Using the online timetable is an easy way to look at all the direct flights San Jose — Chicago
16 flights in a week
Departure and arrival times are local (San Jose and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:30 | 12:50 | daily | UA356 | United Airlines | 4h 20m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 06:30 | 12:40 | mon, tue, wed, thu, fri, sun | WN3730 | Southwest Airlines | 4h 10m | Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 12:52 | sat | UA356 | United Airlines | 4h 22m | Norman Y. Mineta San Jose International Airport — O'Hare International Airport | Select dates |
| 08:00 | 14:05 | sat | WN3730 | Southwest Airlines | 4h 5m | Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport | Select dates |
| 09:05 | 15:10 | sat | WN3730 | Southwest Airlines | 4h 5m | Norman Y. Mineta San Jose International Airport — Chicago Midway International Airport | Select dates |