Webster saw a welcome return to form at the 2014 World Championship by winning each of his first three games in deciding sets over Mensur Suljović (3–2), John Henderson (4–3 having survived three match darts) and Raymond van Barneveld 4–3 (winning the final six legs of the match without reply). He stated after the van Barneveld match that coming into the event his career was on the line as he was close to dropping out of the top 32, but by earning £25,000 for reaching the last eight his place was secured. Webster lost the first three sets of his quarter-final against Michael van Gerwen inside 20 minutes and was also 4–1 down. He then raised his game as the Dutchman's dropped off to win two sets in a row, but lost the next to see his run in the event end with a 5–3 defeat. Van Gerwen was also the victor when the two met in the fifth round of the UK Open, triumphing 9–4. He did not qualify for another major during the rest of the year. Webster and Burnett advanced to the quarter-finals of the World Cup of Darts, where their match against the Australian pairing of Simon Whitlock and Paul Nicholson went into a deciding doubles match which Wales lost 4–0. In November, Webster lost to Jay Foreman 4–2 in the Grand Slam of Darts Wild Card Qualifier which meant that he failed to play in the event for the first time.