$88+ Cheap flights from San Juan to Wisconsin
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
May 1 — May 81
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 April 1, 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 April 1, 2026.
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:03 pm
SJU
- ORD
1 stop8h 36m
Frontier
Mon 4/275:50 am
ORD
- SJU
1 stop7h 18m
Frontier
Deal found 3/31![Frontier logo]()
$159
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/91:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 4/1312:29 pm
ORD
- SJU
Nonstop4h 31m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$162
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sat 4/186:40 am
ORD
- SJU
1 stop17h 18m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$163
This eDestinos deal was found by Cheapflights users on 4/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:00 am
SJU
- ORD
1 stop18h 55m
Frontier
Sun 4/265:50 am
ORD
- SJU
1 stop7h 18m
Frontier
Deal found 4/1![Frontier logo]()
$168
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.
Thu 4/1611:30 am
SJU
- ORD
1 stop13h 29m
Frontier
Sat 4/251:27 pm
ORD
- SJU
1 stop21h 56m
Frontier
Deal found 3/30![Frontier logo]()
$170
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/911:03 am
SJU
- ORD
1 stop8h 28m
Spirit Airlines
Sat 4/186:40 am
ORD
- SJU
1 stop17h 18m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$172
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:23 pm
SJU
- ORD
1 stop8h 16m
Multiple Airlines
Mon 4/277:50 am
ORD
- SJU
1 stop16h 08m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$173
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:55 pm
SJU
- ORD
1 stop7h 56m
Spirit Airlines
Sun 4/1210:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$174
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.
Thu 4/1611:30 am
SJU
- ORD
1 stop13h 29m
Multiple Airlines
Mon 4/277:50 am
ORD
- SJU
1 stop16h 08m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$175
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:30 am
SJU
- MSP
1 stop28h 09m
Frontier
Sat 5/210:45 am
MSP
- SJU
1 stop14h 16m
Frontier
Deal found 3/30![Frontier logo]()
$176
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.
Wed 4/1511:30 am
SJU
- ORD
1 stop26h 35m
Multiple Airlines
Sun 4/261:22 pm
ORD
- SJU
1 stop22h 11m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$176
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:00 am
SJU
- ORD
1 stop13h 59m
Frontier
Mon 5/115:30 pm
ORD
- SJU
1 stop7h 38m
Frontier
Deal found 3/30![Frontier logo]()
$178
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 April 1, 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 April 1, 2026.
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.
Fri 7/242:05 pm
SJU
- ORD
1 stop7h 26m
Delta
Sat 8/15:15 am
ORD
- SJU
1 stop10h 30m
Delta
Deal found 3/29![Delta logo]()
$316
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:31 pm
SJU
- ORD
2 stops25h 41m
Multiple Airlines
Sun 5/37:50 am
ORD
- SJU
3 stops34h 09m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$348
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 5/76:00 am
SJU
- MSN
1 stop18h 28m
American Airlines
Tue 5/127:10 am
MSN
- SJU
1 stop14h 53m
American Airlines
Deal found 3/27![American Airlines logo]()
$399
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 5/306:25 am
SJU
- MKE
1 stop14h 00m
Southwest
Sat 6/139:50 am
MKE
- SJU
1 stop12h 10m
Southwest
Deal found 3/31![Southwest logo]()
$406
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.
Thu 4/161:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Wed 4/2210:45 am
MKE
- SJU
2 stops9h 39m
United Airlines
Deal found 3/29![United Airlines logo]()
$408
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/64:20 pm
SJU
- MSP
Nonstop5h 30m
Sun Country Air
Sat 6/139:00 am
MSP
- SJU
Nonstop5h 18m
Sun Country Air
Deal found 3/29![Sun Country Air logo]()
$446
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:25 am
SJU
- MSP
1 stop10h 37m
Frontier
Sat 6/135:09 pm
MSP
- SJU
1 stop10h 46m
Frontier
Deal found 3/27![Frontier logo]()
$466
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.
