Using the online timetable is an easy way to look at all the direct flights Chicago — San Juan
58 flights in a week
Departure and arrival times are local (Chicago and San Juan)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:40 | 12:21 | mon, fri, sat, sun | NK1481 | Spirit Airlines | 4h 41m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 05:40 | 12:22 | tue, wed | NK1481 | Spirit Airlines | 4h 42m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 05:45 | 12:26 | mon, fri, sat, sun | NK1481 | Spirit Airlines | 4h 41m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:00 | 14:36 | mon, fri | NK3031 | Spirit Airlines | 4h 36m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:05 | 14:45 | sat | WN104 | Southwest Airlines | 4h 40m | Chicago Midway International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:15 | 14:53 | mon, thu, fri, sat, sun | AA2865 | American Airlines | 4h 38m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:20 | 15:02 | mon, sat, sun | AA3276 | American Airlines | 4h 42m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:20 | 15:08 | fri, sat, sun | AA3276 | American Airlines | 4h 48m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:21 | 14:45 | tue | AA3074 | American Airlines | 4h 24m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:25 | 14:49 | mon, thu, fri, sat, sun | AA3074 | American Airlines | 4h 24m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:41 | 15:17 | mon, tue, fri, sun | NK3031 | Spirit Airlines | 4h 36m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:55 | 14:40 | wed, thu, fri, sat | UA1996 | United Express | 4h 45m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 08:55 | 15:40 | daily | UA1996 | United Express | 4h 45m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 14:20 | 19:59 | tue, wed | UA695 | United Express | 4h 39m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 14:20 | 21:00 | daily | UA695 | United Express | 4h 40m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 22:21 | 05:00 | wed, fri, sat | AA2571 | American Airlines | 4h 39m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |
| 22:25 | 05:00 | sun | AA2571 | American Airlines | 4h 35m | O'Hare International Airport — Luis Munoz Marin International Airport | Select dates |