$100+ Cheap flights from Wisconsin to San Juan
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Sep 28 — Oct 51
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to San Juan 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
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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 Wisconsin to San Juan
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Cheapest flights from Wisconsin to San JuanExplore the most affordable flight options available from Wisconsin to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 29, 2026.
Explore the most affordable flight options available from Wisconsin to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 29, 2026.
This Super.com deal was found by Cheapflights users on 8/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:44 am -
Nonstop5h 00m
Sun 9/67:14 pm -
Nonstop5h 13m
Deal found 8/25![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:04 am -
1 stop30h 14m
Thu 10/296:15 am -
1 stop10h 22m
Deal found 8/26![Frontier logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:44 am -
Nonstop5h 00m
Wed 9/912:59 am -
1 stop13h 31m
Deal found 8/26![Frontier logo]()
$214
This CheapOair deal was found by Cheapflights users on 8/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:44 am -
Nonstop5h 00m
Tue 9/87:14 pm -
Nonstop5h 13m
Deal found 8/29![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 8/27. 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 10/178:13 am -
Nonstop4h 50m
Wed 10/212:53 pm -
Nonstop5h 36m
Deal found 8/27![American Airlines logo]()
$217
This CheapOair deal was found by Cheapflights users on 8/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:44 am -
Nonstop5h 00m
Thu 9/37:14 pm -
Nonstop5h 13m
Deal found 8/28![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:44 am -
Nonstop5h 00m
Wed 9/912:59 am -
1 stop13h 31m
Deal found 8/26![Frontier logo]()
$220
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:44 am -
Nonstop5h 00m
Sat 9/57:14 pm -
Nonstop5h 13m
Deal found 8/28![Frontier logo]()
$223
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:44 am -
Nonstop5h 00m
Tue 9/17:14 pm -
Nonstop5h 13m
Deal found 8/26![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:56 pm -
1 stop20h 21m
Tue 9/296:42 pm -
1 stop23h 48m
Deal found 8/25![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:56 pm -
1 stop20h 21m
Tue 9/292:57 am -
1 stop15h 33m
Deal found 8/25![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/204:10 pm -
1 stop16h 25m
Tue 9/296:42 pm -
1 stop23h 48m
Deal found 8/25![Multiple Airlines logo]()
$291
Best flights from Wisconsin to San JuanDiscover carefully curated flight deals from Wisconsin to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 29, 2026.
Discover carefully curated flight deals from Wisconsin to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 29, 2026.
This Delta deal was found by Cheapflights users on 8/26. 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 11/95:20 am -
1 stop7h 35m
Fri 11/134:10 pm -
1 stop8h 40m
Deal found 8/26![Delta logo]()
$316
This Sun Country Air deal was found by Cheapflights users on 8/27. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:00 am -
Nonstop5h 15m
Sat 11/75:15 pm -
Nonstop5h 56m
Deal found 8/27![Sun Country Air logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/319:23 am -
2 stops13h 13m
Sat 11/77:40 am -
2 stops15h 10m
Deal found 8/25![United Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/92:25 pm -
1 stop6h 30m
Mon 10/128:50 pm -
1 stop13h 05m
Deal found 8/27![Southwest logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:11 pm -
1 stop20h 52m
Mon 10/57:15 am -
1 stop10h 40m
Deal found 8/28![Multiple Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/94:42 pm -
