$113+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Aug 13 — Aug 201
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to San Juan with Cheapflights
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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 July 14, 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 July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Fri 8/2112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/297:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/13![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sun 8/236:35 am
SJU
- ORD
1 stop31h 15m
Frontier
Deal found 7/13![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Mon 8/316:35 am
SJU
- ORD
1 stop31h 15m
Frontier
Deal found 7/13![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/2012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sun 8/236:44 am
SJU
- ORD
1 stop25h 45m
Frontier
Deal found 7/10![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/1612:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/2212:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/9![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/276:00 am
ORD
- SJU
1 stop8h 57m
Frontier
Sun 8/307:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/9![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/2912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 9/512:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/11![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/1212:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Fri 8/218:57 pm
SJU
- ORD
1 stop27h 11m
Frontier
Deal found 7/11![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/3112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Tue 9/87:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/10![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 10/74:49 pm
ORD
- SJU
1 stop8h 01m
Frontier
Wed 10/145:12 pm
SJU
- ORD
1 stop23h 14m
Frontier
Deal found 7/10![Frontier logo]()
$246
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Sun 8/3012:55 am
SJU
- ORD
Nonstop5h 05m
American Airlines
Deal found 7/9![American Airlines logo]()
$247
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:40 am
MSN
- SJU
1 stop8h 20m
United Airlines
Tue 11/108:05 am
SJU
- MSN
2 stops11h 46m
United Airlines
Deal found 7/12![United Airlines logo]()
$266
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 July 14, 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 July 14, 2026.
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 9/245:00 am
ORD
- SJU
1 stop7h 45m
United Airlines
Mon 9/281:25 pm
SJU
- ORD
1 stop10h 03m
United Airlines
Deal found 7/11![United Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:32 am
MSN
- SJU
2 stops11h 47m
Delta
Mon 10/512:56 pm
SJU
- MSN
1 stop10h 57m
Delta
Deal found 7/13![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/2712:30 pm
MKE
- SJU
2 stops9h 35m
Southwest
Mon 8/316:30 am
SJU
- MKE
2 stops9h 55m
Southwest
Deal found 7/11![Southwest logo]()
$351
This American Airlines deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 10/106:27 pm
MKE
- SJU
1 stop15h 53m
American Airlines
Sat 10/1712:13 pm
SJU
- MKE
1 stop12h 44m
American Airlines
Deal found 7/8![American Airlines logo]()
$356
This JetBlue deal was found by Cheapflights users on 7/13. 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.
Tue 8/182:35 pm
ORD
- SJU
1 stop7h 45m
JetBlue
Mon 8/247:00 am
SJU
- ORD
1 stop7h 39m
JetBlue
Deal found 7/13![JetBlue logo]()
$413
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Tue 9/158:50 am
ORD
- SJU
1 stop10h 48m
United Airlines
Fri 9/254:55 pm
SJU
- ORD
1 stop7h 37m
United Airlines
Deal found 7/13![United Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:40 am
MSN
- SJU
1 stop8h 20m
United Airlines
Tue 11/108:25 am
SJU
- MSN
1 stop8h 35m
United Airlines
Deal found 7/12![United Airlines logo]()
$266
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Wed 9/306:49 am
MSN
- SJU
2 stops12h 49m
United Airlines
Mon 10/53:56 pm
SJU
- MSN
1 stop7h 39m
United Airlines
Deal found 7/13![United Airlines logo]()
$266
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/295:31 am
ATW
- SJU
1 stop7h 11m
Delta
Fri 9/42:59 pm
SJU
- ATW
1 stop8h 45m
Delta
Deal found 7/9![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/279:54 am
ORD
- SJU
1 stop11h 35m
Delta
Thu 9/35:49 pm
SJU
- ORD
1 stop7h 08m
Delta
Deal found 7/10![Delta logo]()
$336
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/712:30 pm
MKE
- SJU
2 stops9h 35m
Southwest
Fri 8/216:30 am
SJU
- MKE
2 stops9h 55m
Southwest
Deal found 7/10![Southwest logo]()
$381
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/228:05 am
MSP
- SJU
2 stops10h 15m
Southwest
Sat 8/295:55 am
SJU
- MSP
1 stop9h 30m
Southwest
Deal found 7/11![Southwest logo]()
$388
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/286:30 am
MSN
- SJU
1 stop7h 14m
United Airlines
Sat 9/51:00 am
SJU
- MSN
2 stops13h 42m
United Airlines
Deal found 7/9![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 7/12. 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.
