Find Cheap Flights from San Juan to Chicago (PR1 - CHI)

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

(Round-trip)
Depart: Thu Nov 23 2017 Return: Thu Dec 7 2017 Trip spans 15 days
Multiple Airlines
Multiple Airlines
SJU
ORD
7h 48m
1 stop
ORD
SJU
7h 34m
1 stop
Depart: Wed Nov 29 2017 Return: Tue Dec 12 2017 Trip spans 14 days
Spirit Airlines
Spirit Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
6h 56m
1 stop
Depart: Mon Oct 23 2017 Return: Fri Oct 27 2017 Trip spans 5 days
American Airlines
American Airlines
SJU
ORD
6h 53m
1 stop
ORD
SJU
4h 42m
nonstop
Depart: Fri Jan 26 2018 Return: Tue Jan 30 2018 Trip spans 5 days
JetBlue
JetBlue
SJU
ORD
10h 41m
1 stop
ORD
SJU
7h 26m
1 stop
Depart: Tue Nov 14 2017 Return: Wed Nov 22 2017 Trip spans 9 days
Major Airline
Major Airline
SJU
ORD
18h 46m
1 stop
ORD
SJU
14h 41m
1 stop
Depart: Thu Nov 9 2017 Return: Thu Nov 16 2017 Trip spans 8 days
Delta
Delta
SJU
MDW
8h 05m
1 stop
MDW
SJU
6h 28m
1 stop
Depart: Wed Nov 22 2017 Return: Mon Nov 27 2017 Trip spans 6 days
United
United
SJU
ORD
5h 10m
nonstop
ORD
SJU
14h 58m
1 stop
Depart: Mon Nov 20 2017 Return: Sat Nov 25 2017 Trip spans 6 days
Frontier
Frontier
SJU
ORD
18h 46m
1 stop
ORD
SJU
14h 41m
1 stop
Depart: Wed Nov 29 2017 Return: Thu Dec 7 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
6h 56m
1 stop
Depart: Wed Oct 25 2017 Return: Sat Oct 28 2017 Trip spans 4 days
American Airlines
American Airlines
SJU
ORD
9h 20m
1 stop
ORD
SJU
4h 42m
nonstop
Depart: Thu Dec 7 2017 Return: Sun Dec 10 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
18h 28m
1 stop
Depart: Thu Dec 7 2017 Return: Mon Dec 11 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
12h 34m
1 stop
Depart: Thu Feb 1 2018 Return: Thu Feb 22 2018 Trip spans 22 days
JetBlue
JetBlue
SJU
ORD
10h 41m
1 stop
ORD
SJU
6h 44m
1 stop
Depart: Thu Nov 16 2017 Return: Tue Nov 28 2017 Trip spans 13 days
Spirit Airlines
Spirit Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
6h 56m
1 stop
Depart: Thu Jan 11 2018 Return: Sun Jan 14 2018 Trip spans 4 days
Multiple Airlines
Multiple Airlines
SJU
ORD
8h 13m
1 stop
ORD
SJU
7h 17m
1 stop
Depart: Tue Dec 12 2017 Return: Thu Dec 14 2017 Trip spans 3 days
Spirit Airlines
Spirit Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
6h 56m
1 stop
Depart: Thu Feb 1 2018 Return: Mon Feb 5 2018 Trip spans 5 days
Multiple Airlines
Multiple Airlines
SJU
ORD
8h 13m
1 stop
ORD
SJU
11h 29m
1 stop
Depart: Thu Nov 23 2017 Return: Thu Dec 7 2017 Trip spans 15 days
Delta
Delta
SJU
MDW
8h 50m
1 stop
MDW
SJU
7h 50m
1 stop
Depart: Fri Nov 17 2017 Return: Mon Nov 27 2017 Trip spans 11 days
United
United
SJU
ORD
5h 10m
nonstop
ORD
SJU
14h 58m
1 stop
Depart: Fri Nov 17 2017 Return: Wed Nov 29 2017 Trip spans 13 days
Spirit Airlines
Spirit Airlines
SJU
ORD
8h 28m
1 stop
ORD
SJU
17h 52m
1 stop
* 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
$217
Destination

Chicago
only $217
only $382
Airlines Airline reviews

59 travelers who booked a flight from San Juan to Chicago rated their chosen airlines with an average of 7.8.

Overall
8.2
Boarding
8.1
Crew
8.3
Comfort
8.0
Food
7.3
Entertainment
7.2