Flights from Chicago to San Juan (Puerto Rico)

Tips and tricks to help you find cheap flights from Chicago to San Juan (Puerto Rico)

Favorite airline: United Airlines
The favorite airline for flights from Chicago to San Juan (Puerto Rico) is United Airlines.
United Airlines
9 %
American Airlines
8 %
Interjet
4 %
Stopover flights are the cheapest connection
Compared to flights with a stopover, direct flights are $110.00 more expensive on this route.
non stop flight
1 stop
2 stops
04h 53min
06h 56min
13h 25min
$268
$158
$466
The favorite connection is non-stop
31 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
04h 53min, from $268
31 %
1 stopover Fort Lauderdale-Hollywood International Airport, FL
06h 56min, from $158
22 %
1 stopover Orlando International Airport, FL
06h 50min, from $187
13 %
Flight information Chicago - San Juan (Puerto Rico)
Flight details Chicago - San Juan (Puerto Rico)
  • Flight duration: min. 04:30 / max. 07:00
  • Distance: 3318 km
  • Flights per week: 28
  • Return flight duration: min. 05:10 / max. 06:05