$95+ Cheap flights from San Juan to Wisconsin
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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Mar 15 — Mar 221
1 adult, Economy
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Cheapest flights from San Juan to WisconsinExplore the most affordable flight options available from San Juan to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
Explore the most affordable flight options available from San Juan to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$162
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/1610:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Tue 3/318:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$178
This FlightHub deal was found by Cheapflights users on 2/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:38 pm
SJU
- ORD
Nonstop4h 59m
Spirit Airlines
Tue 9/112:06 pm
ORD
- SJU
Nonstop4h 47m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$179
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:08 am
SJU
- MKE
1 stop9h 00m
Frontier
Mon 4/2012:03 pm
MKE
- SJU
1 stop9h 45m
Frontier
Deal found 2/12![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:30 am
SJU
- MKE
1 stop12h 20m
Frontier
Mon 3/168:20 pm
MKE
- SJU
1 stop12h 52m
Frontier
Deal found 2/12![Frontier logo]()
$221
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Tue 3/106:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/12![Frontier logo]()
$223
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Mon 3/912:36 pm
MKE
- SJU
1 stop12h 22m
Frontier
Deal found 2/12![Frontier logo]()
$232
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:30 am
SJU
- MKE
1 stop13h 32m
Frontier
Tue 3/106:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/12![Frontier logo]()
$239
This Travelocity deal was found by Cheapflights users on 2/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:53 am
SJU
- MKE
1 stop7h 50m
Frontier
Sun 2/226:37 pm
MKE
- SJU
1 stop13h 17m
Frontier
Deal found 2/11![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 2/10. 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.
Thu 2/2610:57 am
SJU
- MSP
1 stop10h 35m
Frontier
Mon 3/211:26 am
MSP
- SJU
1 stop13h 27m
Frontier
Deal found 2/10![Frontier logo]()
$244
Best flights from San Juan to WisconsinDiscover carefully curated flight deals from San Juan to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
Discover carefully curated flight deals from San Juan to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 13, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$146
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:08 am
SJU
- ORD
1 stop12h 09m
Multiple Airlines
Sun 4/2612:22 pm
ORD
- SJU
Nonstop4h 32m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$196
This Priceline deal was found by Cheapflights users on 2/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 am
SJU
- ORD
1 stop17h 57m
Frontier
Mon 5/42:20 pm
ORD
- SJU
1 stop9h 09m
Frontier
Deal found 2/10![Frontier logo]()
$202
This Delta deal was found by Cheapflights users on 2/11. 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.
Fri 5/222:20 pm
SJU
- ORD
1 stop8h 29m
Delta
Mon 6/18:10 am
ORD
- SJU
1 stop10h 56m
Delta
Deal found 2/11![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 4/153:19 pm
SJU
- MSN
1 stop9h 09m
American Airlines
Wed 4/2211:35 am
MSN
- SJU
1 stop8h 16m
American Airlines
Deal found 2/10![American Airlines logo]()
$266
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 4/173:56 pm
SJU
- MSN
1 stop8h 53m
United Airlines
Tue 4/2110:05 am
MSN
- SJU
1 stop9h 29m
United Airlines
Deal found 2/10![United Airlines logo]()
$266
This Sun Country Air deal was found by Cheapflights users on 2/12. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:45 pm
SJU
- MSP
Nonstop6h 00m
Sun Country Air
Wed 7/89:00 am
MSP
- SJU
Nonstop5h 18m
Sun Country Air
Deal found 2/12![Sun Country Air logo]()
$338
This Southwest deal was found by Cheapflights users on 2/11. 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.
Tue 3/105:55 am
SJU
- MSP
2 stops12h 25m
Southwest
Tue 3/1710:35 am
MSP
- SJU
1 stop11h 25m
Southwest
Deal found 2/11![Southwest logo]()
$390
This Expedia deal was found by Cheapflights users on 2/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1711:03 am
SJU
- ORD
1 stop8h 28m
Multiple Airlines
Mon 3/234:30 pm
ORD
- SJU
1 stop17h 40m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$208
This Expedia deal was found by Cheapflights users on 2/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Wed 3/412:44 pm
ORD
- SJU
1 stop8h 25m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$211
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:19 pm
SJU
- ORD
1 stop18h 56m
Frontier
Sat 4/258:00 am
ORD
- SJU
1 stop6h 37m
Frontier
Deal found 2/12![Frontier logo]()
$229
This Faresmojo deal was found by Cheapflights users on 2/10. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:35 pm
SJU
- MSN
1 stop7h 05m
JetBlue
Tue 7/285:45 am
MSN
- SJU
1 stop6h 48m
JetBlue
Deal found 2/10![JetBlue logo]()
$476
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/168:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 2/11. 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 4/157:30 am
SJU
- MKE
1 stop7h 22m
Delta
Wed 4/2912:32 pm
MKE
- SJU
1 stop6h 52m
Delta
Deal found 2/11![Delta logo]()
$266
This Frontier deal was found by Cheapflights users on 2/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:57 am
SJU
- MSP
1 stop10h 35m
Frontier
Mon 3/211:26 am
MSP
- SJU
1 stop11h 17m
Frontier
Deal found 2/11![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 2/287:05 am
SJU
- ORD
2 stops16h 08m
Multiple Airlines
Wed 3/48:30 am
ORD
- SJU
1 stop14h 13m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 2/12. 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.
Thu 4/301:25 pm
SJU
- MKE
1 stop8h 00m
Delta
Wed 5/62:50 pm
MKE
- SJU
1 stop7h 23m
Delta
Deal found 2/12![Delta logo]()
$266
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/223:36 pm
SJU
- ORD
2 stops18h 34m
Spirit Airlines
Sat 4/257:06 am
ORD
- SJU
1 stop6h 25m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$252
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:53 am
SJU
- MKE
1 stop16h 49m
Frontier
Sun 3/89:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Deal found 2/10![Frontier logo]()
$259
This Orbitz deal was found by Cheapflights users on 2/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/314:40 pm
SJU
- ORD
1 stop8h 42m
Multiple Airlines
Sat 4/49:32 am
ORD
- SJU
1 stop14h 19m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$260
This Delta deal was found by Cheapflights users on 2/9. 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 5/222:20 pm
SJU
- MKE
1 stop7h 42m
Delta
Mon 5/2510:10 am
MKE
- SJU
1 stop11h 07m
Delta
Deal found 2/9![Delta logo]()
$266
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 4/1711:43 am
SJU
- MSN
2 stops10h 42m
American Airlines
Tue 4/219:18 am
MSN
- SJU
2 stops10h 33m
American Airlines
Deal found 2/10![American Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 2/12. 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.
Thu 4/165:34 pm
SJU
- MKE
1 stop7h 23m
Delta
Tue 4/2112:32 pm
MKE
- SJU
1 stop6h 52m
Delta
Deal found 2/12![Delta logo]()
$266
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:32 pm
SJU
- ORD
Nonstop5h 16m
Multiple Airlines
Fri 2/273:11 pm
ORD
- SJU
1 stop7h 32m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 2/12. 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 4/227:30 am
SJU
- MKE
1 stop7h 22m
Delta
Tue 4/282:50 pm
MKE
- SJU
1 stop7h 23m
Delta
Deal found 2/12![Delta logo]()
$266
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Thu 5/217:22 am
SJU
- ATW
1 stop8h 53m
American Airlines
Tue 5/2612:39 pm
ATW
- SJU
1 stop14h 56m
American Airlines
Deal found 2/10![American Airlines logo]()
$369
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:04 am
SJU
- MSP
1 stop11h 19m
Frontier
Sun 3/88:04 pm
MSP
- SJU
1 stop11h 50m
Frontier
Deal found 2/12![Frontier logo]()
$316
This Delta deal was found by Cheapflights users on 2/12. 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 4/297:30 am
SJU
- MKE
1 stop7h 22m
Delta
Mon 5/45:21 am
MKE
- SJU
1 stop6h 53m
Delta
Deal found 2/12![Delta logo]()
$266
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Tue 2/242:05 am
SJU
- MSN
2 stops11h 48m
United Airlines
Sun 3/13:53 pm
MSN
- SJU
2 stops12h 18m
United Airlines
Deal found 2/10![United Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 2/12. 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.
Fri 4/241:00 pm
SJU
- MKE
1 stop8h 35m
Delta
Wed 4/2912:32 pm
MKE
- SJU
1 stop6h 52m
Delta
Deal found 2/12![Delta logo]()
$266
Last-minute flights from San Juan to WisconsinDiscover last-minute flight deals from San Juan to Wisconsin. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Juan to Wisconsin. Data last updated February 13, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 2/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/144:36 pm
SJU
- ORD
1 stop9h 11m
Spirit Airlines
Tue 2/2412:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$183
This Travelocity deal was found by Cheapflights users on 2/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:53 am
SJU
- MKE
1 stop7h 50m
Frontier
Sun 2/226:37 pm
MKE
- SJU
1 stop13h 17m
Frontier
Deal found 2/11![Frontier logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$146
This CheapOair deal was found by Cheapflights users on 2/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:32 pm
SJU
- ORD
Nonstop5h 16m
Multiple Airlines
Tue 3/38:30 am
ORD
- SJU
1 stop14h 13m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$180
This Frontier deal was found by Cheapflights users on 2/10. 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.