Wed 7/227:30 am
SJU
- ORD
1 stop7h 44m
Delta
Tue 7/281:00 pm
ORD
- SJU
1 stop9h 53m
Delta
Deal found 3/27![Delta logo]()
$316
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 5/196:15 am
SJU
- ORD
1 stop11h 40m
Delta
Tue 5/268:10 am
ORD
- SJU
1 stop11h 20m
Delta
Deal found 3/27![Delta logo]()
$316
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.
Thu 8/271:06 pm
SJU
- MKE
1 stop11h 19m
Delta
Mon 8/315:55 am
MKE
- SJU
1 stop6h 35m
Delta
Deal found 3/27![Delta logo]()
$326
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:20 am
SJU
- MSN
1 stop12h 02m
American Airlines
Mon 6/87:00 am
MSN
- SJU
1 stop14h 45m
American Airlines
Deal found 3/28![American Airlines logo]()
$399
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 4/245:05 am
SJU
- ORD
2 stops11h 25m
Southwest
Mon 4/274:15 pm
ORD
- SJU
2 stops17h 20m
Southwest
Deal found 3/31![Southwest logo]()
$430
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.
Thu 6/112:04 pm
SJU
- MKE
1 stop7h 18m
Delta
Mon 6/156:50 am
MKE
- SJU
1 stop8h 56m
Delta
Deal found 3/31![Delta logo]()
$326
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:20 am
SJU
- MSN
2 stops15h 00m
United Airlines
Wed 5/66:30 am
MSN
- SJU
2 stops13h 54m
United Airlines
Deal found 3/30![United Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 4/1. 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 6/96:20 am
SJU
- MKE
1 stop17h 50m
American Airlines
Sat 6/138:12 am
MKE
- SJU
2 stops13h 33m
American Airlines
Deal found 4/1![American Airlines logo]()
$417
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.
Fri 5/13:56 pm
SJU
- ATW
1 stop8h 09m
United Airlines
Sat 5/29:50 am
ATW
- SJU
2 stops13h 00m
United Airlines
Deal found 3/29![United Airlines logo]()
$439
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 5/26:25 am
SJU
- MKE
1 stop14h 00m
Southwest
Tue 5/265:40 am
MKE
- SJU
1 stop11h 30m
Southwest
Deal found 3/31![Southwest logo]()
$448
This American Airlines deal was found by Cheapflights users on 4/1. 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 6/812:44 am
SJU
- MSN
1 stop10h 54m
American Airlines
Tue 6/305:00 am
MSN
- SJU
2 stops12h 25m
American Airlines
Deal found 4/1![American Airlines logo]()
$431
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 5/12:45 pm
SJU
- MSN
1 stop8h 42m
Delta
Wed 5/66:00 am
MSN
- SJU
2 stops13h 26m
Delta
Deal found 3/31![Delta logo]()
$358
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.
Tue 5/57:40 am
SJU
- MSN
1 stop8h 20m
United Airlines
Sat 5/99:55 am
MSN
- SJU
2 stops10h 29m
United Airlines
Deal found 3/28![United Airlines logo]()
$439
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 6/237:00 am
SJU
- MSP
2 stops10h 15m
Southwest
Mon 6/294:00 pm
MSP
- SJU
2 stops8h 20m
Southwest
Deal found 3/29![Southwest logo]()
$456
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 5/93:56 pm
SJU
- ORD
Nonstop5h 19m
United Airlines
Sat 5/162:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 3/29![United Airlines logo]()
$456
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.
Mon 5/181:14 pm
SJU
- MKE
1 stop11h 39m
Delta
Sat 5/3010:22 am
MKE
- SJU
1 stop10h 55m
Delta
Deal found 3/27![Delta logo]()
$387
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.
Sun 5/176:25 am
SJU
- ORD
2 stops10h 05m
Southwest
Mon 5/182:40 pm
ORD
- SJU
2 stops8h 15m
Southwest
Deal found 3/27![Southwest logo]()
$506
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 4/291:00 am
SJU
- ORD
1 stop8h 44m
United Airlines
Mon 5/42:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 3/29![United Airlines logo]()
$461
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.
Wed 4/226:15 am
SJU
- MSP
1 stop10h 11m
Delta
Sat 5/98:50 am
MSP
- SJU
Nonstop5h 07m
Delta
Deal found 3/31![Delta logo]()
$410
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.
