Southend United U23's will kick off their 2019/20 Central League campaign with a home encounter against Forest Green Rovers.
Below are the full list of Central League fixtures for the 2019/20 season:
| Date | Match | Kick-Off Time | Home/Away |
| Tuesday 10th September 2019 | Southend United v Forest Green Rovers | 2pm | Home |
| Tuesday 15th October 2019 | Plymouth Argyle v Southend United | 2pm | Away |
| Tuesday 5th November 2019 | Southend United v Milton Keynes Dons | 2pm | Home |
| Tuesday 10th December 2019 | Peterborough United v Southend United | 2pm | Away |
| Tuesday 14th January 2020 | Milton Keynes Dons v Southend United | 2pm | Away |
| Tuesday 4th February 2020 | Milton Keynes Dons v Southend United | 2pm | Away |
| Tuesday 3rd March 2020 | Southend United v Bristol Rovers | 2pm | Home |
| Tuesday 24th March 2020 | Southend United v Peterborough United | 2pm | Home |