Chicago Day Trips

Day trips, tickets & tours

Recommended by 20% of Travelers

Day Trip from Chicago to New York by Air with Lunch

By Attractions4US

Take a morning flight to New York and explore all the exciting art, culture, and history the city has to offer. Your experience includes a convenient hop-on,

Chicago Day Trip from New York by Air with Hop-On Hop-Off

By Attractions4US

Experience the best of bustling Chicago in just a day on this easy adventure from New York City. Touch down in the Windy City in just a few hours and head off

Chicago Helicopter Pilot Experience

By Heli Chicago

This experience is as unique as it gets, as you will be allowed to take to the controls and see just what it takes to fly a helicopter! With advice from our

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

Niagara Falls Day Trip from Chicago by Air with Maid of the Mist Boat Ride

By Attractions4US

Get up close to one of the world's most breathtaking natural wonders on this 1-day adventure to Niagara Falls, with flight included. Spend the day exploring

Private Day Sailing Charter on Lake Michigan

By Come Sailing Inc

Sailing Chicago's beautiful lakefront offers an experience not to be missed and views of the skyline that can't be beat. Kick back during this two-hour

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.

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.

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!

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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!

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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!

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