$87+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Mar 4 — Mar 111
1 adult, Economy
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Cheapest flights from Wisconsin to San JuanExplore the most affordable flight options available from Wisconsin to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 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 February 2, 2026.
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 am
ORD
- SJU
1 stop14h 13m
Multiple Airlines
Tue 3/103:36 pm
SJU
- ORD
1 stop9h 11m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$187
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/218:15 am
ORD
- SJU
1 stop8h 44m
Frontier
Tue 2/243:53 am
SJU
- ORD
1 stop13h 59m
Frontier
Deal found 2/1![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/2412:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Thu 3/512:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/38:16 pm
ORD
- SJU
1 stop17h 15m
Multiple Airlines
Tue 3/108:11 pm
SJU
- ORD
2 stops22h 46m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/36:02 pm
ORD
- SJU
2 stops19h 29m
Multiple Airlines
Wed 3/1110:52 am
SJU
- ORD
1 stop22h 33m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Fri 3/611:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sun 2/227:23 pm
ORD
- SJU
1 stop21h 35m
Multiple Airlines
Sat 3/74:41 pm
SJU
- ORD
1 stop9h 06m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$193
This Orbitz deal was found by Cheapflights users on 1/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1010:48 am
ORD
- SJU
1 stop10h 45m
Spirit Airlines
Thu 2/1212:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Mon 2/910:48 am
ORD
- SJU
1 stop10h 45m
Spirit Airlines
Thu 2/1212:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/45:15 am
ORD
- SJU
1 stop8h 16m
Spirit Airlines
Thu 3/121:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2410:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Tue 3/311:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sun 2/227:23 pm
ORD
- SJU
1 stop21h 35m
Spirit Airlines
Wed 2/2511:52 am
SJU
- ORD
1 stop23h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$198
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 February 2, 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 February 2, 2026.
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/262:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Thu 4/303:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Deal found 2/1![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/2511:20 am
MSN
- SJU
1 stop10h 38m
Delta
Wed 3/44:30 pm
SJU
- MSN
1 stop8h 18m
Delta
Deal found 2/1![Delta logo]()
$256
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:00 am
MSN
- SJU
2 stops9h 52m
American Airlines
Wed 3/45:42 pm
SJU
- MSN
1 stop18h 26m
American Airlines
Deal found 1/31![American Airlines logo]()
$256
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:50 pm
MSN
- SJU
1 stop13h 37m
Frontier
Sat 3/149:41 pm
SJU
- MSN
1 stop14h 48m
Frontier
Deal found 2/1![Frontier logo]()
$313
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/113:40 pm
MKE
- SJU
2 stops7h 35m
Southwest
Wed 3/185:15 am
SJU
- MKE
1 stop7h 20m
Southwest
Deal found 2/1![Southwest logo]()
$332
This JetBlue deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:59 pm
ORD
- SJU
1 stop9h 30m
JetBlue
Tue 3/102:25 pm
SJU
- ORD
1 stop9h 35m
JetBlue
Deal found 2/1![JetBlue logo]()
$394
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 5/182:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Sat 5/237:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Deal found 2/1![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 5/911:06 am
GRB
- SJU
2 stops10h 48m
Delta
Sat 5/237:00 am
SJU
- GRB
2 stops14h 34m
Delta
Deal found 2/1![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/311:13 am
GRB
- SJU
2 stops7h 59m
Delta
Tue 3/106:15 am
SJU
- GRB
2 stops11h 16m
Delta
Deal found 2/1![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 4/259:43 am
MKE
- SJU
1 stop9h 51m
United Airlines
Fri 5/11:00 am
SJU
- MKE
1 stop10h 04m
United Airlines
Deal found 2/1![United Airlines logo]()
$256
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/36:01 am
GRB
- SJU
1 stop8h 27m
American Airlines
Tue 3/104:25 pm
SJU
- GRB
1 stop18h 02m
American Airlines
Deal found 2/1![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 1/30. 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.
Sat 4/182:50 pm
MKE
- SJU
1 stop7h 22m
Delta
Wed 4/221:25 pm
SJU
- MKE
1 stop8h 00m
Delta
Deal found 1/30![Delta logo]()
$256
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:47 pm
MKE
- SJU
1 stop17h 04m
Frontier
Sat 3/149:41 pm
SJU
- MKE
1 stop10h 49m
Frontier
Deal found 2/1![Frontier logo]()
$313
This Delta deal was found by Cheapflights users on 1/31. 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.