Thu 2/2610:57 am
SJU
- MSP
1 stop10h 35m
Frontier
Mon 3/211:26 am
MSP
- SJU
1 stop13h 27m
Frontier
Deal found 2/10![Frontier logo]()
$244
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$162
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Tue 3/106:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/12![Frontier logo]()
$223
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Mon 3/912:36 pm
MKE
- SJU
1 stop12h 22m
Frontier
Deal found 2/12![Frontier logo]()
$232
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:30 am
SJU
- MKE
1 stop13h 32m
Frontier
Tue 3/106:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/12![Frontier logo]()
$239
This Frontier deal was found by Cheapflights users on 2/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:30 am
SJU
- MKE
1 stop12h 20m
Frontier
Mon 3/168:20 pm
MKE
- SJU
1 stop12h 52m
Frontier
Deal found 2/12![Frontier logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/121:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 3/1610:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/171:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Tue 3/318:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$178
One-way flights from San Juan to WisconsinSearch for one-way flight options from San Juan to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
Search for one-way flight options from San Juan to Wisconsin. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:30 pm
SJU
- ORD
Nonstop5h 08m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 2/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:07 am
SJU
- ORD
1 stop8h 08m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$96
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:07 am
SJU
- ORD
1 stop8h 08m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$97
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:27 pm
SJU
- ORD
2 stops18h 55m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 2/253:18 pm
SJU
- ORD
2 stops33h 47m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/232:15 am
SJU
- ORD
1 stop17h 00m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$100
This Expedia deal was found by Cheapflights users on 2/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Deal found 2/11![Frontier logo]()
$101
This Priceline deal was found by Cheapflights users on 2/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:11 pm
SJU
- ORD
1 stop8h 05m
Frontier
Deal found 2/12![Frontier logo]()
$101
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:00 am
SJU
- ORD
1 stop12h 03m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$102
This Orbitz deal was found by Cheapflights users on 2/12. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 2/12. 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.
Wed 2/2511:52 am
SJU
- ORD
1 stop23h 47m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$104
This Trip.com deal was found by Cheapflights users on 2/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:58 pm
SJU
- ORD
1 stop12h 55m
Frontier
Deal found 2/12![Frontier logo]()
$105
Find flight deals from San Juan to Wisconsin
Keep the following information in mind while searching for San Juan to Wisconsin flight deals. Data was last updated February 13, 2026.
Round-trip from | $146 (Cheapflightsfares) |
|---|---|
One-way from | $95 (Cheapflightsfares) |
Popular in | August |
Cheapest in | January |
Average price | $259 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Juan to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from San Juan to Wisconsin that are best for you.
Fly from
San Juan
Fly to
Wisconsin
Route
Depart
Return
Price
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 2/26
12:32 pm-3:48 pm
Nonstop5h 16m
Chicago O'Hare Intl
Mon 3/2
12:17 pm-6:49 pm
Nonstop4h 32m
$146
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 4/23
3:08 am-2:17 pm
1 stop12h 09m
Chicago O'Hare Intl
Sun 4/26
12:22 pm-5:54 pm
Nonstop4h 32m
$196
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/1
6:00 am-10:57 pm
1 stop17h 57m
Chicago O'Hare Intl
Mon 5/4
2:20 pm-12:29 am
1 stop9h 09m
$202
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 3/17
11:03 am-6:31 pm
1 stop8h 28m
Chicago O'Hare Intl
Mon 3/23
4:30 pm-11:10 am
1 stop17h 40m
$208
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Sat 2/28
12:32 pm-3:48 pm
Nonstop5h 16m
Chicago O'Hare Intl
Wed 3/4
12:44 pm-11:09 pm
1 stop8h 25m
$211
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 4/22
3:19 pm-9:15 am
1 stop18h 56m
Chicago O'Hare Intl
Sat 4/25
8:00 am-3:37 pm
1 stop6h 37m
$229
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Thu 3/12
1:29 am-5:45 am
Nonstop5h 16m
Chicago O'Hare Intl
Mon 3/16
8:56 pm-2:29 am
Nonstop4h 33m
$234
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
Thu 2/26
10:57 am-7:32 pm
1 stop10h 35m
Minneapolis St Paul
Mon 3/2
11:26 am-12:43 am
1 stop11h 17m
$244
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 4/22
3:36 pm-9:10 am
2 stops18h 34m
Chicago O'Hare Intl
Sat 4/25
7:06 am-2:31 pm
1 stop6h 25m
$252
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/22
2:20 pm-9:49 pm
1 stop8h 29m
Chicago O'Hare Intl
Mon 6/1
8:10 am-8:06 pm
1 stop10h 56m
$256
Showing 1-10 of 60 results
Best time to book a flight from San Juan to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San Juan with our price prediction graph.
SJU-ORD
SJU-MKE
SJU-MSP
SJU-ATW
SJU-MSN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Juan to Wisconsin
PR1-USWI
SJU-ORD
SJU-MKE
SJU-MSP
SJU-ATW
What is the cheapest month to book a flight from San Juan to Wisconsin?
Currently, September is the cheapest month in which you can book a flight from San Juan to Wisconsin (average of $113). Flying from San Juan to Wisconsin in June is currently the most expensive (average of $355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from San Juan to Wisconsin?
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated February 13, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from San Juan to Wisconsin by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from San Juan to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
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San Juan and Wisconsin flights
Browse other San Juan and Wisconsin flight options. Last updated on February 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Juan to Wisconsin flights
Consider these flights traveling from San Juan to Wisconsin.
Top 5 airlines flying from San Juan to Wisconsin
Discover the top 5 airlines that operate flights from San Juan to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$379 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$140 | Average$299 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$215 | Average$356 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$472 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$439 | FlexibilityNo cancel fee | On-time63% |