Sun 1/109:26 am
MSN
- SJU
2 stops12h 24m
Delta
Thu 1/143:20 pm
SJU
- MSN
1 stop9h 35m
Delta
Deal found 7/12![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 10/2410:35 am
MSP
- SJU
2 stops9h 55m
Southwest
Thu 10/296:00 am
SJU
- MSP
2 stops10h 30m
Southwest
Deal found 7/13![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/26:00 am
ATW
- SJU
1 stop7h 44m
United Airlines
Tue 9/81:00 am
SJU
- ATW
2 stops11h 30m
United Airlines
Deal found 7/9![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/25:30 am
GRB
- SJU
1 stop7h 12m
Delta
Wed 9/92:59 pm
SJU
- GRB
1 stop8h 29m
Delta
Deal found 7/9![Delta logo]()
$363
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:42 am
CWA
- SJU
2 stops17h 08m
American Airlines
Fri 7/3112:59 am
SJU
- CWA
1 stop9h 27m
American Airlines
Deal found 7/13![American Airlines logo]()
$520
This Southwest deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 12/710:40 am
MSP
- SJU
2 stops9h 35m
Southwest
Sun 12/135:35 am
SJU
- MSP
2 stops11h 05m
Southwest
Deal found 7/11![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/196:00 am
ORD
- SJU
1 stop9h 33m
Delta
Wed 9/27:30 am
SJU
- ORD
1 stop10h 31m
Delta
Deal found 7/9![Delta logo]()
$371
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Fri 9/118:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Thu 9/172:55 pm
SJU
- ORD
1 stop10h 33m
United Airlines
Deal found 7/13![United Airlines logo]()
$342
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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.
Sun 11/112:45 pm
MSP
- SJU
2 stops10h 10m
Southwest
Mon 11/96:35 am
SJU
- MSP
1 stop10h 05m
Southwest
Deal found 7/9![Southwest logo]()
$403
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/286:57 am
GRB
- SJU
2 stops14h 32m
Delta
Mon 8/312:59 pm
SJU
- GRB
1 stop8h 35m
Delta
Deal found 7/9![Delta logo]()
$388
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Sun 9/66:30 am
MSN
- SJU
1 stop7h 14m
United Airlines
Tue 9/151:00 am
SJU
- MSN
1 stop10h 14m
United Airlines
Deal found 7/10![United Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 10/106:20 am
MSP
- SJU
2 stops12h 45m
Southwest
Sat 10/176:25 am
SJU
- MSP
2 stops9h 50m
Southwest
Deal found 7/13![Southwest logo]()
$408
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 9/25:31 am
ATW
- SJU
1 stop7h 11m
Delta
Wed 9/97:30 am
SJU
- ATW
2 stops14h 06m
Delta
Deal found 7/11![Delta logo]()
$392
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Sat 9/195:00 am
ORD
- SJU
1 stop7h 45m
United Airlines
Sun 10/43:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Deal found 7/13![United Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 9/1610:30 am
MKE
- SJU
2 stops12h 20m
United Airlines
Sat 9/191:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Deal found 7/10![United Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 7/12. 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.
Wed 9/165:30 am
MKE
- SJU
1 stop7h 17m
Delta
Sun 9/202:59 pm
SJU
- MKE
1 stop7h 31m
Delta
Deal found 7/12![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/1412:30 pm
MKE
- SJU
2 stops9h 35m
Southwest
Sat 8/228:20 am
SJU
- MKE
2 stops11h 05m
Southwest
Deal found 7/10![Southwest logo]()
$455
Last-minute flights from Wisconsin to San JuanDiscover last-minute flight deals from Wisconsin to San Juan. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to San Juan. Data last updated July 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 7/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Tue 7/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/9![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/1212:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Fri 8/218:57 pm
SJU
- ORD
1 stop27h 11m
Frontier
Deal found 7/11![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/1612:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/2212:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/9![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sun 8/236:35 am
SJU
- ORD
1 stop31h 15m
Frontier
Deal found 7/13![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 8/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Mon 8/316:35 am
SJU
- ORD
1 stop31h 15m
Frontier
Deal found 7/13![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/2012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sun 8/236:44 am
SJU
- ORD
1 stop25h 45m
Frontier
Deal found 7/10![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Fri 8/2112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/297:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/13![Frontier logo]()
$235
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/2211:53 am
MSN
- SJU
1 stop10h 50m
American Airlines
Tue 8/252:33 pm
SJU
- MSN
1 stop9h 56m
American Airlines
Deal found 7/10![American Airlines logo]()
$326
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/2412:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Tue 9/87:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/10![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/276:00 am
ORD
- SJU
1 stop8h 57m
Frontier
Sun 8/307:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/9![Frontier logo]()
$242
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Sun 8/3012:55 am
SJU
- ORD
Nonstop5h 05m
American Airlines
Deal found 7/9![American Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/2912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 9/512:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/11![Frontier logo]()
$243
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 July 14, 2026.
