$118+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Jun 26 — Jul 31
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 May 27, 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 May 27, 2026.
This Frontier deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/46:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Sun 9/612:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 5/24![Frontier logo]()
$223
This Priceline deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 9/46:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Mon 9/712:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 5/23![Frontier logo]()
$224
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:38 pm
SJU
- ORD
1 stop11h 52m
American Airlines
Tue 8/255:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Deal found 5/27![American Airlines logo]()
$232
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 8/2012:55 am
SJU
- ORD
Nonstop5h 05m
American Airlines
Sun 8/235:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Deal found 5/23![American Airlines logo]()
$233
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:38 pm
SJU
- ORD
1 stop11h 52m
American Airlines
Sun 8/236:59 pm
ORD
- SJU
1 stop13h 44m
American Airlines
Deal found 5/27![American Airlines logo]()
$236
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/137:24 pm
SJU
- ORD
1 stop13h 10m
American Airlines
Tue 8/255:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Deal found 5/26![American Airlines logo]()
$237
This Frontier deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Fri 8/2812:29 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 5/27![Frontier logo]()
$238
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:24 pm
SJU
- ORD
1 stop13h 10m
American Airlines
Tue 8/1111:53 am
ORD
- SJU
1 stop11h 06m
American Airlines
Deal found 5/27![American Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/57:24 pm
SJU
- ORD
1 stop13h 10m
American Airlines
Wed 8/125:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Deal found 5/26![American Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:33 am
SJU
- ORD
1 stop14h 57m
American Airlines
Sat 8/298:22 am
ORD
- SJU
1 stop12h 33m
American Airlines
Deal found 5/27![American Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:59 pm
SJU
- MKE
1 stop6h 54m
Delta
Mon 8/315:34 am
MKE
- SJU
1 stop10h 04m
Delta
Deal found 5/27![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:22 pm
SJU
- MSN
1 stop10h 02m
American Airlines
Sun 10/48:05 pm
MSN
- SJU
2 stops17h 35m
American Airlines
Deal found 5/24![American Airlines logo]()
$326
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 May 27, 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 May 27, 2026.
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/235:50 pm
SJU
- MKE
1 stop7h 06m
Delta
Thu 7/3012:58 pm
MKE
- SJU
1 stop6h 47m
Delta
Deal found 5/23![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/255:15 am
SJU
- MKE
1 stop6h 40m
Southwest
Mon 8/311:55 pm
MKE
- SJU
1 stop8h 55m
Southwest
Deal found 5/24![Southwest logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:22 pm
SJU
- MSN
1 stop10h 02m
American Airlines
Sun 10/48:05 pm
MSN
- SJU
2 stops17h 35m
American Airlines
Deal found 5/24![American Airlines logo]()
$326
This Faresmojo deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/262:42 pm
SJU
- MSN
1 stop8h 56m
JetBlue
Sun 8/211:07 am
MSN
- SJU
1 stop8h 38m
JetBlue
Deal found 5/27![JetBlue logo]()
$416
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 10/271:05 am
SJU
- ATW
2 stops12h 00m
United Airlines
Sat 10/318:20 am
ATW
- SJU
2 stops14h 16m
United Airlines
Deal found 5/26![United Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Fri 8/1412:51 pm
MKE
- SJU
1 stop8h 38m
Delta
Deal found 5/27![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:51 am
SJU
- MSP
2 stops11h 48m
American Airlines
Mon 9/286:00 am
MSP
- SJU
1 stop13h 47m
American Airlines
Deal found 5/27![American Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/67:30 am
SJU
- MSN
2 stops14h 49m
Delta
Mon 8/105:43 am
MSN
- SJU
1 stop9h 55m
Delta
Deal found 5/26![Delta logo]()
$378
This Faresmojo deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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.
Tue 7/2112:56 pm
SJU
- ATW
1 stop10h 35m
JetBlue
Sun 8/95:31 am
ATW
- SJU
1 stop10h 06m
JetBlue
Deal found 5/25![JetBlue logo]()
$461
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/196:05 am
SJU
- MKE
1 stop12h 40m
Southwest
Wed 7/299:25 am
MKE
- SJU
1 stop13h 25m
Southwest
Deal found 5/26![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 7/25:56 pm
SJU
- MKE
1 stop7h 03m
Delta
Fri 7/1012:58 pm
MKE
- SJU
1 stop8h 31m
Delta
Deal found 5/23![Delta logo]()
$395
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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.
Mon 7/131:00 am
SJU
- MSN
2 stops9h 47m
United Airlines
Wed 7/295:00 am
MSN
- SJU
1 stop8h 44m
United Airlines
Deal found 5/23![United Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/77:25 am
SJU
- MSN
2 stops11h 47m
American Airlines
Tue 7/146:00 am
MSN
- SJU
1 stop15h 57m
American Airlines
Deal found 5/24![American Airlines logo]()
$489
This Southwest deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:20 pm
SJU
- MKE
1 stop11h 30m
Southwest
Mon 7/134:30 pm
MKE
- SJU
2 stops7h 55m
Southwest
Deal found 5/27![Southwest logo]()
$510
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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.
