO
1 stop9h 51m
United Airlines
Tue 6/1612:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 5/25![United Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Wed 6/106:17 pm
MKE
- SJO
2 stops18h 32m
American Airlines
Mon 6/156:01 am
SJO
- MKE
2 stops16h 46m
American Airlines
Deal found 5/25![American Airlines logo]()
$721
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Thu 6/1110:46 am
MKE
- SJO
1 stop12h 53m
United Airlines
Wed 6/177:55 am
SJO
- MKE
1 stop8h 11m
United Airlines
Deal found 5/27![United Airlines logo]()
$643
This Southwest deal was found by Cheapflights users on 5/28. 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.
Mon 6/1510:05 am
MKE
- SJO
2 stops10h 35m
Southwest
Thu 6/258:45 am
SJO
- MKE
2 stops14h 10m
Southwest
Deal found 5/28![Southwest logo]()
$709
This Southwest deal was found by Cheapflights users on 5/24. 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.
Wed 6/176:45 am
MKE
- SJO
2 stops13h 55m
Southwest
Fri 6/268:45 am
SJO
- MKE
2 stops13h 10m
Southwest
Deal found 5/24![Southwest logo]()
$665
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Wed 6/178:00 am
MKE
- SJO
1 stop15h 39m
United Airlines
Thu 6/2512:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 5/24![United Airlines logo]()
$680
This KAYAK deal was found by Cheapflights users on 5/26. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2510:46 am
MKE
- SJO
1 stop12h 53m
Multiple Airlines
Mon 7/612:30 am
SJO
- MKE
2 stops17h 18m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$696
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 May 29, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated May 29, 2026.
This Delta deal was found by Cheapflights users on 5/29. 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 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 5/29![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 5/25. 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 8/45:34 am
MKE
- SJO
1 stop7h 15m
Delta
Deal found 5/25![Delta logo]()
$278
This American Airlines deal was found by Cheapflights users on 5/25. 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 7/286:03 pm
MKE
- SJO
2 stops18h 47m
American Airlines
Deal found 5/25![American Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Sun 8/235:00 am
MKE
- SJO
2 stops15h 37m
United Airlines
Deal found 5/27![United Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 5/24. 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.
Fri 6/126:00 am
MKE
- SJO
2 stops14h 23m
American Airlines
Deal found 5/24![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Wed 7/227:25 am
MKE
- SJO
2 stops16h 13m
American Airlines
Deal found 5/25![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 5/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:28 pm
MKE
- SJO
1 stop26h 24m
American Airlines
Deal found 5/27![American Airlines logo]()
$310
This Avianca deal was found by Cheapflights users on 5/27. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:18 am
MKE
- SJO
3 stops25h 27m
Avianca
Deal found 5/27![Avianca logo]()
$328
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Thu 8/275:00 am
MKE
- SJO
2 stops15h 37m
United Airlines
Deal found 5/27![United Airlines logo]()
$345
This FlightHub deal was found by Cheapflights users on 5/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:32 pm
MKE
- SJO
3 stops38h 58m
Avianca
Deal found 5/25![Avianca logo]()
$349
This Copa Airlines deal was found by Cheapflights users on 5/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:23 pm
MKE
- SJO
2 stops19h 31m
Copa Airlines
Deal found 5/28![Copa Airlines logo]()
$350
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 May 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $510 (Delta) |
One-way from | $234 (Delta) |
Popular in | December |
Cheapest in | May |
Average price | $559 |
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 May 29, 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
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/9
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Thu 9/24
1:25 pm-11:52 pm
1 stop9h 27m
$510
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 8/19
6:05 am-12:45 pm
1 stop7h 40m
San José Juan Santamaria Intl
Sat 8/29
9:30 am-7:20 pm
1 stop8h 50m
$581
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 8/20
5:34 am-11:49 am
1 stop7h 15m
San José Juan Santamaria Intl
Thu 8/27
1:14 pm-11:53 pm
1 stop9h 39m
$587
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/28
7:20 am-7:40 pm
2 stops13h 20m
San José Juan Santamaria Intl
Tue 8/25
9:00 am-9:25 pm
2 stops11h 25m
$594
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 10/20
8:00 am-7:37 pm
1 stop12h 37m
San José Juan Santamaria Intl
Thu 10/22
12:44 pm-11:36 pm
1 stop9h 52m
$630
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 9/29
5:00 am-7:37 pm
2 stops15h 37m
San José Juan Santamaria Intl
Thu 10/1
12:44 pm-11:36 pm
1 stop9h 52m
$635
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/17
6:45 am-7:40 pm
2 stops13h 55m
San José Juan Santamaria Intl
Fri 6/26
8:45 am-10:55 pm
2 stops13h 10m
$665
Cheapest one-way
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 8/23
5:34 am-11:49 am
1 stop7h 15m
$234
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/30
10:21 am-8:07 pm
2 stops10h 46m
$234
Quickest one-way
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 9/8
5:55 am-11:56 am
1 stop7h 01m
$234
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 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?
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 $559). Flying from Milwaukee to San José in December is currently the most expensive (average of $949). 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 May 29, 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.
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
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
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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 May 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$385 | Average$656 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$386 | Average$593 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$503 | Average$708 | FlexibilityNo cancel fee | On-time69% |