Find Cheap Flights from Chicago O'Hare International to San Juan

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 San Juan

(Round-trip)
Depart: Tue Aug 15 2017 Return: Sat Aug 19 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: Mon Jun 26 2017 Return: Tue Jul 18 2017 Trip spans 23 days
Major Airline
Major Airline
ORD
11:00p
SJU
5:37a
6h 37m
1 stop
SJU
3:57a
ORD
11:54a
7h 57m
1 stop
Depart: Mon Sep 4 2017 Return: Wed Sep 6 2017 Trip spans 3 days
American Airlines
American Airlines
ORD
5:05a
SJU
10:00a
4h 55m
nonstop
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
Depart: Mon Oct 16 2017 Return: Wed Oct 18 2017 Trip spans 3 days
Delta
Delta
ORD
8:00a
SJU
5:24p
9h 24m
1 stop
SJU
11:50a
ORD
8:33p
8h 43m
1 stop
Depart: Mon May 22 2017 Return: Tue Jun 6 2017 Trip spans 16 days
JetBlue
JetBlue
ORD
2:19a
SJU
3:30a
25h 11m
1 stop
SJU
1:49a
ORD
7:18p
17h 29m
1 stop
Depart: Sun May 21 2017 Return: Thu May 25 2017 Trip spans 5 days
United
United
ORD
3:30a
SJU
8:15a
4h 45m
nonstop
SJU
10:25a
ORD
6:34p
8h 09m
1 stop
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
12:40p
ORD
8:56p
8h 16m
1 stop
Depart: Mon Jul 24 2017 Return: Wed Aug 9 2017 Trip spans 17 days
Major Airline
Major Airline
ORD
11:00p
SJU
8:07a
9h 07m
nonstop
SJU
3:57a
ORD
11:54a
7h 57m
nonstop
Depart: Thu Aug 10 2017 Return: Wed Aug 23 2017 Trip spans 14 days
American Airlines
American Airlines
ORD
11:10a
SJU
7:09p
7h 59m
1 stop
SJU
7:00a
ORD
4:20p
9h 20m
1 stop
Depart: Wed Aug 23 2017 Return: Tue Aug 29 2017 Trip spans 7 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: Mon Jul 31 2017 Return: Fri Aug 18 2017 Trip spans 19 days
Major Airline
Major Airline
ORD
11:00p
SJU
8:07a
9h 07m
2 stops
SJU
4:39a
ORD
3:42p
11h 03m
2 stops
Depart: Tue Jun 20 2017 Return: Sun Jun 25 2017 Trip spans 6 days
JetBlue
JetBlue
ORD
4:36p
SJU
3:59a
11h 23m
1 stop
SJU
10:04a
ORD
4:55p
30h 51m
1 stop
Depart: Tue Jul 4 2017 Return: Fri Jul 7 2017 Trip spans 4 days
United
United
ORD
3:45a
SJU
8:30a
4h 45m
nonstop
SJU
12:25p
ORD
8:08p
7h 43m
1 stop
Depart: Sat Aug 26 2017 Return: Wed Aug 30 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: Sun Oct 1 2017 Return: Sat Oct 7 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
5:05a
SJU
10:00a
4h 55m
nonstop
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
Depart: Mon Aug 14 2017 Return: Wed Aug 23 2017 Trip spans 10 days
Major Airline
Major Airline
ORD
11:00p
SJU
8:07a
9h 07m
2 stops
SJU
2:00a
ORD
3:41a
25h 41m
2 stops
Depart: Thu Jul 6 2017 Return: Mon Jul 10 2017 Trip spans 5 days
United
United
ORD
3:45a
SJU
8:30a
4h 45m
nonstop
SJU
12:25p
ORD
8:08p
7h 43m
1 stop
Depart: Sat Oct 7 2017 Return: Sun Oct 15 2017 Trip spans 9 days
JetBlue
JetBlue
ORD
4:40p
SJU
4:01a
11h 21m
1 stop
SJU
1:15a
ORD
5:03a
27h 48m
1 stop
Depart: Tue Sep 5 2017 Return: Tue Sep 12 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
SJU
12:23p
ORD
8:59p
8h 36m
1 stop
Depart: Sat Oct 28 2017 Return: Thu Nov 2 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
11:00p
SJU
5:50a
6h 50m
nonstop
SJU
9:15p
ORD
4:07p
18h 52m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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
$334
Destination

San Juan
$334
Airlines Airline reviews

33 travelers who booked a flight from Chicago to San Juan rated their chosen airlines with an average of 7.0.

Overall
7.3
Boarding
6.8
Crew
7.3
Comfort
6.8
Food
6.6
Entertainment
7.1