Using the online timetable is an easy way to look at all the direct flights Oakland — Chicago
35 flights in a week
Departure and arrival times are local (Oakland and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:10 | 11:15 | sat | WN199 | Southwest Airlines | 4h 5m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 05:25 | 11:30 | mon, tue, thu, sun | WN3808 | Southwest Airlines | 4h 5m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 05:50 | 11:55 | mon, tue, wed, thu, fri | WN1218 | Southwest Airlines | 4h 5m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 11:59 | tue, wed, thu | 5X2953 | UPS | 3h 34m | Metropolitan Oakland International Airport — Chicago Rockford International Airport | Select dates |
| 06:40 | 12:45 | sun | WN1218 | Southwest Airlines | 4h 5m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 09:05 | 15:15 | sat | WN2989 | Southwest Airlines | 4h 10m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 10:15 | 16:20 | sat | WN2363 | Southwest Airlines | 4h 5m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 11:00 | 17:05 | mon, tue, wed, thu | WN2363 | Southwest Airlines | 4h 5m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 13:30 | 19:30 | sat | WN174 | Southwest Airlines | 4h 0m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 13:35 | 19:35 | sun | WN4171 | Southwest Airlines | 4h 0m | Metropolitan Oakland International Airport — Chicago Midway International Airport | Select dates |
| 14:51 | 21:05 | thu | FX3877 | FedEx Feeder | 4h 14m | Metropolitan Oakland International Airport — O'Hare International Airport | Select dates |
| 15:04 | 21:05 | wed | FX3877 | FedEx Feeder | 4h 1m | Metropolitan Oakland International Airport — O'Hare International Airport | Select dates |
| 15:15 | 21:15 | tue | FX3877 | FedEx Feeder | 4h 0m | Metropolitan Oakland International Airport — O'Hare International Airport | Select dates |
| 19:25 | 01:02 | mon, tue, wed, thu, fri | 5X947 | UPS | 3h 37m | Metropolitan Oakland International Airport — Chicago Rockford International Airport | Select dates |
| 19:25 | 01:06 | thu | 5X947 | UPS | 3h 41m | Metropolitan Oakland International Airport — Chicago Rockford International Airport | Select dates |
| 19:25 | 00:57 | tue, wed, thu, fri | 5X947 | UPS | 3h 32m | Metropolitan Oakland International Airport — Chicago Rockford International Airport | Select dates |