May 22, 2026 - News
A few cheers from Chicago to go
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Choochoo to Chicago to chug some classic cocktails.
- Here's a look at some of the bars and restaurants our Axios Chicago colleagues recommended for our visit.
What we did: Visit Cindy's (pic above) for rooftop views of Millennium Park and Lake Michigan. The cocktails are good but pricey. It's more about the experience.
- 🌴 Try tiki at Three Dots and a Dash (pic below). Expect a lot of rum, tropical decor and a wait at the popular bar.
- 💰 Save money at Gus' Sip & Dip, just around the corner from Three Dots. All cocktails are $12. Expect well-prepared bar classics at a price you can swallow.
- 🍕 Get real Chicago pizza that's cracker thin at Pizz'amici. The pizzas are divine and don't weigh you down like deep dish. Plus, the drinks are great.
- 🇲🇽 You can get great Mexican food and margaritas outside Texas. Diego Restaurant y Bar (pic below) serves up Baja cuisine.
Bonus: If you love dive bars and great jukeboxes, don't skip Old Town Ale House. Bring cash and don't expect a fancy cocktail. Drink a beer.