Cheap flights from Chicago to San Juan

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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
Wed., 25 Dec. - Thu., 2 Jan.
ORD
Chicago
SJU
San Juan
NZ$1,624 Return, found 5 days ago
NZ$1,624
Return
found 5 days ago
Select American Airlines flight, departing Wed., 25 Dec. from Chicago to San Juan, returning Thu., 2 Jan., priced at NZ$1,624 found 5 days ago
American Airlines
Wed., 1 Jan. - Sun., 5 Jan.
ORD
Chicago
SJU
San Juan
NZ$1,694 Return, found 1 day ago
NZ$1,694
Return
found 1 day ago
Select American Airlines flight, departing Wed., 1 Jan. from Chicago to San Juan, returning Sun., 5 Jan., priced at NZ$1,694 found 1 day ago
American Airlines
Wed., 1 Jan. - Sun., 5 Jan.
ORD
Chicago
SJU
San Juan
NZ$1,773 Return, found 1 day ago
NZ$1,773
Return
found 1 day ago
Select American Airlines flight, departing Wed., 1 Jan. from Chicago to San Juan, returning Sun., 5 Jan., priced at NZ$1,773 found 1 day ago
American Airlines
Wed., 1 Jan. - Sun., 5 Jan.
ORD
Chicago
SJU
San Juan
NZ$1,814 Return, found 1 day ago
NZ$1,814
Return
found 1 day ago
Select American Airlines flight, departing Wed., 1 Jan. from Chicago to San Juan, returning Sun., 5 Jan., priced at NZ$1,814 found 1 day ago
American Airlines
Wed., 1 Jan. - Sun., 5 Jan.
ORD
Chicago
SJU
San Juan
NZ$1,866 Return, found 1 day ago
NZ$1,866
Return
found 1 day ago
Select American Airlines flight, departing Wed., 1 Jan. from Chicago to San Juan, returning Sun., 5 Jan., priced at NZ$1,866 found 1 day ago
American Airlines
Wed., 1 Jan. - Sun., 5 Jan.
ORD
Chicago
SJU
San Juan
NZ$1,873 Return, found 1 day ago
NZ$1,873
Return
found 1 day ago
Select American Airlines flight, departing Wed., 1 Jan. from Chicago to San Juan, returning Sun., 5 Jan., priced at NZ$1,873 found 1 day ago
*Available to Expedia members.