2 stops20h 17m
Sat 1/166:00 am -
1 stop12h 12m
Deal found 8/25![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 8/26. 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 2/87:00 am -
2 stops14h 50m
Thu 2/116:15 am -
2 stops12h 13m
Deal found 8/26![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 8/28. 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 10/285:00 am -
1 stop8h 40m
Sat 10/313:55 pm -
1 stop8h 12m
Deal found 8/28![United Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:05 pm -
1 stop12h 05m
Sat 10/173:05 pm -
1 stop7h 20m
Deal found 8/25![Southwest logo]()
$342
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2311:30 am -
2 stops21h 18m
Thu 1/284:27 pm -
1 stop9h 51m
Deal found 8/24![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Tue 9/228:55 am -
Nonstop4h 49m
Tue 10/63:56 pm -
Nonstop5h 09m
Deal found 8/28![United Airlines logo]()
$347
This Sun Country Air deal was found by Cheapflights users on 8/26. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/246:50 am -
Nonstop5h 14m
Fri 1/295:10 pm -
Nonstop5h 58m
Deal found 8/26![Sun Country Air logo]()
$387
This American Airlines deal was found by Cheapflights users on 8/26. 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 2/86:00 am -
2 stops15h 56m
Thu 2/114:07 pm -
1 stop10h 05m
Deal found 8/26![American Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:45 am -
1 stop10h 04m
Fri 9/252:59 pm -
1 stop8h 46m
Deal found 8/24![Delta logo]()
$366
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2712:45 pm -
1 stop10h 20m
Sat 12/55:40 am -
2 stops10h 40m
Deal found 8/24![Southwest logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:17 am -
1 stop9h 43m
Sun 11/228:05 am -
2 stops10h 58m
Deal found 8/26![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 8/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:55 pm -
1 stop9h 00m
Sat 9/2610:25 am -
2 stops9h 05m
Deal found 8/28![Southwest logo]()
$366
This Sun Country Air deal was found by Cheapflights users on 8/27. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/69:00 am -
Nonstop5h 10m
Sat 1/163:05 pm -
Nonstop6h 00m
Deal found 8/27![Sun Country Air logo]()
$408
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Wed 1/134:42 pm -
2 stops20h 17m
Wed 1/204:27 pm -
1 stop9h 51m
Deal found 8/25![American Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/109:26 am -
2 stops12h 24m
Thu 1/143:20 pm -
1 stop9h 35m
Deal found 8/24![Delta logo]()
$372
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 9/236:46 am -
2 stops12h 52m
Mon 9/283:56 pm -
1 stop8h 23m
Deal found 8/26![United Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 8/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/149:00 am -
Nonstop5h 10m
Thu 1/213:20 pm -
Nonstop5h 55m
Deal found 8/28![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
2 stops10h 10m
Sun 11/89:35 pm -
1 stop14h 05m
Deal found 8/24![Southwest logo]()
$401
This American Airlines deal was found by Cheapflights users on 8/29. 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.
Sat 1/306:02 am -
2 stops12h 48m
Sat 2/66:00 am -
1 stop13h 35m
Deal found 8/29![American Airlines logo]()
$422
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/125:00 am -
1 stop7h 45m
Wed 9/163:56 pm -
Nonstop5h 09m
Deal found 8/27![United Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 8/27. 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.
Sun 1/248:55 am -
1 stop10h 05m
Fri 1/295:15 pm -
Nonstop5h 55m
Deal found 8/27![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:55 pm -
1 stop12h 15m
Mon 11/239:35 pm -
1 stop13h 40m
Deal found 8/25![Southwest logo]()
$407
This Delta deal was found by Cheapflights users on 8/27. 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.