Wed 2/251:35 pm
MKE
- SJU
1 stop8h 23m
Delta
Wed 3/111:17 pm
SJU
- MKE
1 stop7h 49m
Delta
Deal found 1/31![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 1/30. 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 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
Mon 5/47:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Deal found 1/30![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:10 am
MSN
- SJU
1 stop14h 55m
American Airlines
Sat 5/236:00 am
SJU
- MSN
1 stop12h 14m
American Airlines
Deal found 1/31![American Airlines logo]()
$319
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 4/64:26 pm
MKE
- SJU
1 stop7h 26m
Frontier
Fri 4/106:00 am
SJU
- MKE
1 stop10h 41m
Frontier
Deal found 2/1![Frontier logo]()
$329
This Delta deal was found by Cheapflights users on 1/31. 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.
Mon 4/132:50 pm
MKE
- SJU
1 stop7h 22m
Delta
Wed 4/291:00 pm
SJU
- MKE
1 stop11h 57m
Delta
Deal found 1/31![Delta logo]()
$256
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Mon 5/187:40 am
SJU
- ORD
Nonstop5h 13m
United Airlines
Deal found 1/30![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:00 am
MSN
- SJU
1 stop15h 01m
American Airlines
Tue 4/214:25 pm
SJU
- MSN
1 stop7h 36m
American Airlines
Deal found 1/31![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:50 am
MSP
- SJU
2 stops10h 15m
Southwest
Tue 3/105:15 am
SJU
- MSP
1 stop11h 20m
Southwest
Deal found 2/1![Southwest logo]()
$388
This Faresmojo deal was found by Cheapflights users on 1/31. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:15 am
GRB
- SJU
1 stop6h 59m
JetBlue
Sat 5/912:50 pm
SJU
- GRB
1 stop10h 57m
JetBlue
Deal found 1/31![JetBlue logo]()
$406
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 5/910:20 am
MKE
- SJU
2 stops12h 30m
United Airlines
Sat 5/237:40 am
SJU
- MKE
1 stop7h 28m
United Airlines
Deal found 2/1![United Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/302:45 pm
MSP
- SJU
2 stops8h 40m
Southwest
Tue 4/75:35 am
SJU
- MSP
2 stops10h 00m
Southwest
Deal found 2/1![Southwest logo]()
$421
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 4/68:24 pm
MSN
- SJU
1 stop7h 00m
American Airlines
Fri 4/1011:59 pm
SJU
- MSN
1 stop12h 06m
American Airlines
Deal found 2/1![American Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 1/31. 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.
Tue 2/241:35 pm
MKE
- SJU
1 stop8h 23m
Delta
Tue 3/36:37 pm
SJU
- MKE
1 stop7h 10m
Delta
Deal found 1/31![Delta logo]()
$310
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/36:30 am
MSN
- SJU
1 stop7h 10m
United Airlines
Wed 3/117:30 am
SJU
- MSN
1 stop8h 28m
United Airlines
Deal found 2/1![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 1/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:10 am
MSN
- SJU
2 stops13h 41m
American Airlines
Thu 5/141:31 pm
SJU
- MSN
2 stops10h 43m
American Airlines
Deal found 1/31![American Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 4/52:10 pm
MSP
- SJU
1 stop8h 55m
Southwest
Fri 4/105:35 am
SJU
- MSP
2 stops10h 25m
Southwest
Deal found 2/1![Southwest logo]()
$435
This Delta deal was found by Cheapflights users on 1/31. 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 5/17:00 am
ATW
- SJU
2 stops12h 24m
Delta
Sat 5/91:55 pm
SJU
- ATW
1 stop8h 19m
Delta
Deal found 1/31![Delta logo]()
$326
Last-minute flights from Wisconsin to San JuanDiscover last-minute flight deals from Wisconsin to San Juan. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to San Juan. Data last updated February 2, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Mon 2/910:48 am
ORD
- SJU
1 stop10h 45m
Spirit Airlines
Thu 2/1212:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$195
This Orbitz deal was found by Cheapflights users on 1/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1010:48 am
ORD
- SJU
1 stop10h 45m
Spirit Airlines
Thu 2/1212:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$194
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1712:17 pm
ORD
- SJU
Nonstop4h 32m
Multiple Airlines
Tue 2/243:53 am
SJU
- ORD
1 stop13h 59m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$197
This Travelocity deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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.
