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Top Deals on flights from Chicago to San Juan
Chicago, US (CHI) - San Juan, PR (SJU)
May 18
ORD
5h 46m
Direct
May 18
SJU
May 25
SJU
4h 16m
Direct
May 25
ORD
as low as
$236
Chicago, US (CHI) - San Juan, PR (SJU)
May 19
ORD
8h 55m
MIA
May 19
SJU
May 23
SJU
4h 16m
Direct
May 23
ORD
as low as
$253
Chicago, US (CHI) - San Juan, PR (SJU)
May 17
ORD
8h 19m
MCO
May 18
SJU
May 25
SJU
4h 16m
Direct
May 25
ORD
as low as
$269
Chicago, US (CHI) - San Juan, PR (SJU)
May 13
ORD
5h 46m
Direct
May 13
SJU
May 27
SJU
6h 59m
FLL
May 27
ORD
as low as
$284
Chicago, US (CHI) - San Juan, PR (SJU)
May 9
MDW
8h 32m
BWI
May 9
SJU
May 12
SJU
8h 28m
MCO
May 12
MDW
as low as
$317
Chicago, US (CHI) - San Juan, PR (SJU)
May 12
ORD
10h 36m
MCO
May 13
SJU
May 26
SJU
7h 46m
ATL
May 27
ORD
as low as
$317
Chicago, US (CHI) - San Juan, PR (SJU)
May 5
ORD
12h 52m
PHL
May 6
SJU
May 9
SJU
8h 58m
MCO
May 9
ORD
as low as
$337
Chicago, US (CHI) - San Juan, PR (SJU)
May 4
ORD
9h 40m
JFK
May 4
SJU
May 14
SJU
8h 3m
JFK
May 14
ORD
as low as
$355
Chicago, US (CHI) - San Juan, PR (SJU)
May 17
MDW
7h 16m
ATL
May 17
SJU
May 31
SJU
7h 50m
ATL
May 31
MDW
as low as
$383
Chicago, US (CHI) - San Juan, PR (SJU)
May 8
ORD
19h 34m
JFK
May 9
SJU
May 12
SJU
26h
BOS
May 13
ORD
as low as
$436
Chicago, US (CHI) - San Juan, PR (SJU)
May 26
ORD
13h 33m
CLT
May 26
SJU
May 29
SJU
4h 20m
Direct
May 29
ORD
as low as
$452
Chicago, US (CHI) - San Juan, PR (SJU)
May 13
ORD
5h 40m
Direct
May 13
SJU
May 19
SJU
11h 54m
DFW
May 19
ORD
as low as
$458
Top Deals on flights from Chicago to Aguadilla
Chicago, US (CHI) - Aguadilla, PR (BQN)
May 25
ORD
17h 9m
EWR
May 25
BQN
Jun 2
BQN
8h 24m
EWR
Jun 2
ORD
as low as
$478
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jun 2
ORD
15h 59m
EWR
Jun 2
BQN
Jun 8
BQN
8h 24m
EWR
Jun 8
ORD
as low as
$531
Chicago, US (CHI) - Aguadilla, PR (BQN)
May 18
ORD
17h 9m
EWR
May 18
BQN
May 25
BQN
9h 19m
EWR
May 25
ORD
as low as
$545
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jun 6
ORD
15h 59m
EWR
Jun 6
BQN
Jun 9
BQN
9h 20m
EWR
Jun 9
ORD
as low as
$589
Chicago, US (CHI) - Aguadilla, PR (BQN)
May 25
ORD
12h 16m
BNA
EWR
May 25
BQN
Jun 2
BQN
9h 20m
EWR
Jun 2
ORD
as low as
$609
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jun 6
ORD
12h 16m
BNA
EWR
Jun 6
BQN
Jun 9
BQN
9h 20m
EWR
Jun 9
ORD
as low as
$659
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jun 2
ORD
14h 17m
IAD
EWR
Jun 2
BQN
Jun 8
BQN
9h 19m
EWR
Jun 8
ORD
as low as
$687
Chicago, US (CHI) - Aguadilla, PR (BQN)
May 25
ORD
12h 16m
BNA
EWR
May 25
BQN
Jun 2
BQN
11h 33m
EWR
BNA
Jun 2
ORD
as low as
$746
Chicago, US (CHI) - Aguadilla, PR (BQN)
May 18
ORD
17h 9m
EWR
May 18
BQN
May 25
BQN
9h 23m
EWR
IAD
May 25
ORD
as low as
$795
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jun 6
ORD
12h 16m
BNA
EWR
Jun 6
BQN
Jun 9
BQN
12h 8m
EWR
CLT
Jun 9
ORD
as low as
$851
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jun 2
ORD
14h 17m
IAD
EWR
Jun 2
BQN
Jun 8
BQN
9h 23m
EWR
IAD
Jun 8
ORD
as low as
$889
Top Deals on flights from Chicago to Ponce
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
MDW
10h 12m
MCO
May 30
PSE
Jun 5
PSE
11h 35m
MCO
Jun 5
MDW
as low as
$357
