I recently took a trip to the Midwest and attempted to immerse myself in the Chicago culture. The following are a few of the most insatiable restaurants and eateries, and lively nightspots.
First up, three dots and a dash. This underground speakeasy has a tiki theme, complete with periodic indoor thunderstorms and rainforest soundtracks. The drinks are tropical in theme and served in traditional coconuts. A local favorite, even on a Monday night, it was packed. Be sure you know where the entrance is (back alley) many tend to miss this gem as it’s not visible from the street.

Next, happy camper! You must try chicago deep dish. This unique eatery is great for late night bites and serves some excellent pies. The decor of the restaurant is camping themed, complete with 2 indoor airstreams, Christmas lights all year long, and exceptional service. For more traditional pizza, try Lou Malnaties.

Date night in the city is not complete without the traditional favorite, Smith & Woolenskys. Perched on the river, with floor length glass and expansive city views, this is a must! Everything on the menu is divine, I would recommend the filet and truffle Mac and cheese, paired with one of the house martini’s. Be sure to request a table downstairs, by the window.
Adjacent to Smiths, is the popular London House, one of Chicago’s premier rooftop bars. Eclectic cocktails, and exceptional views. This is worth a visit.



If you are looking for some entertainment, check out a Chicago bulls game or opt for karaoke. Moms, a large dive bar featured a hysterical DJ, lively crowd, and tens of thousands of karaoke songs with tourists and locals all joining in on the fun. Don’t head home without a Portillo’s hotdog, a Chicago staple served Chicago style. You can find these all over the city.

