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 Jan 25 2017 Return: Mon Mar 13 2017 Trip spans 47 days
Spirit Airlines
Spirit Airlines
SJU
3:44p
ORD
5:33a
13h 49m
1 stop
ORD
3:55p
SJU
10:28a
18h 33m
1 stop
Depart: Fri Feb 3 2017 Return: Mon Feb 6 2017 Trip spans 4 days
Major Airline
Major Airline
SJU
12:34a
ORD
3:16p
14h 42m
1 stop
ORD
9:12p
SJU
10:19a
13h 07m
1 stop
Depart: Tue Feb 7 2017 Return: Mon Feb 13 2017 Trip spans 7 days
JetBlue
JetBlue
SJU
12:09a
ORD
8:16p
20h 07m
1 stop
ORD
2:12a
SJU
3:20a
25h 08m
1 stop
Depart: Wed Mar 29 2017 Return: Thu Mar 30 2017 Trip spans 2 days
United
United
SJU
9:45a
ORD
5:10p
7h 25m
1 stop
ORD
3:34a
SJU
7:59a
4h 25m
nonstop
Depart: Fri Feb 17 2017 Return: Tue Feb 21 2017 Trip spans 5 days
American Airlines
American Airlines
SJU
10:57a
ORD
4:24p
5h 27m
nonstop
ORD
3:40a
SJU
8:10a
4h 30m
nonstop
Depart: Tue Apr 11 2017 Return: Wed Apr 19 2017 Trip spans 9 days
Delta
Delta
SJU
3:00a
ORD
1:08p
10h 08m
1 stop
ORD
9:30a
SJU
4:34p
7h 04m
1 stop
Depart: Thu Feb 2 2017 Return: Sun Feb 5 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: Wed Feb 1 2017 Return: Sun Feb 5 2017 Trip spans 5 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: Tue Mar 28 2017 Return: Sun Apr 2 2017 Trip spans 6 days
Major Airline
Major Airline
SJU
6:21a
ORD
4:10p
9h 49m
nonstop
ORD
11:00p
SJU
11:10a
12h 10m
nonstop
Depart: Wed Mar 1 2017 Return: Tue Mar 7 2017 Trip spans 7 days
JetBlue
JetBlue
SJU
10:21a
ORD
8:09p
9h 48m
1 stop
ORD
2:00a
SJU
10:27a
8h 27m
1 stop
Depart: Thu Mar 2 2017 Return: Wed Mar 8 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SJU
10:19a
ORD
5:37a
19h 18m
1 stop
ORD
2:55p
SJU
9:28a
18h 33m
1 stop
Depart: Fri Feb 10 2017 Return: Mon Feb 13 2017 Trip spans 4 days
JetBlue
JetBlue
SJU
10:34p
ORD
9:44a
11h 10m
1 stop
ORD
2:12a
SJU
3:20a
25h 08m
1 stop
Depart: Thu Feb 9 2017 Return: Sun Feb 12 2017 Trip spans 4 days
Major Airline
Major Airline
SJU
7:09p
ORD
3:16p
20h 07m
1 stop
ORD
9:12p
SJU
1:18p
16h 06m
1 stop
Depart: Mon Feb 6 2017 Return: Tue Feb 21 2017 Trip spans 16 days
Spirit Airlines
Spirit Airlines
SJU
3:44p
ORD
5:33a
13h 49m
1 stop
ORD
2:55p
SJU
9:28a
18h 33m
1 stop
Depart: Tue Feb 14 2017 Return: Mon Feb 20 2017 Trip spans 7 days
United
United
SJU
9:05p
ORD
7:04a
9h 59m
1 stop
ORD
2:35a
SJU
7:00a
4h 25m
nonstop
Depart: Wed Apr 26 2017 Return: Sun Apr 30 2017 Trip spans 5 days
American Airlines
American Airlines
SJU
10:44a
ORD
6:09p
7h 25m
1 stop
ORD
5:40a
SJU
10:14a
4h 34m
nonstop
Depart: Thu Jul 6 2017 Return: Thu Jul 13 2017 Trip spans 8 days
Delta
Delta
SJU
3:00a
ORD
11:25a
8h 25m
1 stop
ORD
2:00a
SJU
10:23a
8h 23m
1 stop
Depart: Wed Feb 22 2017 Return: Sun Feb 26 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SJU
10:19a
ORD
5:37a
19h 18m
1 stop
ORD
2:55p
SJU
9:28a
18h 33m
1 stop
Depart: Sat Feb 18 2017 Return: Mon Feb 20 2017 Trip spans 3 days
United
United
SJU
1:15a
ORD
6:20a
5h 05m
nonstop
ORD
2:35a
SJU
7:00a
4h 25m
nonstop
Depart: Thu Apr 27 2017 Return: Sun Apr 30 2017 Trip spans 4 days
American Airlines
American Airlines
SJU
12:05p
ORD
5:25p
5h 20m
nonstop
ORD
5:40a
SJU
10:14a
4h 34m
nonstop
* 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
$213
Destination

Chicago
$213
Airlines Airline reviews

34 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
8.3
Comfort
8.5
Food
7.5
Entertainment
7.7