$88+ Cheap flights from Wisconsin to San Juan
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
May 1 — May 81
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Wisconsin to San Juan with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to San Juan
Cheapest
Best
Last-minute
One-way
Cheapest flights from Wisconsin to San JuanExplore the most affordable flight options available from Wisconsin to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
Explore the most affordable flight options available from Wisconsin to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/107:55 am
ORD
- SJU
1 stop16h 06m
Frontier
Fri 4/176:00 am
SJU
- ORD
1 stop17h 54m
Frontier
Deal found 3/28![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/28:00 am
ORD
- SJU
1 stop17h 01m
Frontier
Sat 5/166:41 pm
SJU
- ORD
1 stop15h 56m
Frontier
Deal found 3/27![Frontier logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/38:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Sat 4/1112:55 pm
SJU
- ORD
1 stop7h 56m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:50 am
ORD
- SJU
1 stop16h 08m
Spirit Airlines
Thu 4/304:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Tue 3/314:51 pm
ORD
- SJU
1 stop7h 28m
Multiple Airlines
Thu 4/91:29 am
SJU
- ORD
Nonstop5h 16m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$216
This Frontier deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 8/267:55 am
ORD
- SJU
1 stop7h 03m
Frontier
Tue 9/16:11 pm
SJU
- ORD
Nonstop5h 15m
Frontier
Deal found 3/30![Frontier logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Sat 4/184:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/1110:55 am
ORD
- SJU
1 stop12h 03m
Multiple Airlines
Mon 5/116:41 pm
SJU
- ORD
2 stops26h 10m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2110:00 am
ORD
- SJU
Nonstop4h 39m
Multiple Airlines
Sat 4/2511:30 am
SJU
- ORD
1 stop13h 29m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2010:00 am
ORD
- SJU
Nonstop4h 39m
Spirit Airlines
Sat 4/254:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/78:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Wed 4/1510:59 am
SJU
- ORD
Nonstop5h 09m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$223
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 10/279:44 am
MSN
- SJU
1 stop9h 16m
United Airlines
Tue 11/34:52 pm
SJU
- MSN
1 stop7h 58m
United Airlines
Deal found 3/31![United Airlines logo]()
$226
Best flights from Wisconsin to San JuanDiscover carefully curated flight deals from Wisconsin to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Wisconsin to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:50 am
ATW
- SJU
1 stop9h 44m
United Airlines
Tue 5/123:56 pm
SJU
- ATW
1 stop8h 09m
United Airlines
Deal found 3/27![United Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/38:10 am
ORD
- SJU
1 stop7h 23m
Delta
Mon 6/86:00 am
SJU
- ORD
1 stop9h 16m
Delta
Deal found 3/28![Delta logo]()
$316
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 9/254:19 pm
ATW
- SJU
2 stops19h 21m
American Airlines
Sat 10/312:05 pm
SJU
- ATW
2 stops21h 58m
American Airlines
Deal found 3/29![American Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/288:00 am
MKE
- SJU
2 stops9h 10m
Southwest
Tue 5/55:35 am
SJU
- MKE
1 stop10h 40m
Southwest
Deal found 3/29![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/2810:30 am
ATW
- SJU
1 stop9h 04m
United Airlines
Tue 5/53:56 pm
SJU
- ATW
1 stop8h 09m
United Airlines
Deal found 3/29![United Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 3/27. 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.