Search for one-way flight options from Wisconsin to San Juan. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/257:03 am
MKE
- SJU
1 stop8h 35m
Delta
Deal found 7/9![Delta logo]()
$113
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/76:00 am
MKE
- SJU
1 stop16h 15m
American Airlines
Deal found 7/9![American Airlines logo]()
$115
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/196:28 am
MKE
- SJU
2 stops11h 05m
American Airlines
Deal found 7/9![American Airlines logo]()
$118
This American Airlines deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/218:14 pm
MKE
- SJU
2 stops17h 36m
American Airlines
Deal found 7/9![American Airlines logo]()
$119
This Super.com deal was found by Cheapflights users on 7/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/13![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 7/12. 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.
Thu 8/208:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Deal found 7/12![Frontier logo]()
$127
This Trip.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/9![Frontier logo]()
$128
This Travelocity deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/9![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 7/2112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$131
This eDestinos deal was found by Cheapflights users on 7/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$132
This Delta deal was found by Cheapflights users on 7/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:32 am
MSN
- SJU
2 stops11h 47m
Delta
Deal found 7/13![Delta logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” 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 8/138:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Deal found 7/11![Frontier logo]()
$133
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 July 14, 2026.
Round-trip from | $235 (Kiwi.com) |
|---|---|
One-way from | $113 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $503 |
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 2,558,603 searches. Data last updated July 14, 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
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 9/24
5:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Mon 9/28
1:25 pm-10:28 pm
1 stop10h 03m
$256
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 9/15
8:50 am-8:38 pm
1 stop10h 48m
San Juan Luis Munoz Marin Intl
Fri 9/25
4:55 pm-11:32 pm
1 stop7h 37m
$256
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Tue 11/3
10:40 am-9:00 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Tue 11/10
8:25 am-3:00 pm
1 stop8h 35m
$266
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Wed 9/30
6:49 am-8:38 pm
2 stops12h 49m
San Juan Luis Munoz Marin Intl
Mon 10/5
3:56 pm-10:35 pm
1 stop7h 39m
$266
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Wed 9/30
9:32 am-10:19 pm
2 stops11h 47m
San Juan Luis Munoz Marin Intl
Mon 10/5
12:56 pm-10:53 pm
1 stop10h 57m
$296
AppletonSan Juan
ATW - SJU
ATWSJU
Appleton Intl
Sat 8/29
5:31 am-1:42 pm
1 stop7h 11m
San Juan Luis Munoz Marin Intl
Fri 9/4
2:59 pm-10:44 pm
1 stop8h 45m
$326
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Fri 8/28
6:30 am-2:44 pm
1 stop7h 14m
San Juan Luis Munoz Marin Intl
Sat 9/5
1:00 am-1:42 pm
2 stops13h 42m
$326
AppletonSan Juan
ATW - SJU
ATWSJU
Appleton Intl
Wed 9/2
6:00 am-2:44 pm
1 stop7h 44m
San Juan Luis Munoz Marin Intl
Tue 9/8
1:00 am-11:30 am
2 stops11h 30m
$326
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 8/27
9:54 am-10:29 pm
1 stop11h 35m
San Juan Luis Munoz Marin Intl
Thu 9/3
5:49 pm-11:57 pm
1 stop7h 08m
$336
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Fri 9/11
8:55 am-2:44 pm
Nonstop4h 49m
San Juan Luis Munoz Marin Intl
Thu 9/17
2:55 pm-12:28 am
1 stop10h 33m
$342
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
MSN-SJU
MKE-SJU
ATW-SJU
GRB-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
MSN-SJU
MKE-SJU
ATW-SJU
What is the cheapest month to book a flight from Wisconsin to San Juan?
Currently, April is the cheapest month in which you can book a flight from Wisconsin to San Juan (average of $101). Flying from Wisconsin to San Juan in June is currently the most expensive (average of $326). 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?
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 28 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.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Wisconsin to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to San Juan by cabin class
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 July 14, 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 2,558,603 searches. Data last updated July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$143 | Average$566 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$506 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$534 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$317 | Average$492 | FlexibilityNo cancel fee | On-time63% |