$215+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Mar 29 — Apr 51
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 February 27, 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 February 27, 2026.
This American Airlines deal was found by Cheapflights users on 2/24. 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.
Wed 4/1511:49 am
MKE
- SJO
1 stop10h 47m
American Airlines
Tue 4/2112:35 pm
SJO
- MKE
1 stop8h 22m
American Airlines
Deal found 2/24![American Airlines logo]()
$452
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 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
Wed 4/2912:20 pm
SJO
- MKE
2 stops24h 27m
Multiple Airlines
Deal found 2/23![Multiple Airlines logo]()
$455
This American Airlines deal was found by Cheapflights users on 2/26. 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 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 5/56:30 am
SJO
- MKE
2 stops14h 27m
American Airlines
Deal found 2/26![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 2/25. 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.
Sat 4/256:32 pm
MKE
- SJO
1 stop17h 53m
American Airlines
Tue 4/282:08 pm
SJO
- MKE
1 stop19h 51m
American Airlines
Deal found 2/25![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 2/25. 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
1 stop17h 49m
American Airlines
Fri 5/811:35 pm
SJO
- MKE
1 stop16h 26m
American Airlines
Deal found 2/25![American Airlines logo]()
$472
This Avianca deal was found by Cheapflights users on 2/24. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:10 pm
MKE
- SJO
2 stops12h 30m
Multiple Airlines
Sat 4/255:05 am
SJO
- MKE
2 stops16h 54m
Multiple Airlines
Deal found 2/24![Multiple Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 2/25. 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.
Sun 4/127:01 am
MKE
- SJO
2 stops15h 35m
American Airlines
Sun 4/1911:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 2/25![American Airlines logo]()
$482
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:37 pm
MKE
- SJO
1 stop22h 05m
Multiple Airlines
Wed 4/2912:20 pm
SJO
- MKE
2 stops22h 06m
Multiple Airlines
Deal found 2/23![Multiple Airlines logo]()
$487
This Southwest deal was found by Cheapflights users on 2/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:40 am
MKE
- SJO
1 stop7h 30m
Southwest
Wed 4/229:00 am
SJO
- MKE
1 stop12h 50m
Southwest
Deal found 2/23![Southwest logo]()
$502
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 February 27, 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 February 27, 2026.
This Southwest deal was found by Cheapflights users on 2/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Sun 5/109:00 am
SJO
- MKE
2 stops13h 10m
Southwest
Deal found 2/26![Southwest logo]()
$534
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Mon 4/138:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Fri 4/247:55 am
SJO
- MKE
2 stops26h 37m
United Airlines
Deal found 2/24![United Airlines logo]()
$567
This Delta deal was found by Cheapflights users on 2/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:40 pm
MKE
- SJO
1 stop8h 35m
Delta
Tue 3/177:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/23![Delta logo]()
$677
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Mon 5/45:51 pm
MKE
- SJO
2 stops19h 30m
United Airlines
Wed 5/61:25 pm
SJO
- MKE
2 stops17h 24m
United Airlines
Deal found 2/24![United Airlines logo]()
$567
This Southwest deal was found by Cheapflights users on 2/25. 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.
Sat 6/135:00 am
MKE
- SJO
1 stop8h 10m
Southwest
Wed 6/178:45 am
SJO
- MKE
1 stop13h 00m
Southwest
Deal found 2/25![Southwest logo]()
$570
This United Airlines deal was found by Cheapflights users on 2/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/911:00 am
MKE
- SJO
1 stop8h 53m
United Airlines
Fri 3/131:05 pm
SJO
- MKE
1 stop8h 08m
United Airlines
Deal found 2/26![United Airlines logo]()
$578
This Southwest deal was found by Cheapflights users on 2/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:00 am
MKE
- SJO
1 stop8h 45m
Southwest
Sun 7/2612:00 pm
SJO
- MKE
1 stop10h 35m
Southwest
Deal found 2/26![Southwest logo]()
$610
This Southwest deal was found by Cheapflights users on 2/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:10 am
MKE
- SJO
1 stop8h 45m
Southwest
Sat 3/1411:25 am
SJO
- MKE
1 stop11h 20m
Southwest
Deal found 2/23![Southwest logo]()
$622
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated February 27, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated February 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 2/25. 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.
Sat 2/282:52 pm
MKE
- SJO
1 stop21h 39m
American Airlines
Thu 3/51:31 pm
SJO
- MKE
1 stop9h 43m
American Airlines
Deal found 2/25![American Airlines logo]()
$612
This Delta deal was found by Cheapflights users on 2/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:05 am
MKE
- SJO
1 stop14h 57m
Delta
Wed 3/47:00 am
SJO
- MKE
1 stop16h 47m
Delta
Deal found 2/24![Delta logo]()
$597
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Sun 3/18:30 am
MKE
- SJO
2 stops9h 46m
United Airlines
Wed 3/411:28 pm
SJO
- MKE
2 stops13h 07m
United Airlines
Deal found 2/24![United Airlines logo]()
$602
This United Airlines deal was found by Cheapflights users on 2/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:00 am
MKE
- SJO
1 stop8h 53m
United Airlines
Wed 3/115:30 am
SJO
- MKE
1 stop8h 39m
United Airlines
Deal found 2/26![United Airlines logo]()
$585
This Delta deal was found by Cheapflights users on 2/26. 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.
