Tracheal collapse is a common disease in small, middle-aged dogs, and imaging tools are essential for its diagnosis. Radiography and fluoroscopy are the main diagnostic modalities used, but their agreement in different regions is not well documented. In this study, the agreement between thoracic radiography and fluoroscopy in tracheal collapse was investigated in 29 dogs. The results showed that radiography detected a lower degree of collapsing trachea compared to fluoroscopy at the carina region (p < 0.001). However, there was no significant difference observed between the degree of collapsing trachea detected by radiography and fluoroscopy at the cervical, thoracic inlet, and intra-thoracic regions (p = 0.780, 0.537, and 0.213, respectively). The kappa statistic indicated a slight agreement at the cervical region at a 16.4% cut-off (κ = 0.20), while the other regions showed a non-agreement. In conclusion, although radiography is useful for screening, fluoroscopy was able to detect the degree of the collapsing trachea greater than radiography in the carina region. Additionally, if a collapse in the cervical region is detected by radiography, it is prone to have a positive relationship with fluoroscopy as well.