Danny Whitaker scored twice from the penalty spot as Chesterfield squeezed past Southend to move five points clear at the top of League Two.
The visitors went ahead when Whitaker slotted home from the spot after Jack Hunt was brought down by Craig Easton.
Deane Smalley's neat finish doubled the lead before a 25-yard thunderbolt from Easton brought the hosts back into it.
The sides then exchanged penalties - Whitaker notching again and Barry Corr also keeping his cool for the Blues.
But Chesterfield held on to win and are now five points clear at the top of the division following's Wycombe defeat against Crewe.
The hosts, who drop to 17th spot, found themselves two down inside the first 20 minutes.
Whitaker confidently slotted home the opener from the spot before setting up Smalley, who finished well past goalkeeper Glenn Morris.
The Shrimpers improved after the interval and Easton's terrific effort looked to have got them back in to the game but just three minutes later Chesterfield's two-goal lead was restored.
Whitaker was brought down in the area by Ryan Hall and again the former Oldham man scored from the spot.
To their credit Southend continued to press, Matthew Patterson twice going close.
Corr's penalty, after he was pushed by Ian Breckin, set up a frenetic finish but the Spireites held on while Southend are now just seven points clear of the relegation zone.
Chesterfield manager John Sheridan told BBC Radio Sheffield: "I thought for 60 to 70 minutes it was a very good performance. Obviously from what we played last week to today was very pleasing.
"Luckily we got the game in a winning position but Southend came back and we hung on. In the end we deserved to win the game.
"I just like to freshen things up as I like to play differently and it worked today."
Southend United manager Paul Sturrock told BBC Essex: "Very disappointed, after the previous game I emphasised to the player about clearing their lines and two of the goals we lose again are slack clearances.
"You cannot give a quality side like Chesterfield a two goal lead, but we showed a bit of bite in the second-half.
"Two penalties today were criminal. Every home game we shoot ourselves in the foot and the players have not learnt their lessons."
Live text and stats
Saturday, 8 January 2011
Npower League Two
Home Team
Score
Away Team
Time
Southend
2-3
Chesterfield
FT
(HT 0-2)
Easton 58
Corr (pen) 83
Whitaker (pen) 12
Smalley 19
Whitaker (pen) 62
Southend
01 Morris
02 Clohessy
05 Coughlan
18 Herd
19 Comminges (Ferdinand 46)
23 Barker
07 Grant
08 Easton
12 Hall
09 Paterson (Sturrock 79)
10 Corr
Substitutes
24 Evans,
03 Gilbert,
15 Phillips,
31 Ferdinand,
17 Soares,
30 Woodyard,
21 Sturrock
Chesterfield
01 Lee yellow card
03 Robertson
06 Ford
16 Breckin
23 Hunt yellow card
07 Allott yellow card
10 Whitaker
11 Mattis yellow card
18 Morris (Niven 73)
22 Smalley (Bowery 90+4)
25 Talbot
Substitutes
26 Redmond,
04 Lowry,
08 Niven,
24 Clay,
14 Lester,
19 Boden,
21 Bowery
Ref: EastAtt: 5,021
SOUTHEND
CHESTERFIELD
Possession
Southend56%
Chesterfield44%
Attempts on target
Southend6
Chesterfield4
Attempts off target
Southend7
Chesterfield1
Corners
Southend9
Chesterfield2
Fouls
Southend7
Chesterfield14
Final Result
Full Time
90:00+5:32 The match has reached full-time.
90:00+4:23 Anthony Grant has an effort at goal from just inside the box that misses to the right of the goal.
90:00+3:56 Corner taken right-footed by Anthony Grant to the near post, Jack Hunt manages to make a clearance.
90:00+3:37 Substitution Jordan Bowery on for Deane Smalley.
90:00+2:52 Anthony Grant takes the inswinging corner, Mark Allott manages to make a clearance.
90:00+2:10 Shot from outside the penalty box by Anthony Grant goes wide right of the goal.
90:00+1:19 The ball is crossed by Blair Sturrock, clearance by Simon Ford. Anthony Grant is ruled offside. Tommy Lee takes the free kick.
