 Duckworth qualified for 2014 Wimbledon Championships and in round 1, lead Richard Gasquet 2 sets to 1, before ultimately losing in 5.In July, Duckworth competed in the Lexington Challenger where he defeated countrymen Jordan Thompson in round 2 and Thanasi Kokkinakis in the semi-final.He defeated Brit James Ward, 6–3, 6–4 in the final.