Systems and methods for providing an interactive user interface that displays anticipated weather conditions alongside a plurality of available trips between an origin and a destination are provided. An exemplary user interface can include a plurality of trip identifiers on a graph having an axis indicative of time. For example, the plurality of trip identifiers can respectively represent a plurality of available transit trips. For example, each trip identifier can provide an intuitive sense regarding the overall duration of the trip, a number of transfers or legs for each trip, time spent in each leg of the trip, a mode of transportation associated with each leg of each trip, and/or other information. The anticipated weather conditions associated with the trips can be presented alongside the plurality of trip identifiers.