Prior to the battle, Charles had been attempting to link up with the Marquess of Montrose in Scotland following the Royalist defeat in the Battle of Naseby. Although his attempts to do so were unsuccessful, they were disruptive enough that the Committee of Both Kingdoms ordered Sydnam Poyntz to pursue the King with approximately 3,000 horse. After Charles was informed that Chester, his only remaining port, was under siege, he marched there with the intent of relieving the defenders, ordering 3,000 horse under the command of Marmaduke Langdale to camp outside the city while he and 600 others travelled into Chester itself on 23 September 1645. The intent was to attack the besieging Parliamentarians from both sides, Charles mistakenly believing that Poyntz had failed to follow them. In fact h