Tue 4/2812:33 pm
MKE
- SJU
1 stop6h 51m
Delta
Tue 5/512:55 pm
SJU
- MKE
1 stop12h 02m
Delta
Deal found 3/27![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:30 pm
MKE
- SJU
1 stop7h 10m
Southwest
Tue 5/195:35 am
SJU
- MKE
1 stop10h 40m
Southwest
Deal found 3/29![Southwest logo]()
$326
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/227:45 am
MSN
- SJU
2 stops12h 06m
American Airlines
Wed 4/297:25 am
SJU
- MSN
1 stop17h 30m
American Airlines
Deal found 3/30![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/59:38 am
ATW
- SJU
2 stops13h 12m
United Airlines
Fri 5/83:56 pm
SJU
- ATW
1 stop8h 09m
United Airlines
Deal found 3/31![United Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/28:00 am
GRB
- SJU
2 stops14h 50m
United Airlines
Wed 5/63:56 pm
SJU
- GRB
1 stop9h 11m
United Airlines
Deal found 3/29![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/2611:04 am
MSN
- SJU
1 stop8h 26m
Delta
Wed 6/36:15 am
SJU
- MSN
2 stops16h 12m
Delta
Deal found 3/28![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 3/27. 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.
Sat 5/29:55 am
MKE
- SJU
1 stop10h 30m
Southwest
Mon 5/46:50 am
SJU
- MKE
1 stop13h 20m
Southwest
Deal found 3/27![Southwest logo]()
$376
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/55:00 am
GRB
- SJU
1 stop8h 44m
United Airlines
Fri 5/83:56 pm
SJU
- GRB
1 stop9h 11m
United Airlines
Deal found 3/31![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/92:15 pm
MKE
- SJU
2 stops8h 25m
Southwest
Sun 5/319:45 pm
SJU
- MKE
1 stop12h 55m
Southwest
Deal found 3/31![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/3012:56 pm
MKE
- SJU
1 stop8h 31m
Delta
Fri 7/102:05 pm
SJU
- MKE
1 stop7h 15m
Delta
Deal found 3/28![Delta logo]()
$387
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/283:50 pm
ATW
- SJU
2 stops16h 49m
American Airlines
Wed 6/35:30 am
SJU
- ATW
1 stop18h 13m
American Airlines
Deal found 3/27![American Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 9/57:10 am
ORD
- SJU
1 stop8h 25m
Delta
Sat 9/1212:58 pm
SJU
- ORD
1 stop11h 59m
Delta
Deal found 3/28![Delta logo]()
$391
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/185:00 am
GRB
- SJU
1 stop8h 44m
United Airlines
Sat 4/257:20 am
SJU
- GRB
2 stops12h 53m
United Airlines
Deal found 3/29![United Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:25 pm
MKE
- SJU
1 stop10h 50m
Southwest
Sat 6/135:00 pm
SJU
- MKE
1 stop6h 55m
Southwest
Deal found 3/31![Southwest logo]()
$427
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 9/115:45 am
MSN
- SJU
1 stop6h 31m
Delta
Sat 9/197:00 am
SJU
- MSN
2 stops14h 40m
Delta
Deal found 3/31![Delta logo]()
$393
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/1510:30 am
ATW
- SJU
2 stops12h 20m
United Airlines
Wed 4/223:56 pm
SJU
- ATW
1 stop8h 07m
United Airlines
Deal found 3/28![United Airlines logo]()
$358
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 9/166:17 pm
CWA
- SJU
2 stops18h 18m
American Airlines
Sun 9/202:25 pm
SJU
- CWA
2 stops19h 45m
American Airlines
Deal found 3/30![American Airlines logo]()
$478
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/3012:40 pm
MKE
- SJU
1 stop10h 15m
Southwest
Thu 5/72:00 pm
SJU
- MKE
2 stops10h 00m
Southwest
Deal found 3/31![Southwest logo]()
$437
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/141:25 pm
MSN
- SJU
2 stops8h 47m
Delta
Tue 4/216:15 am
SJU
- MSN
1 stop11h 02m
Delta
Deal found 3/29![Delta logo]()
$398
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/12:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Tue 5/123:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Deal found 3/31![United Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/168:50 am
MSP
- SJU
Nonstop5h 07m
Delta
Sat 5/234:10 pm
SJU
- MSP
Nonstop5h 40m
Delta
Deal found 3/31![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 7/511:25 am
MKE
- SJU
1 stop10h 10m
Southwest
Sun 7/126:05 am
SJU
- MKE
1 stop12h 40m
Southwest
Deal found 3/30![Southwest logo]()
$448
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/236:32 pm
CWA
- SJU
2 stops18h 18m
American Airlines
Sun 4/267:25 am
SJU
- CWA
2 stops17h 23m
American Airlines
Deal found 3/27![American Airlines logo]()
$561
