The winner and a guest will enjoy an afternoon of skeet and trap shooting at Medinah Country Club's infamous Lodge. Accompanied by member Rob Waichulis.

Includes lunch at the club.

Scheduling restrictions may apply. The lodge is currently open October-March... Wednesday, Friday, Saturday, and Sunday from 12-5pm

Kick your day off with an emsculpt session at the Elysium Surgi Spa: home of Giuliana Rancic and Dr. Mick and keep up the glow at home with the Skinceutical body contour serum and lip balm (valued together at $650). Then head to the West Loop and restaurant hop at Proxi and Sepia for dinner and drinks ($200). End the night at the luxurious Langham hotel in the deluxe room with complimentary club access for two guests. ($1000)