DYNAMIC ROUTE SAFETY SCORING

A transportation system for generating transportation recommendations may (1) receive a transportation request associated with a user; (2) identify, using the transportation request, a first location and a second location associated with the transportation request; (3) determine, using the first location and the second location, routes between the first location and the second location; (4) receive travel data associated with each of the plurality of the routes, the travel data including information indicating a current or predicted future travel condition along each of the routes; (5) generate, using historic transportation characteristics associated with the user and the travel data, a safety or other score for each route, the score indicating an estimated level of safety of traveling along the route; and/or (6) generate a user interface providing indicators associated with the scores of the routes.