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About Us

We're a small group of travel-loving 20 and 30-somethings dedicated to helping you explore new lifestyles, while working remotely, in the most amazing places on earth. Our tours give you a fun team to work with during the day, before letting you get a taste for local bars, hangouts, and restaurants as the sun goes down.


For us one of the hardest parts of travel was that we would meet really incredible people and then have to say goodbye. We created Chicago Group Travel so that we could have incredible life changing experiences with other Chicagoans that we wouldn’t have to say goodbye to.

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Our Team
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Clay Carter

Founder & CEO

Ashton Pope

Travel Experience Liaison

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Our Values

Embrace Differences

One of the greatest parts about our trips is that we all come from different backgrounds and have different stories to tell. How boring would life be if we were all the same?? By having people from different professions and walks of life we are better able to learn and grow as individuals.

Sharing Experiences

The goal, on all of our trips, is to bring together a fun group of young Chicagoans who are ready to explore and make memories together! When you're traveling with us, there's always someone around to share in your good times.

We Maximize our Five to Nine

We are a group of people who live to explore. After the day's work is done we want to see what the world has to offer!

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