Bridwell began the 2016 season with the Norfolk Tides of the Triple–AInternational League. The Orioles promoted him to the major leagues on August 21.[9] He pitched in two games for Baltimore. In the second, he allowed a grand slam, and he was optioned to the minor leagues after the game.[3]
Los Angeles Angels
The Orioles traded Bridwell to the Los Angeles Angels for cash considerations on April 17, 2017.[3][10] He earned a spot in the Angels' starting rotation.[3] Bridwell got his first extended look in the majors, pitching in 21 games, 20 starts, 73 strikeouts in 121 innings.[11] He finished with a 10–3 record with a 3.64 ERA.[11] His nine straight road wins to begin a career was tied with the Brooklyn Dodgers' Clem Labine for second-longest such streak all-time, behind that of Whitey Ford.[12]
Bridwell did not pitch in most of the 2018 season due to right elbow inflammation.[13] He was 1–0 in 6+2⁄3 innings.[11] On November 20, 2018, he was designated for assignment.[14]
The New York Yankees claimed Bridwell off waivers on November 26, 2018.[15] The Yankees designated Bridwell for assignment on December 17.[16] Bridwell was re-claimed by the Angels on December 21.[17] He was once again designated for assignment on January 15, 2019.[18] On January 22, Bridwell was claimed off waivers by the Oakland Athletics. Bridwell was outrighted off the roster on January 25, and was released by the organization on April 6.
On April 9, 2019, Bridwell re–signed with the Angels on a minor league contract.[19] In 22 games (12 starts) for the Triple–A Salt Lake Bees, he compiled a 6–6 record and 8.12 ERA with 79 strikeouts over 88+2⁄3 innings pitched. Bridwell elected free agency following the season on November 4.[20]
Minnesota Twins
On January 28, 2020, Bridwell signed a minor league contract with the Minnesota Twins. Bridwell did not play in a game in 2020 due to the cancellation of the minor league season because of the COVID-19 pandemic.[21] He became a free agent on November 2.[22]