Walsall vs Chesterfield Predictions

Walsall v Chesterfield predictions for Friday’s League Two play-off semi-final at Bescot Stadium. Walsall host Chesterfield in the League Two playoff semi-final second leg at the Poundland Bescot Stadium on Friday, with promotion to the third tier at stake. Continue reading below to see our tips.

League Two | May 16 2025 at 8pm UK at Poundland Bescot Stadium

Walsall vs Chesterfield Predictions

Walsall
Chesterfield
Can Chesterfield Pull Off a Stunning Comeback at Walsall in the League Two Playoff Semi-Final?
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  • Home Woes: Walsall have failed to win any of their last six home matches, drawing two and losing four – a worrying trend ahead of this clash.
  • Defensive Resilience: Walsall have kept three clean sheets in their last four matches, suggesting they have tightened up at the back just in time for the playoffs.
  • Away Struggles: Chesterfield have scored just two goals in their last four away games, a worrying sign as they attempt to overturn a two-goal deficit.

Best Bet for Walsall vs Chesterfield

Serbia to Win & Under 2.5 Goals
27/10 - odds when tipped
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Reasoning
Serbia are likely to win, but their attack lacks efficiency while Andorra defend stubbornly. The best value is on Serbia to win without blowing the roof off—under 2.5 goals included.

A tense night awaits at the Poundland Bescot Stadium as Walsall and Chesterfield square off in the decisive second leg of their League Two playoff semi-final this Friday. The Saddlers, who have stumbled their way into this position, hold a crucial two-goal advantage after a 2-0 first-leg triumph, but their recent form at home suggests this tie is far from over.

Matt Sadler’s Walsall side, despite being frontrunners for automatic promotion for much of the campaign, endured a spectacular collapse in the final stretch of the regular season, going 13 games without a win. Although they snapped that streak with back-to-back victories over Crewe Alexandra and Chesterfield, questions remain over their ability to hold their nerve in front of their own fans, having failed to win any of their last six home matches (D2, L4).

On the other hand, Chesterfield, managed by the ever-animated Paul Cook, have been one of the form sides in League Two over the past few months. The Spireites surged into the playoffs with a seven-game unbeaten run, and while their first-leg defeat was a blow, they showed enough attacking intent – hitting the bar through Ashley Palmer and forcing several smart saves from Tommy Simkin – to suggest they have the firepower to make a game of this. With Cook known for his fearless approach, expect Chesterfield to come out swinging as they look to overturn their two-goal deficit and secure a place in the final.

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Best Bet: Under 2.5 Goals

Here at BettingTips4You, we don’t believe in cluttering our readers’ minds with dozens of conflicting predictions. Instead, we focus on delivering a single, high-quality pick for each match – and for this pivotal encounter, our standout bet is for Walsall to progress with under 2.5 goals in the game.

The logic behind this choice is straightforward. While Walsall have struggled for consistency, they have rediscovered some defensive solidity in recent weeks, keeping three clean sheets in their last four matches. Chesterfield, for all their attacking flair, have found goals hard to come by on the road recently, netting just twice in their last four away trips. Given that five of Walsall’s last six matches have also seen fewer than 2.5 goals, a low-scoring, cagey affair seems likely, especially with so much riding on the outcome.

Moreover, the Saddlers know that simply avoiding a heavy defeat will be enough to book their place in the final, which means they are unlikely to take unnecessary risks, instead focusing on maintaining a solid defensive shape. Chesterfield, for their part, must balance the need to score with the risk of being caught out on the counter, a tricky task against a side that has shown it can shut up shop when required.

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“Walsall’s recent improvement at the back, coupled with Chesterfield’s struggles in front of goal on the road, makes this a strong pick for a low-scoring encounter.”BettingTips4You.com expert Herrin Kendrick


Correct Score Prediction

A 1-1 draw feels like a realistic outcome here. While Chesterfield should have enough attacking intent to breach the Walsall backline, the Saddlers’ recent defensive resilience and home advantage should be enough to see them over the line on aggregate.Chelsea feels like a plausible outcome here. The Blues have been capable of scoring freely at home, and with United’s porous backline likely to be stretched, a high-scoring affair seems on the cards.


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