Play the odds and bid on this package; that way, if you get drunk and pick a fight on Date #1, you have the opportunity to totally redeem yourself on Date #2! (We will not sponsor a third date under any circumstances; you can do this.)
Date #1: Go Bears Go! See them up close at Soldier Field. 4 tickets to a Chicago Bears game (section 112, row 2). Any game is available with the exception of the Packers and the home opener, because who do you think you are?
Date #2 Wine and Dine...$1,000 gift card to a Hogsalt restaurant, and the ability to make a reservation for 6 people at any Hogsalt restaurant. Have you ever tried to get a 6 person reservation at Bavette's or Armitage Ale House, it ain't easy.
Bears tickets and restaurant reservation do not need to be on the same day. A two-week notice needed to book the reservation.