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/152:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Tue 4/217:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Deal found 3/29![United Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/107:45 am
MKE
- SJU
2 stops9h 40m
Southwest
Sun 6/149:05 pm
SJU
- MKE
1 stop13h 45m
Southwest
Deal found 3/28![Southwest logo]()
$456
Last-minute flights from Wisconsin to San JuanDiscover last-minute flight deals from Wisconsin to San Juan. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to San Juan. Data last updated April 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Tue 3/314:51 pm
ORD
- SJU
1 stop7h 28m
Multiple Airlines
Thu 4/91:29 am
SJU
- ORD
Nonstop5h 16m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/38:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Sat 4/1112:55 pm
SJU
- ORD
1 stop7h 56m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Sat 4/412:45 pm
ORD
- SJU
1 stop8h 14m
Spirit Airlines
Mon 4/61:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/78:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Wed 4/1510:59 am
SJU
- ORD
Nonstop5h 09m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/107:55 am
ORD
- SJU
1 stop16h 06m
Frontier
Fri 4/176:00 am
SJU
- ORD
1 stop17h 54m
Frontier
Deal found 3/28![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/1110:55 am
ORD
- SJU
1 stop12h 03m
Multiple Airlines
Mon 5/116:41 pm
SJU
- ORD
2 stops26h 10m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$219
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/128:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Sat 4/184:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:50 am
ORD
- SJU
1 stop16h 08m
Spirit Airlines
Thu 4/304:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2010:00 am
ORD
- SJU
Nonstop4h 39m
Spirit Airlines
Sat 4/254:34 pm
SJU
- ORD
Nonstop5h 15m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2110:00 am
ORD
- SJU
Nonstop4h 39m
Multiple Airlines
Sat 4/2511:30 am
SJU
- ORD
1 stop13h 29m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$220
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/258:00 am
ORD
- SJU
1 stop17h 01m
Multiple Airlines
Wed 4/2912:57 pm
SJU
- ORD
1 stop12h 27m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:50 am
ATW
- SJU
1 stop9h 44m
United Airlines
Tue 5/123:56 pm
SJU
- ATW
1 stop8h 09m
United Airlines
Deal found 3/27![United Airlines logo]()
$226
One-way flights from Wisconsin to San JuanSearch for one-way flight options from Wisconsin to San Juan. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Wisconsin to San Juan. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Priceline deal was found by Cheapflights users on 3/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2712:21 pm
MKE
- SJU
1 stop12h 40m
Frontier
Deal found 3/27![Frontier logo]()
$88
This Priceline deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/172:47 pm
MKE
- SJU
1 stop7h 42m
Frontier
Deal found 3/28![Frontier logo]()
$98
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:19 am
MSN
- SJU
1 stop8h 05m
Delta
Deal found 3/31![Delta logo]()
$113
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/55:15 am
GRB
- SJU
1 stop10h 08m
Delta
Deal found 3/30![Delta logo]()
$113
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/256:15 am
ATW
- SJU
1 stop7h 29m
United Airlines
Deal found 3/28![United Airlines logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Sat 4/1112:29 pm
ORD
- SJU
Nonstop4h 31m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$119
This eDestinos deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/47:52 pm
ORD
- SJU
1 stop7h 09m
Frontier
Deal found 3/28![Frontier logo]()
$120
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/189:16 am
ORD
- SJU
2 stops14h 42m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/84:51 pm
ORD
- SJU
1 stop30h 07m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$122
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:38 pm
ORD
- SJU
1 stop10h 21m
Frontier
Deal found 3/31![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:05 am
ORD
- SJU
1 stop13h 17m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/255:50 am
ORD
- SJU
2 stops12h 32m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$125
Find flight deals from Wisconsin to San Juan
Keep the following information in mind while searching for Wisconsin to San Juan flight deals. Data was last updated April 1, 2026.