Wed 2/1812:44 pm
ORD
- SJU
1 stop8h 25m
Spirit Airlines
Tue 2/247:00 am
SJU
- ORD
1 stop12h 03m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$190
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/218:15 am
ORD
- SJU
1 stop8h 44m
Frontier
Tue 2/243:53 am
SJU
- ORD
1 stop13h 59m
Frontier
Deal found 2/1![Frontier logo]()
$188
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/227:23 pm
ORD
- SJU
1 stop21h 35m
Spirit Airlines
Wed 3/411:52 am
SJU
- ORD
1 stop23h 47m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sun 2/227:23 pm
ORD
- SJU
1 stop21h 35m
Multiple Airlines
Sat 3/74:41 pm
SJU
- ORD
1 stop9h 06m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sun 2/2212:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Fri 2/2711:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sun 2/227:23 pm
ORD
- SJU
1 stop21h 35m
Spirit Airlines
Wed 2/2511:52 am
SJU
- ORD
1 stop23h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/2412:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Fri 3/612:32 pm
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$189
This CheapOair deal was found by Cheapflights users on 1/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:30 am
ORD
- SJU
1 stop14h 13m
Multiple Airlines
Tue 3/103:36 pm
SJU
- ORD
1 stop9h 11m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Thu 3/511:52 am
SJU
- ORD
1 stop8h 26m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$192
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 February 2, 2026.
Search for one-way flight options from Wisconsin to San Juan. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Frontier deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/34:39 pm
MKE
- SJU
1 stop8h 14m
Frontier
Deal found 2/1![Frontier logo]()
$87
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/36:02 pm
ORD
- SJU
2 stops19h 29m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Wed 4/155:15 am
ORD
- SJU
1 stop8h 16m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 3/314:51 pm
ORD
- SJU
1 stop7h 28m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$96
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Mon 2/239:18 am
ORD
- SJU
1 stop7h 40m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$97
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2412:44 pm
ORD
- SJU
1 stop8h 25m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$99
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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 2/2812:17 pm
ORD
- SJU
Nonstop4h 32m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$100
This Priceline deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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.
Tue 2/178:30 am
ORD
- SJU
1 stop16h 18m
Frontier
Deal found 2/2![Frontier logo]()
$101
This Priceline deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 3/28:11 pm
MKE
- SJU
1 stop11h 43m
Frontier
Deal found 2/1![Frontier logo]()
$101
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” 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 2/227:23 pm
ORD
- SJU
1 stop21h 35m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$102
This Cheapflightsfares deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” 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 4/118:56 pm
ORD
- SJU
Nonstop4h 33m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$104
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 February 2, 2026.
Round-trip from | $187 (CheapOair) |
|---|---|
One-way from | $87 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $420 |
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 February 2, 2026.
Use the filters below to find and compare flights from Wisconsin to San Juan that are best for you.
Fly from
Wisconsin
Fly to
San Juan
Route
Depart
Return
Price
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Sun 4/26
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Thu 4/30
3:56 pm-8:15 pm
Nonstop5h 19m
$237
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 5/18
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Sat 5/23
7:40 am-11:53 am
Nonstop5h 13m
$237
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Wed 2/25
11:20 am-11:58 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Wed 3/4
4:30 pm-10:48 pm
1 stop8h 18m
$256
MadisonSan Juan
MSN - SJU
MSNSJU
Madison Truax Field
Tue 2/24
5:00 am-4:52 pm
2 stops9h 52m
San Juan Luis Munoz Marin Intl
Wed 3/4
5:42 pm-10:08 am
1 stop18h 26m
$256
Green BaySan Juan
GRB - SJU
GRBSJU
Green Bay Austin-Straubel
Sat 5/9
11:06 am-10:54 pm
2 stops10h 48m
San Juan Luis Munoz Marin Intl
Sat 5/23
7:00 am-8:34 pm
2 stops14h 34m
$256
Green BaySan Juan
GRB - SJU
GRBSJU
Green Bay Austin-Straubel
Tue 3/3
11:13 am-9:12 pm
2 stops7h 59m
San Juan Luis Munoz Marin Intl
Tue 3/10
6:15 am-4:31 pm
2 stops11h 16m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/25
9:43 am-8:34 pm
1 stop9h 51m
San Juan Luis Munoz Marin Intl
Fri 5/1
1:00 am-10:04 am
1 stop10h 04m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/18
2:50 pm-11:12 pm
1 stop7h 22m
San Juan Luis Munoz Marin Intl
Wed 4/22
1:25 pm-8:25 pm
1 stop8h 00m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 2/25
1:35 pm-11:58 pm
1 stop8h 23m
San Juan Luis Munoz Marin Intl
Wed 3/11
1:17 pm-8:06 pm
1 stop7h 49m
$256
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 4/13
2:50 pm-11:12 pm
1 stop7h 22m
San Juan Luis Munoz Marin Intl
Wed 4/29
1:00 pm-11:57 pm
1 stop11h 57m
$256
Showing 1-10 of 60 results
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.
MKE-SJU
ORD-SJU
MSN-SJU
GRB-SJU
MSP-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
MKE-SJU
ORD-SJU
MSN-SJU
GRB-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 $378). 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.
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 for Wisconsin to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
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 February 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$297 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$568 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$182 | Average$540 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$402 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$215 | Average$558 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$515 | FlexibilityNo cancel fee | On-time63% |