Via Darjeeling is the story of a honeymooning couple Ankur (Kay Kay Menon) and Rimli (Sonali Kulkarni) who are very much in love. On the day of their departure from Darjeeling, Ankur disappears mysteriously leaving Rimli all alone frantically searching for him. Here enters the policeman Robin Dutt (Vinay Pathak) who tries to trace Ankur, but in vain. The story then moves onto a group of friends partying and having a good time, where Robin who is one of the guests narrates the story of Ankur and Rimli to his friends. How each one of them make their own interpretations as to what happened to Ankur makes the movie an interesting watch.

"The mystery returns to Calcutta one night...via Darjeeling."