Things To Do
Michigan Avenue
We absolutely love Michigan Ave! It's the perfect place for shopping, window shopping, people-watching, and soaking in the Chicago vibe. The buildings, food, and energy make every stroll unforgettable. Our go-to spots are Nordstrom (amazing bar), Ralph Lauren (those clothes!), and Starbucks (with one too many espresso martinis). Countless dates, memories, and so much more!
Pizza Lobo Logan Square
As Miami natives, we’re not big on deep dish, so finding our favorite pizza spot in Chicago feels special. Pizza Lobo nails it every time! Order the Borgata and White Russian pizzas they are our go-tos.
Chicago Architecture Center River Cruise
We took this tour on our first visit to Chicago, and it completely made us fall in love with our new city!
Bavette's Bar & Boeuf
We believe every date should be special, and this one was no exception. Perfect steak, perfect company, and the best time!
The Art Institute of Chicago
The Art Institute of Chicago is a must-see, but let’s just say I wasn’t feeling my best when we visited—Angie had a solo tour while I was in the bathroom! We’re definitely planning a re-do to fully enjoy it next time.
Millennium Park
One of Chicago’s most iconic spots! We love strolling through, catching live performances, and soaking in the city’s energy. It’s the perfect place to take a break and enjoy the beauty of Chicago. This is one of Angie’s and my favorite spots.
Cloud Gate
When Angie and I first moved here, The Bean was closed for a year under construction, so we had to wait to get our classic Chicago photo. But we recommend going no matter the weather!
Navy Pier
We come here a few times a year, and when my sister Aileen and her husband Jordan visited for the third time, it was just as magical. Yes, it’s a little touristy, but it’s absolutely worth it. We love the stunning lake views, riding the Ferris wheel, and any excuse to sip a drink by the water.
Chicago Riverwalk
Honestly, we love walking to and along the Riverwalk. It’s beautiful. Our favorite way to take in the city is strolling by the water at sunset, drink in hand, and just soaking it all in. One of our go-to spots is The Northman Beer & Cider Garden, the perfect place to sit, sip, and enjoy the view.
Second City Main Stage
On our first trip to Chicago, we came here, and we highly recommend it! You’ll get some laugh-out-loud moments from the hilarious improv and sketch comedy. It’s the perfect spot for a fun night out.
Chicago Cultural Center
A true hidden gem just minutes from our home. This place is the essence of Chicago with its stunning architecture, beautiful exhibits, and free admission. It’s a must-visit, and trust us, the photos you’ll take here will be absolutely breathtaking.