San Juan (SJU) to Chicago (ORD) flight deal in economy from $159

Wednesday, August 26th, 2026

Outbound Flights

5h 5m·Nonstop
$159 USD
American Airlines
SJUAug 26 00:55
ORDAug 26 05:00
AA 3013Boeing 737
10h 58m·1 stop
$163 USD
American Airlines
SJUAug 26 07:03
PHLAug 26 11:07
AA 3157Boeing 737
4h 13m layover
American Airlines
PHLAug 26 15:20
ORDAug 26 17:01
AA 470Airbus A319
8h 12m·1 stop
$243 USD
American Airlines
SJUAug 26 07:03
PHLAug 26 11:07
AA 3157Boeing 737
1h 35m layover
American Airlines
PHLAug 26 12:42
ORDAug 26 14:15
AA 1854Boeing 737
7h 52m·1 stop
$243 USD
American Airlines
SJUAug 26 07:30
CLTAug 26 11:21
AA 3187Airbus A321
1h 45m layover
American Airlines
CLTAug 26 13:06
ORDAug 26 14:22
AA 2530Airbus A321neo
7h 57m·1 stop
$243 USD
American Airlines
SJUAug 26 14:33
PHLAug 26 18:38
AA 621Airbus A321neo
59m layover
American Airlines
PHLAug 26 19:37
ORDAug 26 21:30
AA 2054Airbus A319
7h 10m·1 stop
$243 USD
American Airlines
SJUAug 26 15:47
CLTAug 26 19:45
AA 783Airbus A321
46m layover
American Airlines
CLTAug 26 20:31
ORDAug 26 21:57
AA 815Boeing 737
8h 21m·1 stop
$471 USD
American Airlines
SJUAug 26 10:33
MIAAug 26 13:22
AA 2817Airbus A321
1h 50m layover
American Airlines
MIAAug 26 15:12
ORDAug 26 17:54
AA 835Boeing 737
7h 20m·1 stop
$471 USD
American Airlines
SJUAug 26 17:10
MIAAug 26 20:05
AA 967Boeing 737
41m layover
American Airlines
MIAAug 26 20:46
ORDAug 26 23:30
AA 2634Boeing 737