$197+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Mar 25 — Apr 11
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
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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 23, 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 23, 2026.
This Delta deal was found by Cheapflights users on 2/19. 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 5/35:30 am
MKE
- SJO
1 stop7h 26m
Delta
Thu 5/71:25 pm
SJO
- MKE
1 stop9h 31m
Delta
Deal found 2/19![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/36:41 pm
MKE
- SJO
2 stops17h 26m
American Airlines
Thu 5/712:35 pm
SJO
- MKE
1 stop9h 12m
American Airlines
Deal found 2/19![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 2/19. 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 stop10h 24m
American Airlines
Deal found 2/19![American Airlines logo]()
$404
This American Airlines deal was found by Cheapflights users on 2/19. 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 5/17:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Fri 5/812:35 pm
SJO
- MKE
1 stop21h 55m
American Airlines
Deal found 2/19![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:41 pm
MKE
- SJO
1 stop17h 44m
American Airlines
Sun 4/1911:35 pm
SJO
- MKE
1 stop21h 48m
American Airlines
Deal found 2/19![American Airlines logo]()
$419
This KAYAK deal was found by Cheapflights users on 2/19. 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 5/35:41 pm
MKE
- SJO
2 stops18h 44m
GOL
Thu 5/712:35 pm
SJO
- MKE
2 stops18h 06m
GOL
Deal found 2/19![GOL logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 stops22h 06m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$457
This Avianca deal was found by Cheapflights users on 2/20. 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.
Tue 4/1412:10 pm
MKE
- SJO
2 stops12h 30m
Multiple Airlines
Tue 4/289:40 am
SJO
- MKE
2 stops12h 19m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 stops24h 27m
Multiple Airlines
Deal found 2/20![Multiple Airlines 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 23, 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 23, 2026.
This Delta deal was found by Cheapflights users on 2/19. 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 5/35:30 am
MKE
- SJO
1 stop7h 26m
Delta
Thu 5/71:25 pm
SJO
- MKE
1 stop9h 31m
Delta
Deal found 2/19![Delta logo]()
$354
This United Airlines deal was found by Cheapflights users on 2/19. 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 5/47:10 pm
MKE
- SJO
2 stops18h 11m
United Airlines
Wed 5/61:25 pm
SJO
- MKE
2 stops17h 24m
United Airlines
Deal found 2/19![United Airlines logo]()
$581
This Southwest deal was found by Cheapflights users on 2/19. 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 6/115:00 am
MKE
- SJO
1 stop8h 45m
Southwest
Sat 6/208:45 am
SJO
- MKE
1 stop13h 15m
Southwest
Deal found 2/19![Southwest logo]()
$630
This American Airlines deal was found by Cheapflights users on 2/19. 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 7/255:00 am
MKE
- SJO
2 stops9h 07m
American Airlines
Thu 7/306:12 am
SJO
- MKE
2 stops16h 35m
American Airlines
Deal found 2/19![American Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 2/20. 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 3/165:45 am
MKE
- SJO
1 stop7h 10m
Delta
Tue 3/247:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/20![Delta logo]()
$548
This Southwest deal was found by Cheapflights users on 2/19. 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 3/95:50 am
MKE
- SJO
2 stops14h 50m
Southwest
Sat 3/1411:25 am
SJO
- MKE
1 stop11h 20m
Southwest
Deal found 2/19![Southwest logo]()
$637
This Delta deal was found by Cheapflights users on 2/19. 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 3/910:09 am
MKE
- SJO
1 stop12h 06m
Delta
Sat 3/147:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/19![Delta logo]()
$583
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/67:22 pm
MKE
- SJO
2 stops15h 49m
United Airlines
Sun 4/127:55 am
SJO
- MKE
2 stops25h 05m
United Airlines
Deal found 2/19![United Airlines logo]()
$653
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/67:22 pm
MKE
- SJO
2 stops15h 49m
United Airlines
Tue 4/147:55 am
SJO
- MKE
1 stop14h 04m
United Airlines
Deal found 2/19![United Airlines logo]()
$661
This Delta deal was found by Cheapflights users on 2/19. 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 3/72:20 pm
MKE
- SJO
1 stop7h 42m
Delta
Sat 3/147:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/19![Delta logo]()
$655
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated February 23, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated February 23, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/19. 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 2/2612:20 pm
MKE
- SJO
1 stop9h 42m
Delta
Mon 3/22:35 pm
SJO
- MKE
1 stop9h 12m
Delta
Deal found 2/19![Delta logo]()
$603
This American Airlines deal was found by Cheapflights users on 2/20. 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 stop19h 32m
American Airlines
Thu 3/58:00 am
SJO
- MKE
1 stop15h 14m
American Airlines
Deal found 2/20![American Airlines logo]()
$581
