Find Deals on 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
Students
under 26
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: Wed Feb 1 2017 Return: Wed Feb 8 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SJU
7:50a
ORD
7:57p
12h 07m
1 stop
ORD
12:15a
SJU
12:44p
12h 29m
1 stop
Depart: Fri Feb 3 2017 Return: Tue Feb 7 2017 Trip spans 5 days
JetBlue
JetBlue
SJU
10:28a
ORD
8:17p
9h 49m
1 stop
ORD
2:12a
SJU
12:31p
10h 19m
1 stop
Depart: Wed Jan 25 2017 Return: Sun Jan 29 2017 Trip spans 5 days
Delta
Delta
SJU
2:40a
ORD
6:31p
15h 51m
1 stop
ORD
12:55a
SJU
12:56p
12h 01m
2 stops
Depart: Wed Feb 8 2017 Return: Sun Feb 12 2017 Trip spans 5 days
United
United
SJU
9:05p
ORD
10:38a
13h 33m
2 stops
ORD
4:10p
SJU
6:15a
14h 05m
2 stops
Depart: Tue Feb 14 2017 Return: Sat Feb 18 2017 Trip spans 5 days
Major Airline
Major Airline
SJU
8:06p
ORD
3:17p
19h 11m
nonstop
ORD
9:00p
SJU
12:51p
15h 51m
nonstop
Depart: Thu Jan 12 2017 Return: Sun Jan 15 2017 Trip spans 4 days
American Airlines
American Airlines
SJU
10:52a
ORD
4:19p
5h 27m
nonstop
ORD
3:35a
SJU
8:05a
4h 30m
nonstop
Depart: Thu Jan 19 2017 Return: Sun Jan 22 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SJU
3:44p
ORD
5:33a
13h 49m
1 stop
ORD
2:58p
SJU
4:37a
13h 39m
1 stop
Depart: Thu Feb 9 2017 Return: Sun Feb 12 2017 Trip spans 4 days
United
United
SJU
9:05p
ORD
1:43p
16h 38m
2 stops
ORD
4:10p
SJU
6:15a
14h 05m
2 stops
Depart: Thu Jan 26 2017 Return: Sun Jan 29 2017 Trip spans 4 days
American Airlines
American Airlines
SJU
10:52a
ORD
4:19p
5h 27m
nonstop
ORD
3:35a
SJU
8:05a
4h 30m
nonstop
Depart: Fri Jan 13 2017 Return: Tue Jan 17 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SJU
3:44p
ORD
5:33a
13h 49m
1 stop
ORD
12:15a
SJU
12:44p
12h 29m
1 stop
Depart: Sat Dec 17 2016 Return: Tue Jan 10 2017 Trip spans 25 days
Delta
Delta
SJU
3:00a
ORD
3:17p
12h 17m
1 stop
ORD
2:00a
SJU
8:49a
6h 49m
1 stop
Depart: Tue Jan 24 2017 Return: Tue Jan 31 2017 Trip spans 8 days
United
United
SJU
9:45a
ORD
6:51p
9h 06m
1 stop
ORD
1:10a
SJU
6:10p
17h 00m
2 stops
Depart: Fri Feb 10 2017 Return: Mon Feb 13 2017 Trip spans 4 days
American Airlines
American Airlines
SJU
10:52a
ORD
4:19p
5h 27m
nonstop
ORD
3:35a
SJU
8:05a
4h 30m
nonstop
Depart: Mon Dec 12 2016 Return: Tue Jan 10 2017 Trip spans 30 days
JetBlue
JetBlue
SJU
10:56p
ORD
9:45a
10h 49m
1 stop
ORD
2:00a
SJU
6:37a
4h 37m
nonstop
Depart: Tue Dec 6 2016 Return: Mon Dec 12 2016 Trip spans 7 days
Major Airline
Major Airline
SJU
12:00a
ORD
6:08a
6h 08m
nonstop
ORD
8:00a
SJU
10:08a
2h 08m
nonstop
Depart: Wed Jan 18 2017 Return: Fri Jan 20 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SJU
7:50a
ORD
7:57p
12h 07m
1 stop
ORD
2:58p
SJU
4:37a
13h 39m
1 stop
Depart: Mon Feb 6 2017 Return: Tue Feb 7 2017 Trip spans 2 days
United
United
SJU
9:45a
ORD
6:51p
9h 06m
1 stop
ORD
8:45a
SJU
6:10p
9h 25m
2 stops
Depart: Wed Feb 15 2017 Return: Mon Feb 20 2017 Trip spans 6 days
American Airlines
American Airlines
SJU
10:52a
ORD
4:19p
5h 27m
nonstop
ORD
3:40a
SJU
8:10a
4h 30m
nonstop
Depart: Sat Dec 3 2016 Return: Mon Jan 23 2017 Trip spans 52 days
JetBlue
JetBlue
SJU
2:55p
ORD
8:02p
5h 07m
nonstop
ORD
2:12a
SJU
12:29p
10h 17m
1 stop
Depart: Fri Jan 27 2017 Return: Thu Feb 2 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SJU
7:50a
ORD
7:57p
12h 07m
1 stop
ORD
12:15a
SJU
12:44p
12h 29m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

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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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

San Juan
$263
Destination

Chicago
$263
Airlines Airline reviews

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

Overall
8.6
Boarding
8.4
Crew
8.4
Comfort
8.5
Food
7.8
Entertainment
7.7