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OUR DIFFERENCE

Relax While We Take Care of Your Trip

Easy Booking

Tell us what you want, and we will take care of all the details so you don’t have to.

Knowledge

We’ve been helping individuals just like you book their dream get away for 15 years

Availability

We are committed to helping you, making sure the trip goes as smooth as possible.

TRAVEL OFFERINGS

Explore Top Destinations

Auto Rentals

We have a variety of Auto Rental Suppliers worldwide.

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Cruise Packages

Enjoy sunshine days on the water with several premium cruise packages.

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Disney Parks

Experience the magic when you book your next Disney trip through us.

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Dude & Guest Ranches

Guest & Dude Ranches offer vacation experiences perfect for all travelers.

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Guided Tours

Experience what the world has to offer and meet new friends.

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Resorts & Major Hotels

A long day of travel deserves a relaxing place to stay.

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Theme Parks

Spectacular entertainment awaits you at a variety of theme park vacations!

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WHAT OUR AMAZING CUSTOMERS HAVE SAID

Amber is wonderful! She booked a perfect Disney vacation for my mom, grandmother, my daughter and myself. She also has booked a cruise for my husband, daughter and myself. She is so knowledgeable on everything travel related and if she doesn’t have an answer, she goes…

My fiancé and I were looking for the perfect Honeymoon spot. Destinations with Character Travel made our search an easy and painless process. We messaged back and forth for days, and they were always very prompt with their responses and found us the perfect spot to…

Destinations with Character Travel was indispensable in booking our Disney trip, walking me through everything from where and when to eat, fast passes and booking our extra Disney fun. I can honestly say that I couldn’t have booked our amazing family trip without all their help…

Destinations with Character Travel was amazing at booking our first cruise, they were able to get us the best deal and help us all the way any question that we had. I truly recommend Destinations with Character Travel as your travel agency.

OUR EXPERIENCE

We Thrive On Making You Smile

More About Us

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Years of experience helping customers just like you

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Happy customers we have helped with their dream destination

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The Premiere Chicago Travel Agency

Destinations with Character is the best travel agency for those looking for a unique and personalized travel experience. As a leading travel agent near Chicago, we offer a wide range of services for both domestic and international travel.

One of the things that sets Destinations with Character apart from other Chicago travel agencies is our commitment to providing exceptional customer service. Our team of experienced travel agents are dedicated to helping our clients plan the perfect trip, whether it’s a romantic getaway, a family vacation, or a business trip. We take the time to understand your individual needs and preferences, and work with you to create a customized itinerary that meets all of your requirements.

Travel On Any Budget

In addition to our personalized service, Destinations with Character also offers a wide range of travel options to suit every budget and interest. As an international travel agency, we have access to a vast network of suppliers and partners, allowing us to offer competitive pricing on flights, hotels, car rentals, and more. Whether you’re looking for a luxury cruise, a budget-friendly road trip, or an adventure abroad, we can help you find the perfect travel options to suit your needs.

At Destinations with Character, we also understand the importance of flexibility and convenience when it comes to travel. That’s why we have dedicated and passionate agents that are ready to help you along the full planning process. We also offer travel insurance and other protective services to ensure that your trip goes smoothly and that you’re protected in the event of any unexpected issues.

Let Us Plan You A Trip

Destinations with Character is the best travel agency for those looking for a unique and personalized travel experience. As a leading travel agent near Chicago, we offer exceptional customer service, a wide range of travel options, and flexible booking options. So, whether you’re planning a romantic getaway, a family vacation, or a business trip, Destinations with Character is here to help you every step of the way.