Thu 9/243:56 pm
SJU
- ORD
Nonstop5h 07m
United Airlines
Sat 10/1010:42 am
ORD
- SJU
1 stop8h 56m
United Airlines
Deal found 3/31![United Airlines logo]()
$462
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.
Thu 5/285:35 am
SJU
- MSP
2 stops10h 25m
Southwest
Sat 6/612:50 pm
MSP
- SJU
2 stops10h 15m
Southwest
Deal found 3/28![Southwest logo]()
$522
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.
Sat 6/67:00 am
SJU
- MSP
2 stops10h 47m
American Airlines
Sat 6/136:20 am
MSP
- SJU
1 stop16h 39m
American Airlines
Deal found 3/27![American Airlines logo]()
$580
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.
Sat 5/26:15 am
SJU
- MSP
1 stop8h 39m
Delta
Sun 5/107:00 am
MSP
- SJU
1 stop8h 33m
Delta
Deal found 3/30![Delta logo]()
$414
Last-minute flights from San Juan to WisconsinDiscover last-minute flight deals from San Juan to Wisconsin. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from San Juan to Wisconsin. Data last updated April 1, 2026 and is based on user searches.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:55 pm
SJU
- ORD
1 stop7h 56m
Spirit Airlines
Sun 4/1210:55 am
ORD
- SJU
1 stop12h 03m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$174
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/91:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Mon 4/1312:29 pm
ORD
- SJU
Nonstop4h 31m
Spirit Airlines
Deal found 3/27![Spirit Airlines logo]()
$162
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/911:03 am
SJU
- ORD
1 stop8h 28m
Spirit Airlines
Sat 4/186:40 am
ORD
- SJU
1 stop17h 18m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$172
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:29 am
SJU
- ORD
Nonstop5h 16m
Spirit Airlines
Sat 4/186:40 am
ORD
- SJU
1 stop17h 18m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$163
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.
Wed 4/1511:30 am
SJU
- ORD
1 stop26h 35m
Multiple Airlines
Sun 4/261:22 pm
ORD
- SJU
1 stop22h 11m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$176
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.
Thu 4/1611:30 am
SJU
- ORD
1 stop13h 29m
Frontier
Sat 4/251:27 pm
ORD
- SJU
1 stop21h 56m
Frontier
Deal found 3/30![Frontier logo]()
$170
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.
Fri 4/176:00 am
SJU
- ORD
1 stop17h 54m
Multiple Airlines
Mon 4/277:50 am
ORD
- SJU
1 stop16h 08m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$175
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:15 am
SJU
- ORD
1 stop18h 54m
Frontier
Sun 4/261:22 pm
ORD
- SJU
1 stop22h 11m
Frontier
Deal found 3/30![Frontier logo]()
$168
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:03 pm
SJU
- ORD
1 stop8h 36m
Frontier
Mon 4/275:50 am
ORD
- SJU
1 stop7h 18m
Frontier
Deal found 3/31![Frontier logo]()
$159
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:23 pm
SJU
- ORD
1 stop8h 16m
Multiple Airlines
Mon 4/277:50 am
ORD
- SJU
1 stop16h 08m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$173
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.
Fri 4/243:23 pm
SJU
- ORD
1 stop8h 16m
Multiple Airlines
Sun 4/267:50 am
ORD
- SJU
1 stop16h 08m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$178
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:30 am
SJU
- MSP
1 stop28h 09m
Frontier
Sat 5/210:45 am
MSP
- SJU
1 stop14h 16m
Frontier
Deal found 3/30![Frontier logo]()
$176
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 April 1, 2026.
Search for one-way flight options from San Juan to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/33:21 am
SJU
- MKE
1 stop9h 05m
Frontier
Deal found 3/31![Frontier logo]()
$88
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:30 am
SJU
- MKE
1 stop29h 56m
Frontier
Deal found 3/31![Frontier logo]()
$94
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/23:26 pm
SJU
- MKE
1 stop18h 12m
Frontier
Deal found 3/30![Frontier logo]()
$98
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.
Thu 4/233:56 pm
SJU
- ATW
1 stop8h 07m
United Airlines
Deal found 3/28![United Airlines 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.
