$211+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
May 22 — May 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Milwaukee to San José with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to San José
Cheapest
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 April 22, 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 April 22, 2026.
This FlightHub deal was found by Cheapflights users on 4/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/98:43 am
MKE
- SJO
1 stop24h 37m
Frontier
Mon 7/209:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/22![Frontier logo]()
$406
This FlightHub deal was found by Cheapflights users on 4/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:29 pm
MKE
- SJO
2 stops20h 50m
Frontier
Sat 6/139:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/21![Frontier logo]()
$444
This Expedia deal was found by Cheapflights users on 4/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:43 am
MKE
- SJO
1 stop24h 37m
Frontier
Sat 8/299:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/21![Frontier logo]()
$449
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Tue 7/287:00 am
MKE
- SJO
1 stop7h 00m
American Airlines
Tue 8/43:19 pm
SJO
- MKE
2 stops19h 18m
American Airlines
Deal found 4/20![American Airlines logo]()
$469
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:23 pm
MKE
- SJO
1 stop20h 54m
American Airlines
Thu 7/3011:41 pm
SJO
- MKE
1 stop10h 33m
American Airlines
Deal found 4/21![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Wed 7/158:09 am
MKE
- SJO
2 stops15h 29m
American Airlines
Wed 8/192:52 pm
SJO
- MKE
2 stops19h 45m
American Airlines
Deal found 4/20![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Thu 9/1012:57 pm
SJO
- MKE
1 stop21h 35m
American Airlines
Deal found 4/21![American Airlines logo]()
$504
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 April 22, 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 April 22, 2026.
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/258:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Fri 5/297:55 am
SJO
- MKE
1 stop8h 11m
United Airlines
Deal found 4/18![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 4/21. 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.
Tue 7/215:40 am
MKE
- SJO
1 stop7h 11m
Delta
Tue 7/281:16 pm
SJO
- MKE
1 stop9h 40m
Delta
Deal found 4/21![Delta logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Mon 6/16:00 am
MKE
- SJO
2 stops14h 24m
American Airlines
Sun 6/141:59 pm
SJO
- MKE
2 stops16h 43m
American Airlines
Deal found 4/19![American Airlines logo]()
$633
This Delta deal was found by Cheapflights users on 4/18. 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 6/15:23 am
MKE
- SJO
1 stop7h 29m
Delta
Tue 6/91:14 pm
SJO
- MKE
1 stop9h 45m
Delta
Deal found 4/18![Delta logo]()
$598
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Thu 6/410:46 am
MKE
- SJO
1 stop12h 53m
United Airlines
Wed 6/1012:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 4/20![United Airlines logo]()
$623
This Delta deal was found by Cheapflights users on 4/17. 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 6/165:40 am
MKE
- SJO
1 stop7h 09m
Delta
Wed 6/241:14 pm
SJO
- MKE
1 stop9h 45m
Delta
Deal found 4/17![Delta logo]()
$598
This Delta deal was found by Cheapflights users on 4/17. 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 6/175:40 am
MKE
- SJO
1 stop7h 09m
Delta
Wed 6/241:14 pm
SJO
- MKE
1 stop9h 45m
Delta
Deal found 4/17![Delta logo]()
$598
This Delta deal was found by Cheapflights users on 4/22. 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 7/106:45 pm
MKE
- SJO
1 stop18h 06m
Delta
Mon 7/201:16 pm
SJO
- MKE
1 stop9h 40m
Delta
Deal found 4/22![Delta logo]()
$612
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated April 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MKE
- SJO
2 stops14h 07m
American Airlines
Tue 5/1212:35 pm
SJO
- MKE
1 stop8h 22m
American Airlines
Deal found 4/21![American Airlines logo]()
$549
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/129:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/187:00 am
SJO
- MKE
1 stop25h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$511
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/129:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Wed 5/207:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Wed 5/1312:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Mon 5/187:00 am
SJO
- MKE
1 stop25h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$509
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Wed 5/1312:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Wed 5/207:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$514
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/1512:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Mon 5/187:00 am
SJO
- MKE
1 stop25h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/1512:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Wed 5/207:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$553
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/156:42 pm
MKE
- SJO
1 stop17h 48m
American Airlines
Thu 5/211:59 pm
SJO
- MKE
1 stop9h 00m
American Airlines
