It's hard to find a cozier wine bar than 404. Tucked into the second room at Jack's in West Lincoln Park, 404 centers on a toasty fireplace, with banquettes, oversized easy chairs and small tables at which to snuggle up to the wine list. Choose from 35 wines by the glass or more than 90 by the bottle, and a little snack to nosh on (the cheese flights are excellent, as is the barbecue chicken pizza). Perfect for a fall date.
Jack's/404 Wine Bar
2856 N. Southport Ave., Chicago | 773-404-8400