Two resinicolous calicioid fungi, Chaenothecopsis hendersonii and C. minganensis, are described as new to science and three calicioid fungi (Chaenothecopsis formosa, Cryptocalicium blascoi and Microcalicium loraasii) and one calicioid lichen (Calicium episcalaris) are reported as new to North America. In addition, Sphaerophorus tuckermanii is reported as new to eastern North America, Mycocalicium victoriae is reported for the first time in the northwestern United States, and Chaenotheca hygrophila, C. longispora, C. selvae, Chaenothecopsis irregularis, C. perforata, Mycocalicium fuscipes, Phaeocalicium compressulum and Stenocybe major are reported with enhanced North American ranges. Finally, we provide evidence that Microcalicium conversum is a synonym of M. disseminatum and Mycocalicium calicioides is a synonym of M. ravenelii.