Deal found 4/17![American Airlines logo]()
$560
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/179:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Wed 5/207:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$536
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/258:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Fri 5/297:55 am
SJO
- MKE
1 stop8h 11m
United Airlines
Deal found 4/18![United Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:17 pm
MKE
- SJO
2 stops18h 33m
American Airlines
Fri 5/2911:59 pm
SJO
- MKE
1 stop16h 45m
American Airlines
Deal found 4/18![American Airlines logo]()
$535
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 April 22, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:00 am
MKE
- SJO
2 stops14h 24m
American Airlines
Deal found 4/21![American Airlines logo]()
$211
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/305:00 am
MKE
- SJO
2 stops9h 09m
American Airlines
Deal found 4/21![American Airlines logo]()
$239
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:21 am
MKE
- SJO
1 stop16h 17m
American Airlines
Deal found 4/21![American Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 6/612:29 pm
MKE
- SJO
2 stops20h 50m
Frontier
Deal found 4/19![Frontier logo]()
$248
This Delta deal was found by Cheapflights users on 4/17. 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 6/15:23 am
MKE
- SJO
1 stop7h 29m
Delta
Deal found 4/17![Delta logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:43 am
MKE
- SJO
1 stop31h 28m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sat 6/65:00 am
MKE
- SJO
1 stop8h 10m
Southwest
Deal found 4/19![Southwest logo]()
$303
This American Airlines deal was found by Cheapflights users on 4/18. 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 7/107:00 am
MKE
- SJO
1 stop7h 00m
American Airlines
Deal found 4/18![American Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 6/612:29 pm
MKE
- SJO
3 stops24h 16m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/28:43 am
MKE
- SJO
3 stops28h 32m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$418
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 April 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $406 (FlightHub) |
One-way from | $211 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $642 |
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 April 22, 2026.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 5/25
8:00 am-7:37 pm
1 stop12h 37m
San José Juan Santamaria Intl
Fri 5/29
7:55 am-5:06 pm
1 stop8h 11m
$530
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/21
5:40 am-11:51 am
1 stop7h 11m
San José Juan Santamaria Intl
Tue 7/28
1:16 pm-11:56 pm
1 stop9h 40m
$531
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 6/1
5:23 am-11:52 am
1 stop7h 29m
San José Juan Santamaria Intl
Tue 6/9
1:14 pm-11:59 pm
1 stop9h 45m
$598
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 6/16
5:40 am-11:49 am
1 stop7h 09m
San José Juan Santamaria Intl
Wed 6/24
1:14 pm-11:59 pm
1 stop9h 45m
$598
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/17
5:40 am-11:49 am
1 stop7h 09m
San José Juan Santamaria Intl
Wed 6/24
1:14 pm-11:59 pm
1 stop9h 45m
$598
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 7/10
6:45 pm-11:51 am
1 stop18h 06m
San José Juan Santamaria Intl
Mon 7/20
1:16 pm-11:56 pm
1 stop9h 40m
$612
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 6/4
10:46 am-10:39 pm
1 stop12h 53m
San José Juan Santamaria Intl
Wed 6/10
12:30 am-10:05 am
1 stop8h 35m
$623
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 6/1
6:00 am-7:24 pm
2 stops14h 24m
San José Juan Santamaria Intl
Sun 6/14
1:59 pm-7:42 am
2 stops16h 43m
$633
Cheapest one-way
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 6/1
6:00 am-7:24 pm
2 stops14h 24m
$211
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 6/1
5:56 pm-10:11 am
1 stop17h 15m
$271
Showing 1-10 of 14 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 April.
| 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 April 17, 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, September is the cheapest month in which you can book a flight from Milwaukee to San José (average of $437). 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 April 22, 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.
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
8.0
Comfort
8.0
Food
7.0
Entertainment
7.5
Boarding
8.1
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Milwaukee
Popular flights
San José flight routes
Alternative routes for Milwaukee to San José
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to San José by cabin class
Find flights from Milwaukee to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and San José flights
Browse other Milwaukee and San José flight options. Last updated on April 22, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Top 4 airlines flying from Milwaukee to San José
Discover the top 4 airlines that operate flights from Milwaukee to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$323 | Average$646 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$393 | Average$591 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$708 | FlexibilityNo cancel fee | On-time69% |