Cheap flights from Chicago (CHI) to San Juan (SJU)

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Lowest round trip fares by airline from Chicago and San Juan

Cheapest prices ($94 One Way, $210 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, May 10 - Thu, May 14
ORD
Chicago
SJU
San Juan
$210 Roundtrip, found 5 days ago
$210
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Chicago to San Juan, returning Thu, May 14, priced at $210 found 5 days ago
Wed, Apr 1 - Fri, May 8
ORD
Chicago
SJU
San Juan
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Apr 1 from Chicago to San Juan, returning Fri, May 8, priced at $217 found 4 days ago
Sun, Apr 26 - Thu, Apr 30
ORD
Chicago
SJU
San Juan
$218 Roundtrip, found 6 days ago
$218
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Apr 26 from Chicago to San Juan, returning Thu, Apr 30, priced at $218 found 6 days ago
Mon, Apr 27 - Thu, Apr 30
MDW
Chicago
SJU
San Juan
$222 Roundtrip, found 17 hours ago
$222
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Mon, Apr 27 from Chicago to San Juan, returning Thu, Apr 30, priced at $222 found 17 hours ago
Mon, Apr 27 - Thu, Apr 30
ORD
Chicago
SJU
San Juan
$222 Roundtrip, found 17 hours ago
$222
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Mon, Apr 27 from Chicago to San Juan, returning Thu, Apr 30, priced at $222 found 17 hours ago

Fly From Chicago to San Juan

Origin
Chicago
Destination
San Juan
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Chicago to San Juan

Cheap flights from Chicago to San Juan

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.