- 25 October 2025, Southend United vs Brackley Town FC, 2-0, Win
 - 18 October 2025, Morecambe vs Southend United, 0-3, Win
 - 04 October 2025, Southend United vs Aldershot Town FC, 3-0, Win
 - 30 September 2025, Boreham Wood FC vs Southend United, 1-1, Draw
 - 27 September 2025, Southend United vs Scunthorpe United, 0-2, Lose
 
- 20 April 2024, Chesterfield FC vs Maidenhead United, 3-2, Win
 - 15 April 2024, Gateshead FC vs Chesterfield FC, 2-1, Lose
 - 13 April 2024, Wealdstone FC vs Chesterfield FC, 1-0, Lose
 - 01 April 2024, Chesterfield FC vs Kidderminster Harriers FC, 1-3, Lose
 - 29 March 2024, York City FC vs Chesterfield FC, 2-1, Lose
 
The National League football match on November 18, 2023, between Southend United and Chesterfield FC ended with a stunning 2-1 victory for the home team. The statistical data gives us an insight into the performances of both sides, the strategic play, and the pivotal moments that led to the final result.
Southend United showcased their attacking flare in the latter half of the game, overcoming an initial deficit. Chesterfield FC took the lead in the first half with a goal at 00:26:46. However, their early advantage was swept aside by Southend United's second-half surge with two goals within a span of just over two minutes. These goals, scored at 01:01:19 and 01:03:34 respectively, changed the game's momentum and inevitably dictated the final scoreline.
While both teams appeared evenly matched in terms of their offensive aggressiveness, reflected by an equal number of offsides (2 each), the strategic utilization of corner kicks proved to be an important factor. Southend United executed five corner kicks, one less than Chesterfield FC's six. However, the home team's ability to convert set-piece opportunities into goals signifies their superior in-game execution.
Chesterfield FC's performance was marred by a yellow card received in the second half at 01:10:06, which resulted in a more defensive and cautious play for fear of losing a man to a red card. In contrast, Southend United maintained a disciplined strategy throughout, with zero yellow or red cards.
The match wasn't without a fair share of goalkeeping heroics, although the exact number of saves isn't provided. Considering that Southend United managed to keep Chesterfield FC at bay after their early strike, one can infer that the home team's goalkeeper played a pivotal role.
The most significant statistical factors that impacted the match outcome were the timing of Southend United's goals and their superior player discipline. Their late onslaught in the second half and the ability to manage the game without incurring any disciplinary infractions arguably led to their victory.
In conclusion, while both teams displayed comparable offensive capability with similar corner kicks and offsides, Southend United's second-half performance and discipline proved decisive. Their two rapid-fire goals exemplified a swift and effective counter-offensive, the importance of which was amplified by Chesterfield FC's reduced aggression following their yellow card.
Form Guide
| Win | 2-0 | Southend United vs Brackley Town FC | |
| Win | 0-3 | Morecambe vs Southend United | |
| Win | 3-0 | Southend United vs Aldershot Town FC | |
| Draw | 1-1 | Boreham Wood FC vs Southend United | |
| Lose | 0-2 | Southend United vs Scunthorpe United | 
- PLAYED
 - 5
 
- WINS
 - 3
 
- GOALS
 - 9:3
 
- GOALS / MATCH
 - 1.8
 
- Southend United has won three out of its last five matches with a goal difference of 9:3, scoring 1.8 goals average
 
| Win | 3-2 | Chesterfield FC vs Maidenhead United | |
| Lose | 2-1 | Gateshead FC vs Chesterfield FC | |
| Lose | 1-0 | Wealdstone FC vs Chesterfield FC | |
| Lose | 1-3 | Chesterfield FC vs Kidderminster Harriers FC | |
| Lose | 2-1 | York City FC vs Chesterfield FC | 
- PLAYED
 - 5
 
- WINS
 - 1
 
- GOALS
 - 6:10
 
- GOALS / MATCH
 - 1.2
 
- Chesterfield FC has won only one out of its last five matches with a goal difference of 6:10, scoring 1.2 goals average
 
Southend United H2H Chesterfield FC
| Away game | Southend United | 0 | 3 | Chesterfield FC | Home game | National League | |
| Home game | Southend United | 2 | 1 | Chesterfield FC | Away game | National League | |
| Home game | Southend United | 1 | 2 | Chesterfield FC | Away game | National League | |
| Away game | Southend United | 2 | 3 | Chesterfield FC | Home game | National League | |
| Away game | Southend United | 2 | 2 | Chesterfield FC | Home game | National League | 
- PLAYED
 - 5
 
- WINS
 - 1
 
- GOALS
 - 7:11
 
- GOALS / MATCH
 - 1.40
 
- Southend United lost three times in head-to-head matches
 - Teams played five times head-to-head in the current season with the goals score 7:11; average goals per match – 1.40
 
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