Chicago skyline. Chicago skyline.

Simple Tips To Make Your Trip To The Windy City Better

Are you looking to make the most of your trip to Windy City? From Chicago-style deep-dish pizza to unique museums and attractions, there is so much to see and do in the city!

In this blog post, we will provide you with simple tips that can help you make your trip to Chicago more enjoyable. So grab a slice of pizza, sit back, and let us show you how to have an amazing time in the Windy City!

1. Getting Around Chicago

Assuming you’ll be primarily sticking to downtown Chicago, getting around is quite easy! The city is very walkable and has a great public transportation system.

If you’re staying in the Loop or near Michigan Avenue, you can pretty much walk to most of the major attractions. If you’re not up for walking, the ‘L’ is a quick and easy way to get around. You can buy a Ventra card at any ‘L’ station – this will give you unlimited rides on the ‘L’ and buses for a day, 3 days, 7 days, or 30 days.

Taxis are also readily available, but they can be quite expensive if you’re going long distances. If you’re taking a taxi from the airport into downtown, expect to pay around $40-50. Uber and Lyft are also popular options in Chicago.

Renting a car could be your best bet if you’re looking to explore the city and the surrounding areas. Several companies offer car rentals in Chicago, so you should be able to find something that fits your budget.

There is a cheap car rental in Chicago, so don’t be afraid to shop around for the best deals! Keep in mind that parking can be expensive in the city, so you may want to look for a place with free or cheap parking.

2. Best Places to Eat in the City

The Windy City is home to some of the best food in the country. There’s something for everyone, from deep-dish pizza and hot dogs to world-renowned steakhouses. Here are a few of our favorite places to eat in the city:

2.1. Pizzeria Uno 

This is the place to go for deep-dish pizza. The original location is on Ohio Street, but there are now several locations around the city.

2.2. Garrett Popcorn Shop

A Chicago staple, Garrett Popcorn has been around since 1949. The Original Recipe is their most popular flavor, but we also love the Cheese Corn.

2.3. Portillo’s

Portillo’s is a local chain specializing in hot dogs and Italian beef sandwiches. The original location is on Taylor Street in the Little Italy neighborhood.

2.4. Harry Caray’s 

Named after the legendary Cubs broadcaster, Harry Caray’s is a great place in the city to get a steak. They have locations all over town, but the original restaurant is in River North.

3. Best Attractions in the City

From iconic landmarks like the Willis Tower and Buckingham Fountain to world-class museums and vibrant neighborhoods, there’s something for everyone in Chicago.

And with our tips on navigating the city like a pro, you’re sure to have a great time exploring all this amazing metropolis has to offer. Don’t forget to ride along the lakefront on the Navy Pier Ferris Wheel and take in stunning views of Lake Michigan.

  1. Buckingham Fountain 
  2. Willis Tower 
  3. Millennium Park 
  4. The Art Institute of Chicago 
  5. Navy Pier and the Centennial Wheel 
  6. Shedd Aquarium 
  7. Adler Planetarium 
  8. Lincoln Park Zoo 
  9. Wrigley Field 
  10. Magnificent Mile

4. Where to Stay for the Best Experience

There are a few things to consider when choosing where to stay in Chicago. Location is key – you’ll want to be in a neighborhood convenient to the sights you want to see and the activities you want to do. You’ll also want to consider your budget, as hotels in downtown Chicago can be quite expensive.

The Loop is a great option if you’re looking for a central location. It’s home to many of Chicago’s most popular attractions, including Millennium Park and the Art Institute of Chicago. There are also plenty of hotels in this area to choose from, so you can find one that fits your budget.

If you’re looking for something more affordable, try staying in one of Chicago’s neighborhoods, like Wicker Park or Logan Square. These areas are still centrally located and offer plenty of dining and shopping options. Plus, they have a more laid-back vibe than downtown Chicago.

5. Shopping Options

Many shopping options are available in Chicago, whether you’re looking for high-end designer labels or more affordable stores. The Magnificent Mile is home to some of the city’s best shopping, with department stores like Neiman Marcus, Saks Fifth Avenue, Macy’s, and smaller boutiques and shops.

If you’re looking for more budget-friendly options, check out State Street, where you’ll find stores like Target, Forever 21, and H&M. Or head to the Loop for a mix of high-end and affordable stores. And don’t forget about the many markets and fairs that pop up around the city throughout the year – these are great places to find unique gifts and souvenirs.

6. Tips on Staying Safe During Your Trip

When traveling to a new city, it’s important to be aware of your surroundings and take precautions to ensure your safety. Here are some tips to help you stay safe during your trip to the Windy City:

  • Walk with purpose and be aware of your surroundings. If possible, travel in groups and avoid walking alone at night.
  • Keep your valuables close to you and out of sight. Avoid carrying large amounts of cash or wearing expensive jewelry.
  • Be cautious when using ATMs or withdrawing money from public places. When entering your PIN, shield the keypad and monitor your belongings.
  • Be street smart and know which areas to avoid. Familiarize yourself with the city’s map so you can plan your route ahead of time.
  • Trust your instincts – it probably isn’t if something doesn’t feel right. Don’t hesitate to call for help if you feel unsafe or need assistance.

7. Conclusion

A trip to the Windy City is sure to be a memorable experience. Considering these simple tips can help make your visit even more enjoyable and make it easier for you to get around and explore everything Chicago offers.

From using public transportation to finding great places to eat, following these suggestions will ensure that you have an amazing time during your stay in Windy City!

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