Fri 4/243:56 pm
SJU
- MSN
1 stop8h 53m
United Airlines
Deal found 3/28![United Airlines logo]()
$113
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 6/67:04 pm
SJU
- ORD
Nonstop5h 22m
Frontier
Deal found 3/30![Frontier logo]()
$118
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 4/811:14 am
SJU
- ORD
Nonstop5h 27m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$119
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:30 am
SJU
- ORD
1 stop13h 14m
Frontier
Deal found 3/31![Frontier logo]()
$120
This eDestinos deal was found by Cheapflights users on 4/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:07 pm
SJU
- ORD
1 stop22h 50m
Frontier
Deal found 4/1![Frontier logo]()
$121
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1612:57 pm
SJU
- ORD
2 stops20h 08m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$122
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.
Sat 5/233:58 pm
SJU
- MKE
1 stop17h 03m
Frontier
Deal found 3/27![Frontier logo]()
$123
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.
Wed 4/2911:30 am
SJU
- ORD
1 stop26h 35m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$123
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 April 1, 2026.
Round-trip from | $159 (eDestinos) |
|---|---|
One-way from | $88 (Expedia) |
Popular in | June |
Cheapest in | January |
Average price | $334 |
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 April 1, 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 JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 7/24
2:05 pm-8:31 pm
1 stop7h 26m
Chicago O'Hare Intl
Sat 8/1
5:15 am-4:45 pm
1 stop10h 30m
$316
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Wed 7/22
7:30 am-2:14 pm
1 stop7h 44m
Chicago O'Hare Intl
Tue 7/28
1:00 pm-11:53 pm
1 stop9h 53m
$316
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Tue 5/19
6:15 am-4:55 pm
1 stop11h 40m
Chicago O'Hare Intl
Tue 5/26
8:10 am-8:30 pm
1 stop11h 20m
$316
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 8/27
1:06 pm-11:25 pm
1 stop11h 19m
Milwaukee-Mitchell
Mon 8/31
5:55 am-1:30 pm
1 stop6h 35m
$326
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 6/11
2:04 pm-8:22 pm
1 stop7h 18m
Milwaukee-Mitchell
Mon 6/15
6:50 am-4:46 pm
1 stop8h 56m
$326
San JuanChicago
SJU - ORD
SJUORD
San Juan Luis Munoz Marin Intl
Fri 5/1
8:31 pm-9:12 pm
2 stops25h 41m
Chicago O'Hare Intl
Sun 5/3
7:50 am-6:59 pm
3 stops34h 09m
$348
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Fri 5/1
2:45 pm-10:27 pm
1 stop8h 42m
Madison Truax Field
Wed 5/6
6:00 am-8:26 pm
2 stops13h 26m
$358
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Mon 5/18
1:14 pm-11:53 pm
1 stop11h 39m
Milwaukee-Mitchell
Sat 5/30
10:22 am-10:17 pm
1 stop10h 55m
$387
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 5/7
6:00 am-11:28 pm
1 stop18h 28m
Madison Truax Field
Tue 5/12
7:10 am-11:03 pm
1 stop14h 53m
$399
San JuanMadison
SJU - MSN
SJUMSN
San Juan Luis Munoz Marin Intl
Fri 6/5
6:20 am-5:22 pm
1 stop12h 02m
Madison Truax Field
Mon 6/8
7:00 am-10:45 pm
1 stop14h 45m
$399
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Juan to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San Juan with our price prediction graph.
SJU-ORD
SJU-MSP
SJU-MKE
SJU-ATW
SJU-MSN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from San Juan to Wisconsin
PR1-USWI
SJU-ORD
SJU-MSP
SJU-MKE
SJU-ATW
What is the cheapest month to book a flight from San Juan to Wisconsin?
Currently, September is the cheapest month in which you can book a flight from San Juan to Wisconsin (average of $113). Flying from San Juan to Wisconsin in June is currently the most expensive (average of $337). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from San Juan to Wisconsin?
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin. Reviews last updated April 1, 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
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Crew
8.6
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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Alternative routes for San Juan to Wisconsin
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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 April 1, 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 April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$399 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$215 | Average$399 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$464 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$399 | FlexibilityNo cancel fee | On-time63% |