The wings of many insects accumulate considerable wear and tear during their lifespan, and this irreversible structural damage can impose significant costs on insect flight performance and survivability. Wing wear in foraging bumblebees (and likely many other species) is caused by inadvertent, repeated collisions with vegetation during flight, suggesting the possibility that insect wings may display biomechanical adaptations to mitigate the damage associated with collisions. We used a novel experimental technique to artificially induce wing wear in bumblebees and yellowjacket wasps, closely related species with similar life histories but distinct wing morphologies. Wasps have a flexible resilin joint (the costal break) positioned distally along the leading edge of the wing, which allows the wing tip to crumple reversibly when it hits an obstacle, whereas bumblebees lack an analogous joint. Through experimental manipulation of its stiffness, we found that the costal break plays a critical role in mitigating collision damage in yellowjacket wings. However, bumblebee wings do not experience as much damage as would be expected based on their lack of a costal break, possibly due to differences in the spatial arrangement of supporting wing veins. Our results indicate that these two species utilize different wing design strategies for mitigating damage resulting from collisions. A simple inertial model of a flapping wing reveals the biomechanical constraints acting on the costal break, which may help explain its absence in bumblebee wings.