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If you are ever in Chicago, and looking for a romantic meal to enjoy, there are plenty of options in the Windy City. You can find any type of cuisine you can think of, and enjoy it in a small, quaint, romantic atmosphere.
Le Colonial is an upscale French-Vietnamese restaurant, which is intended to represent a part of Southeast Asia that has a heavy French influence. It is located in the Gold Coast neighborhood of Chicago, in a two story row house. They require reservations and the menu is moderately priced. They are open for lunch and dinner.
Geja-s Caf is another choice. It is located in the Lincoln Park neighborhood and it specializes in fondue dining, with live classical guitar. The restaurant serves dinner and desserts only and the menu is low to moderately priced.
North Pond is another restaurant located in Lincoln Park. They serve American Contemporary cuisine. It is located in the middle of a park so the location is very picturesque. The restaurant is open for brunch and dinner only and the menu is considered expensive. They accept reservations only.
Il Mulino is a restaurant located in the North Side neighborhood of Chicago, and it specializes in Italian cuisine. It is housed in an old mansion, with a certain architectural mystique to it. They have an extensive wine list, which many people like to go specifically for. They require reservations and the menu is considered expensive.
And if you are looking for your classic romantic steakhouse, it would have to be Stetson-s Chop House located in downtown Chicago in the Hyatt Regency. They offer steak and seafood specialties, with a nice fine wine list. The restaurant is only open for dinner. Reservations are preferred but there is availability of walk-ins into the lounge area of the restaurant.