Views and Theatre Cues // The Perfect Day in Chicago

Looking out across Chicago from the John Hancock Tower Observatory
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Disclaimer: this post may contain affiliate links. If you make a purchase from one of them I will recieve a small commision at no extra cost to you, which allows me to keep this blog up and running!


Having lived less than a three hour’s drive from the city of Chicago for the whole of my life, I am more than familiar with its sights and streets. This past summer, I had to take to task the job of planning the perfect day’s itinerary for my boyfriend’s first time in the city, and I think I did a pretty good job!

Views from the top at the John Hancock Observatory

Start the morning off right with a trip to the John Hancock Observatory for stunning views over the city and Lake Michigan. Although the Sears Tower is certainly the more famous observation deck, I personally think that John Hancock offers much better views, especially considering you can see the Sears Tower from it! 

Looking out across Chicago from the John Hancock Tower Observatory
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Lunch at Pizzeria Uno

Going to Chicago without eating deep dish pizza would be like going to New York and not visiting the Empire State Building. It simply is a must do. Pizzeria Uno is the place that, supposedly, it all began and the deep-dish pizza was invented, so it’s a great place to visit to get your deep dish fix! Even my boyfriend has converted from his east coast thin crust ways with a visit to Pizzeria Uno.

The terrace of Pizzeria Uno, the inventor of deep-dish pizza in Chicago
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The place where Deep-Dish Pizza was born

Visit the Bean

Located in Millennium Park, Cloud Gate – affectionately nicknamed The Bean – is a quintessential Chicago landmark. Spend time taking pictures of yourself in its reflective surface and exploring the rest of the park.

The Bean backed by the Chicago skyline
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You can’t visit Chicago without visiting the Bean

 

Afternoon at the Museum

After you spend some time at the park, make your way to one of Chicago’s many museums. My personal favorite is The Field Museum, but the Museum of Science and Industry and the Contemporary Art Museum are also great!

See a Show

After dinner, pass your evening by seeing one of the many amazing shows that Chicago’s theatre scene has to offer. Stop by a Second City performance, where many SNL stars got their start, or drink up high culture at one of a million Broadway in Chicago shows!

Looking out across Chicago from the John Hancock Tower Observatory
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MY FAVORITE TRAVEL TIPS & RESOURCES

Booking Flights: The first place I turn when I’m searching for flights is actually just Google Flights - it’s great to figure out what sort of routes are available. Then, I check Skyscanner and Kiwi for deals. I also love Kiwi for its destination: anywhere feature!

Transportation: I love Omio for figuring out the cheapest way to get from one place to another, and Trainline for booking train tickets within Europe.

Accommodations: I absolutely love Booking.com for finding great hotel deals. After you stay a certain number of nights, you get Genius discounts! For hostels, Hostelworld is my go-to, and I use Airbnb occasionally as well (click here for $40 off your first booking!)

Travel Insurance: I knew that I shouldn’t travel without insurance for the longest time, but I really learned my lesson when I got an infected cut in Bali. Thank goodness I had travel insurance! I use and love World Nomads for their extremely comprehensive coverage.

Travel Insurance: I knew that I shouldn’t travel without insurance for the longest time, but I really learned my lesson when I got an infected cut in Bali. Thank goodness I had travel insurance! I use and love World Nomads for their extremely comprehensive coverage.

Tours: I always check Urban Adventures for great day tours of cities first–I’m obsessed with them! GetYourGuide and Viator are also great options. For multi-day tours, I highly recommend Intrepid.

Camera Gear: I use a Sony Alpha A6300 camera with an 18-105 mm lens and a 35 mm lens. My tripod is the MeFoto Backpacker Air and I loooooove it! I also use a DJI Mavic Air and a GoPro and which allow me to capture everything my regular camera can’t.

2 thoughts on “Views and Theatre Cues // The Perfect Day in Chicago”

  1. Pingback: 16 Beautiful Places to Visit in Winter in USA • Addie Abroad

  2. Pingback: Four Days in Toronto // Days One and Two • Addie Abroad

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