How things have changed in three years. It used to be that a Tiger Woods win on the PGA Tour was routine. But until Sunday's victory at the Arnold Palmer Invitational—and since that infamous car crash—he hadn't won on the tour since September 2009. He was in a major slump off the course, but apparently he wasn't too busy to—well, we won't go there this time. Instead, we'll mark his achievement by seeing how likely it is Chicago teams will end droughts of their own this season.
Last title: 1986
Outlook: If the past nine Super Bowl champs have shown us anything, it's that a great passing game goes a long way. Now that the Bears have a top-flight receiver to catch Jay Cutler's passes, they're one giant step closer to becoming the Monsters of the Midway again.
Odds: 21-1 (Jay Cutler's No. 6 plus Brandon Marshall's No. 15)
Last title: 2010
Outlook: OK, so calling this a "drought" is a stretch, but Hawks fans expect big things from a roster loaded with talent. No one would be shocked if they were drinking from the Stanley Cup again in a few months. Of course, that's assuming captain Jonathan Toews heals soon …
Last title: 1998
Outlook: Yes, pesky Miami owned the Bulls in the playoffs last season and likely will stand in the way again. However, home-court advantage and a healthy Rip Hamilton could be enough for the Bulls to knock off the Heat—and whomever emerges from the Western Conference.
Last title: 2005
Outlook: Given the uncertainty of the Sox's pitching staff, they'd probably need monster years from Adam Dunn and Alex Rios to find themselves in World Series contention. OK, go ahead and laugh; we can hardly blame you. But if it happens, we can't wait to hear Ozzie Guillen's reaction.
Last title: 1908
Outlook: We'd love to say Theo Epstein will instantly turn the North Siders into favorites to win the whole thing. Unfortunately, most of the pieces aren't in place, and Alfonso Soriano isn't getting any younger. "Next year" may be getting closer, but don't start holding your breath just yet.
Odds: 104-1 (See what we did there?)