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
ORD
14h 28m
MCO
May 30
PSE
Jun 5
PSE
15h 28m
MCO
Jun 6
ORD
as low as
$357
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
ORD
14h 28m
MCO
May 30
PSE
Jun 5
PSE
11h 35m
MCO
Jun 5
MDW
as low as
$357
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
MDW
10h 12m
MCO
May 30
PSE
Jun 5
PSE
15h 28m
MCO
Jun 6
ORD
as low as
$357
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
ORD
14h 14m
BOS
MCO
May 29
PSE
Jun 5
PSE
41h 45m
MCO
JFK
Jun 6
ORD
as low as
$723
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
ORD
14h 14m
BOS
MCO
May 29
PSE
Jun 5
PSE
27h 51m
MCO
BOS
Jun 6
ORD
as low as
$744
Chicago, US (CHI) - Ponce, PR (PSE)
May 29
ORD
16h 44m
JFK
MCO
May 29
PSE
Jun 5
PSE
41h 45m
MCO
JFK
Jun 6
ORD
as low as
$750
Top Deals on flights from Chicago to Culebra
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
7h 32m
SJU
May 27
CPX
Jun 3
CPX
12h 55m
SJU
Jun 3
ORD
as low as
$652
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
7h 32m
SJU
May 27
CPX
Jun 3
CPX
8h 44m
SJU
Jun 3
ORD
as low as
$652
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
19h 43m
JFK
SJU
May 28
CPX
Jun 3
CPX
22h 53m
SJU
JFK
Jun 4
ORD
as low as
$661
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
19h 43m
JFK
SJU
May 28
CPX
Jun 3
CPX
12h 41m
SJU
JFK
Jun 3
ORD
as low as
$690
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
8h 1m
SJU
May 27
CPX
Jun 3
CPX
7h 39m
SJU
Jun 3
ORD
as low as
$699
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
8h 1m
SJU
May 27
CPX
Jun 3
CPX
11h 50m
SJU
Jun 3
ORD
as low as
$699
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
16h 15m
BOS
SJU
May 28
CPX
Jun 3
CPX
22h 53m
SJU
JFK
Jun 4
ORD
as low as
$726
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
16h 15m
BOS
SJU
May 28
CPX
Jun 3
CPX
12h 41m
SJU
JFK
Jun 3
ORD
as low as
$755
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
10h 21m
IAH
SJU
May 27
CPX
Jun 3
CPX
8h 44m
SJU
Jun 3
ORD
as low as
$846
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
10h 21m
IAH
SJU
May 27
CPX
Jun 3
CPX
12h 55m
SJU
Jun 3
ORD
as low as
$846
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
18h 36m
EWR
SJU
May 28
CPX
Jun 3
CPX
12h 55m
SJU
Jun 3
ORD
as low as
$996
Chicago, US (CHI) - Culebra, PR (CPX)
May 27
ORD
18h 36m
EWR
SJU
May 28
CPX
Jun 3
CPX
8h 44m
SJU
Jun 3
ORD
as low as
$996
Top Deals on flights from Chicago to Mayagueez
Chicago, US (CHI) - Mayagueez, PR (MAZ)
May 30
ORD
25h 39m
JFK
SJU
May 31
MAZ
Jun 6
MAZ
26h 4m
SJU
JFK
Jun 7
ORD
as low as
$591
Chicago, US (CHI) - Mayagueez, PR (MAZ)
May 30
ORD
25h 39m
JFK
SJU
May 31
MAZ
Jun 6
MAZ
23h 4m
SJU
JFK
Jun 7
ORD
as low as
$611
Chicago, US (CHI) - Mayagueez, PR (MAZ)
May 30
ORD
23h 24m
JFK
SJU
May 31
MAZ
Jun 6
MAZ
26h 4m
SJU
JFK
Jun 7
ORD
as low as
$611
Chicago, US (CHI) - Mayagueez, PR (MAZ)
May 30
ORD
16h 11m
JFK
SJU
May 31
MAZ
Jun 6
MAZ
26h 4m
SJU
JFK
Jun 7
ORD
as low as
$611
Chicago, US (CHI) - Mayagueez, PR (MAZ)
May 30
ORD
22h 11m
BOS
SJU
May 31
MAZ
Jun 6
MAZ
13h 18m
SJU
JFK
Jun 6
ORD
as low as
$711
Chicago, US (CHI) - Mayagueez, PR (MAZ)
May 30
ORD
22h 11m
BOS
SJU
May 31
MAZ
Jun 6
MAZ
15h 19m
SJU
JFK
Jun 6
ORD
as low as
$711
Flights to Puerto Rico
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