This summer that dream scenario is possible, as the Bears' quarterback and his fiancée host an 80s dance party at Joe's on Weed, 940 W. Weed St.
The event is being put on by the Jay Cutler Foundation, which focuses on helping underprivileged children and those suffering from diabetes.
The fundraiser will feature live music from 80s tribute band The Breakfast Club and a special performance by 80s star Billy Ocean.
Tickets for the July 18 party go on sale Tuesday, and are $85 for general admission and $250 for VIP admission.
Cutler and Cavallari made the tabloid pages last month when he dressed up as "Smokin' Jay Cutler" for his 80s-themed 30th birthday party.
He even sported a fake cigarette in a photo with his fiancée, bringing back memories of the Tumblr page "Smokin' Jay Cutler" that went viral last year.
Tickets for the fundraiser go on sale at 10 a.m. Sunday and are available online.