$104+ Cheap flights from Wisconsin to Puerto Rico
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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Puerto Rico 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 Wisconsin to Puerto Rico
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Cheapest flights from Wisconsin to Puerto RicoExplore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
Explore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:44 am -
Nonstop5h 00m
Wed 9/98:45 am -
1 stop31h 00m
Deal found 8/30![Frontier logo]()
$213
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 American Airlines deal was found by Cheapflights users on 8/31. 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 10/58:13 am -
Nonstop4h 50m
Wed 10/1410:36 am -
1 stop8h 38m
Deal found 8/31![American Airlines logo]()
$221
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.
Fri 10/308:55 pm -
1 stop13h 25m
Wed 11/43:49 pm -
Nonstop5h 38m
Deal found 8/27![American Airlines logo]()
$222
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 Kiwi.com deal was found by Cheapflights users on 8/30. 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 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 9/98:45 am -
1 stop31h 00m
Deal found 8/30![Frontier logo]()
$224
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 9/264:35 pm -
1 stop17h 25m
Tue 9/292:58 pm -
2 stops10h 01m
Deal found 8/27![American Airlines logo]()
$226
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
Sat 10/317:30 am -
1 stop16h 00m
Deal found 8/28![American Airlines logo]()
$227
This Kiwi.com 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 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
Sat 9/56:35 am -
1 stop31h 15m
Deal found 8/27![Frontier logo]()
$228
This Super.com deal was found by Cheapflights users on 8/31. 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.
Sat 10/249:00 am -
Nonstop5h 15m
Sat 10/314:15 pm -
Nonstop5h 31m
Deal found 8/31![Sun Country Air logo]()
$294
Best flights from Wisconsin to Puerto RicoDiscover carefully curated flight deals from Wisconsin to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
Discover carefully curated flight deals from Wisconsin to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
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.
Wed 1/208:20 am -
2 stops14h 16m
Wed 1/278:25 am -
1 stop7h 25m
Deal found 8/27![United Airlines 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 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 Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:50 pm -
1 stop17h 23m
Tue 9/2210:52 am -
1 stop13h 07m
Deal found 8/29![Frontier logo]()
$356
This American Airlines deal was found by Cheapflights users on 8/31. 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 11/37:05 am -
1 stop15h 11m
Sat 11/76:28 am -
1 stop7h 08m
Deal found 8/31![American Airlines logo]()
$366
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.
Fri 12/1112:52 pm -
1 stop8h 21m
Wed 12/166:59 pm -
1 stop7h 00m
Deal found 8/27![Delta logo]()
$366
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 am -
1 stop16h 50m
Thu 11/195:01 am -
1 stop11h 29m
Deal found 8/27![JetBlue logo]()
$397
This Priceline deal was found by Cheapflights users on 8/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 am -
1 stop16h 29m
Mon 10/199:43 am -
1 stop10h 19m
Deal found 8/30![Multiple Airlines logo]()
$420
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 10/288:15 am -
2 stops12h 07m
Sat 10/311:35 pm -
2 stops10h 32m
Deal found 8/28![United Airlines logo]()
$341
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 1/94:42 pm -
2 stops16h 06m
Sat 1/166:00 am -
1 stop12h 12m
Deal found 8/27![American Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 8/30. 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 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
Fri 10/166:30 am -
1 stop12h 20m
Deal found 8/30![Southwest logo]()
$366
This Delta deal was found by Cheapflights users on 8/31. 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 10/57:05 am -
1 stop8h 44m
Fri 10/307:15 am -
1 stop11h 25m
Deal found 8/31![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/38:15 am -
2 stops12h 07m
Sat 11/74:55 pm -
1 stop8h 12m
Deal found 8/31![United Airlines logo]()
$341
This Priceline deal was found by Cheapflights users on 8/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1011:15 am -
1 stop21h 58m
Mon 9/2111:08 am -
1 stop12h 51m
Deal found 8/31![Frontier logo]()
$389
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.
Thu 10/154:42 pm -
2 stops19h 46m
Thu 10/224:29 pm -
2 stops19h 31m
Deal found 8/29![American Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 8/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:45 am -
2 stops11h 50m
Tue 11/37:40 am -
2 stops10h 20m
Deal found 8/30![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 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.
