Jessica Meincke, Travel Agent in Chicago, IL

Jessica Meincke

Chicago, IL Travel Agent

Jessica Meincke

Chicago, IL · 3 Years of Experience

Jessica Meincke, an independent agent with Travelmation, a Travel Leaders Network Affiliate Agency
5.0
(5)
100% Recommended
Jess helped my wife and I plan our Punta Cana getaway for my 35th birthday and it was amazing!! She truly made the entire process effortless.... Read More >
About
Reviews
Certificates & Awards

Areas of expertise

Destinations:

Europe, Mexico, USA, Caribbean, Italy

Interests:

Family Vacations, Cruises, All Inclusive, Honeymoons, Babymoons

Suppliers:

Royal Caribbean, Sandals and Beaches Resorts, Disney, Viator, Delta Vacations

About Me

European Travel Specialist

Hi! I’m so happy you’re here. I’m Jessica, and since 2023 I’ve been helping families, couples, and friend groups plan trips they’ll never forget. What started as a fun side gig while I was home with my kids quickly turned into something I truly love doing every single day.

My travel obsession really took off after a trip to Scotland in 2019. I fell hard for the charming cities, the deep history, and...the cozy cider spots. Ever since then, I’ve been hooked on creating thoughtfully planned trips that feel personal, seamless, and full of those “I can’t believe we’re here” moments.

These days, I specialize in European adventures, easy all-inclusive getaways, and fun, memory-making family trips. Whether you’re wandering through the streets of Italy, relaxing at a beachfront resort, or planning that big family vacation you’ve been dreaming about, I’m here to make it simple and stress-free.

I also dabble in Disney vacations, cruises, and more. Basically, if you can dream it, I can help you plan it. Every trip I design is customized to fit your vibe, your budget, and your must-haves.

If you’re ready to start planning, I’d love to help. Let’s make your next adventure happen! 

About Me

Skógafoss, Iceland
Skógafoss, Iceland

I reside in Chicago with my husband and son. I have an insatiable curiosity for new experiences, from trying out local breweries and restaurants to dying my hair fully blue or purple. When not out and about, I love to re-watch TV shows (hello, Gilmore Girls & Vampire Diaries) or determine if I have the same baking skills as those on The Great British Bake-off. 

REVIEWS

Rating: 5.0
5 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 5 reviews

35 and Punta Cana vibes
Reviewed By Shaun Banicki - Palatine, Illinois | Traveled to Punta Cana | Dominican Republic | Caribbean
Jess helped my wife and I plan our Punta Cana getaway for my 35th birthday and it was amazing!! She truly made the entire process effortless. We have already referred her services to several people and will definitely be working with her in the future. 10 out of 10!!
I would recommend this agent to my family and friends.
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Punta Cana 2026
Reviewed By Sammy Jo - Chicago, IL | Traveled to Punta Cana | Dominican Republic | Caribbean
Jess is fantastic. I wanted to get away, relax and do little prep. She did it ALL. I filled out the easiest form and a few days later, she packaged everything for me beautifully. All I had to do was review the options which were equipped with pictures and a summary of the offering. I seriously didn't have to do anything but pay! She sends reminders, checklist, etc.! My husband and I got to unwind and reconnect. Highly recommend Jess. Thank you!!!
I would recommend this agent to my family and friends.
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The smoothest sailing cruise imaginable!
Reviewed By Meg - Saint John, Indiana | Traveled to Key West ~ Florida ~ USA
Jessica was excited, approachable, and thoughtful every step of the way from exploring our cruise options, booking and submitting payment for the trip, sending helpful, personalized reminder emails about requirements for checking in, passports, even down to a recommended packing list the perfect amount of time beforehand! I was blown away by her attention to detail and felt confident about all aspects of our cruise! We will definitely be booking our next vacation/trip with Jessica.
I would recommend this agent to my family and friends.
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An Amazing Stress-Free Experience
Reviewed By Claire - Mokena, IL | Traveled to Fiji ~ South Pacific
Jessica is very professional and thorough in her services. She was very reachable and answered any questions or concerns quickly and always positively to put my mind at ease! Everything she booked for us was excellent and all within our budget. There was one small issue with one of our hotels when we arrived in Fiji and Jess cleared it all up in minutes after I texted her- leaving me calm and stress-free on my vacation! Jess was absolutely amazing and I can't recommend her enough to anyone looking for a stress-free vacation booking and experience- in fact my parents already plan on using her services for their next trip to the Caribbean! Thank you, Jess!!!
I would recommend this agent to my family and friends.
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The Best Trip of Our Family's Life
Reviewed By HMR - Evanston, IL | Traveled to Italy ~ Europe
Jessica is an absolutely amazing travel agent; if I could have given her a 6/5, I would have done so for her excellent work with our family of 8's June 2024 trip to Italy. Jessica started with active listening to us, then swiftly offered a well-rounded and spot-on array of options for the many aspects of our trip. When a couple of act-of-God incidents arose on our trip, she was calmly sympathetic and immediately responsive to help us adapt our initial plans. Despite these occurrences (rockfalls on roads, trouble with an island's water supply), our family had the trip our lives—and Jessica's enthusiastic support and impeccable skills in setting things up for us were a big part of making it easy for us to enjoy ourselves utterly.
I would recommend this agent to my family and friends.
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Certifications & Awards

Royal Caribbean University - Master of Adventure
Royal Caribbean University - Master of Adventure
TRACKS (Rocky Mountaineer Specialist)
TRACKS (Rocky Mountaineer Specialist)
The College of Disney Knowledge
Certified Sandals Specialist
Backroads Specialist