Utilizar el calendario en línea es una manera fácil de ver todos los vuelos directos desde San Juan a Chicago
91 vuelos en una semana
Los horarios de salida y llegada son locales (San Juan — Chicago)
| Salida | Llegada | Días de vuelo | Vuelo | Aerolíneas | Tiempo de vuelo | Aeropuertos | |
|---|---|---|---|---|---|---|---|
| 04:30 | 09:06 | vi | NK264 | Spirit Airlines | 5h 36m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 06:00 | 10:36 | do | NK264 | Spirit Airlines | 5h 36m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 06:35 | 10:58 | lu, ma, sá, do | NK264 | Spirit Airlines | 5h 23m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 06:50 | 11:06 | diario | NK2534 | Spirit Airlines | 5h 16m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 07:00 | 10:36 | mi | NK264 | Spirit Airlines | 5h 36m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 07:35 | 11:54 | ma, mi, ju, sá, do | UA2089 | United Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 07:45 | 11:55 | diario | UA2089 | United Airlines | 5h 10m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 08:35 | 11:54 | sá, do | UA2089 | United Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 12:00 | 15:12 | do | NetJets | 5h 12m | Luis Munoz Marin — Midway | Seleccionar fechas | |
| 12:55 | 17:25 | do | WN1578 | Southwest Airlines | 5h 30m | Luis Munoz Marin — Midway | Seleccionar fechas |
| 13:00 | 17:20 | sá | WN3933 | Southwest Airlines | 5h 20m | Luis Munoz Marin — Midway | Seleccionar fechas |
| 14:25 | 18:44 | sá | UA1045 | United Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 14:28 | 18:47 | sá | NK1878 | Spirit Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 14:50 | 19:10 | diario | AA1184 | American Airlines | 5h 20m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 15:00 | 19:15 | ma, mi, ju, vi, sá, do | AA1184 | American Airlines | 5h 15m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 15:00 | 20:57 | mi | American Airlines | 6h 57m | Luis Munoz Marin — O'Hare International | Seleccionar fechas | |
| 15:23 | 19:38 | mi, sá | AA1184 | American Airlines | 5h 15m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 15:52 | 20:11 | lu, ma, mi, ju, sá, do | UA2088 | United Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 15:56 | 20:12 | lu, ma, mi, ju, sá, do | UA2088 | United Airlines | 5h 16m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 15:56 | 20:15 | mi, ju, vi, sá, do | UA2088 | United Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 16:52 | 20:11 | diario | UA2088 | United Airlines | 5h 19m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 17:00 | 20:30 | mi | NetJets | 5h 30m | Luis Munoz Marin — O'Hare International | Seleccionar fechas | |
| 17:05 | 21:35 | sá | WN1578 | Southwest Airlines | 5h 30m | Luis Munoz Marin — Midway | Seleccionar fechas |
| 18:05 | 21:35 | sá | WN1578 | Southwest Airlines | 5h 30m | Luis Munoz Marin — Midway | Seleccionar fechas |
| 18:24 | 22:11 | ma | AA1184 | American Airlines | 4h 47m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 19:57 | 23:20 | ma, ju, do | NK173 | Spirit Airlines | 5h 23m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 20:31 | 23:55 | lu, mi, vi, sá | NK173 | Spirit Airlines | 5h 24m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |
| 21:26 | 00:51 | diario | NK173 | Spirit Airlines | 5h 25m | Luis Munoz Marin — O'Hare International | Seleccionar fechas |