$113+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Aug 12 — Aug 191
Round-trip
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 July 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 July 13, 2026.
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Tue 8/1112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/11![Frontier logo]()
$193
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.
Fri 7/177:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Sat 7/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$195
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:54 am
SJU
- ORD
2 stops10h 07m
American Airlines
Fri 7/316:40 am
ORD
- SJU
2 stops10h 44m
American Airlines
Deal found 7/8![American Airlines logo]()
$196
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Sat 7/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$197
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Mon 8/2412:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$198
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Sun 7/1212:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/8![Frontier logo]()
$201
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:59 am
SJU
- ORD
1 stop11h 42m
Frontier
Sun 9/206:30 am
ORD
- SJU
1 stop7h 55m
Frontier
Deal found 7/10![Frontier logo]()
$202
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.
Thu 8/207:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Tue 8/2512:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$203
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
SJU
- ORD
1 stop31h 15m
Frontier
Sun 8/912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/8![Frontier logo]()
$209
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 7/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Tue 8/1112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$210
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Fri 8/2812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$211
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Mon 9/78:37 am
ORD
- SJU
1 stop17h 22m
Frontier
Deal found 7/8![Frontier logo]()
$212
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 July 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 July 13, 2026.
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 8/273:47 pm
SJU
- MKE
1 stop7h 00m
American Airlines
Mon 8/316:20 am
MKE
- SJU
1 stop15h 04m
American Airlines
Deal found 7/9![American Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/265:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Mon 8/315:34 am
MKE
- SJU
1 stop10h 04m
Delta
Deal found 7/7![Delta logo]()
$226
This Southwest deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/206:30 am
SJU
- MKE
2 stops9h 55m
Southwest
Tue 8/2510:50 am
MKE
- SJU
1 stop7h 10m
Southwest
Deal found 7/7![Southwest logo]()
$258
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:00 am
SJU
- MSN
1 stop10h 20m
JetBlue
Wed 8/265:43 am
MSN
- SJU
1 stop9h 55m
JetBlue
Deal found 7/9![JetBlue logo]()
$336
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.
Fri 9/181:00 am
SJU
- ORD
1 stop9h 13m
United Airlines
Fri 9/258:45 am
ORD
- SJU
1 stop10h 53m
United Airlines
Deal found 7/11![United Airlines logo]()
$346
This Orbitz 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:32 am
SJU
- MSP
1 stop10h 36m
Frontier
Thu 8/135:09 pm
MSP
- SJU
1 stop10h 53m
Frontier
Deal found 7/8![Frontier logo]()
$416
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 8/2712:56 pm
SJU
- MKE
1 stop8h 57m
Delta
Mon 8/317:03 am
MKE
- SJU
1 stop8h 35m
Delta
Deal found 7/10![Delta logo]()
$226
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 8/55:45 am
SJU
- MKE
1 stop18h 12m
American Airlines
Fri 8/141:17 pm
MKE
- SJU
1 stop8h 58m
American Airlines
Deal found 7/9![American Airlines logo]()
$316
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:59 pm
SJU
- MSN
1 stop8h 39m
Delta
Sat 9/55:43 am
MSN
- SJU
1 stop9h 55m
Delta
Deal found 7/8![Delta logo]()
$296
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:19 pm
SJU
- MSN
1 stop19h 32m
American Airlines
Mon 9/288:05 pm
MSN
- SJU
2 stops16h 52m
American Airlines
Deal found 7/12![American Airlines logo]()
$326
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
SJU
- MSN
1 stop10h 51m
JetBlue
Sun 8/25:48 am
MSN
- SJU
1 stop6h 44m
JetBlue
Deal found 7/10![JetBlue logo]()
$366
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Sun 9/138:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Deal found 7/8![United Airlines logo]()
$372
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.
Fri 8/285:49 pm
SJU
- ORD
1 stop7h 08m
Delta
Mon 8/3110:33 am
ORD
- SJU
1 stop10h 56m
Delta
Deal found 7/10![Delta logo]()
$316
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:55 am
SJU
- MSP
1 stop9h 30m
Southwest
Sat 9/126:45 am
MSP
- SJU
1 stop14h 10m
Southwest
Deal found 7/12![Southwest logo]()
$388
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.
