The scene where Nick dances on their double date was filmed at Green Mill.
The Dilemma Filming Locations
The Dilemma was filmed in Chicago in the United States of America.
The scene where Ronny looks into proposing at the botanical gardens but finds Nick's wife with another man is filmed at the Garfield Park Conservatory..
The waterfront dining on the Chicago River in the opening scene takes place at Smith & Wollensky's
Blackhawk hockey scenes.