The Second City comedy club in Chicago, IL. My favorite place to go in Chicago. They are completely inappropriate...I love it.

The Second City comedy club in Chicago, IL. My favorite place to go in Chicago. They are completely inappropriate...I love it.

The Windy City, the City of the Broad Shoulders, the Second City—there’s a reason Chicago has so many nicknames: this is a city of multitudes. That also means there’s a lot to do here, from fine dining to award-winning local theater to cultural gems like the Art Institute of Chicago. Whether you’re visiting Chicago for the first time or the tenth, here are twenty things you absolutely can't miss.

20 Ultimate Things to Do in Chicago

The Windy City, the City of the Broad Shoulders, the Second City—there’s a reason Chicago has so many nicknames: this is a city of multitudes. That also means there’s a lot to do here, from fine dining to award-winning local theater to cultural gems like the Art Institute of Chicago. Whether you’re visiting Chicago for the first time or the tenth, here are twenty things you absolutely can't miss.

The Second City. [Chicago] Have heard a few people say this is a Chicago must.

The Second City. [Chicago] Have heard a few people say this is a Chicago must.

In Puebla, the second city of Mexico’s colonial era, the kitchen of the early-18th-century convent of Santa Rosa uses bench stoves, tile, vaults and domed ceilings in a fashion that almost replicates those of al-Andalus and North Africa.

In Puebla, the second city of Mexico’s colonial era, the kitchen of the early-18th-century convent of Santa Rosa uses bench stoves, tile, vaults and domed ceilings in a fashion that almost replicates those of al-Andalus and North Africa.

The world's premier comedy club, theatre and school of improvisation. Live shows every night in Chicago, Toronto & Hollywood.

The world's premier comedy club, theatre and school of improvisation. Live shows every night in Chicago, Toronto & Hollywood.

Smyrna (BiblePlaces.com)  Excavations  Smyrna was the second city to receive a letter from the apostle John in the book of Revelation.  Acts 19:10 suggests that the church there was founded during Paul’s third missionary journey. Due to the fact that the port city of Izmir houses the second largest population in Turkey today, the site of ancient Smyrna has been little excavated.  Excepting the agora, theater, and sections of the Roman aqueduct, little remains of the ancient city.

Smyrna (BiblePlaces.com) Excavations Smyrna was the second city to receive a letter from the apostle John in the book of Revelation. Acts 19:10 suggests that the church there was founded during Paul’s third missionary journey. Due to the fact that the port city of Izmir houses the second largest population in Turkey today, the site of ancient Smyrna has been little excavated. Excepting the agora, theater, and sections of the Roman aqueduct, little remains of the ancient city.

(Comedy) Second City - lighting audiences for over 50 years, this comedy troupe is all about improvisational sketch comedy. New York Times calls them “a comedy empire.” Click here: http://www.ncl.com/cruise-ship/breakaway/onboard/entertainment#tab_detail

(Comedy) Second City - lighting audiences for over 50 years, this comedy troupe is all about improvisational sketch comedy. New York Times calls them “a comedy empire.” Click here: http://www.ncl.com/cruise-ship/breakaway/onboard/entertainment#tab_detail

From Mike Myers to Steve Carell, Stephen Colbert to Tina Fey – The Second City imprint is felt across every entertainment medium. Photo of the historic Schiller Building, home of The Second City Chicago, by chicagogeek, via Flickr.

From Mike Myers to Steve Carell, Stephen Colbert to Tina Fey – The Second City imprint is felt across every entertainment medium. Photo of the historic Schiller Building, home of The Second City Chicago, by chicagogeek, via Flickr.

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