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10 mistakes people make when traveling to Chicago

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10 mistakes people make when traveling to Chicago

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Traveling to Chicago is exciting, but it’s easy to make some common mistakes that can affect your experience. From the unpredictable weather to cultural events, there are various aspects you might not consider. Knowing what to look out for can make your visit to the Windy City more enjoyable and fulfilling. Hereโ€™s a list of common mistakes and how to avoid them.

1. Not Dressing for Windy and Changing Weather

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Chicago’s nickname “The Windy City” is a big hint about its weather, which can change quickly. Tourists often forget to pack layers and windproof clothing. It’s important to be prepared with a versatile wardrobe that can handle everything from sunny days to chilly winds. This way, you wonโ€™t be caught off guard and can enjoy your outings, regardless of the weather.

2. Overlooking Neighborhood Exploration

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Many visitors stick to the well-trodden paths of downtown Chicago. However, the city’s diverse neighborhoods, like Wicker Park, Logan Square, and Hyde Park, offer unique cultural experiences, shops, and dining options. Venturing beyond downtown can give you a fuller understanding of what Chicago is all about and can greatly enrich your visit.

3. Not Taking Advantage of the Waterfront

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Chicago’s lakefront is a gem that shouldn’t be missed. It stretches for miles and is lined with parks, beaches, and recreational paths. Not taking advantage of this beautiful area is a common oversight. Whether you enjoy walking, biking, or simply relaxing by the water, the lakefront offers a refreshing escape from the urban environment.

4. Ignoring Free Museum Days

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Chicago has world-class museums and many of them offer free admission days. Tourists often overlook these opportunities and end up paying full price. Planning your museum visits around these free days can save you money while still allowing you to enjoy rich educational and cultural experiences.

5. Sticking to Deep-Dish Pizza

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While deep-dish pizza is iconic to Chicago, the city’s food scene is much more varied and includes a vibrant array of international cuisines. Limiting yourself to just one type of food means missing out on other delicious dishes like Italian beef sandwiches, hot dogs, and a multitude of ethnic foods from neighborhoods throughout the city.

6. Forgetting to Check Event Schedules

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Chicago is always buzzing with events, from music festivals to cultural parades. Not checking the local event schedule might mean missing out on fun and enriching experiences. These events not only provide entertainment but are also a great way to connect with the cityโ€™s culture and its people.

7. Neglecting Safety in Certain Areas

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Like any large city, Chicago has areas that are less safe than others. Tourists sometimes wander into these areas, especially at night, without being aware. It’s wise to do some research and stay informed about which neighborhoods to avoid after dark to ensure your trip remains safe.

8. Not Using Public Transportation

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Chicago’s public transportation system is extensive and easy to use, covering both the city and its suburbs. Avoiding the CTA means missing out on a cheap and convenient way to explore far-reaching neighborhoods and attractions without the hassle of driving and parking.

9. Paying Full Price for Attractions

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Many visitors pay full price for attractions when they could be saving money. Chicago offers city passes that provide discounted entrance fees to multiple attractions. These passes can help you save on costs and see more of what the city has to offer.

10. Not Planning for Chicago’s Sports Culture

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Sports are a big part of Chicagoโ€™s culture. The city is home to historic teams like the Cubs and the Bears. Not experiencing a live game can mean missing a vital part of Chicago’s spirit. Check the schedules and try to catch a game to truly grasp the local passion for sports.

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We are Mary and Eric, the founders of Be Right Back, a blog dedicated to romance around the globe and at home.

We are Mary and Eric, the founders of Be Right Back, a blog dedicated to romance around the globe and at home. With over 10 years of experience in dating and traveling to romantic places, we share our favorite date ideas and romantic destinations to help couples level up their relationships. Having lived in and traveled through the USA, we also share our favourite things to do in the States.

With 70,000 monthly readers and 16,000 followers on social media, Be Right Back is your go-to resource for romantic trip ideas and couple activities at home and abroad.

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