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Kelly & Rob

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    Things To Do

Things To Do

Chicago is a special city to both of us - we hope you'll be able to enjoy the culture, food, and bar scene while you're in town! Here's a short list of some favorite places and activities closer to the Loop, but check out the Infatuation or Eater for the latest and greatest spots. And feel free to ask us for our recs if you're in a particular neighborhood or looking for something specific.
Wendella Tours & Cruises

Wendella Tours & Cruises

400 North Michigan Avenue, Chicago, IL 60611

Wendella's architecture boat tour is a great way to see Chicago on a nice day - and there is a bar onboard!

Chicago Riverwalk

Chicago Riverwalk

22 East Wacker Drive, Chicago, IL 60601

In addition to boat rides, the Chicago River has a path that you can walk along, with several great places to stop and grab food or a drink.

The Game Room at the Chicago Athletic Association

The Game Room at the Chicago Athletic Association

12 South Michigan Avenue, 2nd Floor, Chicago, IL 60603

A fun place to grab drinks in a historic space with bocce ball, pool tables, shuffleboard, and other bar games.

The Art Institute of Chicago

The Art Institute of Chicago

111 South Michigan Avenue, Chicago, IL 60603

The Art Insititute has a wonderful collection of art and was the setting of a scene in the great Chicago classic, Ferris Bueller's Day Off.

Lou Mitchell's

Lou Mitchell's

565 West Jackson Boulevard, Chicago, IL 60661

A classic Chicago diner that's been open for 100 years - one of Kelly's faves.

Small Cheval

Small Cheval

150 North Riverside Plaza, Chicago, IL 60606

For fans of the burger at 4 Charles or Au Cheval, Small Cheval is the counter-service establishment serving the same burger with several locations around Chicago! A favorite of both Kelly and Rob's.

Gibsons Bar & Steakhouse

Gibsons Bar & Steakhouse

1028 North Rush Street, Chicago, IL 60611

Gibson's is a classic Chicago establishment that's been around for decades, with a great steak and martini.

Lou Malnati's Pizzeria

Lou Malnati's Pizzeria

410 North Michigan Avenue, Chicago, IL 60611

You may be overwhelmed by the onslaught of Chicago deep dish options - Lou's is the one you want! There are a few locations around the city.

For all the days along the way
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