Sat 1/238:55 am -
1 stop10h 05m
Sun 1/316:15 am -
1 stop9h 39m
Deal found 8/28![Delta logo]()
$398
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:42 am -
2 stops12h 56m
Sat 10/317:05 am -
2 stops10h 57m
Deal found 8/29![United Airlines logo]()
$366
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.
Tue 2/29:45 am -
1 stop11h 52m
Tue 3/26:30 am -
1 stop9h 32m
Deal found 8/29![American Airlines logo]()
$366
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:55 pm -
1 stop9h 00m
Sat 10/107:50 am -
1 stop9h 35m
Deal found 8/29![Southwest logo]()
$366
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/118:26 am -
1 stop23h 26m
Sun 10/189:43 am -
1 stop22h 48m
Deal found 8/29![Frontier logo]()
$416
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:42 pm -
1 stop8h 29m
Tue 11/35:01 am -
1 stop10h 43m
Deal found 8/29![JetBlue logo]()
$479
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 American Airlines deal was found by Cheapflights users on 8/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/134:47 pm -
2 stops20h 16m
Wed 1/203:44 pm -
1 stop10h 35m
Deal found 8/30![American Airlines logo]()
$371
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:51 am -
1 stop23h 01m
Sat 11/1412:22 pm -
1 stop22h 24m
Deal found 8/29![Frontier logo]()
$417
This United Airlines deal was found by Cheapflights users on 8/31. 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 12/19:15 am -
1 stop9h 45m
Sat 12/52:05 am -
2 stops11h 23m
Deal found 8/31![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 8/31. 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 12/107:20 pm -
1 stop13h 10m
Tue 12/157:40 am -
1 stop9h 50m
Deal found 8/31![Southwest logo]()
$395
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:50 pm -
1 stop16h 28m
Sat 10/38:55 am -
2 stops15h 13m
Deal found 8/29![Multiple Airlines logo]()
$533
This Delta deal was found by Cheapflights users on 8/31. 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 2/219:00 am -
Nonstop5h 10m
Fri 2/265:15 pm -
Nonstop5h 55m
Deal found 8/31![Delta logo]()
$404
Last-minute flights from Wisconsin to Puerto RicoDiscover last-minute flight deals from Wisconsin to Puerto Rico. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Puerto Rico. Data last updated September 1, 2026 and is based on user searches.
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 8/30. 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 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 9/98:45 am -
1 stop31h 00m
Deal found 8/30![Frontier logo]()
$224
This Kiwi.com 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 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
Sat 9/56:35 am -
1 stop31h 15m
Deal found 8/27![Frontier logo]()
$228
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 8/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:44 am -
Nonstop5h 00m
Wed 9/98:45 am -
1 stop31h 00m
Deal found 8/30![Frontier logo]()
$213
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.
Tue 9/2212:45 pm -
2 stops19h 50m
Fri 10/26:30 am -
1 stop27h 01m
Deal found 8/28![Frontier logo]()
$302
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
This Kiwi.com deal was found by Cheapflights users on 8/31. 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 9/269:35 am -
1 stop26h 59m
Wed 9/3010:42 am -
2 stops22h 06m
Deal found 8/31![Multiple Airlines logo]()
$299
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 9/295:00 am -
1 stop7h 57m
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.
Wed 9/306:00 am -
1 stop13h 47m
Tue 10/62:53 pm -
Nonstop5h 36m
Deal found 8/27![American Airlines logo]()
$227
One-way flights from Wisconsin to Puerto RicoSearch for one-way flight options from Wisconsin to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
Search for one-way flight options from Wisconsin to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This Super.com deal was found by Cheapflights users on 8/31. 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 9/612:44 am -
Nonstop5h 00m
Deal found 8/31![Frontier logo]()
$104
This Kiwi.com 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 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 8/27![Frontier logo]()
$106
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/58:13 am -
Nonstop4h 50m
Deal found 8/31![American Airlines logo]()
$109
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.
Thu 10/297:50 am -
1 stop27h 56m
Deal found 8/28![Frontier logo]()
$110
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]()
$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 8/31. 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 10/25:29 pm -
1 stop14h 55m
Deal found 8/31![American Airlines logo]()
$115
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 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 10/56:27 pm -
2 stops14h 19m
Deal found 8/27![American Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 8/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:15 am -
1 stop11h 23m
Deal found 8/30![American Airlines logo]()
$121
This Frontier deal was found by Cheapflights users on 8/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/712:44 am -
Nonstop5h 00m
Deal found 8/31![Frontier logo]()
$124
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.
