| Fri, 31 Oct | WN3803 | Nashville Intl (BNA) | Albany Intl (ALB) | 16:15 CDT | 19:40 EDT |  |  |  | 
| Fri, 31 Oct | WN3803 | Sarasota Bradenton Intl (SRQ) | Nashville Intl (BNA) | 14:45 EDT | 15:40 CDT |  |  |  | 
| Sun, 26 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 09:55 CDT | 12:55 EDT | N8655D (Boeing B738) | 10:31 CDT | 13:05 EDT | 
| Sat, 25 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 11:50 CDT | 14:50 EDT | N951WN (Boeing B737) | 12:36 CDT | 15:10 EDT | 
| Sun, 19 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 09:35 CDT | 12:35 EDT |  | 10:34 CDT | 13:05 EDT | 
| Sat, 18 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 11:50 CDT | 14:50 EDT | N278WN (Boeing B737) | 11:59 CDT | 14:50 EDT | 
| Sun, 12 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 09:55 CDT | 12:55 EDT |  | 10:22 CDT | 12:55 EDT | 
| Sat, 11 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 11:50 CDT | 14:50 EDT | N931WN (Boeing B737) | 12:01 CDT | 14:35 EDT | 
| Sun, 05 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 09:55 CDT | 12:55 EDT |  | 10:10 CDT | 12:41 EDT | 
| Sat, 04 Oct | WN3803 | Nashville Intl (BNA) | Southwest Florida Intl (RSW) | 11:50 CDT | 14:50 EDT | N436WN (Boeing B737) | 12:01 CDT | 14:32 EDT | 
| Wed, 01 Oct | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT |  |  |  | 
| Tue, 30 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT | N8711Q ( B38M) | 10:42 PDT | 16:19 CDT | 
| Mon, 29 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:12 PDT | 13:51 CDT | 
| Sun, 28 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 07:00 PDT | 13:05 CDT |  | 07:24 PDT | 13:16 CDT | 
| Sat, 27 Sep | WN3803 | Chicago Midway Intl (MDW) | Orlando Intl (MCO) | 15:40 CDT | 19:20 EDT | N255WN (Boeing B737) | 15:58 CDT | 19:06 EDT | 
| Sat, 27 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:35 PDT | 14:45 CDT | N255WN (Boeing B737) | 08:11 PDT | 14:45 CDT | 
| Fri, 26 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:04 PDT | 14:14 CDT | 
| Thu, 25 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:12 PDT | 14:12 CDT | 
| Wed, 24 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT |  | 10:38 PDT | 16:44 CDT | 
| Tue, 23 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT |  | 10:43 PDT | 16:39 CDT | 
| Mon, 22 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT | N8705Q ( B38M) | 08:02 PDT | 16:39 CDT | 
| Sun, 21 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 07:00 PDT | 13:05 CDT | N8319F (Boeing B738) | 06:43 PDT | 13:00 CDT | 
| Sat, 20 Sep | WN3803 | Chicago Midway Intl (MDW) | Orlando Intl (MCO) | 15:30 CDT | 19:10 EDT | N7847A (Boeing B737) | 15:55 CDT | 18:57 EDT | 
| Sat, 20 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:35 PDT | 14:45 CDT | N7847A (Boeing B737) | 08:36 PDT | 14:30 CDT | 
| Fri, 19 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT | N8697C (Boeing B738) | 08:01 PDT | 14:14 CDT | 
| Thu, 18 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT | N8682B (Boeing B738) | 08:05 PDT | 13:57 CDT | 
| Wed, 17 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT | N8608N (Boeing B738) | 10:50 PDT | 16:42 CDT | 
| Mon, 15 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:14 PDT | 14:03 CDT | 
| Sun, 14 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 07:00 PDT | 13:05 CDT |  | 07:00 PDT | 12:53 CDT | 
| Sat, 13 Sep | WN3803 | Chicago Midway Intl (MDW) | Orlando Intl (MCO) | 15:30 CDT | 19:10 EDT | N7702A (Boeing B737) | 15:54 CDT | 18:58 EDT | 
| Sat, 13 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:35 PDT | 14:45 CDT | N7702A (Boeing B737) | 08:36 PDT | 14:30 CDT | 
| Fri, 12 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:07 PDT | 14:06 CDT | 
| Thu, 11 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT | N8327A (Boeing B738) | 08:06 PDT | 13:54 CDT | 
| Wed, 10 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT | N8547V ( B738) | 10:47 PDT | 16:35 CDT | 
| Tue, 09 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT |  | 10:40 PDT | 16:34 CDT | 
| Mon, 08 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT | N8672F (Boeing B738) | 08:03 PDT | 13:52 CDT | 
| Sun, 07 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 07:00 PDT | 13:05 CDT |  | 07:02 PDT | 12:55 CDT | 
| Sat, 06 Sep | WN3803 | Chicago Midway Intl (MDW) | Orlando Intl (MCO) | 15:30 CDT | 19:10 EDT |  |  |  | 
| Sat, 06 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:35 PDT | 14:45 CDT | N279WN (Boeing B737) | 08:06 PDT | 17:46 CDT | 
| Fri, 05 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:14 PDT | 14:01 CDT | 
| Thu, 04 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT |  | 08:08 PDT | 14:01 CDT | 
| Wed, 03 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT |  |  |  | 
| Tue, 02 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 10:40 PDT | 16:50 CDT | N262WN (Boeing B737) | 11:10 PDT | 16:51 CDT | 
| Mon, 01 Sep | WN3803 | Norman Y Mineta San Jose Intl (SJC) | Chicago Midway Intl (MDW) | 08:00 PDT | 14:05 CDT | N8676A (Boeing B738) | 08:01 PDT | 13:49 CDT |