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On February 5, 2020, Guerra was claimed off outright waivers by the Philadelphia Phillies.

On January 16, 2018, Guerra signed a minor league deal with the Texas Rangers. He elected free agency on November 2, 2018.

On December 8, 2018, Guerra signed a minor league deal with the Milwaukee Brewers that included an invitation to spring training. He opened the 2019 season with the San Antonio Missions. On July 4, the Brewers selected his contract. On July 6, Guerra was designated for assignment. He elected free agency on October 1. On October 18, 2019, the Brewers signed Guerra to a one-year Major League contract. On January 30, 2020, Guerra was designated for assignment following the Brewers' signing of David Phelps.

Guerra signed a minor league deal with the Pittsburgh Pirates in November 2014. The Pirates promoted him to the major leagues on June 27, 2015. He was designated for assignment on July 31. The Cleveland Indians claimed Guerra off of waivers, but the claim was rescinded due to Guerra experiencing knee inflammation, and was placed on the Pirates' disabled list. The Pirates designated Guerra for assignment after the 2015 season, but signed him to a minor league contract with an invitation to 2016 spring training.

On December 10, 2015, Guerra was claimed in the Rule 5 draft by the Los Angeles Angels. He was designated for assignment on May 30, 2016, and outrighted to Triple-A on June 3. The next day, the Angels re-selected Guerra's contract, adding him to the 25-man roster. On February 10, 2017, Guerra was designated for assignment.

With the Fort Myers Miracle, he compiled a 7–2 record with a 4.83 earned run average in the first half of the 2008 season—helping his team capture the Florida State League (FSL) first-half West Division title. Guerra's first start in the second half of the 2008 season (Tuesday, July 1) was a 4–0 complete game shutout of the Tampa Yankees. He allowed only three hits, and retired 19 in a row between a first inning single by James Cooper and a one-out single by Andres Perez in the seventh. It marked the first shutout of Guerra’ professional career. For the second half, he went 4–7 with a 6.08 ERA in 13 starts.

Guerra competed for the Venezuelan national baseball team in the 2013 World Baseball Classic. He was hospitalized with a blood clot in his right shoulder in March 2013.

The Miracle again captured the first half division title in 2009, this time in the FSL's newly realigned Southern Division, and Guerra brought a no hitter into the eighth inning of a July 3 game against the Charlotte Stone Crabs. With one out, Christian López broke it up with a double down the left field line. Guerra was promoted to the New Britain Rock Cats immediately after this game (July 7). He was named FSL pitcher of the week for the week of June 29 through July 5. His combined record for Fort Myers and New Britain was 12–11 with a 4.89 ERA and 106 strikeouts.

On November 20, 2009, he was added to the Twins' 40-man roster. He began the 2010 season with New Britain, going 1–1 with a 3.07 ERA in five starts prior to being promoted to triple-A. During the 2012 season, the Twins converted Guerra into a relief pitcher. The Twins removed Guerra from their 40-man roster after the 2012 season.

Along with outfielder Carlos Gómez and pitchers Philip Humber and Kevin Mulvey, Guerra was traded to the Minnesota Twins for Johan Santana on January 29, 2008.

Guerra signed with the New York Mets as a non-drafted free agent on July 2, 2005. He was named South Atlantic League Pitcher of the Week on July 30, 2006. On July 8, 2007, Guerra represented the New York Mets' organization for the World Team in Major League Baseball's All-Star Futures Game.

Deolis Alexander Guerra (born April 17, 1989) is a Venezuelan professional baseball pitcher for the Philadelphia Phillies of Major League Baseball (MLB). He has previously played in MLB for the Milwaukee Brewers, Pittsburgh Pirates and Los Angeles Angels.