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3 Days Itinerary in Chicago, United States - Travel Guide
What to do in Chicago for 3 days?
Chicago tourism

3 Days Itinerary in Chicago, United States - Travel Guide

The best 3 days itinerary & travel guide for Chicago

A Taste of Windy City: 3 Days Action Packed in Chicago

Days Description
1 Day 1 - Exploring Chicago's Heart and History
2 Day 2 - Architectural Marvels and Food Ventures
3 Day 3 - Magnificent Mile & Shedd Aquarium

Introduction

Whether you're a history buff, a food snob, or an art lover, Chicago can keep you engaged for days on end. Our packed three-day itinerary will give you a perfect taste of the city's diverse experiences, from exploring the grand skyscrapers to visiting famous museums and relishing the city's vibrant food scene.

Day 1 - Exploring Chicago's Heart and History

Chicago Loop is our playground for the day. It's the city's commercial hub, so it's bustling with energy! We start by basking in the ever-present sun at Millennium Park while admiring the famous 'Cloud Gate' or as it's popularly known, 'The Bean'. We'd then stroll over to the Art Institute of Chicago. Doesn't matter if you're a traditionalist or a modernist. You'll find something to appreciate since it houses over 300,000 works of art. That's a bit about culture, time to dive into history. Don't forget to visit The Field Museum which has been standing tall since 1893. What's the best part about it? It takes you back to the prehistoric age with a massive Tyrannosaurus Rex. Afterwards, we’d catch a play at the Chicago Theatre to end the day on a high note. Well, high notes for a musical. Get it? Anyway, let’s rock tomorrow!

Day 2 - Architectural Marvels and Food Ventures

Today, we reach astonishing new heights with Chicago's architectural wonders. Our first stop? Willis Tower Skydeck. It's like the city at my feet, quite literally! After catching our breath, next stop is the Navy Pier. It's like an amusement park tucked away in the central city, what's not to love! Seriously, they've got rides, food, events, and a stellar view of Lake Michigan. After all that excitement, we'll take things slow at the Chicago Riverwalk. It's peaceful, charming, and a good way to relax. Now, this day couldn't end without us trying the beloved deep-dish pizza at Giordano’s, right? A day well spent, don't you think?

Day 3 - Magnificent Mile & Shedd Aquarium

Final day, and we’ve saved the best for last! We start off with shopping on the Magnificent Mile. It really is magnificent with top-tier retail brands, phenomenal architectures, a plethora of restaurants, and even historic landmarks! We’ll then head to Shedd Aquarium. It’s an absolute joy for the soul. It's got everything from dolphins to penguins. Who knew one could find marine life galore in the middle of a landlocked city! Later, we unplug from the city's bustle by taking a tranquil stroll around Grant Park to wrap up our trip in this fabulous city.

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Olivia Thompson

Olivia Thompson

Expert Travel Advisor
Olivia is a food lover who loves to indulge in local cuisines and share her culinary experiences.

FAQs about this
3 day itinerary in
Chicago

What's the best time to visit Chicago?

Chicago is a joy to visit in spring (April to June) and fall (September to October) when the weather is pleasant, and crowd levels are moderate.

Is public transportation accessible in Chicago?

Absolutely! Chicago boasts a comprehensive public transportation network, primarily comprising buses and 'El' (elevated) trains. The city is also very pedestrian-friendly, and cycling is another popular option.

Is it necessary to make restaurant reservations in Chicago?

While it’s not always necessary, it's smart to make reservations for popular dining spots or if there’s a specific place you really want to try - especially during the weekend or on holidays.

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