2019 At the Ugandan Cross Country Championships on 16 February in
Tororo, Kiplimo defeated
Joshua Cheptegei by placing first and second, respectively. In the men's senior race over 10 km, Kiplimo won by an 11-second lead over the 10,000 m world championship runner-up. At the
World Cross Country Championships in
Aarhus, Denmark, Kiplimo finished second in the senior men's race four seconds after
Joshua Cheptegei's winning time of 31:40. He won the gold medal in the teams ranking with Cheptegei from Uganda. Kiplimo did not run in the 10,000 metres at the
World Athletics Championships in
Doha because of an injury. On 31 December, Kiplimo ran the
Saint Silvester Road Race (15 km) in
São Paulo and was beaten by
Kibiwott Kandie at the finish line. Kandie won in 42:59, a new course record, with Kiplimo finishing in 43:00.
2020 On 8 September, Kiplimo won the 5000 m run in
Ostrava, Czech Republic in a time of 12:48.63 and improved his personal best of 13:13.64 set as a 16-year-old at the 2017
Prefontaine Classic.
Selemon Barega was the runner up with a time 12:49.08, while his personal best of 12:43.02 was the fifth-fastest ever at the time. On 17 September, Kiplimo won a
Diamond League 3000 m run in
Rome with a time of 7:26.64. Kiplimo won the
Half Marathon World Championship in a time of 58:49 on 17 October in
Gdynia, Poland. His time was a Ugandan record and championship record. On 6 December, he competed in the
Valencia Half Marathon against
Kibiwott Kandie,
Rhonex Kipruto, and
Alexander Mutiso. They all broke the previous world record of 58:01, set by
Geoffrey Kamworor in 2019. Kandie set the new world record time at 57:32. Kiplimo placed second in the race with a time of 57:37.
2021 On 21 March 2021, Kiplimo competed at the
Campaccio cross country race in
San Giorgio su Legnano, Italy. Despite falling during the ninth kilometer of the race, he won a 10 km in 29:07. Ethiopia's
Nibret Melak finished second, and Kiplimo's younger brother
Oscar Chelimo finished third. On 19 May, Kiplimo returned to the track racing 10,000 m at the 60th
Ostrava Golden Spike. He pulled away from Bahrain's
Birhanu Balew to win the race. Kiplimo finished in a personal best time of 26:33.93, which made him the seventh-fastest 10,000 m performer of all time and the second-fastest Ugandan in history over the distance behind world record holder
Joshua Cheptegei's 26:11.00. On 21 November 2021, Kiplimo set a half marathon world record at 57:31 in Lisbon. His record was broken by
Yomif Kejelcha, who ran a time of 57:30 at the
2024 Valencia Half Marathon.
2023 On 18 February, Kiplimo won the gold medal in the 10-kilometer race at the
World Cross Country Championships held in
Bathurst, Australia with a time of 29:17. Ethiopian
Berihu Aregawi finished second in 29:26 followed by
Joshua Cheptegei (29:37), world record holder for the 5000 m and 10,000 m, who had been defending his title from
Aarhus 2019.
2025 On 16 February, Kiplimo regained the world record in the half marathon, finishing the
Barcelona Half Marathon in 56 minutes and 42 seconds. On 5 February 2026, that record was stripped by World Athletics because it is suspected that the lead car of the race offered Kiplimo a "pacing advantage". Barcelona Half Marathon race direction later stated that they will appeal this decision. On 27 April, Kiplimo made his marathon debut at the 2025 London Marathon, finishing in second behind Sabastian Sawe with a time of 2:03:37, a Ugandan national record. On 12 October, Kiplimo won the 2025 Chicago Marathon, finishing in 2:02:23 and marking his first marathon win.
2026 On 8 March, Kiplimo returned to the EDP Lisbon Half Marathon and retook the half marathon world record at 57:20. On 26 April, Kiplimo ran the third-fastest marathon in history at the
2026 London Marathon, finishing in 2:00:28. The race also saw
Sabastian Sawe and
Yomif Kejelcha finish in 1:59:30 and 1:59:41, respectively, all three surpassing the previous world record of 2:00:35 set by Kelvin Kiptum. ==Achievements==