MIDSUMMER BASH: We're halfway to the EVE of the EVE, the annual Union Station bash the night before New Year's Eve, so Highsight is celebrating with a summer bash. The Midsummer EVE of the EVE goes down at The Plaza at Park Grill in Millennium Park. The upscale casual event features an open bar, heavy hors d'oeuvres, music, a silent auction and cash raffle with all proceeds benefiting HighSight's scholarship program. 5:30–9:30 pm, 55 North Michigan Ave, Tickets $65
FASHION BASH: AKIRA and Chicago Models will feature some of Chicago's top eligible bachelors and bachelorettes at "Summer Fling," a fashion event to help kick off summer at Ybar. Get there by 10 p.m. for an hour-long complimentary champagne and cocktail reception, beats by DJ Jem and the latest fashion from brands such as No Excess, Sebago and BB Dakota. 10 p.m., 224 West Ontario St, RSVP here, free before midnight
312 WEDNESDAYS: Longtime Chicago nightspot Excalibur kicks off 312 Wednesdays, an economical way to get through Hump Day. Grab $3 cocktails, $1 shots and $2 domestic beers and try to remember that there's still a couple of work days left in the week. Wii games will also be available, along with Beer Pong, Bagz, a live DJ, free pizza and a Build-Your-Own Nacho Bar. 7 p.m.-4 a.m., 632 North Dearborn St, NO COVER
