Rendezvous in Chicago is a 2018 American romantic comedy film written and directed by Michael Glover Smith.

[1] It is notable for containing a cameo by French actress Haydée Politoff (La Collectionneuse), her first screen appearance in 37 years.

[2] Rendezvous in Chicago is composed of three vignettes corresponding to the beginning, middle and end stages of a relationship: Paul, a charming young man, attempts to pick up Delaney, a bookish grad student, in an otherwise empty wine bar.

[3] According to an interview with PBS Wisconsin, Smith said the first idea he had for the film was its climactic fourth wall-breaking moment: "Whenever I watch movies, I always feel like I'm falling in love with somebody on screen...At a certain point, I wondered, 'Why does the person onscreen never fall back in love with me?

'...That sort of led naturally to the question, 'Well, if that were to happen, if the character onscreen were to start flirting with me as a viewer, what would that look like?