Sky Bet find this one tricky to weigh up with the home sides only marginal favourites at 8/5 and the draw relatively short at 9/4.
To coin a cliché, the Minstermen are draw specialists with six so far, including midweek at home to Luton.
Southend seem to have recovered somewhat from a sticky patch with back-to-back victories with Cheltenham their latest victims on the road by a 1-0 margin. Splitting the pair looks tough but Sky Bet’s 100/30 on a draw with both teams finding the net could well get a run for your money.
Conor Clifford scored on Tuesday, can he bag his second goal in a row as Blues look to make it three consecutive victories? The midfielder is 11/2 to score anytime.
Phil Brown’s men will also be looking to keep a third clean sheet in a row and they’re 21/10 to do just that.
Although the game at Bootham Crescent finished 0-0 last season, Luke Prosser notched a last gasp winner to overcome the Minstermen at Roots Hall in a 2-1 victory for Southend. Odds on Prosser to score anytime are at a decent 12/1.
Best Bet: Both teams to score and a draw at 100/30
Sky Bet are the title Sponsor of The Football League. This season, a £250,000 Sky Bet Transfer Fund will go to a Football League club to spend on players in the January 2015 transfer window.
Fans who bet with Sky Bet generate Transfer Fund Tokens and go into a random draw to win a £5,000 prize – and the £250,000 Sky Bet Transfer Fund for their Football League club.
To sign up, click here and follow the instructions.