http://chicago.citysearch.com/roundup/42480 Here's a sad reality: People cheat. Regularly. But all that two-timing takes planning, not the least of which is where to romance the targets of all those affairs. Turns out Chicago is stocked with bars, restaurants, clubs and hotels known for having conveniently unobtrusive environments, safe access and unnecessarily strong drinks. en Copyright 2007 Wed, 24 Oct 2007 01:15:07 -0700 http://images.citysearch.com/roundup/0b/ed/42480r1.jpg http://chicago.citysearch.com/roundup/42480 Citysearch Editors, Los Angeles Streeterville—which empties out after 6pm—is a terrific neighborhood in which to conduct an affair. There are very few street-level shops or restaurants and the foot traffic is limited to older locals hurrying home. This old-school French place is hidden in a residential building. It’s also dark—really dark. Here’s a test: Have you heard of it? Well, have you? Nope—didn’t think so. Exactly. Chicago, IL http://chicago.citysearch.com/profile/41280662/chicago_il/le_petit_paris.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles Sure, two-timers run the risk of being spotted by people at McFadden’s and Bella while entering or exiting this tiny piano bar. But let’s be honest—those folks are pretty toasted at 1am on a Saturday. Actually, that’s probably the motivation for cheaters at this place—the drinks are strong and the crowd throws them back. There’s no way a witness’ bleary-eyed testimony would stand up following a bender here. Chicago, IL http://chicago.citysearch.com/profile/3663812/chicago_il/the_zebra_lounge_piano_bar.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles This most questionable of questionable hotels is a frank study in the economics of cheating. Rooms for the night are cheap. Rooms for an hour or two, cheaper still. There is no room service; there is no real service to speak of, other than a desk attendant who will take your cash—because of, you know, credit card records. Chicago, IL http://chicago.citysearch.com/profile/35248085/chicago_il/tokyo_hotel.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles Streeterville again, but this time the scene is a shady bar up a narrow staircase. This place is typically considered a gay hang—one of the few in the neighborhood—but a smattering of shifty-eyed singles and couples would suggest it’s also a popular rendezvous spot—gay or straight. Chicago, IL http://chicago.citysearch.com/profile/3668420/chicago_il/second_story_bar.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles This might be for cheaters-light. It feels very illicit, what with the entrance in an alley and the absinthe reference and all, but it’s kind of tame really. That said, there are plenty of people on “dates” here. We bet there would be a few menu-shields going up if cameras started flashing. Chicago, IL http://chicago.citysearch.com/profile/3692929/chicago_il/cafe_absinthe.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles Hey, even hipsters stray. And what a place to be untrue. Cheap beer and hokey décor helps, but the open-minded crowd is what really makes this Ukrainian Village a standout swinger’s destination. Actually, you get the distinct impression there are a lot of couples here who come to, er, experiment. But, you know, they’re down with that sort of self expression. Chicago, IL http://chicago.citysearch.com/profile/3693073/chicago_il/rainbo_club.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles Here’s the weird thing about this Gold Coast Mexican restaurant: It just seems like a seedy place for an affair. And it is! Double-strength, gulpable margaritas? Check. Secluded, second-story dining area? Check. Access not on a main strip? Check. Cheaters gold! Chicago, IL http://chicago.citysearch.com/profile/11472985/chicago_il/blue_agave.html Wed, 24 Oct 2007 01:15:07 -0700 Citysearch Editors, Los Angeles Despite a multi-million dollar renovation which took the long-time River North hotel from seedy budget hotel to respectable-looking-but-still-sort-of-budget, the Cass remains a notable stop on the cheater’s grand tour. The attraction here is plain and simple: It ain’t the Ritz, but it sure ain’t one of those motels near Midway either. Chicago, IL http://chicago.citysearch.com/profile/46176038/chicago_il/hotel_cass.html Wed, 24 Oct 2007 01:15:07 -0700 http://chicago.citysearch.com/roundup/38275 Wed, 24 Oct 2007 01:15:07 -0700 http://chicago.citysearch.com/roundup/42742 Wed, 24 Oct 2007 01:15:07 -0700 http://chicago.citysearch.com/roundup/40690 Wed, 24 Oct 2007 01:15:07 -0700