Sun 1/247:00 am -
1 stop7h 50m
Sat 1/307:00 am -
1 stop8h 39m
Deal found 8/27![Delta logo]()
$398
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:55 am -
Nonstop4h 49m
Wed 9/303:56 pm -
Nonstop5h 09m
Deal found 8/24![United Airlines logo]()
$399
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/311:30 am -
2 stops21h 18m
Mon 2/87:00 am -
2 stops19h 18m
Deal found 8/24![American Airlines logo]()
$451
Last-minute flights from Wisconsin to San JuanDiscover last-minute flight deals from Wisconsin to San Juan. Data last updated August 29, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to San Juan. Data last updated August 29, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:44 am -
Nonstop5h 00m
Tue 9/17:14 pm -
Nonstop5h 13m
Deal found 8/26![Frontier logo]()
$224
This Super.com deal was found by Cheapflights users on 8/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:44 am -
Nonstop5h 00m
Sun 9/67:14 pm -
Nonstop5h 13m
Deal found 8/25![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:44 am -
Nonstop5h 00m
Fri 9/46:35 am -
1 stop31h 15m
Deal found 8/25![Frontier logo]()
$217
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3012:44 am -
Nonstop5h 00m
Sat 9/57:14 pm -
Nonstop5h 13m
Deal found 8/28![Frontier logo]()
$223
This CheapOair deal was found by Cheapflights users on 8/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:44 am -
Nonstop5h 00m
Thu 9/37:14 pm -
Nonstop5h 13m
Deal found 8/28![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:44 am -
Nonstop5h 00m
Wed 9/912:59 am -
1 stop13h 31m
Deal found 8/26![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:44 am -
Nonstop5h 00m
Wed 9/912:59 am -
1 stop13h 31m
Deal found 8/26![Frontier logo]()
$214
This CheapOair deal was found by Cheapflights users on 8/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:44 am -
Nonstop5h 00m
Tue 9/87:14 pm -
Nonstop5h 13m
Deal found 8/29![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 8/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:44 am -
Nonstop5h 00m
Sun 9/67:14 pm -
Nonstop5h 13m
Deal found 8/28![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:56 pm -
1 stop20h 21m
Tue 9/296:42 pm -
1 stop23h 48m
Deal found 8/25![Multiple Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Tue 9/226:00 am -
1 stop8h 40m
Tue 10/62:53 pm -
Nonstop5h 36m
Deal found 8/28![American Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/267:00 pm -
1 stop13h 24m
Tue 9/292:58 pm -
1 stop10h 35m
Deal found 8/27![American Airlines logo]()
$226
One-way flights from Wisconsin to San JuanSearch for one-way flight options from Wisconsin to San Juan. Find affordable one-way fares based on user searches. Data last updated August 29, 2026.
Search for one-way flight options from Wisconsin to San Juan. Find affordable one-way fares based on user searches. Data last updated August 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:04 am -
1 stop30h 14m
Deal found 8/24![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:11 am -
1 stop29h 23m
Deal found 8/26![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:04 am -
1 stop12h 51m
Deal found 8/24![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:11 am -
1 stop29h 23m
Deal found 8/26![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:04 am -
1 stop28h 27m
Deal found 8/26![Frontier logo]()
$110
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Mon 9/215:20 am -
2 stops9h 20m
Deal found 8/27![American Airlines logo]()
$113
This American Airlines deal was found by Cheapflights users on 8/28. 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 10/288:13 am -
Nonstop4h 50m
Deal found 8/28![American Airlines logo]()
$114
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:05 am -
2 stops11h 42m
Deal found 8/24![American Airlines logo]()
$115
This American Airlines deal was found by Cheapflights users on 8/28. 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 9/285:20 am -
2 stops9h 20m
Deal found 8/28![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 9/308:42 am -
1 stop11h 05m
Deal found 8/27![American Airlines logo]()
$118
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:00 am -
1 stop11h 10m
Deal found 8/25![Southwest logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
1 stop18h 17m
Deal found 8/24![Frontier logo]()
$121
Find flight deals from Wisconsin to San Juan
Keep the following information in mind while searching for Wisconsin to San Juan flight deals. Data was last updated August 29, 2026.
Round-trip from | $213 (Kiwi.com) |
|---|---|
One-way from | $100 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $418 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to San Juan 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 August 29, 2026.
