Since then his biggest victories have been taking the cross-country mountain bike titles at the 2020 Summer Olympics, the 2022 European Championships, the 2023 World Championships, and the 2024 Summer Olympics, becoming only the second man to win back to back Olympic titles; in the cyclo-cross discipline, winning the 2022 Cyclo-cross World Championships, to back up world titles at Junior and Under-23 level, while on the road he has won the prestigious spring road classics, Strade Bianche in 2023 and the Amstel Gold Race in 2024.

In September, Pidcock took a road victory, winning the La Philippe Gilbert Juniors race by 21 seconds from his closest competitor.

In the race, Pidcock was able to work his way into the lead on the third of eight laps, and was able to create a gap to the rest of the field, eventually taking the gold medal by 14 seconds clear of France's Nicolas Guillemin.

[11][12] Thereafter in November, Pidcock was able to claim victories at the Grand Prix van Hasselt,[13] and the Bollekescross DVV Trophy event,[14] as well as a first podium finish in the UCI Junior Cyclo-cross World Cup, with a third in Zeven, Germany.

[15] Pidcock took his first win in the competition the following month in Namur, taking the victory around the city's citadel by almost a minute ahead of France's Antoine Benoist; he echoed previous celebrations of Peter Sagan and Mathieu van der Poel by wheelieing across the finish line.

[17] In the run up to the 2017 UCI Cyclo-cross World Championships, Pidcock won his first British National Junior Cyclo-cross Championships title in Bradford,[18] and won a second World Cup race in the Grand Prix Adrie van der Poel at Hoogerheide, leading teammate Ben Turner home in a 1–2 finish.

[23] Pidcock's teammates Dan Tulett and Ben Turner completed the top-three placings, for a British clean sweep of the podium.

[26] In May 2017, while riding for the PH Mas–Paul Milnes–Oldfield team, Pidcock became the first guesting rider to win an individual round of the Tour Series criterium competition, soloing to victory in Durham.

[29] In addition to his success in cyclo-cross, criteriums and road racing, in August he took honours on the track when he won the junior British National Scratch Championships.

[33] The following weekend, he took his first win for the team; on 21 October, he took victory in the under-23 race at the Niels Albert CX, held in Boom, as part of the Superprestige competition.

[36] In November, Pidcock took the silver medal in the under-23 race at the European Championships,[37] in Tábor, Czech Republic; Belgium's Eli Iserbyt out-sprinted him to the finish line in a two-up sprint but Pidcock raised his arm in protest,[38] claiming that Iserbyt had made an irregular sprint, boxing him in at the barriers.

[39] On 26 December 2017, Pidcock won his fourth World Cup race in as many starts, at the Grand Prix Eric De Vlaeminck held at Circuit Zolder.

[50] He made a successful transition to another discipline the following month, when he won the Under-23 British National Mountain Biking Championship in Cannock Chase with a sprint from a three-man group at the finish of the race.

[56] After racing in 2020 was interrupted by the COVID-19 pandemic, Pidcock returned to competition in August, making his debut in international mountain biking competition at the French Cup cross-country race at Alpe d'Huez, where he finished ninth, before competing at the Transmaurienne Vanoise, where he finished fourth overall, won three of the five stages and placed on the podium in the other two.

[6][68] Pidcock enjoyed a successful start with the team in the spring classics, finishing third in Kuurne–Brussels–Kuurne,[69] fifth in Strade Bianche,[70] and 15th at Milan–San Remo, where he attacked from the leading group on the descent of the Poggio.

[73] After the spring classics, Pidcock switched to mountain bike racing as part of his preparation for competing in the discipline at the 2020 Summer Olympics.

[81] Pidcock was outnumbered by the Belgian team at the front of the race, but rode away to take the win, posing as Superman across the finish line.

His best results were a podium finish in 2022 Dwars door Vlaanderen behind Benoot and van der Poel, after which he stated that he doesn't fully understand the cycling classics just yet.

[84] He also recorded a top 5 in Brabantse Pijl, where he had to stay back as his teammate Magnus Sheffield was up the road on a solo attack going for the win.

On stage 12, which was Bastille Day in France and included a mountain top finish on Alpe d'Huez, he joined the veteran four-time former Tour champion Chris Froome and bridged up to the breakaway.

[86][87] Into the third week his position in the overall standings became less important with two teammates ahead of him in Yates and Thomas, who rode stronger as the race progressed.

In July 2024, at the Paris Olympics, Pidcock was the favourite to win the cross-country mountain bike event despite withdrawing from Tour de France due to Covid 16 days earlier.

[94] It was anticipated that he would also race in Il Lombardia two days later, on 12 October, but he described on social media that he had been "deselected" from the Ineos Grenadiers line-up.