Find Cheap Flights from Chicago O'Hare International to Puerto Rico

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago O'Hare International to Puerto Rico

(Round-trip)
Depart: Mon Sep 11 2017 Return: Sun Sep 17 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
2:45a
BQN
7:43p
16h 58m
1 stop
BQN
9:55p
ORD
7:54p
21h 59m
1 stop
Depart: Thu Aug 17 2017 Return: Mon Aug 21 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
SJU
12:40p
ORD
8:56p
8h 16m
1 stop
Depart: Wed Aug 30 2017 Return: Tue Sep 5 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
12:39p
BQN
12:19a
11h 40m
1 stop
BQN
2:04a
ORD
10:19a
8h 15m
1 stop
Depart: Mon Nov 20 2017 Return: Thu Nov 23 2017 Trip spans 4 days
United
United
ORD
12:45p
SJU
11:14p
10h 29m
1 stop
SJU
10:10a
ORD
3:20p
5h 10m
nonstop
Depart: Tue Jul 11 2017 Return: Fri Aug 25 2017 Trip spans 46 days
American Airlines
American Airlines
ORD
9:55a
SJU
7:09p
9h 14m
1 stop
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
Depart: Fri Aug 11 2017 Return: Fri Aug 25 2017 Trip spans 15 days
Major Airline
Major Airline
ORD
11:00p
BQN
5:31p
18h 31m
2 stops
BQN
9:10p
ORD
12:58p
15h 48m
2 stops
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
SJU
10:12a
ORD
5:04p
6h 52m
1 stop
Depart: Sat Jul 1 2017 Return: Sat Jul 8 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
1:55p
BQN
10:48p
8h 53m
1 stop
BQN
1:10a
ORD
6:40p
17h 30m
2 stops
Depart: Sat Aug 12 2017 Return: Fri Aug 18 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
9:55a
BQN
6:48p
8h 53m
2 stops
BQN
9:10p
ORD
10:19a
13h 09m
2 stops
Depart: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
SJU
10:12a
ORD
5:04p
6h 52m
1 stop
Depart: Wed Jun 14 2017 Return: Sun Jun 18 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
12:55p
BQN
9:15p
8h 20m
1 stop
BQN
10:59p
ORD
7:53a
8h 54m
1 stop
Depart: Sun Jun 18 2017 Return: Mon Jun 26 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
11:00p
BQN
5:19p
18h 19m
1 stop
BQN
9:10p
ORD
12:55p
15h 45m
1 stop
Depart: Fri Aug 25 2017 Return: Tue Aug 29 2017 Trip spans 5 days
JetBlue
JetBlue
ORD
3:00a
SJU
12:07p
9h 07m
1 stop
SJU
7:00a
ORD
7:42p
12h 42m
1 stop
Depart: Wed Jul 26 2017 Return: Wed Aug 16 2017 Trip spans 22 days
American Airlines
American Airlines
ORD
11:10a
SJU
7:09p
7h 59m
1 stop
SJU
12:49p
ORD
8:59p
8h 10m
1 stop
Depart: Sun Nov 19 2017 Return: Thu Nov 23 2017 Trip spans 5 days
United
United
ORD
2:30a
SJU
7:05a
4h 35m
nonstop
SJU
10:10a
ORD
3:20p
5h 10m
nonstop
Depart: Sat Jun 17 2017 Return: Sun Jun 18 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
12:45p
BQN
8:59p
8h 14m
1 stop
BQN
10:59p
ORD
7:53a
8h 54m
1 stop
Depart: Mon Sep 4 2017 Return: Tue Sep 12 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
11:00p
SJU
8:07a
9h 07m
1 stop
SJU
3:55a
ORD
12:13p
8h 18m
1 stop
Depart: Tue Jul 4 2017 Return: Wed Jul 5 2017 Trip spans 2 days
JetBlue
JetBlue
ORD
3:00a
BQN
9:19p
18h 19m
1 stop
BQN
11:30p
ORD
7:42p
20h 12m
1 stop
Depart: Mon Jun 19 2017 Return: Wed Jun 21 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
12:45p
BQN
8:59p
8h 14m
1 stop
BQN
10:59p
ORD
7:53a
8h 54m
1 stop
Depart: Sat Sep 23 2017 Return: Fri Sep 29 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
11:49a
SJU
4:22a
16h 33m
3 stops
SJU
10:00p
ORD
3:54p
17h 54m
3 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
$305
Destination

Aguadilla
$305
San Juan
$323