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September 3, 2021
Chicago, Illinois
#Brenava

Ava & Brennan

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Things To Do

We may be biased, but we think Wicker Park is the best neighborhood in the city. Below are a couple neighborhood favorites, along with a few can't miss city staples closer to where you're likely staying if you're from out of town, and some hidden gems throughout the city. If you find some places in your independent search, feel free to run them by us. We love talking about food and drink in Chicago!

Queen Mary

2125 West Division Street, Chicago, IL 60622
, (773) 697-3522

This bar opened shortly after we started dating and is the best bar in the city hands down. It also happens to be our neighborhood bar (and favorite bar in the world). If you make it that way, be sure to tell Dan that we sent you!

The Up Room

2018 West North Avenue, Chicago, IL 60647
, (872) 315-3082

Another (Wicker Park) neighborhood favorite. You will never find a better view of the city than on the roof of this bar. Seriously, the best view of the city.

Shoreline Sightseeing at Michigan Ave

401 North Michigan Avenue, Chicago, IL 60611
, (312) 222-9328

This is the best way to see a large swath of Chicago while sitting out in the warm sun. The tour guides talk about architecture and Chicago history, but it's still fun even if you ignore them and just enjoy the sights and the ride.

Three Dots and a Dash

435 North Clark Street, Chicago, IL 60654
, (312) 610-4220

One of Brennan's favorite bars in the city. Swanky tiki bar with a "speakeasy" feel.

Kingston Mines

2548 North Halsted Street, Chicago, IL 60614
, (773) 477-4646

Live music, dancing, fun.

The 606

1805 North Ridgeway Avenue, Chicago, IL 60647
, (312) 742-4622

Rent a Divvy for the day and venture all over the city. After you're done at the 606, go check out the lake shore.

For all the days along the way
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