American Airlines
Oneworld
Did you mean flights from San Juan to Chicago?
United States
O'Hare International Airport
Switch direction
Puerto Rico
Luis Muñoz Marín International Airport
Click to show full flight schedule
Scan through all non-stop flights from Chicago to San Juan. The full flight schedule below gives an overview of all non-stop flights from ORD to SJU, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
San Juan is a tropical destination known for its warm climate, with temperatures between 25°C and 30°C (77°F to 86°F) throughout the year. The area is characterized by high humidity and frequent rainfall.
Being located north of the equator, San Juan experiences its dry season from November to April, making this the perfect time to visit. In this period, you can expect mostly dry conditions, while the wet season will see days of rain. Humidity and temperatures are consistently high all year long.

In total there are 4 airlines operating nonstop flights from Chicago ORD to San Juan SJU. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their ORD SJU flight schedule.
Flights from ORD to SJU are operated 30 times a week, with an average of 4 flights per day. Departure times vary between 00:29 - 22:40. The earliest flight departs at 00:29, the last flight departs at 22:40. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
You can fly in Economy and Business Class. Premium Economy and First Class are not available on this route (at least not as a non-stop flight).
The fastest direct flight from Chicago to San Juan takes 4 hours and 42 minutes. The flight distance between Chicago and San Juan is 2,072 miles (or 3,335 km).
There are 2 airports in San Juan: Luis Muñoz Marín International Airport (SJU) and Fernando Luis Ribas Dominicci Airport (SIG).
There are 30 flights per week flying from Chicago to San Juan (as of April 2026).
4 hours and 42 minutes is the average flight time from Chicago to San Juan.
The distance from Chicago to San Juan is 2,072 miles (3,335 kilometers).
American Airlines, Frontier Airlines, Spirit Airlines and United Airlines are flying nonstop from Chicago to San Juan.
Oneworld and Star Alliance are flying nonstop from Chicago to San Juan.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from Chicago to San Juan:
The earliest flight departs at 00:29 from Chicago and arrives at 06:26 at San Juan.
The latest flight departs at 22:40 from Chicago and arrives at 05:19 at San Juan.
2,072 miles (3,335 km) · 4h 42m
08:32
14:20
American Airlines
Oneworld
AA 2845
American Airlines
Airbus A321-100/200
Y
W
J
F
08:49
14:44
United Airlines
Star Alliance
UA 1996
United Airlines
Airbus A321neo
Y
W
J
F
10:00
15:39
Spirit Airlines
NK 2205
Spirit Airlines
Airbus A320-100/200
Y
W
J
F
12:29
18:00
Spirit Airlines
NK 2205
Spirit Airlines
Airbus A318/319/320/321
Y
W
J
F
14:38
20:34
United Airlines
Star Alliance
UA 695
United Airlines
Airbus A321neo
Y
W
J
F
20:56
02:29
Spirit Airlines
NK 586
Spirit Airlines
Airbus A321neo
Y
W
J
F
Click to Check Prices