$258+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Mar 10 — Mar 171
1 adult, Economy
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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
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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
One-way
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 8, 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 8, 2026.
This Delta deal was found by Cheapflights users on 2/6. 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 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/25:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/6![American Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 2/5. 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 5/35:21 am
MKE
- SJO
1 stop7h 35m
Delta
Fri 5/151:25 pm
SJO
- MKE
1 stop9h 31m
Delta
Deal found 2/5![Delta logo]()
$334
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/35:00 am
MKE
- SJO
2 stops15h 33m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/5![American Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 2/6. 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 4/125:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Thu 4/309:00 am
SJO
- MKE
2 stops13h 10m
Southwest
Deal found 2/6![Southwest logo]()
$340
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/25:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Wed 3/117:00 am
SJO
- MKE
2 stops15h 45m
American Airlines
Deal found 2/5![American Airlines logo]()
$342
This Delta deal was found by Cheapflights users on 2/5. 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 3/510:10 am
MKE
- SJO
1 stop11h 52m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/5![Delta logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/28:11 pm
MKE
- SJO
1 stop15h 29m
Multiple Airlines
Mon 3/911:35 am
SJO
- MKE
1 stop29h 15m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 2/5. 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 2/285:23 am
MKE
- SJO
1 stop16h 39m
Delta
Tue 3/107:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/5![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/7. 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 2/285:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Thu 3/58:00 am
SJO
- MKE
2 stops15h 55m
American Airlines
Deal found 2/7![American Airlines logo]()
$373
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 8, 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 8, 2026.
This Delta deal was found by Cheapflights users on 2/6. 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 3/310:10 am
MKE
- SJO
1 stop11h 52m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/6![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/8. 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 4/97:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Thu 4/1611:35 pm
SJO
- MKE
1 stop21h 48m
American Airlines
Deal found 2/8![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 2/6. 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 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 2/5. 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 3/27:05 am
MKE
- SJO
1 stop14h 57m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop9h 40m
Delta
Deal found 2/5![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 2/5. 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 3/510:10 am
MKE
- SJO
1 stop11h 52m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/5![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 2/5. 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 2/285:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/5![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/5. 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 2/285:23 am
MKE
- SJO
1 stop16h 39m
Delta
Tue 3/107:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/5![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/6. 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 3/410:10 am
MKE
- SJO
1 stop11h 52m
Delta
Tue 3/107:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$430
This Delta deal was found by Cheapflights users on 2/6. 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 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Tue 3/107:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$430
This Delta deal was found by Cheapflights users on 2/5. 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 4/205:21 am
MKE
- SJO
1 stop7h 35m
Delta
Thu 5/71:25 pm
SJO
- MKE
1 stop9h 31m
Delta
Deal found 2/5![Delta logo]()
$446
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated February 8, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/6. 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 2/2811:17 am
MKE
- SJO
1 stop10h 45m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/6![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/7. 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 2/285:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Thu 3/58:00 am
SJO
- MKE
2 stops15h 55m
American Airlines
Deal found 2/7![American Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 2/6. 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 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/16:39 pm
MKE
- SJO
1 stop17h 01m
Multiple Airlines
Mon 3/911:35 am
SJO
- MKE
1 stop29h 15m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 2/6. 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 3/25:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/6![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/25:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Wed 3/117:00 am
SJO
- MKE
2 stops15h 45m
American Airlines
Deal found 2/5![American Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/28:11 pm
MKE
- SJO
1 stop15h 29m
Multiple Airlines
Mon 3/911:35 am
SJO
- MKE
1 stop29h 15m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 2/5. 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 3/35:00 am
MKE
- SJO
2 stops15h 33m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/5![American Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 2/5. 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 3/510:10 am
MKE
- SJO
1 stop11h 52m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/5![Delta logo]()
$357
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 8, 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 8, 2026.
This American Airlines deal was found by Cheapflights users on 2/6. 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 7/216:29 pm
MKE
- SJO
2 stops18h 30m
American Airlines
Deal found 2/6![American Airlines logo]()
$258
This Southwest deal was found by Cheapflights users on 2/6. 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 7/226:00 am
MKE
- SJO
2 stops14h 40m
Southwest
Deal found 2/6![Southwest logo]()
$263
This United Airlines deal was found by Cheapflights users on 2/6. 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 7/238:30 am
MKE
- SJO
2 stops26h 41m
United Airlines
Deal found 2/6![United Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 2/1310:38 am
MKE
- SJO
1 stop25h 02m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 7/216:24 am
MKE
- SJO
3 stops29h 58m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 2/5. 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 2/133:05 pm
MKE
- SJO
2 stops29h 07m
American Airlines
Deal found 2/5![American Airlines logo]()
$483
This Avianca deal was found by Cheapflights users on 2/5. 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.
Fri 2/134:00 pm
MKE
- SJO
3 stops39h 45m
Avianca
Deal found 2/5![Avianca logo]()
$661
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Thu 7/236:24 am
MKE
- SJO
3 stops27h 21m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$668
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 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $323 (Delta) |
One-way from | $258 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $591 |
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 8, 2026.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.
Fly from
Milwaukee
Fly to
San José
Route
Depart
Return
Price
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 3/3
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:55 pm
1 stop12h 55m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 3/1
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-11:58 pm
1 stop15h 58m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/2
7:05 am-10:02 pm
1 stop14h 57m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-5:40 pm
1 stop9h 40m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 3/5
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:55 pm
1 stop12h 55m
$357
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 2/28
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:55 pm
1 stop12h 55m
$368
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 2/28
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Tue 3/10
7:00 am-11:58 pm
1 stop15h 58m
$368
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 4/9
7:08 am-9:36 pm
1 stop15h 28m
San José Juan Santamaria Intl
Thu 4/16
11:35 pm-10:23 pm
1 stop21h 48m
$387
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 3/4
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Tue 3/10
7:00 am-11:58 pm
1 stop15h 58m
$430
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 3/1
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Tue 3/10
7:00 am-11:58 pm
1 stop15h 58m
$430
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 4/20
5:21 am-11:56 am
1 stop7h 35m
San José Juan Santamaria Intl
Thu 5/7
1:25 pm-11:56 pm
1 stop9h 31m
$446
Showing 1-10 of 19 results
Compare providers for flights from Milwaukee to San José
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to San José in 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 6, 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 $248). Flying from Milwaukee to San José in March is currently the most expensive (average of $370). 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 8, 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.
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Book flights to San José if you plan to visit one of these locationsAlajuela
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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 8, 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$417 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$670 | FlexibilityNo cancel fee | On-time69% |