Find Deals on 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 Apr 4 2017 Return: Tue Apr 25 2017 Trip spans 22 days
JetBlue
JetBlue
ORD
3:00a
SJU
11:27a
8h 27m
1 stop
SJU
10:21a
ORD
8:10p
9h 49m
1 stop
Depart: Mon Apr 3 2017 Return: Tue Apr 25 2017 Trip spans 23 days
Major Airline
Major Airline
ORD
11:00p
SJU
7:27a
8h 27m
nonstop
SJU
9:14a
ORD
4:10p
6h 56m
nonstop
Depart: Wed Apr 19 2017 Return: Fri Apr 28 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
2:19p
SJU
8:08a
17h 49m
1 stop
SJU
12:17p
ORD
8:59p
8h 42m
1 stop
Depart: Sat Apr 1 2017 Return: Tue Apr 4 2017 Trip spans 4 days
United
United
ORD
10:05a
SJU
10:49p
12h 44m
2 stops
SJU
9:30p
ORD
6:30a
9h 00m
1 stop
Depart: Thu Aug 17 2017 Return: Sat Aug 26 2017 Trip spans 10 days
American Airlines
American Airlines
ORD
5:05a
SJU
10:00a
4h 55m
nonstop
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
Depart: Wed Apr 12 2017 Return: Tue Apr 18 2017 Trip spans 7 days
Delta
Delta
ORD
9:40a
SJU
4:33p
6h 53m
1 stop
SJU
11:45a
ORD
8:39p
8h 54m
1 stop
Depart: Mon May 8 2017 Return: Thu May 11 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
1:17p
SJU
8:05a
18h 48m
1 stop
SJU
12:17p
ORD
8:59p
8h 42m
1 stop
Depart: Tue Apr 18 2017 Return: Tue Apr 25 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
10:30a
SJU
10:50a
24h 20m
1 stop
SJU
6:21a
ORD
4:10p
9h 49m
1 stop
Depart: Thu Mar 30 2017 Return: Tue Apr 25 2017 Trip spans 27 days
JetBlue
JetBlue
ORD
3:00a
SJU
11:27a
8h 27m
1 stop
SJU
10:21a
ORD
8:10p
9h 49m
1 stop
Depart: Thu Apr 27 2017 Return: Fri Apr 28 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
1:17p
SJU
8:05a
18h 48m
1 stop
SJU
12:17p
ORD
8:59p
8h 42m
1 stop
Depart: Tue Apr 25 2017 Return: Thu May 11 2017 Trip spans 17 days
Major Airline
Major Airline
ORD
2:40a
SJU
10:50a
8h 10m
nonstop
SJU
6:31a
ORD
3:18p
8h 47m
nonstop
Depart: Tue Mar 21 2017 Return: Wed Mar 22 2017 Trip spans 2 days
United
United
ORD
7:00a
SJU
12:10a
17h 10m
2 stops
SJU
10:05a
ORD
3:05p
5h 00m
nonstop
Depart: Fri Aug 18 2017 Return: Fri Aug 25 2017 Trip spans 8 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 May 15 2017 Return: Fri May 19 2017 Trip spans 5 days
Delta
Delta
ORD
9:30a
SJU
4:34p
7h 04m
1 stop
SJU
3:00a
ORD
10:35a
7h 35m
1 stop
Depart: Wed Mar 29 2017 Return: Wed Apr 19 2017 Trip spans 22 days
JetBlue
JetBlue
ORD
3:00a
SJU
11:27a
8h 27m
1 stop
SJU
4:59a
ORD
8:10p
15h 11m
1 stop
Depart: Sun Apr 23 2017 Return: Tue May 2 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
ORD
2:19p
SJU
8:08a
17h 49m
1 stop
SJU
12:17p
ORD
8:59p
8h 42m
1 stop
Depart: Sat May 13 2017 Return: Wed May 17 2017 Trip spans 5 days
United
United
ORD
3:30a
SJU
8:15a
4h 45m
nonstop
SJU
10:10a
ORD
3:20p
5h 10m
nonstop
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
11:30a
SJU
4:25p
4h 55m
nonstop
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
Depart: Mon Mar 13 2017 Return: Wed Mar 22 2017 Trip spans 10 days
Major Airline
Major Airline
ORD
11:00p
SJU
5:43a
6h 43m
2 stops
SJU
12:50p
ORD
10:50a
22h 00m
2 stops
Depart: Wed May 31 2017 Return: Thu Jun 15 2017 Trip spans 16 days
Delta
Delta
ORD
2:00a
SJU
10:23a
8h 23m
1 stop
SJU
3:00a
ORD
11:20a
8h 20m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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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
$291
Destination

San Juan
$291
Airlines Airline reviews

26 travelers who booked a flight from Chicago to San Juan rated their chosen airlines with an average of 6.5.

Overall
6.8
Boarding
6.1
Crew
6.9
Comfort
6.6
Food
6.3
Entertainment
6.5