Use the filters below to find and compare flights from Wisconsin to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonSan Juan
MSN Madison Truax Field - SJU San Juan Luis Munoz Marin Intl
MSNSJU
Madison Truax Field
Mon 11/9
5:20 am-2:55 pm
1 stop7h 35m
San Juan Luis Munoz Marin Intl
Fri 11/13
4:10 pm-10:50 pm
1 stop8h 40m
$316
Green BaySan Juan
GRB Green Bay Austin-Straubel - SJU San Juan Luis Munoz Marin Intl
GRBSJU
Green Bay Austin-Straubel
Mon 2/8
7:00 am-11:50 pm
2 stops14h 50m
San Juan Luis Munoz Marin Intl
Thu 2/11
6:15 am-4:28 pm
2 stops12h 13m
$316
MinneapolisSan Juan
MSP Minneapolis St Paul - SJU San Juan Luis Munoz Marin Intl
MSPSJU
Minneapolis St Paul
Sat 10/31
9:00 am-3:15 pm
Nonstop5h 15m
San Juan Luis Munoz Marin Intl
Sat 11/7
5:15 pm-9:11 pm
Nonstop5h 56m
$322
MilwaukeeSan Juan
MKE Milwaukee-Mitchell - SJU San Juan Luis Munoz Marin Intl
MKESJU
Milwaukee-Mitchell
Sat 10/31
9:23 am-11:36 pm
2 stops13h 13m
San Juan Luis Munoz Marin Intl
Sat 11/7
7:40 am-8:50 pm
2 stops15h 10m
$328
MilwaukeeSan Juan
MKE Milwaukee-Mitchell - SJU San Juan Luis Munoz Marin Intl
MKESJU
Milwaukee-Mitchell
Fri 10/9
2:25 pm-9:55 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Mon 10/12
8:50 pm-8:55 am
1 stop13h 05m
$340
MadisonSan Juan
MSN Madison Truax Field - SJU San Juan Luis Munoz Marin Intl
MSNSJU
Madison Truax Field
Wed 10/28
5:00 am-2:40 pm
1 stop8h 40m
San Juan Luis Munoz Marin Intl
Sat 10/31
3:55 pm-11:07 pm
1 stop8h 12m
$341
MilwaukeeSan Juan
MKE Milwaukee-Mitchell - SJU San Juan Luis Munoz Marin Intl
MKESJU
Milwaukee-Mitchell
Mon 10/12
8:05 pm-9:10 am
1 stop12h 05m
San Juan Luis Munoz Marin Intl
Sat 10/17
3:05 pm-9:25 pm
1 stop7h 20m
$342
Quickest round-trip
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Tue 9/22
8:55 am-2:44 pm
Nonstop4h 49m
San Juan Luis Munoz Marin Intl
Tue 10/6
3:56 pm-8:05 pm
Nonstop5h 09m
$347
AppletonSan Juan
ATW Appleton Intl - SJU San Juan Luis Munoz Marin Intl
ATWSJU
Appleton Intl
Fri 10/2
7:11 pm-5:03 pm
1 stop20h 52m
San Juan Luis Munoz Marin Intl
Mon 10/5
7:15 am-4:55 pm
1 stop10h 40m
$350
MilwaukeeSan Juan
MKE Milwaukee-Mitchell - SJU San Juan Luis Munoz Marin Intl
MKESJU
Milwaukee-Mitchell
Fri 11/13
9:17 am-9:00 pm
1 stop9h 43m
San Juan Luis Munoz Marin Intl
Sun 11/22
8:05 am-5:03 pm
2 stops10h 58m
$365
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Wisconsin with our price prediction graph.
ORD-SJU
ATW-SJU
MSN-SJU
MSP-SJU
MKE-SJU
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 Wisconsin to San Juan
USWI-PR1
ORD-SJU
ATW-SJU
MSN-SJU
MSP-SJU
What is the cheapest month to book a flight from Wisconsin to San Juan?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to San Juan (average of $399). Flying from Wisconsin to San Juan in December is currently the most expensive (average of $718). 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 Wisconsin to San Juan?
Airfare is below average for this route at the moment.
Wisconsin to San Juan flights typically cost between $315 and $399 in September.The cheapest round-trip price found within the last 5 days was $306 on United Airlines (Sep 19-Sep 22).
How far ahead should I book a flight from Wisconsin to San Juan?
The best time to book flights from Wisconsin to San Juan is 31 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.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Wisconsin to San Juan
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Complete your trip
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Find flights from Wisconsin to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and San Juan flights
Browse other Wisconsin and San Juan flight options. Last updated on August 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Wisconsin to San Juan flights
Consider these flights traveling from Wisconsin to San Juan.
Top 5 airlines flying from Wisconsin to San Juan
Discover the top 5 airlines that operate flights from Wisconsin to San Juan. 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 August 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$356 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$560 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$534 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$317 | Average$481 | FlexibilityNo cancel fee | On-time63% |