Old Chicago Inn

The rooms are tiny at this quirky 10-room hotel, but you can't beat the Lakeview location near the Belmont El stop, Wrigley Field, Boystown, Lincoln Park and more. Some rooms don't have bathrooms (you'll share with other guests), and others have small private bathrooms. There's a free continental breakfast, wifi, and a basement "speakeasy" bar open on Friday and Saturday nights.