Round-trip from | $212 (eDestinos) |
|---|---|
One-way from | $88 (Priceline) |
Popular in | December |
Cheapest in | September |
Average price | $373 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from Wisconsin to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AppletonSan Juan
ATW - SJU
ATWSJU
Appleton Intl
Wed 5/6
9:50 am-8:34 pm
1 stop9h 44m
San Juan Luis Munoz Marin Intl
Tue 5/12
3:56 pm-11:05 pm
1 stop8h 09m
$226
AppletonSan Juan
ATW - SJU
ATWSJU
Appleton Intl
Tue 4/28
10:30 am-8:34 pm
1 stop9h 04m
San Juan Luis Munoz Marin Intl
Tue 5/5
3:56 pm-11:05 pm
1 stop8h 09m
$311
AppletonSan Juan
ATW - SJU
ATWSJU
Appleton Intl
Tue 5/5
9:38 am-11:50 pm
2 stops13h 12m
San Juan Luis Munoz Marin Intl
Fri 5/8
3:56 pm-11:05 pm
1 stop8h 09m
$311
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 6/3
8:10 am-4:33 pm
1 stop7h 23m
San Juan Luis Munoz Marin Intl
Mon 6/8
6:00 am-2:16 pm
1 stop9h 16m
$316
Green BaySan Juan
GRB - SJU
GRBSJU
Green Bay Austin-Straubel
Sat 5/2
8:00 am-11:50 pm
2 stops14h 50m
San Juan Luis Munoz Marin Intl
Wed 5/6
3:56 pm-12:07 am
1 stop9h 11m
$316
AppletonSan Juan
ATW - SJU
ATWSJU
Appleton Intl
Fri 9/25
4:19 pm-12:40 pm
2 stops19h 21m
San Juan Luis Munoz Marin Intl
Sat 10/3
12:05 pm-9:03 am
2 stops21h 58m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 4/28
8:00 am-6:10 pm
2 stops9h 10m
San Juan Luis Munoz Marin Intl
Tue 5/5
5:35 am-3:15 pm
1 stop10h 40m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 4/28
12:33 pm-8:24 pm
1 stop6h 51m
San Juan Luis Munoz Marin Intl
Tue 5/5
12:55 pm-11:57 pm
1 stop12h 02m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 5/15
3:30 pm-11:40 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Tue 5/19
5:35 am-3:15 pm
1 stop10h 40m
$326
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Wed 4/22
7:45 am-8:51 pm
2 stops12h 06m
San Juan Luis Munoz Marin Intl
Wed 4/29
7:25 am-11:55 pm
1 stop17h 30m
$331
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Wisconsin with our price prediction graph.
ORD-SJU
ATW-SJU
MKE-SJU
MSN-SJU
GRB-SJU
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Wisconsin to San Juan
USWI-PR1
ORD-SJU
ATW-SJU
MKE-SJU
MSN-SJU
What is the cheapest month to book a flight from Wisconsin to San Juan?
Currently, November is the cheapest month in which you can book a flight from Wisconsin to San Juan (average of $113). Flying from Wisconsin to San Juan in June is currently the most expensive (average of $359). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Wisconsin to San Juan?
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Wisconsin to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to San Juan by cabin class
Find flights from Wisconsin to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and San Juan flights
Browse other Wisconsin and San Juan flight options. Last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Wisconsin to San Juan flights
Consider these flights traveling from Wisconsin to San Juan.
Top 6 airlines flying from Wisconsin to San Juan
Discover the top 6 airlines that operate flights from Wisconsin to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$586 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$377 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$202 | Average$533 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$219 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$235 | Average$555 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$479 | FlexibilityNo cancel fee | On-time63% |