Mon 6/221:00 am
SJU
- ORD
1 stop9h 00m
United Airlines
Tue 6/232:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 5/24![United Airlines logo]()
$546
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/218:35 pm
SJU
- MKE
1 stop13h 15m
Southwest
Fri 7/243:15 pm
MKE
- SJU
1 stop7h 25m
Southwest
Deal found 5/25![Southwest logo]()
$510
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/95:50 pm
SJU
- MKE
1 stop7h 06m
Delta
Sun 7/125:45 am
MKE
- SJU
1 stop6h 47m
Delta
Deal found 5/25![Delta logo]()
$464
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:25 am
SJU
- MSN
1 stop17h 17m
American Airlines
Wed 7/296:00 am
MSN
- SJU
1 stop15h 57m
American Airlines
Deal found 5/27![American Airlines logo]()
$537
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/1812:50 pm
SJU
- ORD
1 stop6h 56m
Delta
Sat 7/2511:16 am
ORD
- SJU
1 stop8h 29m
Delta
Deal found 5/24![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/101:00 am
SJU
- ORD
1 stop7h 42m
United Airlines
Sun 6/141:30 pm
ORD
- SJU
1 stop6h 54m
United Airlines
Deal found 5/24![United Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/105:30 am
SJU
- MSN
1 stop18h 36m
American Airlines
Sun 6/146:01 am
MSN
- SJU
2 stops11h 24m
American Airlines
Deal found 5/26![American Airlines logo]()
$550
This Southwest deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:00 am
SJU
- MSP
2 stops10h 50m
Southwest
Sat 11/145:05 am
MSP
- SJU
2 stops9h 05m
Southwest
Deal found 5/27![Southwest logo]()
$568
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/147:30 am
SJU
- MSN
1 stop9h 21m
Delta
Wed 7/295:48 am
MSN
- SJU
1 stop9h 51m
Delta
Deal found 5/24![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/57:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Sat 6/132:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 5/22![United Airlines logo]()
$642
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/285:30 am
SJU
- MSP
2 stops10h 35m
Southwest
Sun 8/26:15 am
MSP
- SJU
2 stops9h 10m
Southwest
Deal found 5/26![Southwest logo]()
$606
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/217:25 am
SJU
- ATW
2 stops17h 45m
American Airlines
Sun 8/96:02 pm
ATW
- SJU
2 stops18h 41m
American Airlines
Deal found 5/26![American Airlines logo]()
$641
This Southwest deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/85:30 am
SJU
- MSP
2 stops10h 35m
Southwest
Thu 7/164:00 pm
MSP
- SJU
2 stops8h 25m
Southwest
Deal found 5/24![Southwest logo]()
$630
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/187:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Wed 6/242:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 5/24![United Airlines logo]()
$707
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/2012:25 pm
SJU
- MSP
2 stops10h 55m
Southwest
Sat 7/1112:35 pm
MSP
- SJU
2 stops10h 35m
Southwest
Deal found 5/26![Southwest logo]()
$634
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 7/44:21 pm
SJU
- MSP
Nonstop5h 33m
Delta
Wed 7/85:20 am
MSP
- SJU
1 stop10h 19m
Delta
Deal found 5/24![Delta logo]()
$641
Last-minute flights from San Juan to WisconsinDiscover last-minute flight deals from San Juan to Wisconsin. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from San Juan to Wisconsin. Data last updated May 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 5/2612:44 am
SJU
- ORD
1 stop8h 48m
American Airlines
Sat 5/305:00 am
ORD
- SJU
1 stop6h 46m
American Airlines
Deal found 5/24![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 5/287:00 am
SJU
- ORD
1 stop10h 43m
American Airlines
Tue 6/98:05 am
ORD
- SJU
1 stop13h 55m
American Airlines
Deal found 5/22![American Airlines logo]()
$306
This eDestinos deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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.
Thu 5/286:24 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Sat 5/3012:33 am
ORD
- SJU
Nonstop4h 51m
Frontier
Deal found 5/25![Frontier logo]()
$349
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 5/306:20 am
SJU
- ORD
1 stop8h 55m
American Airlines
Sat 8/84:59 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Deal found 5/23![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/47:00 am
SJU
- ORD
1 stop10h 43m
American Airlines
Tue 6/98:05 am
ORD
- SJU
1 stop13h 55m
American Airlines
Deal found 5/22![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/410:29 am
SJU
- ORD
1 stop14h 01m
American Airlines
Sat 7/45:50 pm
ORD
- SJU
Nonstop4h 58m
American Airlines
Deal found 5/24![American Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 6/166:00 am
SJU
- ORD
1 stop7h 24m
Frontier
Mon 7/612:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 5/24![Frontier logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 6/166:00 am
SJU
- ORD
1 stop7h 24m
Frontier
Thu 7/912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 5/23![Frontier logo]()
$348
This eDestinos deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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.
