Spirit Airlines
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Puerto Rico
Luis Muñoz Marín International Airport
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United States
O'Hare International Airport
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Scan through all non-stop flights from San Juan to Chicago. The full flight schedule below gives an overview of all non-stop flights from SJU to ORD, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
In total there are 4 airlines operating nonstop flights from San Juan SJU to Chicago ORD. 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 SJU ORD flight schedule.
Flights from SJU to ORD are operated 30 times a week, with an average of 4 flights per day. Departure times vary between 00:59 - 19:04. The earliest flight departs at 00:59, the last flight departs at 19:04. 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 San Juan to Chicago takes 5 hours and 32 minutes. The flight distance between San Juan and Chicago is 2,072 miles (or 3,335 km).
There are 2 airports in Chicago: O'Hare International Airport (ORD) and Midway International Airport (MDW).
There are 30 flights per week flying from San Juan to Chicago (as of April 2026).
5 hours and 32 minutes is the average flight time from San Juan to Chicago.
The distance from San Juan to Chicago is 2,072 miles (3,335 kilometers).
American Airlines, Frontier Airlines, Spirit Airlines and United Airlines are flying nonstop from San Juan to Chicago.
Oneworld and Star Alliance are flying nonstop from San Juan to Chicago.
You can fly non-stop in Economy and Business Class.
Aircraft types that fly from San Juan to Chicago:
The earliest flight departs at 00:59 from San Juan and arrives at 05:04 at Chicago.
The latest flight departs at 19:04 from San Juan and arrives at 23:26 at Chicago.
2,072 miles (3,335 km) · 5h 32m
01:29
05:45
Spirit Airlines
NK 587
Spirit Airlines
Airbus A321neo
Y
W
J
F
07:40
11:53
United Airlines
Star Alliance
UA 2089
United Airlines
Airbus A321neo
Y
W
J
F
10:59
15:08
Spirit Airlines
NK 2208
Spirit Airlines
Airbus A320-100/200
Y
W
J
F
11:14
15:41
Spirit Airlines
NK 2208
Spirit Airlines
Airbus A318/319/320/321
Y
W
J
F
15:10
19:49
American Airlines
Oneworld
AA 2845
American Airlines
Airbus A321-100/200
Y
W
J
F
15:56
20:15
United Airlines
Star Alliance
UA 2088
United Airlines
Airbus A321neo
Y
W
J
F
16:34
20:49
Spirit Airlines
NK 2208
Spirit Airlines
Airbus A320-100/200
Y
W
J
F
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