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

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 San Juan to Chicago O'Hare International

(Round-trip)
Depart: Thu Aug 17 2017 Return: Fri Aug 18 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJU
12:40p
ORD
8:56p
8h 16m
1 stop
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
Depart: Fri Oct 6 2017 Return: Sun Oct 8 2017 Trip spans 3 days
United
United
SJU
10:20a
ORD
3:30p
5h 10m
nonstop
ORD
3:30a
SJU
8:15a
4h 45m
nonstop
Depart: Mon Oct 9 2017 Return: Tue Oct 10 2017 Trip spans 2 days
JetBlue
JetBlue
SJU
1:05p
ORD
7:54p
6h 49m
1 stop
ORD
2:45a
SJU
9:26a
6h 41m
1 stop
Depart: Wed Jun 7 2017 Return: Tue Jul 4 2017 Trip spans 28 days
American Airlines
American Airlines
SJU
12:45p
ORD
8:59p
8h 14m
1 stop
ORD
1:30a
SJU
10:41a
9h 11m
1 stop
Depart: Tue Aug 1 2017 Return: Wed Aug 16 2017 Trip spans 16 days
Major Airline
Major Airline
SJU
9:30p
ORD
10:19a
12h 49m
nonstop
ORD
11:00p
SJU
10:18a
11h 18m
nonstop
Depart: Tue Aug 29 2017 Return: Sat Sep 9 2017 Trip spans 12 days
Spirit Airlines
Spirit Airlines
SJU
12:40p
ORD
8:56p
8h 16m
1 stop
ORD
1:15a
SJU
8:08a
6h 53m
1 stop
Depart: Tue Aug 8 2017 Return: Thu Aug 24 2017 Trip spans 17 days
Spirit Airlines
Spirit Airlines
SJU
10:12a
ORD
5:04p
6h 52m
1 stop
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
Depart: Tue Jun 20 2017 Return: Tue Aug 15 2017 Trip spans 57 days
American Airlines
American Airlines
SJU
12:45p
ORD
8:59p
8h 14m
1 stop
ORD
4:25a
SJU
9:09a
4h 44m
nonstop
Depart: Tue Aug 15 2017 Return: Wed Aug 16 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJU
10:12a
ORD
5:04p
6h 52m
1 stop
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
Depart: Wed Jul 26 2017 Return: Tue Aug 15 2017 Trip spans 21 days
JetBlue
JetBlue
SJU
1:07a
ORD
7:42p
18h 35m
1 stop
ORD
3:00a
SJU
12:07p
9h 07m
1 stop
Depart: Sun Aug 13 2017 Return: Sun Aug 20 2017 Trip spans 8 days
Major Airline
Major Airline
SJU
9:30p
ORD
10:19a
12h 49m
nonstop
ORD
12:39p
SJU
11:59p
11h 20m
nonstop
Depart: Sat Jun 17 2017 Return: Fri Jun 23 2017 Trip spans 7 days
United
United
SJU
10:10p
ORD
3:20a
5h 10m
nonstop
ORD
3:30p
SJU
8:15p
4h 45m
nonstop
Depart: Tue Jun 13 2017 Return: Tue Jun 20 2017 Trip spans 8 days
American Airlines
American Airlines
SJU
10:45a
ORD
6:11p
7h 26m
1 stop
ORD
11:10a
SJU
7:09p
7h 59m
1 stop
Depart: Wed Aug 16 2017 Return: Thu Aug 17 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJU
10:12a
ORD
5:04p
6h 52m
1 stop
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
Depart: Tue Jul 11 2017 Return: Mon Jul 31 2017 Trip spans 21 days
Major Airline
Major Airline
SJU
4:39a
ORD
3:42p
11h 03m
nonstop
ORD
11:00p
SJU
10:18a
11h 18m
nonstop
Depart: Sat Jul 22 2017 Return: Fri Aug 4 2017 Trip spans 14 days
United
United
SJU
10:10p
ORD
3:20a
5h 10m
nonstop
ORD
3:30p
SJU
8:15p
4h 45m
nonstop
Depart: Fri Aug 18 2017 Return: Sat Aug 19 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJU
10:12a
ORD
5:04p
6h 52m
1 stop
ORD
1:15a
SJU
8:11a
6h 56m
1 stop
Depart: Fri Jun 9 2017 Return: Tue Jul 4 2017 Trip spans 26 days
American Airlines
American Airlines
SJU
12:45p
ORD
8:59p
8h 14m
1 stop
ORD
1:30a
SJU
10:41a
9h 11m
1 stop
Depart: Tue Jul 4 2017 Return: Sun Jul 9 2017 Trip spans 6 days
JetBlue
JetBlue
SJU
7:00a
ORD
7:42p
12h 42m
1 stop
ORD
3:00a
SJU
4:22a
25h 22m
1 stop
Depart: Fri Aug 4 2017 Return: Tue Aug 8 2017 Trip spans 5 days
Major Airline
Major Airline
SJU
8:59a
ORD
3:42p
6h 43m
nonstop
ORD
2:19a
SJU
10:02a
7h 43m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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

San Juan
$300
Destination

Chicago
$300
Airlines Airline reviews

45 travelers who booked a flight from San Juan to Chicago rated their chosen airlines with an average of 8.2.

Overall
8.5
Boarding
8.3
Crew
8.4
Comfort
8.3
Food
7.4
Entertainment
7.8