Black Ink Crew: Chicago - Season 5 (2019)

Charmaine takes the 9MAG crew to Vegas for a tattoo convention in an attempt to prove her worth to Ryan; when Van's apprentice shows up, everyone speculates on where she's going to be sleeping at night.

Junior is officially back at 9MAG and Charmaine hooks Ryan up with a celebrity client, Erica Mena. Bella reconnects with an old flame, and the gang gets together for a 9MAG Friendsgiving.

All of 9MAG reacts to what happened on Friendsgiving; Junior gets in touch with himself and his past; Don expands his horizons; Charmaine outs Lily as a racist.

Ryan gets an ominous call for a meeting from the building management to discuss the future of 9MAG; Lily uses her break from the shop to focus on her art.

When Ryan decides to treat the new 9Mag and old 9Mag to a team building trip in Miami, Charmaine questions her future with 9Mag and an emotional Ryan releases some pent-up anger towards the OGs.

Mandatory team bonding pays off as Charmaine and Lily put years of beef behind them but Charmaine also faces a heartbreaking decision.

Van defends himself and his artwork against a few unhappy clients causing legal trouble for Ryan. While Don and Ashley view houses at the top of their non-existent budget, a familiar face returns for a second chance at life and love at 9MAG.

Past and present members of the 9MAG crew attend the Chicago Tattoo Convention, where they dig up old conspiracy theories and drag old rivalries to the ground.

After showing no remorse for tarnishing the 9MAG brand at the Chicago Tattoo Convention, Van fires Lily. Charmaine goes back on her word forcing Neek to give her an ultimatum. Ryan and Phor fly to LA for an appearance on the Steve Harvey show.

Charmaine returns to 9MAG in hopes of getting her job back, Van takes his daughter on a college tour, and Don asks Ashley for another chance at a perfect wedding. A rumor started by an unlikely source gains legs quickly.

Neek plans to surprise Charmaine in South Carolina with a marriage proposal and invites the crew along for the event. A few unexpected guests and a history lesson force everyone to revisit the past and be grateful for the present.

Charmaine is busy with her engagement and attempting to squash the rumors about her hooking up with Van, and Ryan makes a difficult decision about the old 9MAG.