FunQA is a challenging video question answering (QA) dataset specifically designed to evaluate and enhance the depth of video reasoning based on counter-intuitive and fun videos. Unlike most video QA benchmarks which focus on less surprising contexts, e.g., cooking or instructional videos, FunQA covers three previously unexplored types of surprising videos: 1) HumorQA, 2) CreativeQA, and 3) MagicQA. For each subset, we establish rigorous QA tasks designed to assess the model's capability in counter-intuitive timestamp localization, detailed video description, and reasoning around counter-intuitiveness. In total, the FunQA benchmark consists of 312K free-text QA pairs derived from 4.3K video clips, spanning a total of 24 video hours. Extensive experiments with existing VideoQA models reveal significant performance gaps for the FunQA videos across spatial-temporal reasoning, visual-centered reasoning, and free-text generation.