This Delta deal was found by Cheapflights users on 2/20. 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 3/112:20 pm
MKE
- SJO
1 stop9h 42m
Delta
Wed 3/47:00 am
SJO
- MKE
1 stop16h 47m
Delta
Deal found 2/20![Delta logo]()
$567
This United Airlines deal was found by Cheapflights users on 2/20. 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 2/20![United Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 2/20. 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 3/72:20 pm
MKE
- SJO
1 stop7h 42m
Delta
Sat 3/147:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/20![Delta logo]()
$601
This Delta deal was found by Cheapflights users on 2/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/810:09 am
MKE
- SJO
1 stop12h 06m
Delta
Tue 3/247:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/21![Delta logo]()
$563
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 3/912:36 pm
MKE
- SJO
1 stop23h 04m
Multiple Airlines
Fri 3/1311:38 am
SJO
- MKE
1 stop31h 28m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$507
This Delta deal was found by Cheapflights users on 2/19. 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 3/910:09 am
MKE
- SJO
1 stop12h 06m
Delta
Sat 3/147:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/19![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 2/20. 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 3/165:45 am
MKE
- SJO
1 stop7h 10m
Delta
Tue 3/247:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/20![Delta logo]()
$548
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 23, 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 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:20 pm
MKE
- SJO
1 stop15h 22m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$197
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:55 am
MKE
- SJO
1 stop7h 05m
Delta
Deal found 2/22![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:35 pm
MKE
- SJO
1 stop17h 05m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/289:01 pm
MKE
- SJO
1 stop14h 41m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/97:46 pm
MKE
- SJO
2 stops15h 54m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:30 pm
MKE
- SJO
3 stops18h 52m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$259
This Delta deal was found by Cheapflights users on 2/22. 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 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
Deal found 2/22![Delta logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/299:01 pm
MKE
- SJO
1 stop14h 41m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 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 2/22![Multiple Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:20 pm
MKE
- SJO
1 stop9h 42m
Delta
Deal found 2/22![Delta logo]()
$286
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 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $354 (Delta) |
One-way from | $197 (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 23, 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
Sun 5/3
5:30 am-11:56 am
1 stop7h 26m
San José Juan Santamaria Intl
Thu 5/7
1:25 pm-11:56 pm
1 stop9h 31m
$354
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/16
5:45 am-11:55 am
1 stop7h 10m
San José Juan Santamaria Intl
Tue 3/24
7:00 am-8:55 pm
1 stop12h 55m
$548
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 5/4
7:10 pm-12:21 pm
2 stops18h 11m
San José Juan Santamaria Intl
Wed 5/6
1:25 pm-7:49 am
2 stops17h 24m
$581
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/9
10:09 am-9:15 pm
1 stop12h 06m
San José Juan Santamaria Intl
Sat 3/14
7:00 am-8:55 pm
1 stop12h 55m
$583
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 6/11
5:00 am-12:45 pm
1 stop8h 45m
San José Juan Santamaria Intl
Sat 6/20
8:45 am-11:00 pm
1 stop13h 15m
$630
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 7/25
5:00 am-1:07 pm
2 stops9h 07m
San José Juan Santamaria Intl
Thu 7/30
6:12 am-11:47 pm
2 stops16h 35m
$631
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/9
5:50 am-7:40 pm
2 stops14h 50m
San José Juan Santamaria Intl
Sat 3/14
11:25 am-11:45 pm
1 stop11h 20m
$637
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 4/6
7:22 pm-10:11 am
2 stops15h 49m
San José Juan Santamaria Intl
Sun 4/12
7:55 am-10:00 am
2 stops25h 05m
$653
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 3/7
2:20 pm-10:02 pm
1 stop7h 42m
San José Juan Santamaria Intl
Sat 3/14
7:00 am-11:58 pm
1 stop15h 58m
$655
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 4/6
7:22 pm-10:11 am
2 stops15h 49m
San José Juan Santamaria Intl
Tue 4/14
7:55 am-10:59 pm
1 stop14h 04m
$661
Showing 1-10 of 22 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 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.
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 23, 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
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
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.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Monteverde
Jacó
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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 23, 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% |