Sat 10/179:33 am -
1 stop29h 33m
Deal found 8/28![Frontier logo]()
$129
Find flight deals from Wisconsin to Puerto Rico
Keep the following information in mind while searching for Wisconsin to Puerto Rico flight deals. Data was last updated September 1, 2026.
Round-trip from | $217 (American Airlines) |
|---|---|
One-way from | $104 (Super.com) |
Popular in | December |
Cheapest in | September |
Average price | $346 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Puerto Rico 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 September 1, 2026.
Use the filters below to find and compare flights from Wisconsin to Puerto Rico 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
Wed 1/20
8:20 am-12:36 am
2 stops14h 16m
San Juan Luis Munoz Marin Intl
Wed 1/27
8:25 am-1:50 pm
1 stop7h 25m
$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
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
8:15 am-9:22 pm
2 stops12h 07m
San Juan Luis Munoz Marin Intl
Sat 10/31
1:35 pm-11:07 pm
2 stops10h 32m
$341
MadisonSan Juan
MSN Madison Truax Field - SJU San Juan Luis Munoz Marin Intl
MSNSJU
Madison Truax Field
Tue 11/3
8:15 am-10:22 pm
2 stops12h 07m
San Juan Luis Munoz Marin Intl
Sat 11/7
4:55 pm-11:07 pm
1 stop8h 12m
$341
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sat 9/12
3:50 pm-10:13 am
1 stop17h 23m
Aguadilla Borinquen
Tue 9/22
10:52 am-10:59 pm
1 stop13h 07m
$356
MadisonSan Juan
MSN Madison Truax Field - SJU San Juan Luis Munoz Marin Intl
MSNSJU
Madison Truax Field
Tue 11/3
7:05 am-12:16 am
1 stop15h 11m
San Juan Luis Munoz Marin Intl
Sat 11/7
6:28 am-11:36 am
1 stop7h 08m
$366
MilwaukeeSan Juan
MKE Milwaukee-Mitchell - SJU San Juan Luis Munoz Marin Intl
MKESJU
Milwaukee-Mitchell
Fri 12/11
12:52 pm-11:13 pm
1 stop8h 21m
San Juan Luis Munoz Marin Intl
Wed 12/16
6:59 pm-11:59 pm
1 stop7h 00m
$366
WausauSan Juan
CWA Wausau Central Wisconsin - SJU San Juan Luis Munoz Marin Intl
CWASJU
Wausau Central Wisconsin
Sat 1/9
4:42 pm-10:48 am
2 stops16h 06m
San Juan Luis Munoz Marin Intl
Sat 1/16
6:00 am-4:12 pm
1 stop12h 12m
$366
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
Fri 10/16
6:30 am-5:50 pm
1 stop12h 20m
$366
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Wisconsin with our price prediction graph.
ORD-SJU
MSP-SJU
ATW-SJU
MKE-SJU
ORD-PSE
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 Puerto Rico
USWI-PR0
ORD-SJU
MSP-SJU
ATW-SJU
MKE-SJU
What is the cheapest month to book a flight from Wisconsin to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to Puerto Rico (average of $399). Flying from Wisconsin to Puerto Rico in December is currently the most expensive (average of $727). 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 far ahead should I book a flight from Wisconsin to Puerto Rico?
To ensure you get the cheapest price possible for a flight from Wisconsin to Puerto Rico, you should look to book at least 31 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to Puerto Rico. 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
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Alternative routes for Wisconsin to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Puerto Rico by cabin class
Find flights from Wisconsin to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Puerto Rico flights
Browse other Wisconsin and Puerto Rico flight options. Last updated on September 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Puerto Rico
Find the right flight back to Wisconsin after your stay in Puerto Rico
Wisconsin to Puerto Rico flights
Consider these flights traveling from Wisconsin to Puerto Rico.
Top 5 airlines flying from Wisconsin to Puerto Rico
Discover the top 5 airlines that operate flights from Wisconsin to Puerto Rico. 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 September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$349 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$215 | Average$538 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$511 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$536 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$319 | Average$480 | FlexibilityNo cancel fee | On-time63% |