Welcome to Chicago—a city of towering skyscrapers, deep-dish delights, and vibrant streets filled with history and life. For first-time visitors and curious explorers alike, Chicago is brimming with iconic spots like Millennium Park and Navy Pier, each with its own story to tell. But as thrilling as it all is, every adventure needs a little planning to keep things safe and enjoyable.
This Chicago Travel Guide book gives you the essentials: Chicago travel tips focused on safety, including tips for those staying in luxury vacation rentals across the city. Here, you’ll find straightforward advice for navigating neighborhoods, riding public transit smoothly, and keeping your visit as carefree as possible. Ready to explore Chicago the smart way? Let’s dive into these must-know tips and make your journey both memorable and secure.
Table of Content
7 Essential Chicago Travel Tips
This guide will help you unlock the true rhythm of the Windy City, giving you the confidence to dive into its vibrant streets, iconic landmarks, and local gems without a hitch. Chicago’s bustling energy and rich layers of history can be as overwhelming as they are exciting, especially if you’re new to its pulse. Here, you’ll find essential advice designed to keep you safe, prepared, and ready to make the most of every Chicago moment—
- Know Emergency Contacts
- Get Familiar with the Public Transportation System
- Choose Accommodations in Safe Neighborhoods
- Stay Alert in Crowded Areas
- Be Cautious at ATMs
- Best Time to Visit
- Understand Local Customs
1. Know Emergency Contacts
In Chicago, knowing who to call in an emergency is important. The number to remember is 911 for serious situations, like if someone gets hurt or there’s a fire. Also, find out the contact numbers for nearby hospitals and urgent care clinics. This way, you’re ready if you need medical help. Plus, keep the local police and your hotel’s front desk numbers handy. Being prepared helps you feel safer while you explore the city!
Preparation is key to a safe and enjoyable journey. By keeping essential emergency contacts at your fingertips, you ensure peace of mind and readiness wherever you go.
- Quick Help – In an emergency, every second matters. Having the right phone numbers saved means you can get help fast when you need it.
- Feel Safe – Knowing you can easily reach emergency services, hospitals, or your hotel gives you peace of mind while you explore the city.
- Better Choices – If something goes wrong, knowing who to call helps you make smart decisions quickly, whether it’s getting medical help or calling for assistance.
- Stay Aware – Understanding local emergency contacts makes you feel safer overall, so you can enjoy your trip without being too worried.
- Connect with the City – Being prepared with emergency numbers shows you’re ready and aware, helping you feel more at home in a new place.
2. Get Familiar with the Public Transportation System
Getting to know Chicago’s public transportation can make your trip a lot easier. The CTA (Chicago Transit Authority) has buses and trains that can take you all over the city. Before you go, check out maps and routes online so you know where to go. You can also download a transit app for real-time updates.
Chicago offers plenty of convenient ways to get around, whether you’re exploring the city or heading out to nearby suburbs. Here’s a quick guide to help you choose the best option for your travel needs:
- CTA Trains (L) – The Chicago Transit Authority’s train system, known as the “L,” is an easy way to travel across the city. With its many lines, you can reach popular neighborhoods and attractions quickly.
- CTA Buses – The CTA buses cover almost every part of Chicago, making them a great choice for getting to areas not on the train lines. They run frequently and are easy to use, even for first-time visitors.
- Metra Commuter Trains – If you want to explore the suburbs or nearby areas, Metra trains are perfect. They connect downtown Chicago to various suburbs, so you can enjoy a day trip outside the city. Travel to Chicago by train for a scenic route and a relaxing journey.
- Divvy Bikes – Divvy is Chicago’s bike-sharing program that lets you rent bikes from stations all over the city. It’s a fun and healthy way to see the sights while getting some exercise!
- Ride-Sharing Services – Apps like Uber and Lyft make it easy to get a ride anywhere in the city. They offer a convenient way to travel, especially when you’re in a hurry or need a lift late at night.
3. Choose Accommodations in Safe Neighborhoods
For a worry-free trip to Chicago, it’s best to stay in safe neighborhoods. Areas like the Loop, River North, Gold Coast, and Lincoln Park are known for both safety and easy access to attractions. These places have lots of restaurants and shops nearby, making it simple to explore. Check-in at hotels in Chicago, which typically offer good security and convenient locations. Choosing a well-rated spot is always a plus. If you’re opting for vacation rentals, be sure to check the reviews. Here are a few of them :
Superior – Located at 1467 West Superior, this 4-star hotel is just minutes from Exit 50a on I-94, offering a convenient base for travelers. Enjoy air-conditioned rooms with private balconies, ideal for soaking in the views. Relax in the garden or use the free grill facilities for a cookout. With free Wi-Fi and private parking, staying connected and secure is easy. Perfect for those looking to explore Chicago with home-like comforts.
Home2 Suites – Home2 Suites is a 3-star hotel near Exit 253b on I-65, close to Westfield Southlake Mall. Ideal for short or extended stays, it features rooms with kitchenettes for added convenience. Guests can relax in the fitness center, pool, or spa after a day of shopping or sightseeing. Whether for business or leisure, it’s a comfortable and welcoming choice.
