Having waltzed to the League Two crown last season, Richie Wellens and his side are handed a difficult start, with three away trips in the first four games.
After visiting Charlton and then hosting Portsmouth, Orient will travel to face Wycombe and Blackpool in the space of a few days.
The festive schedule will see the O’s host Charlton on Boxing Day, having played Bolton away from home on December 23 to continue their first season in the third tier in almost a decade.
The first reunion with a fellow promoted side does not come until October 14, with a trip to Carlisle.
Were Orient to have anything riding on the final run towards the back end of the season, Wellens will have to navigate games against Derby, Fleetwood and Shrewsbury during the closing few weeks.
Here is a look at the fixtures in full.
Leyton Orient League One season 2023/24 fixtures in full
05/08/2023 15:00 Charlton Athletic (a)
12/08/2023 15:00 Portsmouth (h)
15/08/2023 19:45 Wycombe Wanderers (a)
19/08/2023 15:00 Blackpool (a)
26/08/2023 15:00 Cambridge United (h)
02/09/2023 15:00 Stevenage (h)
09/09/2023 15:00 Exeter City (a)
16/09/2023 15:00 Peterborough United (a
)23/09/2023 15:00 Shrewsbury Town (h)
30/09/2023 15:00 Fleetwood Town (a)
03/10/2023 19:45 Lincoln City (h)
07/10/2023 15:00 Reading (h)
14/10/2023 15:00 Carlisle United (a)
21/10/2023 15:00 Barnsley (h)
24/10/2023 19:45 Northampton Town (a)
28/10/2023 15:00 Burton Albion (a)
11/11/2023 15:00 Oxford United (h)
18/11/2023 15:00 Port Vale (a)
25/11/2023 15:00 Wigan Athletic (h)
28/11/2023 19:45 Bristol Rovers (a)
09/12/2023 15:00 Derby County (h)
16/12/2023 15:00 Cheltenham Town (a)
23/12/2023 15:00 Bolton Wanderers (a)
26/12/2023 15:00 Charlton Athletic (h)
29/12/2023 15:00 Wycombe Wanderers (h)
01/01/2024 15:00 Cambridge United (a)
06/01/2024 15:00 Blackpool (h)
13/01/2024 15:00 Portsmouth (a)
20/01/2024 15:00 Bolton Wanderers (h)
27/01/2024 15:00 Reading (a)
03/02/2024 15:00 Carlisle United (h)
10/02/2024 15:00 Barnsley (a)
13/02/2024 19:45 Northampton Town (h)
17/02/2024 15:00 Burton Albion (h)
24/02/2024 15:00 Oxford United (a)
02/03/2024 15:00 Bristol Rovers (h)
09/03/2024 15:00 Wigan Athletic (a)
12/03/2024 19:45 Port Vale (h)
16/03/2024 15:00 Stevenage (a)
23/03/2024 15:00 Exeter City (h)
29/03/2024 15:00 Lincoln City (a)
01/04/2024 15:00 Peterborough United (h)
06/04/2024 15:00 Cheltenham Town (h)
13/04/2024 15:00 Derby County (a)
20/04/2024 15:00 Fleetwood Town (h)
27/04/2024 15:00 Shrewsbury Town (a)