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Flight Deals from Chicago to Puerto Rico from $257
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Top Deals on flights from Chicago to San Juan
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 11
Feb 11
Feb 21
Feb 21
as low as
$257
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 11
Feb 11
Feb 21
Feb 21
as low as
$273
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 19
Feb 19
Mar 1
Mar 1
as low as
$293
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 22
Feb 22
Feb 28
Feb 28
as low as
$293
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 27
Feb 28
Mar 9
Mar 10
as low as
$293
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 18
Feb 18
Feb 23
Feb 23
as low as
$340
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 22
Feb 22
Feb 28
Feb 28
as low as
$348
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 22
Feb 23
Feb 28
Feb 28
as low as
$353
Chicago, US (CHI) - San Juan, PR (SJU)
Feb 26
Feb 26
Mar 2
Mar 2
as low as
$375
Chicago, US (CHI) - San Juan, PR (SJU)
Mar 3
Mar 3
Mar 10
Mar 10
as low as
$395
Chicago, US (CHI) - San Juan, PR (SJU)
Mar 3
Mar 3
Mar 10
Mar 10
as low as
$410
Chicago, US (CHI) - San Juan, PR (SJU)
Mar 3
Mar 3
Mar 10
Mar 10
as low as
$414
Top Deals on flights from Chicago to Aguadilla
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$277
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$277
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$285
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$294
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$389
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$391
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$520
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 25
Oct 31
Oct 31
as low as
$529
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 24
Oct 31
Oct 31
as low as
$532
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 24
Oct 31
Oct 31
as low as
$532
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 24
Oct 31
Oct 31
as low as
$532
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 24
Oct 24
Oct 31
Oct 31
as low as
$535
Top Deals on flights from Chicago to Ponce
Chicago, US (CHI) - Ponce, PR (PSE)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$689
Chicago, US (CHI) - Ponce, PR (PSE)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$1236
Top Deals on flights from Chicago to Culebra
Chicago, US (CHI) - Culebra, PR (CPX)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$694
Chicago, US (CHI) - Culebra, PR (CPX)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$708
Chicago, US (CHI) - Culebra, PR (CPX)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$738
Chicago, US (CHI) - Culebra, PR (CPX)
Oct 24
Oct 25
Oct 31
Nov 1
as low as
$751
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