Ye sported an all black ensemble and a gold chain, while Thompson looked cool and casual in a white t-shirt and a black cap.
The NBA pro was taking in the night life of Magic City after his team — the Chicago Bulls — lost 99 to 112 against the Miami Heat on Monday, February 28.
Although it is unclear who the ladies were or if it was officially a double date, Thompson and Yeezy appeared to be enjoying their company, as they smiled and relaxed around the table for a late night bite to eat.
The billionaire rapper has seemingly been turning to Thompson amid his rocky divorce from estranged wife Kim Kardashian. As OK! previously reported, the power forward was one of the first people West called when he felt he was being edged out of daughter Chicago's 4th birthday party.
“I’m just putting this online because I need ya’ll support,” he vented to followers on Instagram Live in January. "I’ve called Kim, texted the nannies, I got on the phone with Tristan [Thompson], he said he’d ask Khloe [Kardashian]."
"Won’t nobody give me the address to my daughter’s birthday party right now, and that’s going to imprint in her mind that I wasn’t there for her," he insisted at the time.
Thompson is also battling relationship issues of his own, as his third baby mama, Maralee Nichols, continues to insist Thompson has not visited his newborn son since his birth in December. (It's safe to say the NBA pro is also at odds with Kardashian, given the fact he was apparently still dating the reality star when he hooked up with Nichols.)
"Tristan Thompson has done nothing to support his son." The personal trainer's rep, Harvey Englander, declared in a statement last month. "He has not made any attempt to meet their son nor has he provided any financial assistance."