$247+ Cheap flights from San José (SJO) to Wisconsin
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Nov 29 — Dec 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San José to Wisconsin 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 San José to Wisconsin
Cheapest
Best
Last-minute
One-way
Cheapest flights from San José to WisconsinExplore the most affordable flight options available from San José to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
Explore the most affordable flight options available from San José to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:07 pm -
1 stop8h 53m
Tue 12/16:33 pm -
2 stops18h 27m
Deal found 10/28![American Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:45 am -
2 stops12h 20m
Wed 12/25:30 am -
2 stops15h 09m
Deal found 10/27![United Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:03 pm -
2 stops17h 33m
Sun 11/295:01 am -
2 stops15h 56m
Deal found 10/29![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:07 am -
2 stops17h 52m
Tue 12/84:54 pm -
2 stops20h 06m
Deal found 10/29![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/152:46 pm -
1 stop26h 14m
Sun 1/108:38 pm -
2 stops17h 22m
Deal found 10/25![American Airlines logo]()
$565
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/232:25 pm -
2 stops16h 44m
Sun 1/108:15 am -
2 stops28h 27m
Deal found 10/25![United Airlines logo]()
$576
This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 11/192:37 pm -
1 stop9h 17m
Thu 11/265:20 am -
1 stop16h 55m
Deal found 10/26![Delta logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:28 pm -
2 stops12h 27m
Fri 12/48:15 am -
2 stops28h 45m
Deal found 10/27![United Airlines logo]()
$597
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:45 am -
2 stops14h 22m
Fri 12/49:12 am -
2 stops27h 48m
Deal found 10/27![United Airlines logo]()
$609
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:28 pm -
2 stops12h 27m
Tue 12/12:43 pm -
2 stops22h 39m
Deal found 10/27![United Airlines logo]()
$615
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am -
1 stop15h 50m
Sun 12/65:30 am -
1 stop16h 47m
Deal found 10/27![Delta logo]()
$616
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:55 pm -
1 stop20h 28m
Tue 11/178:00 am -
1 stop12h 39m
Deal found 10/27![United Airlines logo]()
$617
Best flights from San José to WisconsinDiscover carefully curated flight deals from San José to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from San José to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/28:45 am -
2 stops13h 46m
Tue 2/95:00 am -
2 stops13h 16m
Deal found 10/29![United Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/146:00 am -
2 stops15h 55m
Wed 1/276:40 am -
1 stop13h 14m
Deal found 10/28![American Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 10/26. 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 4/199:00 am -
2 stops13h 00m
Mon 4/268:40 am -
2 stops11h 20m
Deal found 10/26![Southwest logo]()
$618
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/197:00 am -
1 stop15h 44m
Tue 1/2611:14 am -
2 stops10h 35m
Deal found 10/29![Delta logo]()
$647
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/251:25 pm -
1 stop18h 37m
Mon 3/16:42 pm -
1 stop16h 48m
Deal found 10/29![United Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:03 pm -
1 stop19h 38m
Sun 11/295:01 am -
2 stops15h 56m
Deal found 10/29![American Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/231:55 pm -
1 stop9h 45m
Sun 1/106:10 am -
1 stop30h 32m
Deal found 10/25![United Airlines logo]()
$576
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/231:25 pm -
1 stop24h 44m
Wed 1/135:45 pm -
2 stops19h 37m
Deal found 10/25![United Airlines logo]()
$576
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:28 pm -
2 stops12h 27m
Fri 12/48:15 am -
2 stops28h 45m
Deal found 10/27![United Airlines logo]()
$597
