Using the online timetable is an easy way to look at all the direct flights Chicago — San Jose
64 flights in a week
Departure and arrival times are local (Chicago and San Jose)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 07:45 | 10:15 | sat | WN3917 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 08:15 | 10:50 | fri | WN2346 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 08:25 | 11:00 | tue, wed | WN1454 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 08:40 | 11:15 | tue, wed | WN1964 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 09:00 | 11:55 | sat | UA1883 | United Airlines | 4h 55m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 09:08 | 12:03 | mon, tue, wed, thu, fri, sun | UA1883 | United Airlines | 4h 55m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 09:30 | 12:15 | mon, wed, thu, fri, sun | WN2125 | Southwest Airlines | 4h 45m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 09:45 | 12:35 | mon | WN209 | Southwest Airlines | 4h 50m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 10:25 | 12:55 | thu, fri | WN3917 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 13:30 | 16:00 | sun | WN4380 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 15:00 | 17:35 | fri | WN1454 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 15:20 | 18:00 | sun | WN1916 | Southwest Airlines | 4h 40m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 15:55 | 18:30 | mon, thu | WN1454 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 16:00 | 18:35 | tue, wed | WN786 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 16:25 | 18:55 | sat | WN4380 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 17:05 | 19:40 | tue, wed | WN1526 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 17:15 | 19:50 | tue, wed | WN4380 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 17:25 | 20:00 | sun | WN2022 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:20 | 22:00 | sat | WN1916 | Southwest Airlines | 4h 40m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:30 | 22:00 | thu, fri | WN4380 | Southwest Airlines | 4h 30m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:30 | 22:05 | tue | WN3917 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:45 | 22:46 | mon, fri, sun | UA739 | United Airlines | 5h 1m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:50 | 22:51 | thu, fri | UA739 | United Airlines | 5h 1m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:55 | 22:50 | daily | UA1744 | United Airlines | 4h 55m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:55 | 22:54 | thu, fri, sat, sun | UA739 | United Airlines | 4h 59m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:55 | 22:35 | thu, sat | UA1182 | United Airlines | 4h 40m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 19:59 | 22:39 | tue, thu, fri, sat, sun | UA1182 | United Airlines | 4h 40m | O'Hare International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 20:05 | 22:40 | thu, fri | WN3919 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |
| 20:15 | 22:50 | sat | WN3919 | Southwest Airlines | 4h 35m | Chicago Midway International Airport — Norman Y. Mineta San Jose International Airport | Select dates |