Using the online timetable is an easy way to look at all the direct flights San Juan — Chicago
39 flights in a week
Departure and arrival times are local (San Juan and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 07:40 | 11:53 | daily | UA2089 | United Express | 5h 13m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 11:14 | 15:41 | mon, wed, fri, sat | NK2208 | Spirit Airlines | 5h 27m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 11:32 | 15:48 | tue, wed, sun | NK2208 | Spirit Airlines | 5h 16m | 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 | daily | NK2208 | Spirit Airlines | 5h 16m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 14:20 | 18:40 | sun | WN2536 | Southwest Airlines | 5h 20m | Luis Munoz Marin International Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 20:57 | wed | American Eagle | 6h 57m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates | |
| 15:00 | 19:39 | mon, wed, thu, fri, sat, sun | AA3276 | American Eagle | 5h 39m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 15:52 | 20:20 | daily | UA2088 | United Express | 5h 28m | Luis Munoz Marin International Airport — O'Hare International Airport | Select dates |
| 16:52 | 20:20 | sat | 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 |