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1811:28 pm -
1 stop24h 09m
Tue 12/16:00 am -
1 stop30h 42m
Deal found 10/28![United Airlines logo]()
$615
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:00 am -
1 stop15h 29m
Tue 11/175:30 am -
1 stop7h 42m
Deal found 10/27![Delta logo]()
$917
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:55 pm -
1 stop9h 42m
Tue 12/16:00 am -
1 stop30h 42m
Deal found 10/28![United Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:55 pm -
1 stop9h 42m
Sat 11/286:00 am -
1 stop13h 53m
Deal found 10/29![United Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/238:45 am -
2 stops14h 14m
Thu 1/146:35 am -
2 stops13h 18m
Deal found 10/25![United Airlines logo]()
$619
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/191:15 am -
2 stops13h 49m
Sun 1/176:05 pm -
2 stops19h 17m
Deal found 10/25![United Airlines logo]()
$619
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:28 pm -
2 stops21h 27m
Fri 12/47:10 pm -
1 stop17h 32m
Deal found 10/29![United Airlines logo]()
$625
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2411:13 am -
2 stops28h 30m
Wed 4/288:25 am -
2 stops12h 54m
Deal found 10/27![United Airlines logo]()
$627
Last-minute flights from San José to WisconsinDiscover last-minute flight deals from San José to Wisconsin. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Wisconsin. Data last updated October 30, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:45 am -
2 stops25h 28m
Tue 11/178:00 am -
1 stop12h 39m
Deal found 10/27![United Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/122:25 pm -
2 stops19h 37m
Tue 11/175:55 pm -
2 stops18h 47m
Deal found 10/27![United Airlines logo]()
$627
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:07 pm -
1 stop8h 53m
Tue 12/16:33 pm -
2 stops18h 27m
Deal found 10/28![American Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:07 pm -
1 stop9h 52m
Sat 11/288:31 pm -
2 stops16h 36m
Deal found 10/29![American Airlines logo]()
$548
This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 11/192:37 pm -
1 stop9h 17m
Thu 11/265:20 am -
1 stop16h 55m
Deal found 10/26![Delta logo]()
$583
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:07 pm -
1 stop9h 52m
Sun 11/297:05 am -
1 stop15h 44m
Deal found 10/29![American Airlines logo]()
$601
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:45 am -
2 stops12h 20m
Wed 12/25:30 am -
2 stops15h 09m
Deal found 10/27![United Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:45 am -
2 stops14h 22m
Fri 12/49:12 am -
2 stops27h 48m
Deal found 10/27![United Airlines logo]()
$609
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:28 pm -
2 stops12h 27m
Fri 12/48:15 am -
2 stops28h 45m
Deal found 10/27![United Airlines logo]()
$597
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:28 pm -
2 stops12h 27m
Tue 12/12:43 pm -
2 stops22h 39m
Deal found 10/27![United Airlines logo]()
$615
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am -
1 stop15h 50m
Sun 12/65:30 am -
1 stop16h 47m
Deal found 10/27![Delta logo]()
$616
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/262:25 pm -
2 stops26h 37m
Tue 12/12:43 pm -
2 stops22h 39m
Deal found 10/27![United Airlines logo]()
$627
One-way flights from San José to WisconsinSearch for one-way flight options from San José to Wisconsin. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from San José to Wisconsin. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/296:30 am -
1 stop15h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$247
This Copa Airlines deal was found by Cheapflights users on 10/26. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/186:02 pm -
2 stops22h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Copa Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/127:30 am -
1 stop13h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 10/26. 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.
Mon 1/187:00 am -
1 stop10h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/298:45 am -
2 stops25h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![United Airlines logo]()
$356
This American Airlines deal was found by Cheapflights users on 10/26. 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 1/183:00 pm -
2 stops18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 10/26. 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 1/181:25 pm -
1 stop25h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![United Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 10/30. 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 11/232:37 pm -
1 stop8h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$388
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/298:45 am -
3 stops28h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$403
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2812:43 am -
1 stop10h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$407
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/142:46 pm -
2 stops18h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Sat 11/141:55 pm -
1 stop20h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![United Airlines logo]()
$450
Find flight deals from San José to Wisconsin
Keep the following information in mind while searching for San José to Wisconsin flight deals. Data was last updated October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $514 (United Airlines) |
One-way from | $247 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $589 |
Cheapflights Fare Finder
Customize your flight search to find flights from San José to Wisconsin 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 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from San José to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoséMadison
SJO San José Juan Santamaria Intl - MSN Madison Truax Field
SJOMSN
San José Juan Santamaria Intl
Fri 1/29
6:30 am-10:01 pm
1 stop15h 31m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$247
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Mon 1/18
6:02 pm-4:46 pm
2 stops22h 44m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$339
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Fri 3/12
7:30 am-9:23 pm
1 stop13h 53m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$344
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Mon 1/18
7:00 am-5:44 pm
1 stop10h 44m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$356
San JoséMadison
SJO San José Juan Santamaria Intl - MSN Madison Truax Field
SJOMSN
San José Juan Santamaria Intl
Tue 12/29
8:45 am-9:56 am
2 stops25h 11m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$356
San JoséGreen Bay
SJO San José Juan Santamaria Intl - GRB Green Bay Austin-Straubel
SJOGRB
San José Juan Santamaria Intl
Mon 1/18
1:25 pm-2:52 pm
1 stop25h 27m
Green Bay Austin-Straubel
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$388
San JoséMadison
SJO San José Juan Santamaria Intl - MSN Madison Truax Field
SJOMSN
San José Juan Santamaria Intl
Mon 11/23
11:28 pm-5:54 pm
2 stops18h 26m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$388
San JoséMadison
SJO San José Juan Santamaria Intl - MSN Madison Truax Field
SJOMSN
San José Juan Santamaria Intl
Fri 1/29
8:45 am-12:51 pm
3 stops28h 06m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$403
Quickest round-trip
San JoséMadison
SJO San José Juan Santamaria Intl - MSN Madison Truax Field
SJOMSN
San José Juan Santamaria Intl
Mon 12/28
12:43 am-10:44 am
1 stop10h 01m
Madison Truax Field
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$407
San JoséGreen Bay
SJO San José Juan Santamaria Intl - GRB Green Bay Austin-Straubel
SJOGRB
San José Juan Santamaria Intl
Sat 11/14
2:46 pm-9:28 am
2 stops18h 42m
Green Bay Austin-Straubel
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$436
Showing 1-10 of 28 resultsSorted by cheapest first
Best time to book a flight from San José to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San José with our price prediction graph.
SJO-MKE
SJO-GRB
SJO-MSN
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 San José to Wisconsin
SJO-USWI
SJO-MKE
SJO-GRB
SJO-MSN
What is the cheapest month to book a flight from San José to Wisconsin?
Currently, February is the cheapest month in which you can book a flight from San José to Wisconsin (average of $493). Flying from San José to Wisconsin in June is currently the most expensive (average of $732). 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 San José to Wisconsin?
Airfare is below average for this route at the moment.
San José to Wisconsin flights typically cost between $568 and $618 in February.The cheapest round-trip price found within the last 5 days was $514 on United Airlines (Feb 2-Feb 9).
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated October 30, 2026.
Read through reviews of airlines operating flights from San José to Wisconsin, such as American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.8
Food
6.4
Boarding
7.4
Overall
7.0
Crew
7.9
Comfort
7.1
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Entertainment
6.8
Food
6.4
Boarding
7.4
Overall
7.0
Crew
7.9
Comfort
7.1
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Related info for your journey
Find useful and relevant information for your journey from San José to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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
Popular flights
Top destinations
Alternative routes for San José to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San José to Wisconsin by cabin class
Find flights from San José to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San José and Wisconsin flights
Browse other San José and Wisconsin flight options. Last updated on October 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San José to Wisconsin flights
Consider these flights traveling from San José to Wisconsin.
Top airline flying from San José to Wisconsin
Discover the top airline that operate flights from San José to Wisconsin. 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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$563 | FlexibilityNo cancel fee | On-time71% |