Cucuta Deportivo U20

There is some dispute regarding the founding year of Cúcuta Deportivo, but according to historian Alfredo Díaz, the club was founded on 10 September 1924 as Cúcuta Sports Club. The club's first games outside of Colombia were against a team composed of players representing Caracas, Venezuela on 23 November 1926. Two days later, on 25 November, the team played in La Guaira, Venezuela. Cúcuta Sports Club became the base of the Norte de Santander football team that took part in the first Colombian National Games (Juegos Deportivos Nacionales de Colombia) in 1928 in the city of Cali.

On 15 May 1949, the president of the Colombian football league invited the directors of Club Colpet, Chinaquillo, Guasimales, and Unión Frontera to strengthen Cúcuta Deportivo to compete in the new Colombian professional football league. To facilitate the economic reforms required to join the league, Hernando Lara Hernández bought 1,700 shares in the club in September of the same year.

Between September and November 1949, before beginning its first campaign in the Colombian league, Cúcuta played Huracán de Medellín, Universidad de Bogotá, Boca Juniors de Cali, and Atlético Bucaramanga. The latter of these, Atlético Bucaramanga, is Cúcuta's arch rival, and their games are called the clásico of Eastern Colombia.

In 1950, Cúcuta played in the professional league with a team consisting of 12 Uruguayan players.

During its first professional season, Cúcuta won its first game against the now-defunct Sporting de Barranquilla (2–1), and also defeated Atlético Bucaramanga (0–1) at Atlético's ground in the first clásico of Eastern Colombia. Luis Albert "the Martian" Miloc scored the game's only goal. Cúcuta finished the year in fifth place out of 16 teams. More Uruguayan players were brought in for the 1951–52 season, including Schubert Gambetta and Eusebio Tejera. Cúcuta finished the following year in third place out of 18 teams.

Between 1952 and 1953, the club found itself in its first economic crisis. Resolved not to be disbanded, the team's directors organized an exhibition tour in Central America. The team played in Costa Rica, El Salvador, and Guatemala and earned enough money to maintain its league status, which it succeeded in doing for two seasons. By 1954 the crisis had grown and the club was forced to exit the Colombian league for two years, returning in 1956. Cúcuta finished fourth in the league that year. Rolando Serrano, the earliest of the great local heroes, began his career at Cúcuta. Serrano later helped the Colombia national team qualify for the 1962 World Cup.

In 1964, Cúcuta turned in their second best season-long performance to date. Under the management of Marino Vargas Villalta, Cúcuta finished second in the Colombian league, a single point behind champions Millonarios.

In 1995, after finishing in 16th place in the league, Cúcuta was relegated to the second division, Categoría Primera B. One year later, however, the team won the second division title and returned to the top flight, only to be promptly relegated after finishing in last place. Despite finishing second in the Primera B in 1997 to Atlético Huila, Cúcuta failed to win promotion in the league's playoffs, and remained in the second division until 2005. That year they were finally crowned Primera B champions and returned to the top flight.

Under manager Jorge Luis Pinto, Cúcuta qualified to the finals against Deportes Tolima, which would be played over two legs. The first game in Cucuta on 17 December ended in a 1–0 victory for Cucuta, with Rodrigo Saraz scoring the only goal of the game. In the return leg in Ibagué three days later, Yulián Anchico opened the scoring for Tolima, but with twelve minutes remaining Macnelly Torres scored to tie the game at 1–1. This result meant Cúcuta won 2–1 on aggregate and were crowned champions of the 2006 Finalizacion.

With this title, Cucuta achieved qualification to the Copa Libertadores for the first time in history, and became the first team to win the top division title just one year after promotion.

Some of the key players in this championship were Blas Pérez, Roberto Bobadilla, Charles Castro, Macnelly Torres, Nelson Florez, Lincarlo Henry, and Róbinson Zapata.

Cúcuta were placed in Group 3 of the 2007 Copa Libertadores alongside Deportes Tolima, Grêmio from Brazil, and Cerro Porteño from Paraguay.

The team's first game was a home game against Tolima, a rematch of the 2006 finals, which ended 0–0. After that they traveled to Porto Alegre, Brazil to play Grêmio, another game which ended 0–0. For their third match they returned to Colombia to play Cerro Porteño in a match that ended 1–1. The match that followed was against Cerro Porteño at Estadio General Pablo Rojas in Asunción, which ended in a 2–1 loss for Cúcuta. The team rebounded, however, and defeated Grêmio 3–1 at home; for the final group stage match they visited Tolima in Ibagué and won 4–3 in a high-scoring match. This victory ensured their passage into the next round as the second-placed team in the group with 9 points, behind group winners Grêmio, who finished with 10 points.

