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A Traveller's Guide to Chicago - What To Do & Where To Go!

By Sara Branson, Posted on 03 May, 2023 at 04:19 am

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Welcome to the Windy City! From deep-dish pizza to world-famous museums, Chicago is a city unlike any other. With its vibrant culture and stunning skyline, this Midwestern metropolis is sure to impress even the most seasoned traveler. Whether you’re looking for a long weekend getaway or an extended stay, our comprehensive guide will help you make the most of your time in Chicago.

Chicago Climate & Best Time To Travel

Known for its lakefront location and Midwest charm, Chicago experiences four distinct seasons with cold winters and hot summers. The best times of year to visit are during the warmer months (June–August) when temperatures hover around 70 degrees Fahrenheit (21°C). Spring and fall also offer pleasant weather and tend to be less crowded than the summer months.


Top 5 Attractions To Visit:

No trip to Chicago is complete without visiting some of its beloved attractions. Here are our top five picks:


1. Millennium Park – a 25-acre public park located in downtown Chicago, featuring iconic works of art like Anish Kapoor’s Cloud Gate sculpture, Lurie Garden, and Crown Fountain.


2. Navy Pier – a 3,300 feet long lakefront pier featuring over fifty acres of parks, gardens, shops, restaurants, and entertainment venues.


3. Shedd Aquarium – the world’s largest indoor aquarium housing 32,000 aquatic animals from more than 1,500 species including beluga whales, sea otters, and an impressive array of fish.


4. The Art Institute of Chicago – a world-renowned art museum with 350,000 works spanning 5,000 years from across the globe.


5. Willis Tower Skydeck – a 103-story observation deck offering breathtaking views of the city and beyond from the 103rd floor's glass balconies.


Where to eat in Chicago:

  • The Purple Pig Restaurant 444 Michigan Ave, Chicago
    Mediterranean5264 reviews
  • Virtue Restaurant 1462 E 53rd St, Chicago
    Restaurant1075 reviews
  • Girl & The Goat 809 W Randolph St, Chicago
    New American4716 reviews
  • Alinea 1723 N Halsted St, Chicago
    Fine Dining2037 reviews
  • The Loyalist 177 N Ada St #001, Chicago
    New American206 reviews
  • Gibsons Bar & Steakhouse 1028 N Rush St, Chicago
    Steak4707 reviews
  • Oriole 661 W Walnut St, Chicago
    Fine Dining400 reviews
  • Roka Akor - Chicago 456 N Clark St, Chicago
    Japanese1625 reviews
  • The Capital Grille 633 N St Clair St, Chicago
    Fine Dining1469 reviews
  • Boka 1729 N Halsted St, Chicago
    American1268 reviews

Chicago Popular Districts:

From bustling downtown to charming neighborhoods like Wicker Park and Lincoln Park, Chicago is filled with unique districts that offer something for everyone. Explore downtown for attractions like Millennium Park and Navy Pier; or head to River North for upscale dining, shopping, and nightlife; or wander through Pilsen’s vibrant street art scene.

In conclusion, Chicago is an incredible city with something for everyone. Whether you’re looking to explore the city’s iconic attractions, sample its delectable cuisine, or soak in its vibrant culture and history – there is no shortage of things to do and see in the Windy City! With our guide as your roadmap, we hope you have a memorable experience uncovering all that this magnificent city has to offer. Happy travels!

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