Find Cheap Flights from Puerto Rico 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 Puerto Rico to Chicago O'Hare International

(Round-trip)
Depart: Wed May 10 2017 Return: Sun May 14 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
SJU
12:24p
ORD
8:59p
8h 35m
1 stop
ORD
1:15a
SJU
8:05a
6h 50m
1 stop
Depart: Sat May 13 2017 Return: Tue May 16 2017 Trip spans 4 days
JetBlue
JetBlue
SJU
2:00a
ORD
1:53p
11h 53m
1 stop
ORD
2:19a
SJU
10:49a
8h 30m
1 stop
Depart: Thu Oct 5 2017 Return: Tue Oct 10 2017 Trip spans 6 days
Delta
Delta
SJU
3:25a
ORD
12:23p
8h 58m
1 stop
ORD
2:00a
SJU
9:52a
7h 52m
1 stop
Depart: Sat Oct 7 2017 Return: Sun Oct 8 2017 Trip spans 2 days
American Airlines
American Airlines
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
ORD
1:27a
SJU
8:23a
6h 56m
1 stop
Depart: Sun Jul 2 2017 Return: Sun Jul 9 2017 Trip spans 8 days
Major Airline
Major Airline
SJU
9:30p
ORD
10:19a
12h 49m
nonstop
ORD
11:00p
SJU
10:18a
11h 18m
nonstop
Depart: Mon Jun 12 2017 Return: Tue Jun 20 2017 Trip spans 9 days
United
United
SJU
10:25a
ORD
3:35p
5h 10m
nonstop
ORD
3:45a
SJU
8:30a
4h 45m
nonstop
Depart: Wed May 17 2017 Return: Tue May 23 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SJU
12:24p
ORD
8:59p
8h 35m
1 stop
ORD
1:15a
SJU
8:05a
6h 50m
1 stop
Depart: Thu May 11 2017 Return: Tue May 16 2017 Trip spans 6 days
JetBlue
JetBlue
SJU
10:22a
ORD
7:18p
8h 56m
1 stop
ORD
2:19a
SJU
10:49a
8h 30m
1 stop
Depart: Fri Sep 1 2017 Return: Mon Sep 4 2017 Trip spans 4 days
American Airlines
American Airlines
SJU
10:55a
ORD
3:57p
5h 02m
nonstop
ORD
5:05a
SJU
10:00a
4h 55m
nonstop
Depart: Thu May 18 2017 Return: Wed May 24 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
SJU
12:17p
ORD
8:59p
8h 42m
1 stop
ORD
1:15a
SJU
8:05a
6h 50m
1 stop
Depart: Tue Jul 4 2017 Return: Sun Jul 9 2017 Trip spans 6 days
Major Airline
Major Airline
SJU
9:30p
ORD
10:19a
12h 49m
1 stop
ORD
11:00p
SJU
8:07a
9h 07m
1 stop
Depart: Wed May 24 2017 Return: Thu Jun 1 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SJU
12:24p
ORD
8:59p
8h 35m
1 stop
ORD
1:15a
SJU
8:12a
6h 57m
1 stop
Depart: Fri May 12 2017 Return: Wed May 17 2017 Trip spans 6 days
American Airlines
American Airlines
SJU
12:15p
ORD
5:35p
5h 20m
nonstop
ORD
1:30a
SJU
10:36a
9h 06m
1 stop
Depart: Fri May 5 2017 Return: Tue May 9 2017 Trip spans 5 days
JetBlue
JetBlue
SJU
10:22a
ORD
7:18p
8h 56m
1 stop
ORD
2:19a
SJU
10:49a
8h 30m
1 stop
Depart: Sat Jun 10 2017 Return: Fri Jun 16 2017 Trip spans 7 days
United
United
SJU
9:10a
ORD
5:15p
8h 05m
1 stop
ORD
3:30p
SJU
8:15p
4h 45m
nonstop
Depart: Sun May 28 2017 Return: Mon Jun 5 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SJU
12:30p
ORD
8:57p
8h 27m
1 stop
ORD
1:15a
SJU
8:12a
6h 57m
1 stop
Depart: Fri Apr 28 2017 Return: Mon May 1 2017 Trip spans 4 days
Major Airline
Major Airline
SJU
1:00a
ORD
6:08a
5h 08m
nonstop
ORD
9:00a
SJU
12:08p
3h 08m
nonstop
Depart: Tue Aug 8 2017 Return: Fri Aug 25 2017 Trip spans 18 days
American Airlines
American Airlines
SJU
12:49p
ORD
8:59p
8h 10m
1 stop
ORD
5:05a
SJU
10:00a
4h 55m
nonstop
Depart: Thu Jun 1 2017 Return: Wed Jun 7 2017 Trip spans 7 days
JetBlue
JetBlue
SJU
9:00a
ORD
5:17p
8h 17m
1 stop
ORD
4:35a
SJU
2:02p
9h 27m
1 stop
Depart: Thu Jul 6 2017 Return: Fri Jul 14 2017 Trip spans 9 days
United
United
SJU
12:25p
ORD
8:08p
7h 43m
1 stop
ORD
3:30p
SJU
8:15p
4h 45m
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
$336
Destination

Chicago
$336
Airlines Airline reviews

42 travelers who booked a flight from San Juan to Chicago rated their chosen airlines with an average of 8.1.

Overall
8.5
Boarding
8.2
Crew
8.4
Comfort
8.3
Food
7.5
Entertainment
7.7