Using the online timetable is an easy way to look at all the direct flights San Jose — Chicago
21 flights in a week
Departure and arrival times are local (San Jose and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:00 | 11:57 | tue | K9150 | Kalitta Charters | 3h 57m | Norman Y. Mineta San Jose International Airport — Chicago Executive Airport | Select dates |
| 06:30 | 12:40 | mon, thu, fri, sun | WN2077 | Southwest Airlines | 4h 10m | Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport | Select dates |
| 10:00 | 16:18 | mon | UA1485 | United Express | 4h 18m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 10:30 | 16:43 | mon | AA506 | American Airlines | 4h 13m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 10:35 | 16:45 | sat | WN2077 | Southwest Airlines | 4h 10m | Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport | Select dates |
| 10:50 | 17:03 | thu, fri | AA506 | American Airlines | 4h 13m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 12:25 | 18:30 | thu | WN2077 | Southwest Airlines | 4h 5m | Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport | Select dates |
| 14:25 | 20:39 | mon, thu | AA613 | American Airlines | 4h 14m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 16:20 | 22:38 | sat | UA2702 | United Express | 4h 18m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 17:40 | 23:58 | fri | UA1328 | United Express | 4h 18m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 17:41 | 23:59 | thu | UA1328 | United Express | 4h 18m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 22:30 | 04:48 | mon, tue, fri, sat, sun | UA1704 | United Express | 4h 18m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |