Using the online timetable is an easy way to look at all the direct flights San Juan — Chicago
40 flights in a week
Departure and arrival times are local (San Juan and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:05 | 09:40 | mon, tue, wed, sun | AA1540 | American Airlines | 5h 35m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 06:33 | 10:05 | fri, sat | AA1555 | American Airlines | 5h 32m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 08:35 | 11:57 | daily | UA2089 | United Express | 5h 22m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 12:00 | 15:12 | sun | NetJets | 5h 12m | Luis Munoz Marin International Airport — Chicago Midway International Airport | Select dates | |
| 12:32 | 15:48 | sat | NK2208 | Spirit Airlines | 5h 16m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 13:22 | 16:37 | daily | NK2208 | Spirit Airlines | 5h 15m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 15:00 | 20:57 | wed | American Airlines | 6h 57m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates | |
| 15:00 | 18:20 | sat | WN2952 | Southwest Airlines | 5h 20m | Luis Munoz Marin International Airport — Chicago Midway International Airport | Select dates |
| 15:38 | 19:10 | sat | AA3276 | American Airlines | 5h 32m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 16:02 | 19:37 | wed | AA3276 | American Airlines | 5h 35m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 16:10 | 19:47 | thu | AA3276 | American Airlines | 5h 37m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 16:20 | 19:40 | sat | WN342 | Southwest Airlines | 5h 20m | Luis Munoz Marin International Airport — Chicago Midway International Airport | Select dates |
| 16:28 | 20:00 | mon, tue, fri, sun | AA3276 | American Airlines | 5h 32m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 16:52 | 20:20 | daily | UA2088 | United Express | 5h 28m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 17:00 | 20:30 | wed | NetJets | 5h 30m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |