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

View AU$666 flight on Sat, 22 Nov 2025Opens in a new window

Popular airlines from Chicago to San Juan (SJU-Luis Munoz Marin Intl.)

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$952 Return, found 1 day ago
AU$952
Return
found 1 day ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$952 found 1 day ago
American Airlines
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,013 Return, found 1 day ago
AU$1,013
Return
found 1 day ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,013 found 1 day ago
American Airlines
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,028 Return, found 1 day ago
AU$1,028
Return
found 1 day ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,028 found 1 day ago
United
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,073 Return, found 1 day ago
AU$1,073
Return
found 1 day ago
Select United flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,073 found 1 day ago
American Airlines
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,088 Return, found 1 day ago
AU$1,088
Return
found 1 day ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,088 found 1 day ago
American Airlines
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,119 Return, found 1 day ago
AU$1,119
Return
found 1 day ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,119 found 1 day ago
United
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,126 Return, found 1 day ago
AU$1,126
Return
found 1 day ago
Select United flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,126 found 1 day ago
United
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,133 Return, found 1 day ago
AU$1,133
Return
found 1 day ago
Select United flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,133 found 1 day ago
American Airlines
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,149 Return, found 1 day ago
AU$1,149
Return
found 1 day ago
Select American Airlines flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,149 found 1 day ago
Delta
Sat, 22 Nov - Thu, 27 Nov
ORD
Chicago
SJU
San Juan
AU$1,379 Return, found 1 day ago
AU$1,379
Return
found 1 day ago
Select Delta flight, departing Sat, 22 Nov from Chicago to San Juan, returning Thu, 27 Nov, priced at AU$1,379 found 1 day ago

Find the cheapest month to fly from Chicago (CHI) to San Juan (SJU)

January is typically the cheapest month to fly

From AU$191 - AU$566 per traveller.
Flight from Chicago to San Juan route information
Origin airport
O'Hare Intl.
Destination airport
Luis Munoz Marin Intl.
Airlines serving
American Airlines, Delta, United
Return price
AU$952
Distance
3317 km

CHI to SJU Flights

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