Cupid’s Undie Run
Time Out says
This annual tradition ordinarily challenges participants to jog a chilly mile through Wrigleyville in their skivvies—all in the name of raising money for neurofibromatosis research—before retiring to Slugger's for some scantily-clad drinking. The event is going virtual in 2021 in the name of social distancing, encouraging participants to take a run, bike or walk (yes, you can still do it in your undies) on their own time; once the run is finished, you'll be able to meet up online for live entertainment and drinking games. Cheers to that!