On July 12, 2018, Oesterle was traded by the Blackhawks to the Arizona Coyotes along with the contract of Marián Hossa, Vinnie Hinostroza and a 2019 third-round pick, in exchange for Marcus Krüger, Jordan Maletta, Andrew Campbell, prospect MacKenzie Entwistle, and a 2019 fifth-round draft pick. This trade cleared up $8.5 million cap space for the Blackhawks.

On July 1, 2017, having left the Oilers as a free agent, Oesterle agreed to a two-year contract with the Chicago Blackhawks. In the 2017–18 season, on December 29, 2017, Oesterle scored his first NHL goal against Cam Talbot of his former team, the Edmonton Oilers. He remained on the Blackhawks roster for the entirety of the season, establishing himself in a third-pairing role and recording a career best 5 goals, 10 assists for 15 points in 55 games.

Following his breakout season with the Blackhawks in 2017-18, Oesterle was added to the United States roster to make his international debut at the 2018 IIHF World Championship in Denmark. Oesterle was the United States extra defenseman at the tournament and only appeared in one game, garnering one assist, in helping claim the bronze medal.

In his rookie professional season in 2014–15 season, Oesterle was initially re-assigned to AHL affiliate, the Oklahoma City Barons. He compiled 21 points in 49 games with the Barons before he received his first NHL recall on February 20, 2015. The following day he made his NHL debut with the Oilers in a game against the Anaheim Ducks.

Undrafted, Oesterle played collegiate hockey with the Western Michigan Broncos of the NCAA National Collegiate Hockey Conference Conference, from 2010 to 2014. On March 31, 2014, Oesterle was signed as a free agent to a two-year entry level contract with the Edmonton Oilers.

Jordan Oesterle (born June 25, 1992) is an American professional ice hockey defenseman. He currently plays under contract to the Arizona Coyotes of the National Hockey League (NHL).