Negotiating a great deal can be rewarding, but the less skilled may need William Shatner to lend a hand...oh no, when did you grow that goatee? This deal is terrible! Getting great ticket deals for the Good Shatner-less: ScoreBig.
From a team with decades of experience in the ticket game (NBA, NFL, Ticketmaster), SB's a members-only service that offers discounts as steep as 70% on thousands of live events, letting fans set their own price in an attempt to get the goods directly into their hands, so they can watch celebrities who'll subsequently attempt to do the same. Ticket options range from live theater and music events, to collegiate sports, to the Bulls & Blackhawks, with available seats rated on a scale of one to six stars, still a relatively small number compared to what Jay Cutler's looking at by halftime. Once you've settled on some seats, offer up what you're willing to spend, which you can determine based on provided info like retail price, and whether people who purchased similar seats scored a Big Deal (more than 10%), a Bigger Deal (25%-plus), or a 50%-or-more Biggest Deal, which hopefully is impressive enough your date lets you poker.
If your offer gets declined, you have 24 hours to make a new one at the same seat level, though sometimes they'll come at you with a limited-time counter-offer, bargaining tactics that'll keep your dreams from being Shatnered.