Learn to rollerskate and take advantage of the paved trail along the shore

Go see Sixteen Candles (the band) at Taste of Lincoln Ave.

Just do the same things again that you did in the first half. Twice the fun.

Air and water show. And probably go on a road trip the weekend of Lolla

Inb4 the inevitable smart ass says “nuh uh the meteorological summer started June 1!!”

Yeah, but OP did mention going back to school, so if you're qualifying that as summer break, fair.

literally, still in the first 1/3rd of summer...

Air and water show, if you’re in the city you’re going to experience it whether you like it or not so might as well try to enjoy it!

Movies in the Park at many neighborhood parks and also Gallagher Way by Wrigley

Concerts in Millennium Park

Go kayaking on the river (REI rents them down at Ping Tom Park, and then you could go to dim sum after in Chinatown!)

Broadway in Chicago hosts a free summer concert in august! highly recommend

Ginza Festival!! Midwest Buddhist Temple (Aug 10-12 I THINK). Check it out to be sure of the dates

I can't believe we are in the second half almost, but I am revitalized and ready to get after more fun things. Drop any fun street fests/ parties / parades / outdoor things or really anything I should do before I go back to college soon!!! TIA

What are some fun second half summer things to do?