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 Jun 14 2017 Return: Mon Jun 19 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
BQN
11:16p
ORD
7:53a
8h 37m
1 stop
ORD
12:45p
BQN
8:59p
8h 14m
1 stop
Depart: Mon Jul 17 2017 Return: Tue Aug 1 2017 Trip spans 16 days
JetBlue
JetBlue
BQN
11:30p
ORD
7:42p
20h 12m
1 stop
ORD
3:00a
BQN
9:31p
18h 31m
1 stop
Depart: Sat Nov 4 2017 Return: Wed Nov 8 2017 Trip spans 5 days
Major Airline
Major Airline
BQN
8:24p
ORD
1:49a
6h 25m
1 stop
ORD
7:23a
BQN
3:24p
8h 01m
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: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
American Airlines
American Airlines
SJU
7:00a
ORD
4:20p
9h 20m
1 stop
ORD
9:45a
SJU
7:09p
9h 24m
2 stops
Depart: Tue Jul 11 2017 Return: Tue Aug 8 2017 Trip spans 29 days
Delta
Delta
SJU
11:25a
ORD
8:35p
9h 10m
1 stop
ORD
8:00a
SJU
5:05p
9h 05m
1 stop
Depart: Mon Oct 2 2017 Return: Tue Oct 3 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
SJU
10:10a
ORD
4:54p
6h 44m
1 stop
ORD
1:15a
SJU
8:08a
6h 53m
1 stop
Depart: Sun Nov 5 2017 Return: Wed Nov 8 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
BQN
12:24a
ORD
6:49a
7h 25m
1 stop
ORD
12:23p
BQN
8:24p
8h 01m
1 stop
Depart: Wed Sep 6 2017 Return: Fri Sep 22 2017 Trip spans 17 days
Major Airline
Major Airline
SJU
9:05p
ORD
4:56a
7h 51m
nonstop
ORD
10:45p
SJU
5:26a
6h 41m
nonstop
Depart: Sun Oct 1 2017 Return: Mon Oct 2 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: Sat Jun 10 2017 Return: Fri Jun 23 2017 Trip spans 14 days
United
United
SJU
9:17p
ORD
5:01a
7h 44m
1 stop
ORD
3:30p
SJU
8:15p
4h 45m
nonstop
Depart: Tue Oct 3 2017 Return: Wed Oct 11 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SJU
10:10a
ORD
4:54p
6h 44m
1 stop
ORD
1:23p
SJU
8:08a
18h 45m
1 stop
Depart: Fri Aug 11 2017 Return: Sat Aug 12 2017 Trip spans 2 days
American Airlines
American Airlines
SJU
12:49p
ORD
8:59p
8h 10m
1 stop
ORD
11:05a
SJU
7:09p
8h 04m
1 stop
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: Tue Jul 25 2017 Return: Tue Aug 8 2017 Trip spans 15 days
Delta
Delta
SJU
10:19a
ORD
7:20p
9h 01m
1 stop
ORD
10:20a
SJU
5:05p
6h 45m
1 stop
Depart: Wed Oct 4 2017 Return: Wed Oct 11 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
SJU
12:23p
ORD
8:55p
8h 32m
1 stop
ORD
1:23p
SJU
8:08a
18h 45m
1 stop
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: Sun Jun 11 2017 Return: Fri Jun 23 2017 Trip spans 13 days
Major Airline
Major Airline
SJU
6:22a
ORD
3:18p
8h 56m
3 stops
ORD
12:44a
SJU
9:14a
8h 30m
3 stops
Depart: Fri Aug 4 2017 Return: Wed Aug 9 2017 Trip spans 6 days
JetBlue
JetBlue
SJU
12:59p
ORD
7:42p
6h 43m
1 stop
ORD
3:00a
SJU
12:07p
9h 07m
1 stop
Depart: Wed Aug 9 2017 Return: Sun Aug 13 2017 Trip spans 5 days
American Airlines
American Airlines
SJU
12:49p
ORD
8:59p
8h 10m
1 stop
ORD
4:25a
SJU
9:09a
4h 44m
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

Aguadilla
$297
San Juan
$300
Destination

Chicago
$297
Airlines Airline reviews

42 travelers who booked a flight from Aguadilla to Chicago rated their chosen airlines with an average of 8.0.

Overall
8.4
Boarding
8.3
Crew
8.3
Comfort
8.2
Food
7.2
Entertainment
7.5