Their second round matchup was against Mexican club Toluca. After going down 0–1 at home within two minutes, Cúcuta rebounded and won the first leg 5–1. Despite losing the second leg 2–0 in Toluca, Cúcuta advanced to the quarter-finals with a 5–3 victory on aggregate.

The quarter-finals pitted Cúcuta against Uruguayan side Nacional. The first leg was again played in Cúcuta, where the Colombian side won 2–0 through goals by Blas Pérez and Macnelly Torres. The second leg, played in Montevideo, ended in a 2–2 draw thanks to goals from Rubén Darío Bustos and Leonard Pajoy for Cúcuta. Qualification for the semi-finals was earned via this 4–2 aggregate victory.

In the semi-finals, Cúcuta played Argentine powerhouse Boca Juniors. The first leg, in Cúcuta, ended in a 3–1 victory for the Colombians, but in the second leg, at the famous La Bombonera stadium, Boca earned a 3–0 victory to defeat Cúcuta 4–3 on aggregate and advance to the finals, which they subsequently won against Grêmio.

On 22 November 2007, the club won several awards and recognitions from the Colombian branch of television network Fox Sports, due to its performance in the Copa Libertadores.^[]

The club was relegated to the Categoría Primera B in 2013, after losing the relegation play-off against Fortaleza, and that same year the club entered a business reorganization process under the auspices of the Superintendency of Companies of Colombia to renegotiate its debts with the Cúcuta Municipality and the city's Sports Institute.

For the 2015 season, Cúcuta (at the time playing in the second division) took part in a special tournament to promote two teams to Categoría Primera A, which was being expanded to 20 teams. They were placed in group A along with Atlético Bucaramanga, Deportes Quindío, and Real Cartagena, with the group winners earning promotion. The team beat Real Cartagena 3–0 and got another victory, this time 2–0 against Bucaramanga. These two victories allowed them to play against Quindío for a spot in the top tier. In that last match, Cúcuta only needed a draw to earn promotion because they had a better goal differential. The match ended in a 3–3 draw, allowing the Motilón team to return to Primera A. The team was only able to stay for that season, being relegated again at the end of the year after a poor campaign.

In the 2018 season, Cúcuta placed first in the aggregate table and reached the finals, where the club beat Unión Magdalena 3–0 on aggregate, thus achieving promotion to the Primera A for the 2019 season, where they managed to make it to the semi-finals of the Torneo Finalización, but ended in last place of their group.

On 29 November 2019, the Superintendency of Companies of Colombia announced the scheduling of a hearing of breaches on 20 January 2020, since the club had stopped its payments to the local authorities in 2018. In the hearing, postponed to 24 February by mutual agreement, the involved parties reached a payment agreement with the intervention of DIMAYOR president Jorge Enrique Vélez, however, the club continued to default. On 30 July 2020, the Colombian Ministry of Sports announced the suspension of Cúcuta Deportivo's sporting license (reconocimiento deportivo) on account of the club's repeated non-compliance in the payment of wages to its players. The suspension would be lifted once the club paid its debts, however, an appeal against the decision was lodged by the club. In September, with the return to activity of the Primera A tournament following the COVID-19 pandemic, Cúcuta moved its home games to the Estadio Centenario in Armenia.

On 11 November 2020, the Superintendency of Companies announced the start of the process of liquidation of the club, since it had still failed to meet its commitments to its creditors. The decision, as well as the suspension of the club's sporting license which had been upheld by the Ministry of Sports, forced the club to forfeit its final two matches of the season against América de Cali and Atlético Nacional, as well as their Copa Colombia match against Deportes Tolima, ending the first stage of the season in last place. It also prompted DIMAYOR to exclude the club from the following stage of the competition. Eventually, on 25 November 2020 DIMAYOR's General Assembly voted to disaffiliate the club from the entity, despite the Superintendency of Companies had granted it a four-month license to continue performing its activities.

Having been disaffiliated from DIMAYOR, Cúcuta Deportivo was unable to take part in professional competitions during the 2021 season and only played some friendlies against regional amateur teams. On 23 February 2022 a new business reorganization agreement was reached after a meeting between the club's liquidator and creditors, which included the local authorities of Cúcuta. After electing a new chairman and board, Cúcuta Deportivo was eventually reinstated as a DIMAYOR member on 20 April 2022 following a meeting of the entity's General Assembly, which also decided that the team would enter the Primera B tournament in spite of being in the top tier at the time of its exclusion.