Fri 9/183:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Fri 9/258:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Deal found 7/11![United Airlines logo]()
$377
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:03 am
SJU
- MSN
1 stop17h 26m
American Airlines
Tue 8/259:48 am
MSN
- SJU
1 stop12h 27m
American Airlines
Deal found 7/11![American Airlines logo]()
$358
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/37:00 am
SJU
- MKE
1 stop9h 47m
Delta
Sun 9/65:34 am
MKE
- SJU
1 stop10h 04m
Delta
Deal found 7/7![Delta logo]()
$326
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:56 pm
SJU
- MSN
1 stop7h 39m
United Airlines
Tue 9/295:00 am
MSN
- SJU
1 stop8h 44m
United Airlines
Deal found 7/8![United Airlines logo]()
$386
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:03 am
SJU
- MKE
1 stop11h 27m
American Airlines
Sun 8/237:00 am
MKE
- SJU
2 stops10h 33m
American Airlines
Deal found 7/12![American Airlines logo]()
$364
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.
Thu 9/247:00 am
SJU
- MSN
1 stop10h 23m
Delta
Mon 9/286:00 am
MSN
- SJU
1 stop9h 49m
Delta
Deal found 7/12![Delta logo]()
$362
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:58 pm
SJU
- MSP
2 stops10h 24m
American Airlines
Mon 9/287:46 pm
MSP
- SJU
2 stops17h 11m
American Airlines
Deal found 7/12![American Airlines logo]()
$388
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.
Thu 8/611:35 am
SJU
- MSP
2 stops10h 45m
Southwest
Sat 8/158:05 am
MSP
- SJU
2 stops10h 15m
Southwest
Deal found 7/9![Southwest logo]()
$547
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.
Fri 12/43:10 pm
SJU
- ORD
1 stop7h 14m
Delta
Tue 12/811:10 am
ORD
- SJU
1 stop10h 10m
Delta
Deal found 7/12![Delta logo]()
$421
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:03 am
SJU
- MSP
1 stop9h 43m
American Airlines
Tue 8/187:02 am
MSP
- SJU
2 stops10h 31m
American Airlines
Deal found 7/12![American Airlines logo]()
$443
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/62:35 pm
SJU
- MSP
2 stops8h 50m
Southwest
Mon 8/1010:55 am
MSP
- SJU
2 stops10h 15m
Southwest
Deal found 7/12![Southwest logo]()
$595
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 11/136:35 pm
SJU
- ORD
1 stop7h 15m
Delta
Mon 11/1611:10 am
ORD
- SJU
1 stop10h 03m
Delta
Deal found 7/9![Delta logo]()
$426
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.
Fri 10/94:55 pm
SJU
- ORD
1 stop7h 37m
United Airlines
Mon 10/129:52 pm
ORD
- SJU
2 stops14h 53m
United Airlines
Deal found 7/12![United Airlines logo]()
$610
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/910:05 am
SJU
- MSP
2 stops11h 55m
Southwest
Sun 8/1611:40 am
MSP
- SJU
2 stops10h 45m
Southwest
Deal found 7/12![Southwest logo]()
$642
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:00 am
SJU
- ATW
2 stops11h 18m
United Airlines
Fri 10/212:28 pm
ATW
- SJU
2 stops10h 22m
United Airlines
Deal found 7/8![United Airlines logo]()
$635
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.
Wed 7/159:50 am
SJU
- MSP
2 stops9h 10m
Southwest
Sat 7/1812:50 pm
MSP
- SJU
2 stops10h 20m
Southwest
Deal found 7/10![Southwest logo]()
$643
Last-minute flights from San Juan to WisconsinDiscover last-minute flight deals from San Juan to Wisconsin. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from San Juan to Wisconsin. Data last updated July 13, 2026 and is based on user searches.
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Sat 7/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$197
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.
Fri 7/177:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Sat 7/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$195
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 7/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Tue 8/1112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$210
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.
Wed 7/227:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Mon 7/2712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$215
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:54 am
SJU
- ORD
2 stops10h 07m
American Airlines
Fri 7/316:40 am
ORD
- SJU
2 stops10h 44m
American Airlines
Deal found 7/8![American Airlines logo]()
$196
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Tue 8/1112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/11![Frontier logo]()
$193
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
SJU
- ORD
1 stop31h 15m
Frontier
Sun 8/912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/8![Frontier logo]()
$209
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Mon 8/2412:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$198
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.
Thu 8/207:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Tue 8/2512:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$203
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:35 am
SJU
- ORD
1 stop31h 15m
Frontier
Sun 8/3012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/8![Frontier logo]()
$216
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Fri 8/2812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/286:35 am
SJU
- ORD
1 stop31h 15m
Frontier
Sun 8/3012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/7![Frontier logo]()
$213
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 July 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 July 13, 2026.
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.