Sat 3/77:00 am
MKE
- SJO
1 stop15h 02m
Delta
Fri 3/137:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/26![Delta logo]()
$596
This United Airlines deal was found by Cheapflights users on 2/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/911:00 am
MKE
- SJO
1 stop8h 53m
United Airlines
Fri 3/131:05 pm
SJO
- MKE
1 stop8h 08m
United Airlines
Deal found 2/26![United Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:44 am
MKE
- SJO
2 stops13h 49m
American Airlines
Fri 3/137:00 am
SJO
- MKE
2 stops12h 25m
American Airlines
Deal found 2/26![American Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 2/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:11 pm
MKE
- SJO
1 stop10h 04m
Delta
Wed 3/187:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/23![Delta logo]()
$581
This BusinessClass deal was found by Cheapflights users on 2/26. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:51 pm
MKE
- SJO
1 stop17h 39m
Multiple Airlines
Tue 4/77:55 am
SJO
- MKE
1 stop25h 15m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$610
This American Airlines deal was found by Cheapflights users on 2/25. 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.
Sat 3/219:32 am
MKE
- SJO
2 stops11h 01m
American Airlines
Thu 3/2612:46 pm
SJO
- MKE
1 stop9h 59m
American Airlines
Deal found 2/25![American Airlines logo]()
$601
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 February 27, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated February 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/315:44 pm
MKE
- SJO
1 stop17h 58m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$215
This Expedia deal was found by Cheapflights users on 2/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:26 am
MKE
- SJO
2 stops28h 05m
JetBlue
Deal found 2/26![JetBlue logo]()
$218
This Avianca deal was found by Cheapflights users on 2/25. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:00 am
MKE
- SJO
2 stops11h 50m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 2/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/247:50 am
MKE
- SJO
1 stop12h 10m
Southwest
Deal found 2/26![Southwest logo]()
$253
This American Airlines deal was found by Cheapflights users on 2/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:24 pm
MKE
- SJO
1 stop21h 51m
American Airlines
Deal found 2/26![American Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 2/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/912:11 pm
MKE
- SJO
1 stop10h 04m
Delta
Deal found 2/24![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 2/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:40 am
MKE
- SJO
1 stop7h 30m
Southwest
Deal found 2/26![Southwest logo]()
$273
This Delta deal was found by Cheapflights users on 2/25. 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 3/57:05 am
MKE
- SJO
1 stop14h 57m
Delta
Deal found 2/25![Delta logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 2/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:20 pm
MKE
- SJO
3 stops39h 54m
Multiple Airlines
Deal found 2/26![Multiple Airlines logo]()
$294
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 February 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $452 (American Airlines) |
One-way from | $215 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $592 |
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 February 27, 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
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 5/6
5:50 am-7:00 pm
2 stops14h 10m
San José Juan Santamaria Intl
Sun 5/10
9:00 am-11:10 pm
2 stops13h 10m
$534
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 4/13
8:00 am-7:37 pm
1 stop12h 37m
San José Juan Santamaria Intl
Fri 4/24
7:55 am-11:32 am
2 stops26h 37m
$567
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 5/4
5:51 pm-12:21 pm
2 stops19h 30m
San José Juan Santamaria Intl
Wed 5/6
1:25 pm-7:49 am
2 stops17h 24m
$567
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 6/13
5:00 am-12:10 pm
1 stop8h 10m
San José Juan Santamaria Intl
Wed 6/17
8:45 am-10:45 pm
1 stop13h 00m
$570
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/9
11:00 am-6:53 pm
1 stop8h 53m
San José Juan Santamaria Intl
Fri 3/13
1:05 pm-10:13 pm
1 stop8h 08m
$578
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 7/20
5:00 am-12:45 pm
1 stop8h 45m
San José Juan Santamaria Intl
Sun 7/26
12:00 pm-11:35 pm
1 stop10h 35m
$610
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/9
5:10 am-12:55 pm
1 stop8h 45m
San José Juan Santamaria Intl
Sat 3/14
11:25 am-11:45 pm
1 stop11h 20m
$622
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 3/14
1:40 pm-9:15 pm
1 stop8h 35m
San José Juan Santamaria Intl
Tue 3/17
7:00 am-8:55 pm
1 stop12h 55m
$677
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 5/24
7:50 am-7:00 pm
1 stop12h 10m
$253
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 5/27
5:23 am-11:55 am
1 stop7h 32m
$253
Showing 1-10 of 18 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 February.
| 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 February 20, 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, May is the cheapest month in which you can book a flight from Milwaukee to San José (average of $228). Flying from Milwaukee to San José in December is currently the most expensive (average of $343). 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 February 27, 2026.
Read through reviews of airlines operating flights from Milwaukee to San José, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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 February 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$323 | Average$613 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$402 | Average$595 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$417 | Average$675 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$673 | FlexibilityNo cancel fee | On-time69% |