Country Inn & Suites – Located near Six Flags Great America, this 2.5-star hotel offers a cozy atmosphere. Enjoy amenities like an indoor pool, fitness center, and complimentary Wi-Fi. Start your day with a complimentary buffet breakfast on weekdays. Perfect for families visiting the theme park or anyone looking for a relaxing stay in Gurnee.
Studio in The Heart of Lakeview – This 3-star studio, located in Chicago’s lively Lakeview neighborhood, is ideal for a more personal stay. Just minutes from Lake Michigan and Wrigley Field, it provides easy access to local culture and attractions. It’s a cozy, convenient home base for anyone looking to explore the vibrant city of Chicago.
Aloft Chicago Schaumburg – Aloft Chicago Schaumburg is a trendy 3-star hotel near Woodfield Mall. Featuring a bar/lounge, gym, and indoor pool, it offers plenty of options to unwind. The 24-hour fitness center lets you stay active at any time. With a modern, stylish atmosphere, it’s a great choice for relaxation and entertainment.
4. Stay Alert in Crowded Areas
Exploring Chicago’s popular spots, like Navy Pier or the Magnificent Mile, is exciting, but it’s important to stay aware. In crowded areas, keep your belongings close—crossbody bags or zippered backpacks are smart choices. Avoid showing cash or valuables, and try to stick to well-lit places at night. By staying alert, you can enjoy the best of Chicago safely and focus on the fun around you without worry!
Staying safe while traveling is all about awareness and a few smart habits. Here are some essential tips to help you feel secure and prepared as you explore:
- Keep Your Valuables Secure – Use bags with zippers and keep them in front of you to make it harder for pickpockets.
- Avoid Distractions – Limit phone use and stay aware of your surroundings to spot any unusual activity.
- Stick to Well-Lit, Busy Areas – When possible, stay in well-lit and busy areas, especially at night, for added safety.
- Be Mindful of Your Cash – Avoid flashing cash or valuables, as it can attract unwanted attention in crowded spaces.
- Know Your Exits – In case of an emergency, know where the exits are to help you quickly leave if needed.
5. Be Cautious at ATMs
It’s safest to use ATMs that are located in places with plenty of people and light. Before you use it, check if the machine looks normal—look for anything that seems out of place. When entering your PIN, cover the keypad with your hand. If something feels wrong, leave and find another machine. Once you’re done, quickly put your card and cash away.
Staying safe while using ATMs is all about awareness and a few smart precautions. Follow these tips to protect yourself and your money:
- Choose well-lit, busy locations – Use ATMs in places with lots of people around, like shopping malls or busy streets, to reduce the risk of theft.
- Cover your PIN – Always use your hand or body to shield your PIN from anyone who might be watching.
- Check for unusual devices – Look out for skimmers or hidden cameras on the machine. If anything looks strange, don’t use it.
- Be aware of your surroundings – Before and after using the ATM, look around to make sure no one is following or watching you.
- Withdraw only what you need – Limit how much cash you take out, so you’re not carrying too much money around after your transaction.
6. Best Time to Visit Chicago
The best time to go is in the summer, from June to August. During this season, the city bursts with life, offering fun outdoor festivals, exciting lakefront activities, and warm weather. Everything turns green, and you’ll see locals enjoying the sunshine. While spring and fall have their own beauty, they can be chilly. Winter brings freezing temperatures and snow, but Christmas in Chicago is truly magical with festive traditions.
Chicago offers something special in every season, but knowing what to expect can help you plan the perfect trip. Here’s a guide to Chicago’s seasonal highlights:
- Summer (June to August) is Ideal – The best time to visit Chicago is during the summer when the weather is warm and perfect for outdoor fun.
- Vibrant Atmosphere – In summer, the city comes alive with festivals, lakefront activities, and lots of greenery, making it a great time to explore
- Chilly Springs and Falls – Spring can still be cold until late April, while autumn can feel like winter by October, so expect cooler temperatures during these seasons.
- Magical Winter Holidays – Winter is cold, with snow, but Christmas in Chicago is magical with festive traditions and beautiful decorations.
- Year-Round Enjoyment – While summer is great for warmth and events, each season offers unique experiences, so there’s always something to enjoy in Chicago!
7. Understand Local Customs
Getting to know the local customs in Chicago can really improve your visit. People here are friendly, so remember to use polite words like “please” and “thank you.” Chicagoans are also passionate about their sports teams, so if you talk about sports, you’ll fit right in! Being respectful and friendly will help you connect with the welcoming vibe of the city.
To truly experience Chicago like a local, it’s helpful to know a few key customs and tips that will make your visit even better:
- Tipping – In Chicago, it’s normal to tip service workers like waiters and bartenders around 15% to 20% of your bill. If your party is large, some restaurants automatically add a tip, so check your receipt!
- Public Transportation Etiquette – When using the CTA trains or buses, always let people get off before you board. Also, keep conversations quiet and save your phone calls for outside to respect others’ space.
- Neighborhood Pride – Chicago has many unique neighborhoods, each with its own vibe. Take time to explore different areas, enjoy local foods, and join in community events to really appreciate what makes each neighborhood special!