Sat 8/296:25 am
SJU
- MKE
1 stop9h 45m
Southwest
Deal found 7/9![Southwest logo]()
$113
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 10/33:41 pm
SJU
- MKE
2 stops17h 20m
American Airlines
Deal found 7/7![American Airlines logo]()
$122
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 8/305:00 am
SJU
- MKE
1 stop7h 10m
Southwest
Deal found 7/9![Southwest logo]()
$129
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:25 am
SJU
- MSN
1 stop7h 25m
United Airlines
Deal found 7/8![United Airlines logo]()
$133
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.
Fri 10/93:56 pm
SJU
- MKE
1 stop8h 03m
United Airlines
Deal found 7/10![United Airlines logo]()
$140
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:45 pm
SJU
- ORD
1 stop27h 08m
Frontier
Deal found 7/8![Frontier logo]()
$140
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/8![Frontier logo]()
$141
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 9/101:59 am
SJU
- ORD
1 stop11h 42m
Frontier
Deal found 7/10![Frontier logo]()
$142
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.
Mon 7/2011:54 am
SJU
- ORD
1 stop12h 36m
American Airlines
Deal found 7/8![American Airlines logo]()
$143
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/8![Frontier logo]()
$144
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.
Tue 7/283:02 pm
SJU
- ORD
1 stop10h 24m
American Airlines
Deal found 7/8![American Airlines logo]()
$146
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 8/57:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/12![Frontier logo]()
$147
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 July 13, 2026.
Round-trip from | $193 (Frontier) |
|---|---|
One-way from | $113 (Southwest) |
Popular in | August |
Cheapest in | January |
Average price | $434 |
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 July 13, 2026.
Use the filters below to find and compare flights from San Juan to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 8/27
3:47 pm-9:47 pm
1 stop7h 00m
Milwaukee-Mitchell
Mon 8/31
6:20 am-10:24 pm
1 stop15h 04m
$226
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 8/26
5:49 pm-11:53 pm
1 stop7h 04m
Milwaukee-Mitchell
Mon 8/31
5:34 am-4:38 pm
1 stop10h 04m
$226
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 8/27
12:56 pm-8:53 pm
1 stop8h 57m
Milwaukee-Mitchell
Mon 8/31
7:03 am-4:38 pm
1 stop8h 35m
$226
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 8/20
6:30 am-3:25 pm
2 stops9h 55m
Milwaukee-Mitchell
Tue 8/25
10:50 am-7:00 pm
1 stop7h 10m
$258
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Wed 9/2
2:59 pm-10:38 pm
1 stop8h 39m
Madison Truax Field
Sat 9/5
5:43 am-4:38 pm
1 stop9h 55m
$296
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 8/5
5:45 am-10:57 pm
1 stop18h 12m
Milwaukee-Mitchell
Fri 8/14
1:17 pm-11:15 pm
1 stop8h 58m
$316
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 8/28
5:49 pm-11:57 pm
1 stop7h 08m
Chicago O'Hare Intl
Mon 8/31
10:33 am-10:29 pm
1 stop10h 56m
$316
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 9/24
4:19 pm-10:51 am
1 stop19h 32m
Madison Truax Field
Mon 9/28
8:05 pm-1:57 pm
2 stops16h 52m
$326
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 9/3
7:00 am-3:47 pm
1 stop9h 47m
Milwaukee-Mitchell
Sun 9/6
5:34 am-4:38 pm
1 stop10h 04m
$326
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Fri 8/21
7:00 am-4:20 pm
1 stop10h 20m
Madison Truax Field
Wed 8/26
5:43 am-4:38 pm
1 stop9h 55m
$336
Showing 1-10 of 60 resultsSorted by cheapest first
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-MSN
SJU-MSP
SJU-ATW
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-MSN
SJU-MSP
What is the cheapest month to book a flight from San Juan to Wisconsin?
Currently, May is the cheapest month in which you can book a flight from San Juan to Wisconsin (average of $98). Flying from San Juan to Wisconsin in June is currently the most expensive (average of $286). 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?
How far ahead should I book a flight from San Juan to Wisconsin?
To ensure you get the cheapest price possible for a flight from San Juan to Wisconsin, you should look to book at least 59 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.
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 July 13, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
7.9
Crew
8.6
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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
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San Juan and Wisconsin flights
Browse other San Juan and Wisconsin flight options. Last updated on July 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from San Juan to Wisconsin
Discover the top 4 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 July 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$399 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$449 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$399 | FlexibilityNo cancel fee | On-time63% |