$112+ Cheap flights from Wisconsin to Puerto Rico
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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Oct 17 — Oct 241
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
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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 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 17, 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 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/283:01 pm -
1 stop8h 58m
Tue 11/33:59 pm -
1 stop24h 07m
Deal found 9/16![Frontier logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:11 am -
1 stop7h 06m
Thu 10/87:00 am -
1 stop9h 30m
Deal found 9/16![Frontier logo]()
$217
This CheapOair deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:11 am -
1 stop7h 06m
Sat 10/177:15 am -
1 stop16h 24m
Deal found 9/17![Frontier logo]()
$218
This Frontier deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:00 am -
1 stop18h 17m
Sat 10/316:26 pm -
1 stop16h 20m
Deal found 9/17![Frontier logo]()
$219
This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:41 pm -
1 stop22h 45m
Fri 10/232:51 pm -
1 stop8h 48m
Deal found 9/17![Frontier logo]()
$220
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:04 am -
1 stop28h 27m
Tue 10/2012:59 am -
2 stops18h 32m
Deal found 9/16![Frontier logo]()
$221
This FlightHub deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:42 pm -
1 stop22h 34m
Sat 11/77:26 pm -
1 stop15h 20m
Deal found 9/17![Frontier logo]()
$222
This FlightHub deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/104:41 pm -
1 stop16h 38m
Thu 10/157:00 am -
1 stop9h 30m
Deal found 9/16![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/283:01 pm -
1 stop8h 58m
Wed 11/43:59 pm -
1 stop20h 43m
Deal found 9/15![Frontier logo]()
$224
This deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:20 am -
1 stop8h 46m
Tue 9/298:45 am -
1 stop7h 35m
Deal found 9/15![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/224:41 pm -
1 stop16h 38m
Thu 10/292:51 pm -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/103:01 pm -
1 stop7h 58m
Fri 11/133:59 pm -
1 stop24h 07m
Deal found 9/16![Frontier logo]()
$227
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 17, 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 17, 2026.
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/65:00 am -
1 stop7h 45m
Tue 10/277:25 am -
Nonstop5h 22m
Deal found 9/15![United Airlines logo]()
$242
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sat 10/176:10 am -
1 stop8h 46m
Tue 10/206:10 am -
1 stop8h 40m
Deal found 9/14![JetBlue logo]()
$245
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:25 am -
1 stop12h 24m
Wed 9/307:30 am -
1 stop10h 29m
Deal found 9/14![Delta logo]()
$286
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 1/911:35 am -
1 stop10h 02m
Sat 1/166:17 am -
1 stop12h 02m
Deal found 9/12![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:05 pm -
2 stops9h 50m
Sat 10/316:50 am -
2 stops9h 35m
Deal found 9/12![Southwest logo]()
$386
This Travelocity deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/172:55 pm -
1 stop10h 11m
Sat 11/712:22 pm -
1 stop22h 24m
Deal found 9/12![Multiple Airlines logo]()
$445
This JetBlue deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/131:00 pm -
1 stop10h 13m
Tue 11/176:25 am -
1 stop9h 17m
Deal found 9/16![JetBlue logo]()
$264
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/145:00 am -
1 stop7h 45m
Wed 10/213:56 pm -
Nonstop5h 09m
Deal found 9/16![United Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/178:30 am -
2 stops24h 27m
Sat 11/712:22 pm -
1 stop22h 24m
Deal found 9/12![Frontier logo]()
$537
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/122:16 pm -
Nonstop4h 44m
Fri 11/132:05 am -
1 stop9h 40m
Deal found 9/16![United Airlines logo]()
$282
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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.
Thu 10/292:42 pm -
1 stop6h 27m
Sun 11/86:25 am -
1 stop9h 17m
Deal found 9/12![JetBlue logo]()
$307
This United Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/122:16 pm -
Nonstop4h 44m
Mon 11/162:05 am -
1 stop9h 40m
Deal found 9/13![United Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 1/1811:11 am -
1 stop10h 39m
Thu 1/213:15 pm -
2 stops9h 40m
Deal found 9/16![Delta logo]()
$356
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Wed 11/252:35 pm -
1 stop8h 24m
Sun 12/66:01 am -
1 stop9h 29m
Deal found 9/14![JetBlue logo]()
$318
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/284:42 pm -
2 stops14h 53m
Fri 3/57:01 pm -
2 stops17h 59m
Deal found 9/17![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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.
Tue 2/235:35 am -
1 stop8h 15m
Thu 2/2510:40 am -
1 stop13h 05m
Deal found 9/13![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 1/2611:11 am -
1 stop10h 39m
Sat 1/306:15 am -
1 stop7h 20m
Deal found 9/16![Delta logo]()
$371
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/235:30 am -
1 stop9h 12m
Sun 10/253:55 pm -
Nonstop5h 31m
Deal found 9/15![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/315:24 am -
2 stops13h 49m
Fri 2/510:32 am -
2 stops15h 47m
Deal found 9/16![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/292:55 pm -
1 stop8h 15m
Mon 11/26:35 am -
1 stop10h 05m
Deal found 9/15![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 3/210:50 am -
2 stops8h 10m
Tue 3/166:15 am -
2 stops11h 13m
Deal found 9/12![Delta logo]()
$371
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/172:16 pm -
Nonstop4h 44m
Wed 11/188:25 am -
Nonstop5h 22m
Deal found 9/15![United Airlines logo]()
$322
This Priceline deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:00 am -
1 stop16h 29m
Mon 10/269:43 am -
2 stops34h 02m
Deal found 9/17![Multiple Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/22:15 pm -
2 stops8h 35m
Tue 12/157:40 am -
2 stops10h 20m
Deal found 9/15![Southwest logo]()
$415
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/275:25 am -
1 stop10h 24m
Tue 11/33:59 pm -
1 stop10h 40m
Deal found 9/16![Delta logo]()
$378
This United Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/2412:05 pm -
1 stop9h 52m
Fri 11/131:09 am -
1 stop10h 36m
Deal found 9/16![United Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 11/306:17 pm -
2 stops17h 15m
Fri 12/41:18 pm -
2 stops12h 49m
Deal found 9/16![American Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 1/217:00 am -
2 stops14h 50m
Mon 1/256:15 am -
2 stops12h 22m
Deal found 9/14![Delta logo]()
$386
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/85:00 am -
1 stop10h 45m
Thu 10/1512:35 pm -
2 stops11h 00m
Deal found 9/13![Southwest logo]()
$450
This FlightHub deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:26 am -
2 stops21h 33m
Thu 11/195:01 am -
1 stop20h 37m
Deal found 9/17![Multiple Airlines logo]()
$546
Last-minute flights from Wisconsin to Puerto RicoDiscover last-minute flight deals from Wisconsin to Puerto Rico. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Puerto Rico. Data last updated September 17, 2026 and is based on user searches.
This deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:20 am -
1 stop8h 46m
Tue 9/298:45 am -
1 stop7h 35m
Deal found 9/15![Frontier logo]()
$225
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:11 am -
1 stop7h 06m
Thu 10/87:00 am -
1 stop9h 30m
Deal found 9/16![Frontier logo]()
$217
This CheapOair deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:11 am -
1 stop7h 06m
Sat 10/177:15 am -
1 stop16h 24m
Deal found 9/17![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/77:11 am -
1 stop7h 06m
Wed 10/148:45 am -
1 stop7h 45m
Deal found 9/16![Frontier logo]()
$227
This FlightHub deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/104:41 pm -
1 stop16h 38m
Thu 10/157:00 am -
1 stop9h 30m
Deal found 9/16![Frontier logo]()
$223
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:04 am -
1 stop28h 27m
Tue 10/2012:59 am -
2 stops18h 32m
Deal found 9/16![Frontier logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/164:41 pm -
1 stop22h 45m
Fri 10/232:51 pm -
1 stop8h 48m
Deal found 9/17![Frontier logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/224:41 pm -
1 stop16h 38m
Thu 10/292:51 pm -
1 stop8h 52m
Deal found 9/16![Frontier logo]()
$226
This Frontier deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:00 am -
1 stop18h 17m
Sat 10/316:26 pm -
1 stop16h 20m
Deal found 9/17![Frontier logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/283:01 pm -
1 stop8h 58m
Tue 11/33:59 pm -
1 stop24h 07m
Deal found 9/16![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/283:01 pm -
1 stop8h 58m
Wed 11/43:59 pm -
1 stop20h 43m
Deal found 9/15![Frontier logo]()
$224
This FlightHub deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:42 pm -
1 stop22h 34m
Sat 11/77:26 pm -
1 stop15h 20m
Deal found 9/17![Frontier logo]()
$222
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 17, 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 17, 2026.
This Super.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/154:41 pm -
1 stop16h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/103:01 pm -
1 stop7h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$113
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Sat 10/318:00 am -
1 stop13h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/164:41 pm -
1 stop16h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/313:36 pm -
2 stops18h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$118
This JetBlue deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/171:00 pm -
1 stop10h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![JetBlue logo]()
$119
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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.
Sat 11/141:00 pm -
1 stop10h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![JetBlue logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/283:01 pm -
1 stop8h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$121
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:11 am -
1 stop7h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” 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 10/199:33 am -
2 stops29h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$122
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:44 pm -
2 stops19h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Frontier logo]()
$122
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 17, 2026.
Round-trip from | $217 (Kiwi.com) |
|---|---|
One-way from | $112 (Super.com) |
Popular in | December |
Cheapest in | September |
Average price | $366 |
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 17, 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
Quickest round-trip
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Sat 11/7
2:16 pm-9:00 pm
Nonstop4h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$119
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Fri 11/13
1:35 pm-11:54 pm
1 stop8h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$125
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Tue 9/22
1:29 pm-11:49 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$133
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sat 10/3
3:50 pm-10:13 am
1 stop17h 23m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$138
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Fri 12/4
2:59 pm-1:59 am
1 stop9h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$145
MinneapolisSan Juan
MSP Minneapolis St Paul - SJU San Juan Luis Munoz Marin Intl
MSPSJU
Minneapolis St Paul
Sat 11/14
9:00 am-4:14 pm
Nonstop5h 14m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$149
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Wed 12/9
6:00 am-4:55 pm
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$153
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Thu 12/3
6:00 am-4:55 pm
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$153
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Thu 12/10
6:00 am-4:55 pm
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$153
ChicagoSan Juan
ORD Chicago O'Hare Intl - SJU San Juan Luis Munoz Marin Intl
ORDSJU
Chicago O'Hare Intl
Fri 10/30
2:16 pm-8:00 pm
Nonstop4h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$159
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
CWA-SJU
MKE-SJU
ORD-BQN
MSN-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 Puerto Rico
USWI-PR0
ORD-SJU
CWA-SJU
MKE-SJU
ORD-BQN
What is the cheapest month to book a flight from Wisconsin to Puerto Rico?
Currently, October is the cheapest month in which you can book a flight from Wisconsin to Puerto Rico (average of $395). Flying from Wisconsin to Puerto Rico in December is currently the most expensive (average of $713). 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
Toggle through the tabs below to find thousands of 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 17, 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$339 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$224 | Average$539 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$226 | Average$515 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$541 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$320 | Average$475 | FlexibilityNo cancel fee | On-time63% |