- Casual Attire – Chicago is laid-back when it comes to fashion. Comfortable clothing is common, so you don’t need to dress up too much unless you’re going to a fancy restaurant or event.
- Sports Loyalty – Chicagoans are passionate about their sports teams, like the Cubs, Bulls, and Bears. Wearing team jerseys or hats is a fun way to connect with locals, especially during game days!
Looking to make the most of your Chicago trip? Get practical travel advice on what to do, what to avoid, and other helpful tips for a smooth and memorable experience!
What to do in Chicago
Get to know Chicago by enjoying these fun and iconic activities. Skip the big bus tours and check out these popular spots for a true taste of the city:
- Stroll through Millennium Park
- Explore Adler Planetarium
- Visit Skydeck Chicago observation deck
- Relax by Lake Michigan
- Ride Navy Pier’s Ferris Wheel
- Check out the Field Museum
- Shop on the Magnificent Mile
- Walk along the Chicago Riverwalk
What NOT to do in CHICAGO
When visiting Chicago, avoid these common pitfalls to ensure you experience the city’s vibrant culture to the fullest:
- Skip the Big Bus Tours- While double-decker bus tours sound appealing, they limit your exploration. Chicago’s downtown is best experienced on foot. Opt for guided walking tours with experts who can show you hidden gems or take an architecture boat cruise along the Chicago River for stunning views of iconic skyscrapers.
- Don’t Drive Unless Necessary- Parking in downtown Chicago can be challenging and expensive. If you can, leave the car behind. Stay in neighborhoods like Chinatown, Lincoln Park, or Hyde Park, and take advantage of the city’s excellent public transit system, including buses and the “L” trains, to navigate easily.
- Avoid the World’s Largest Starbucks- The Starbucks Reserve Roastery on Michigan Avenue may be impressive, but you can find Starbucks worldwide. Instead, indulge in local coffee at Intelligentsia, Big Shoulders Coffee, or Sawada Coffee for a true Chicago experience.
- Steer Clear of Chain Restaurants- Chicago boasts an amazing culinary scene. Instead of dining at chains like the Grand Lux Cafe or Hard Rock Cafe, seek out local favorites like Lou Malnati’s for deep-dish pizza or Al’s Beef for an authentic Italian beef sandwich.
Savor Chicago's Local Culinary Delights
When you visit Chicago, make sure to dive into the local food! You’ve got to try the famous deep-dish pizza, which is thick and cheesy—it’s a total game-changer. Chicago-style hot dogs are another must-try, topped with all kinds of delicious goodies.
- Rose Mary – Located in the city center, Rose Mary serves a tasty mix of Italian and Mediterranean dishes. With a warm and cozy vibe, it’s the perfect spot for enjoying delicious meals like homemade pasta and grilled meats.
- Miss Ricky’s – This trendy diner is all about fun takes on classic comfort food. With its retro look, Miss Ricky’s is famous for yummy burgers and thick milkshakes. It’s a great place for brunch with friends or a late-night snack while enjoying the lively atmosphere.
- The Gage – Right by Millennium Park, The Gage is an upscale pub that offers a cool dining experience. Their menu features unique dishes like bison burgers and roasted bone marrow. It’s a comfy spot to relax and enjoy a great meal after a day of exploring the city.
- Terrace 16 – Perched on the 16th floor of the LondonHouse hotel, Terrace 16 offers breathtaking views of the Chicago skyline and river. They focus on fresh, seasonal ingredients, serving up dishes like perfectly seared fish and colorful salads. It’s the perfect place to enjoy dinner, especially when the sun sets!
- La Grande Boucherie – This charming French brasserie offers classic dishes with a modern twist. With its beautiful decor and friendly atmosphere, La Grande Boucherie is known for tasty options like steak frites and duck confit. It’s a fantastic spot for a special dinner or a fun night out with friends.
Conclusion
If you’re looking for a great place to explore, Chicago is a fantastic choice! With its vibrant summer atmosphere, friendly locals, and plenty of fun activities, there’s always something to do. Whether you’re checking out famous landmarks, enjoying tasty food, or learning local customs, Chicago has it all. Plus, getting around is easy with public transportation, and you can even find places to visit in Chicago for free. Your adventure in the Windy City will surely be one to remember!
FAQs
You can visit the super-tall Willis Tower, chill in Millennium Park, walk along the beautiful lakefront, and explore amazing museums.
Check out the Willis Tower, Millennium Park, Navy Pier, the Art Institute of Chicago, and the Museum of Science and Industry.
You can hang out in Millennium Park, stroll along the Chicago Riverwalk, enjoy the lakefront, and catch free concerts and festivals.
Chicago is famous for its deep-dish pizza. Try Lou Malnati’s, Giordano’s, or Pizzeria Uno.
Both summer and fall offer unique experiences in Chicago. Summer is ideal for outdoor activities and festivals, while fall brings beautiful foliage and milder temperatures.
Chicago is more laid-back with amazing architecture and food, while New York City is fast-paced with iconic landmarks and a diverse culture.
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