Sat 6/204:20 pm
SJU
- MSP
Nonstop5h 30m
Sun Country Air
Wed 7/89:00 am
MSP
- SJU
Nonstop5h 18m
Sun Country Air
Deal found 5/26![Sun Country Air logo]()
$380
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/256:21 am
SJU
- MKE
1 stop18h 26m
American Airlines
Mon 6/296:00 am
MKE
- SJU
1 stop16h 00m
American Airlines
Deal found 5/26![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/266:21 am
SJU
- MKE
1 stop18h 26m
American Airlines
Sun 6/286:00 am
MKE
- SJU
1 stop16h 00m
American Airlines
Deal found 5/26![American Airlines logo]()
$366
This Frontier deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/279:37 pm
SJU
- ORD
1 stop11h 26m
Frontier
Fri 7/312:44 am
ORD
- SJU
Nonstop4h 57m
Frontier
Deal found 5/22![Frontier logo]()
$347
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 May 27, 2026.
Search for one-way flight options from San Juan to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/1912:56 pm
SJU
- ORD
1 stop8h 50m
Delta
Deal found 5/22![Delta logo]()
$118
This Frontier deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Deal found 5/27![Frontier logo]()
$119
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/177:14 pm
SJU
- ORD
1 stop14h 46m
American Airlines
Deal found 5/22![American Airlines logo]()
$121
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/133:47 pm
SJU
- ORD
1 stop9h 12m
American Airlines
Deal found 5/24![American Airlines logo]()
$122
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/225:47 pm
SJU
- ORD
1 stop14h 47m
American Airlines
Deal found 5/26![American Airlines logo]()
$128
This Super.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:14 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Deal found 5/26![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:14 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Deal found 5/27![Frontier logo]()
$143
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 8/227:00 am
SJU
- ORD
1 stop10h 51m
Delta
Deal found 5/25![Delta logo]()
$148
This Sun Country Air deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 9/264:15 pm
SJU
- MSP
Nonstop5h 31m
Sun Country Air
Deal found 5/23![Sun Country Air logo]()
$149
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 8/2012:55 am
SJU
- ORD
Nonstop5h 05m
American Airlines
Deal found 5/24![American Airlines logo]()
$149
This Frontier deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Deal found 5/26![Frontier logo]()
$151
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:38 pm
SJU
- ORD
2 stops11h 21m
American Airlines
Deal found 5/27![American Airlines logo]()
$153
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 May 27, 2026.
Round-trip from | $232 (American Airlines) |
|---|---|
One-way from | $118 (Delta) |
Popular in | March |
Cheapest in | January |
Average price | $416 |
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 May 27, 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 7/23
5:50 pm-11:56 pm
1 stop7h 06m
Milwaukee-Mitchell
Thu 7/30
12:58 pm-8:45 pm
1 stop6h 47m
$326
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Tue 8/25
5:15 am-10:55 am
1 stop6h 40m
Milwaukee-Mitchell
Mon 8/31
1:55 pm-11:50 pm
1 stop8h 55m
$326
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 10/1
2:22 pm-11:24 pm
1 stop10h 02m
Madison Truax Field
Sun 10/4
8:05 pm-2:40 pm
2 stops17h 35m
$326
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 8/5
5:49 pm-11:53 pm
1 stop7h 04m
Milwaukee-Mitchell
Fri 8/14
12:51 pm-10:29 pm
1 stop8h 38m
$326
San JuanMinneapolis
SJU - MSP
SJUMSP
San Juan Luis Munoz Marin Intl
Fri 9/25
11:51 am-10:39 pm
2 stops11h 48m
Minneapolis St Paul
Mon 9/28
6:00 am-8:47 pm
1 stop13h 47m
$378
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 8/6
7:30 am-9:19 pm
2 stops14h 49m
Madison Truax Field
Mon 8/10
5:43 am-4:38 pm
1 stop9h 55m
$378
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 7/2
5:56 pm-11:59 pm
1 stop7h 03m
Milwaukee-Mitchell
Fri 7/10
12:58 pm-10:29 pm
1 stop8h 31m
$395
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Sun 7/26
2:42 pm-10:38 pm
1 stop8h 56m
Madison Truax Field
Sun 8/2
11:07 am-8:45 pm
1 stop8h 38m
$416
San JuanAppleton
SJU - ATW
SJUATW
San Juan Luis Munoz Marin Intl
Tue 7/21
12:56 pm-10:31 pm
1 stop10h 35m
Appleton Intl
Sun 8/9
5:31 am-4:37 pm
1 stop10h 06m
$461
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 7/9
5:50 pm-11:56 pm
1 stop7h 06m
Milwaukee-Mitchell
Sun 7/12
5:45 am-1:32 pm
1 stop6h 47m
$464
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-MKE
SJU-MSN
SJU-ATW
SJU-MSP
SJU-ORD
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-MKE
SJU-MSN
SJU-ATW
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 March is currently the most expensive (average of $256). 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 64 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 May 27, 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
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 27, 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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$399 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$521 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$439 | FlexibilityNo cancel fee | On-time63% |