New York vs Chicago: Best City for Tourists in 2025

Introduction

If you’re a traveler, you know the challenge: picking the perfect U.S. city that delivers unforgettable experiences without leaving you overwhelmed. With so many options, narrowing it down can feel impossible. For many, the choice often comes down to New York vs Chicago — two of America’s most iconic cities.

New York dazzles with its endless energy, skyscrapers, and world-class entertainment, while Chicago impresses with its stunning lakefront, rich architecture, and vibrant food scene. But which one is truly better for tourists in 2025?

In this guide, we’ll break down both cities, highlight their best features, explore pros and cons, and give you practical tips on what to consider when booking your trip with platforms like Trip.com. By the end, you’ll know exactly which city is the right fit for your style of travel.

New York vs Chicago: Which City Is Better for Tourists?

New York City — Overview

New York City, often called “The City That Never Sleeps,” is a global icon. From the Statue of Liberty and Times Square to Central Park and Broadway, New York offers a non-stop stream of attractions. It’s a melting pot of cultures, art, fashion, and food, making it one of the most dynamic destinations in the world.

Key Features

Iconic landmarks: Statue of Liberty, Empire State Building, Brooklyn Bridge.

Arts & culture: Broadway shows, MoMA, Metropolitan Museum of Art.

Shopping & dining: From Fifth Avenue boutiques to Chinatown dumplings.

Diverse neighborhoods with unique vibes — Greenwich Village, Harlem, Williamsburg.

Pros and Cons

Pros:

Endless attractions and activities.

Excellent public transportation system.

A cultural hub with something for everyone.

Cons:

Expensive (food, hotels, attractions).

Crowded and fast-paced.

Can feel overwhelming for first-time visitors.

Ideal For:

First-time U.S. visitors, culture seekers, luxury travelers, and those who love non-stop action.

👉 Check trip prices to New York on Trip.com

Chicago — Overview

Chicago, nicknamed “The Windy City,” offers a blend of big-city excitement with Midwestern charm. Famous for its skyline along Lake Michigan, deep-dish pizza, jazz clubs, and friendly locals, Chicago is often considered a more relaxed alternative to New York while still offering world-class attractions.

Key Features

Architectural marvels: Willis Tower, Cloud Gate (The Bean), historic buildings.

Entertainment: Millennium Park, Navy Pier, Shedd Aquarium.

Food culture: Deep-dish pizza, Chicago-style hot dogs, and an evolving fine-dining scene.

Lake Michigan shoreline with beaches and scenic bike paths.

Pros and Cons

Pros:

More affordable than New York.

Stunning architecture and art scene.

Easy to navigate with public transit and walkable neighborhoods.

Cons:

Weather can be unpredictable and harsh in winter.

Smaller entertainment options compared to NYC.

Less international flight connectivity than New York.

Ideal For:

Budget-conscious travelers, architecture enthusiasts, food lovers, and those who want a balance of city life and relaxation.

👉 Find deals for Chicago trips on Trip.com

What to Look for When Choosing Between New York and Chicago

When deciding between New York and Chicago, consider these travel factors before booking

1. Budget

New York: Higher costs for hotels, dining, and attractions.

Chicago: More affordable with budget-friendly accommodation and food options.

2. Type of Experience

New York: Fast-paced, vibrant, and diverse with global icons.

Chicago: More laid-back with cultural depth and beautiful lake views.

3. Transportation

New York: Extensive subway, buses, and walkability.

Chicago: Excellent “L” train system and bike-friendly areas.

4. Season & Weather

New York: Great year-round but best in spring and fall.

Chicago: Ideal in summer and early fall, avoid deep winter if you dislike the cold.

5. Duration of Stay

New York: Perfect for longer stays (4–7 days) to explore fully.

Chicago: Great for a 2–4 day weekend getaway.

👉 Compare flights and hotels on Trip.com

FAQ Section

1. Which city is cheaper to visit, New York or Chicago?

Chicago is generally more budget-friendly, with cheaper accommodations and meals. New York tends to be pricier but offers more variety in activities.

2. Which city is better for families?

Chicago is excellent for families, thanks to attractions like Shedd Aquarium, Lincoln Park Zoo (free), and Millennium Park. New York is also great but can feel hectic for young kids.

3. How many days should I spend in each city?

New York: At least 5 days to cover major sights.

Chicago: 3–4 days are enough to see the highlights.

Conclusion

Both New York and Chicago shine as tourist destinations in 2025, but the best choice depends on your travel style and budget.

Choose New York if you want a world-famous, high-energy city full of iconic landmarks and cultural experiences.

Choose Chicago if you prefer affordability, beautiful architecture, and a friendlier pace with plenty of character.

Our top recommendation? If it’s your first time in the U.S., go for New York. But if you want a more relaxed and affordable experience without missing out on world-class attractions, Chicago is unbeatable.

👉 Book your next U.S. city adventure with Trip.com today and experience the trip that matches your style.