89:40 The ball is swung over by Johnny Herd.
89:20 The offside flag is raised against Deane Smalley. Chris Barker takes the indirect free kick.
86:24 Booking Tommy Lee goes into the referee's book for time wasting.
85:33 The ball is sent over by Kane Ferdinand, save made by Tommy Lee.
84:53 Derek Niven challenges Anthony Grant unfairly and gives away a free kick. Craig Easton delivers the ball from the free kick
right-footed from left wing, save by Tommy Lee.
83:56 Anthony Grant challenges Jack Hunt unfairly and gives away a free kick. Tommy Lee restarts play with the free kick.
83:04 Ryan Hall produces a cross.
82:05 The ball is crossed by Sean Clohessy, Ian Breckin challenges Barry Corr unfairly and gives away a Penalty.
82:05 GOAL - Barry Corr:Southend 2 - 3 Chesterfield Barry Corr scores a penalty. Southend 2-3 Chesterfield.
80:43 Drew Talbot sends in a cross, Glenn Morris makes a save.
79:11 Ryan Hall takes a inswinging corner from the right by-line to the near post, save by Tommy Lee.
78:22 Substitution Blair Sturrock on for Matthew Paterson.
77:45 The ball is swung over by Matthew Paterson, Tommy Lee makes a save.
76:52 Corner taken left-footed by Ryan Hall from the left by-line, clearance by Danny Whitaker.
76:29 The ball is sent over by Sean Clohessy, Matthew Paterson takes a shot. Brilliant save by Tommy Lee.
75:37 Matthew Paterson takes a shot. Tommy Lee makes a save.
74:10 Matthew Paterson produces a drilled right-footed shot from deep inside the penalty box which goes wide of the right-hand upright.
72:51 Unfair challenge on Ian Breckin by Barry Corr results in a free kick. Free kick taken by Tommy Lee.
72:51 Substitution (Chesterfield) makes a substitution, with Derek Niven coming on for Ian Morris.
70:55 Corner taken right-footed by Danny Whitaker, Header on goal by Drew Talbot from inside the box goes harmlessly over the target.
70:17 Mark Allott challenges Ryan Hall unfairly and gives away a free kick. Free kick taken by Chris Barker.
70:17 Booking Mark Allott booked.
69:28 The assistant referee flags for offside against Barry Corr. Tommy Lee takes the indirect free kick.
68:13 Shot by Matthew Paterson from just outside the area goes over the net.
67:21 The ball is crossed by Ryan Hall. Ryan Hall takes a inswinging corner to the near post, Mark Allott makes a clearance.
66:14 Corner taken right-footed by Danny Whitaker from the left by-line to the near post, clearance made by Barry Corr.
66:06 A cross is delivered by Gregor Robertson, save made by Glenn Morris.
63:39 Foul by Dwayne Mattis on Ryan Hall, free kick awarded. Direct free kick taken by Chris Barker.
63:39 Booking Dwayne Mattis booked for unsporting behaviour.
61:45 Foul by Ryan Hall on Drew Talbot, Penalty awarded.
61:45 GOAL - Danny Whitaker:Southend 1 - 3 Chesterfield Danny Whitaker scores a penalty. Southend 1-3 Chesterfield.
60:16 Effort on goal by Danny Whitaker from 12 yards. Save by Glenn Morris.
59:39 The ball is delivered by Drew Talbot, clearance by Chris Barker. The ball is sent over by Drew Talbot, clearance by Graham
Coughlan.
58:46 The referee blows for offside. Tommy Lee restarts play with the free kick.
57:30 GOAL - Craig Easton:Southend 1 - 2 Chesterfield A goal is scored by Craig Easton from outside the penalty area to the top right corner of the goal. Southend 1-2 Chesterfield.
55:09 Ryan Hall produces a drilled right-footed shot from 20 yards.
54:23 Gregor Robertson produces a cross.
53:39 Craig Easton fouled by Dwayne Mattis, the ref awards a free kick. Chris Barker takes the direct free kick.
