Chicago

Though the joy of quaffing lots of cheap wine never diminishes, constantly hitting up the same BYO restaurant means getting bored with other aspects of the experience, which sometimes includes eating. See all possibilities for miserly drunkenness, with GoBYO.com.

GoBYO's a free, prodigiously interactive breakdown of 1,400+ area spots that allow patrons to haul in their own bottles, from Aria to Zed451. Search via resto name/address/zip and select a radius (.5 to 30 miles), then pare down results via 44 grub types (Italian, Thai, Steakhouse, Seafood...), five price points, and/or 40 hyper-specific features like “Private Parking Lot”, “Outdoor Seating”, “All-You-Can-Eat Days”, and “Dancing” (bring enough hooch, and everything's "Dancing"). GoBYO also lists hundreds of booze-licensed joints that allow BYO with restrictions (your bottle can't be on their menu, corkage fees, bottle size limit, etc) -- for $50, you actually could crack open some Mad Dog at Charlie Trotter's, but then you'd be stupid to read this.

For quick reference, GoBYO's developed a factor-intensive “Wine-Friendly Rating System”, expressed in a five wine-glass-scale -- the very number of glasses at which food truly becomes an afterthought.