May is traditionally the month that Chicago comes alive in anticipation of the summer—a time when folks shake off the winter doldrums as the days get longer and warmer. The increase in activity is likely to be even more pronounced this year as more Chicagoans get vaccinated and return to reopened rooftop bars in Chicago or visit indoor attractions like the "Immersive Van Gogh" experience. We're still waiting to see if the traditional May street festivals and outdoor concerts make a comeback, but you can expect plenty of outdoor dining options and some great museum exhibitions. Start making plans with our May 2021 events calendar for Chicago.
RECOMMENDED: Our complete events calendar for Chicago in 2021