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On 30 August 2019, Pachuca announced Ulloa's departure to Rayo Vallecano via Twitter.

Ulloa scored his first goal for Brighton since 2014 on 17 February 2018, in a home 3–1 home defeat of Coventry City for the FA Cup. His first in the league came on 9 May, but in a 1–3 away loss against Manchester City; shortly after, having appeared in 12 competitive matches, he revealed he was hoping to earn a permanent move to the club.

On 10 August 2018, Ulloa joined Liga MX club Pachuca. His first goal for his new team, a header, opened the scoring in a 2–0 win over Celaya in the Copa MX.

Ulloa struggled to break into the first team following the signings of Islam Slimani and Ahmed Musa in 2016–17, prompting an enquiry from Swansea City. He did not start his first league match of the season until 2 January 2017, in a goalless draw against Middlesbrough, and late into that month he submitted a transfer request, which led to bids from Alavés and Sunderland; these were rejected, as well as a subsequent loan offer from Galatasaray, leading the player to express in a Twitter post that he felt "betrayed by Ranieri" and vowed not to play for Leicester again. A total of three bids from Sunderland, ranging from £3 million to £7.5 million, were rejected as Leicester were unwilling to sell him to a relegation rival.

On 24 August 2017, aged 31, Ulloa signed a new contract at Leicester, extending his stay with the club until June 2019. He struggled to break into the first team during the season, only playing a total of 19 minutes in the league in four substitute appearances; thus, on 29 January 2018, he completed a loan move to Brighton & Hove Albion for his second spell.

Under Claudio Ranieri, Ulloa played mostly second-fiddle to Shinji Okazaki and Jamie Vardy in 2015–16, but still managed to contribute with 29 games and six goals as Leicester won the first top-flight league title of their 132-year history, including one in the last minute of a 1–0 win over Norwich City at the King Power Stadium on 27 February 2016 which caused celebrations that led to a small earthquake registering on the Richter scale.

Ulloa was one of up to 20 top footballers named in the Panama Papers, a 2016 leak of offshore accounts. In 2008, while at San Lorenzo, he ceded his economic and image rights to Jump Drive Sports Rights LLC, registered in Washington in the name of two companies registered in Samoa. The director of the company at the time of the leak was on trial for fraud: it is alleged he took money due to Ulloa.

During January 2015, Ulloa scored in FA Cup victories over Newcastle United and Tottenham, helping the Foxes to reach the fifth round. On 18 April, he netted his first league goal of 2015 in a 2–0 win against Swansea City which saw Leicester move off the bottom of the table for the first time since November 2014. Two weeks later, he scored twice in a 3–0 success over Newcastle for his team's fifth win from six matches.

On 22 July 2014, Ulloa joined Leicester City on a four-year contract for a club record £8 million, being handed the number 23 shirt. He started on his Premier League debut at home to Everton on 16 August, and scored after 22 minutes as his team twice came from a goal down to secure a 2–2 draw. He found the net in his third appearance, against Arsenal on 31 August for another home draw (1–1), and scored the only goal of the match to help defeat Stoke City for the club's first win of the campaign.

On 21 September 2014, Ulloa contributed with a brace in a 5–3 home win over Manchester United. After nine games without a goal, he scored but in a 1–2 loss at Aston Villa.

In late 2014 Ulloa, whose grandfather was born in Chile, had an offer from Chile national team manager Jorge Sampaoli to become naturalized and represent them, but he declined it.

Ulloa moved to England in 2013, where he represented Brighton & Hove Albion and Leicester City. He won the Premier League with the latter, in the 2015–16 season.

On 16 January 2013, Ulloa transferred to Championship side Brighton & Hove Albion on a four-and-a-half-year deal, for an undisclosed fee believed to be around £2 million. He scored on his debut ten days later, in a 2–3 home loss against Arsenal in the FA Cup.

On 2 March 2013, Ulloa became the first ever player to score a hat-trick at Falmer Stadium, during Brighton's 4–1 win over Huddersfield Town. Two weeks later he scored twice against Crystal Palace in a 3–0 victory, also at home, contributing to his team's first home win in the M23 derby since 1988; manager Gus Poyet described him as "different class"; he continued his scoring run on the 30th, with his ninth goal in 12 matches coming in a 2–2 draw at Nottingham Forest.

On 27 April 2013, Ulloa scored the goal that confirmed Brighton's place in the Championship play-offs, heading the 88th-minute winner to secure a 2–1 success at Leeds United. The following season, on 3 May 2014 and again through a header, he netted in the last minute to once again send the club to the play-offs, helping to a comeback at Nottingham Forest and 2–1 win.

Ulloa was crowned the 2011–12 season's top scorer, but Almería failed to regain their top level status after finishing seventh.

On 13 September 2010, in only his second official match for the Andalusians, Ulloa scored in the last minute for a 2–2 La Liga home draw against Real Sociedad, after an individual effort. The following month, against the same opponent in the Copa del Rey's round-of-32 first leg, he netted twice in the last 20 minutes to help his team come back from 0–2 to win 3–2, in the Basque Country.

On 22 December 2010, again in the domestic cup, Ulloa scored three goals and assisted on another, as Almería beat Mallorca 4–3 in the first leg, winning 8–6 on aggregate. On 16 January 2011 he took his league tally to five, netting in a 1–1 home draw against Real Madrid after finishing a move from countryman Pablo Piatti.

Ulloa posted similar numbers in 2009–10, but Castellón were relegated after finishing 22nd and last. In late June 2010 he moved to another club in the country, Almería, signing a five-year contract.

Shortly after, Ulloa joined Arsenal de Sarandí. In the summer of 2008, after a brief stint with Olimpo, he moved to Spain to play for Segunda División's Castellón, being reunited with former CAI teammate – and compatriot – José Tabares. He scored 16 goals in his debut season, his team's best and sixth in the league.

After starting out with CAI, he joined San Lorenzo in 2005, going on to spend the better part of the following years in Spain with Castellón and Almería, competing in La Liga with the latter club and also being Segunda División top scorer in 2012.

Born in General Roca, Río Negro, Ulloa started his career in 2002, playing with Primera B Nacional side Comisión de Actividades Infantiles. In 2005 he moved to the Primera División, signing for San Lorenzo where he was part of the squad that won the 2007 Clausura.

José Leonardo Ulloa Fernández (locally [xoˈse leoˈnaɾðo uˈʎoa feɾˈnandes] ; born 26 July 1986) is an Argentine professional footballer who plays as a striker for Spanish club Rayo Vallecano.