Chicago Train Tours

Train tours & tickets

Recommended by 20% of Travelers

Old Polonia and Wicker Park Walking Tour with Food

By Chicago Detours

On our walking tour of the Noble Square and Wicker Park neighborhoods, we will explore the past and present of the people, architecture, and foods of these

Day Trip to Chicago from Milwaukee by Train

By Attractions4US

Experience the best of Chicago in just a day on this easy railroad adventure from Milwaukee. In less than 2 hours, you can be in the center of America’s

Explore other Tours & Activities in Chicago

Segway Tours

Switch out your walking shoes for a Segway.

Airplane Tours

Take a tour to new heights with an airplane tour.

Private Tours

Skip the crowds and join a private tour for an in-depth experience.

Cultural Tours

Traveling done right should show you different cultures - join a cultural tour for the insider knowledge.

Hop-On Hop-Off Tours

Get the best of both worlds with hop-on hop-off tours: all the insider information and all the flexibility.

Helicopter Tours

Take a ride through the sky with an exhilarating helicopter tour.

Walking Tours

Walking tours can get you up close and personal to an area's top attractions, from the big-ticket items to the hidden local gems.

Bus Tours

A new place - so much to see and so little time. Bus tours let you cover more ground than two feet allow, and keep you in the know as you cruise around town.

Mass Transportation Systems

Learn how to get around like the locals do.

Ghost & Vampire Tours

Add a little spookiness to your trip with a ghost or vampire tour.

City Travel Guide

Chicago

The “City of the Big Shoulders” offers world-class culture, incredible dining, and a friendly disposition (unless you’re a Packers fan). Welcome to C-Town!

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Getting to Chicago

Flights to Chicago

The “City of the Big Shoulders” offers world-class culture, incredible dining, and a friendly disposition (unless you’re a Packers fan). Welcome to C-Town!

View All Flights to Chicago

Chicago Packages

The “City of the Big Shoulders” offers world-class culture, incredible dining, and a friendly disposition (unless you’re a Packers fan). Welcome to C-Town!

View All Chicago Packages

Chicago Hotels

The “City of the Big Shoulders” offers world-class culture, incredible dining, and a friendly disposition (unless you’re a Packers fan). Welcome to C-Town!

View All Chicago Hotels

Explore other things to do in Chicago

Water & Amusement Parks

Pick up the pace on vacation with a visit to water and amusement parks. Trust those in the business of good times to serve up some fun.

Family-Friendly

Vacationing is a great way to bring the family closer together. Make the most of your time with activities that everyone will enjoy.

Romantic

Make special memories with special people while enjoying the romantic side to travel.

Food & Drink

Sightseeing alone won't satisfy your cultural palate. Great food and drink will make a good trip even better.

Sights & Landmarks

Tick off some bucket-list-worthy sights and landmarks near you and fill your photo album with great snaps.

Boat Tours

The world is better on the water. Let your travels continue beyond the shoreline with the fantastic boat tours on offer.

Fun & Games

There's always room for fun and games on any vacation. To get the endorphins going, find the good times near you.

Museums

Get your fill of culture, arts or history with a fantastic museum primed to impress.

Animals, Nature & Parks

For the world at its most spectacular, Mother Nature does it best. Head outdoors to find a whole new appreciation for nature and animals on your travels.

Classes & Workshops

Return home with more than just memories - add some knowledgeable tips and tricks gained from classes and workshops.

Concerts & Shows

Make your trip extra special with a concert or show. When it comes to entertainment, they should always have a place on the itinerary.

Day Trips

Day trips keep it simple and exciting while traveling. See all the best parts of a place by joining in on some great bite-sized excursions.

Tours

It's always nice to wander around and get lost in a place - until you're actually lost. Tours take the mystery out of travel and bring you right to the action.

Night Activities

With sundown comes a whole new side to an area. Find the best places and activities to check out at night.

Outdoor Activities

Make the great outdoors even greater with these activities. Get in touch with nature and add some adrenaline wherever you are.

Shopping

Bring home more than photos with a successful shopping venture.

Water Sports

Do more than dip your toes in, with great opportunities to take to the water for some fun.

Spas & Wellness

A vacation within a vacation - indulge in some respite wherever you are.