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Let's go to Chicago

Let's go to Chicago

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Posted on March 11, 2024

Chicago is one of my favorite places in the world that I try to visit as often as possible. On top of that, my best friends live there, so that is always a good excuse for a visit.

Trip Recap

  • Day 1: Chicago's food scene never disappoints, from breakfast at Goddess and the Baker to gelato at Eli's Ark.
  • Day 2: Chicago's architecture on the river cruise is always a breathtaking experience for me.
  • Day 3: Exploring River North's shops, Prince exhibit, and enjoying deep-dish pizza changed my mind.
  • Day 4: Morning matcha, shopping in Gold Coast, matinee, pasta dinner, milkshakes, tiki bar fun.
  • Day 5:
  • Day 6: Enjoyed a memorable breakfast at Goddess and the Baker, followed by delicious lunch at Pizzeria Portofino.

Highlights

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    Each restaurant I went to was phenomenal.

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    Though I've done both before, I really enjoyed the river cruise tour and going to a game at Wrigley Field.

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    Replay Lincoln Park was also an unexpected blast!

Day 1

Already being familiar with Chicago, I knew exactly where to go when I landed. Goddess and the Baker is my favorite breakfast spot where I alternate between a matcha or a seasonal coffee and chose from their cartoonish sugar cookies. I sat along the Chicago River while I ate my breakfast. When lunchtime came around, I headed to Beatnik on the River, a swanky restaurant where you can watch the river roll by. Knowing I had a full week of eating indulgently ahead of me, I chose a Fattoush salad and a coconut coffee mocktail. I spent time walking and shopping around the Fulton-Market area and then returned to River North, one of my favorite neighborhoods, to my hotel.

Next I met up with a friend at Garfield Park Conservatory, a botanical garden housing a myriad of plants in full bloom. For dinner, we headed to Handlebar, where the vegetarian nachos are not to be missed. We ended the night at one of my absolute favorite Chicago spots, Eli’s Ark, where they serve gelato decorated like animals.

Goddess and the Baker, 33 S Wabash-Millennium Park
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Beatnik On The River
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Boqueria Fulton Market
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Garfield Park Conservatory
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The Handlebar
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Eli's Ark
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Day 2

Day 2 began at Goddess and the Baker before I set out for one of my favorite activities in the city. The Chicago Architecture Foundation Center River Cruise provides an amazing way to observe the unparalleled architecture lining the Chicago River. During an hour and a half cruise, a knowledgeable docent explains the nuances of the cityscape. I have taken the tour more than once and never regret it.

I stopped for lunch at Café Istanbul for a Mediterranean salad. I met up with a friend for dinner at the Chicago Diner, one of my favorite stops for vegetarian and vegan comfort food. To finish off a day of eating well, we stopped at Miko’s Italian Ice for a cup to eat in the park nearby.

Goddess and the Baker, 33 S Wabash-Millennium Park
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Chicago Architecture Center
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Cafe Istanbul
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The Chicago Diner, Logan Square
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Miko's Italian Ice (Logan Square)
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Day 3

After yet again returning to my favorite breakfast spot, I took in the excitement of River North, bustling with shops and restaurants. While I visited, I found an exhibit dedicated to one of my favorite musicians, Prince. Prince: The Immersive Experience explores his life and impact on the music industry. I grabbed a personal deep-dish pizza from Giordano’s. Though I initially had mixed feelings about the idea of deep-dish pizza, Giordano’s changed my mind.

I next strolled to Ohio Street Beach, a free beach relaxing enough to spend a whole afternoon. For dinner, I met up with my friend at Kitchen 17, a tasty vegan spot. Afterwards we went to Replay Lincoln Park, an extremely fun arcade style bar with a game to entertain everyone.

Prince The Immersive Experience, East Grand Avenue, Chicago, IL, USA
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Giordano's, East Randolph Street, Chicago, IL, USA
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Ohio Street Beach, North Lake Shore Drive, Chicago, IL, USA
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Kitchen 17, West Diversey Avenue, Chicago, IL, USA
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Replay Lincoln Park, North Sheffield Avenue, Chicago, IL, USA
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Day 4

I started my day at Oak Street Beach, where I had my morning ritual matcha and sugar cookie from Goddess and the Baker. I walked around the Gold Coast, a calm neighborhood for upscale shopping. I took in a matinee of a musical at the James M. Nederlander Theatre.

My friend met me for dinner at Nonnina’s for pasta. We stopped for milkshakes at Jojo’s Shake Bar, which serves a vast selection of shake flavors. We ended the night at Three Dots and a Dash, an upbeat tiki bar tucked into an alley in River North. Drinks are served in colorful, retro glasses. They also serve mocktails depending on your drink preferences.

Goddess and the Baker, 33 S Wabash-Millennium Park
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Oak Street Beach
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James M. Nederlander Theatre
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Nonnina
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JoJo’s Shake Bar River North
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Three Dots and a Dash
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Day 5

A friend and I met at Drink Happy Thoughts, a hole-in-the-wall coffee shop where you can drink your latte from a bear-shaped container. We next took in a baseball game at Wrigley Field, home of the Chicago Cubs. I may know virtually nothing about any sport, but I do know that a good time is guaranteed at this stadium.

For dinner and dessert, we headed back to those tried and true favorites of mine – the Chicago Diner and Eli’s Ark. Since it was my last night in Chicago, I indulged with grabbing a decadent ice cream taco from Parlor Pizza on my way back to the hotel.

Drink Happy Thoughts, West Montrose Avenue, Chicago, IL, USA
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Wrigley Field
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The Chicago Diner, Logan Square
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Eli's Ark
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Parlor Pizza Bar
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Day 6

After a flight delay, I decided to grab one last breakfast from Goddess and the Baker, knowing I would miss it terribly after I left. I got fresh air walking by the river and then went to Pizzeria Portofino, for a delicious lunch of truffle fries and pasta.

Goddess and the Baker, 33 S Wabash-Millennium Park
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Pizzeria Portofino
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Anything you would add or do differently?

  • Chicago has an endless supply of entertaining places to go, so it's tough to be disappointed here. That being said, I would skip returning to the Nederlander Theatre since more than one staff member was unnecessarily rude there.

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