49:07 Craig Easton produces a cross, Anthony Grant takes a shot. Tommy Lee makes a save.
45:01 The second half has started.
45:01 Substitution Kane Ferdinand on for Miguel Comminges.
Half Time
45:00+2:09 The match has reached half-time.
45:00+1:14 Inswinging corner taken from the right by-line by Ryan Hall, brilliant save by Tommy Lee.
45:00+0:38 Free kick awarded for a foul by Dwayne Mattis on Craig Easton. Glenn Morris takes the direct free kick.
44:41 Shot from just outside the penalty area by Anthony Grant misses to the left of the target.
40:48 Jack Hunt produces a cross, Drew Talbot takes a shot. Save by Glenn Morris.
40:09 Free kick awarded for an unfair challenge on Drew Talbot by Miguel Comminges. Tommy Lee takes the free kick.
34:36 Drilled left-footed shot by Ryan Hall. Blocked by Simon Ford.
33:27 Foul by Ryan Hall on Mark Allott, free kick awarded. Ian Morris delivers the ball from the free kick left-footed from right
channel. The referee blows for offside against Dwayne Mattis. Glenn Morris takes the indirect free kick.
32:13 Miguel Comminges gives away a free kick for an unfair challenge on Dwayne Mattis. Tommy Lee restarts play with the free kick.
28:58 Miguel Comminges fouled by Gregor Robertson, the ref awards a free kick. The free kick is delivered left-footed by Ryan Hall
from right wing, save made by Tommy Lee.
24:03 Gregor Robertson concedes a free kick for a foul on Ryan Hall. Free kick taken by Graham Coughlan.
23:04 The referee penalises Danny Whitaker for handball. Ryan Hall crosses the ball from the free kick left-footed from right wing,
Tommy Lee makes a save.
22:07 Ryan Hall has a volleyed shot. Tommy Lee makes a save. Ryan Hall takes a outswinging corner from the left by-line played to
the near post, Gregor Robertson manages to make a clearance.
21:48 A cross is delivered by Ryan Hall, clearance by Gregor Robertson.
21:33 Dwayne Mattis challenges Anthony Grant unfairly and gives away a free kick. Free kick taken by Glenn Morris.
18:07 Assist on the goal came from Danny Whitaker.
18:07 GOAL - Deane Smalley:Southend 0 - 2 Chesterfield Deane Smalley gets on the score sheet with a goal from just inside the penalty area to the bottom right corner of the goal.
Southend 0-2 Chesterfield.
17:17 Jack Hunt gives away a free kick for an unfair challenge on Barry Corr. Anthony Grant crosses the ball from the free kick
right-footed from left wing, clearance made by Simon Ford.
17:17 Booking Jack Hunt goes into the referee's book for unsporting behaviour.
15:15 Sean Clohessy delivers the ball, clearance made by Jack Hunt.
14:15 Foul by Jack Hunt on Ryan Hall, free kick awarded. Free kick crossed left-footed by Ryan Hall, Dwayne Mattis makes a clearance.
12:49 Jack Hunt sends in a cross, Johnny Herd manages to make a clearance.
11:16 Jack Hunt fouled by Craig Easton, the ref awards a Penalty.
11:16 GOAL - Danny Whitaker:Southend 0 - 1 Chesterfield Danny Whitaker scores a penalty. Southend 0-1 Chesterfield.
6:45 Ryan Hall takes the inswinging corner, clearance made by Ian Morris.
6:17 Corner taken left-footed by Ryan Hall.
5:50 Deane Smalley challenges Anthony Grant unfairly and gives away a free kick. Chris Barker takes the free kick.
4:31 Foul by Deane Smalley on Chris Barker, free kick awarded. Free kick taken by Glenn Morris.
3:28 Barry Corr fouled by Mark Allott, the ref awards a free kick. Direct free kick taken by Craig Easton. Shot from long distance
by Ryan Hall goes wide of the left-hand post.
0:41 Dwayne Mattis takes a shot. Save by Glenn Morris.
0:00 The match has kicked off.
Live text and data provided by The Press Association.
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