About Windy City Travel
Discover Windy City Travel, a top-rated Travel Agency in N Wells St, 1357 N Wells St, known for helping customers create memorable travel experiences. Backed by 4.80 stars and 194 reviews, we’re proud to offer great service and quality and attentive service every step of the way.
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Customer Reviews
Peru - March 2025 We recently visited Peru with Windy City Travel in partnership with WBBM and had an exceptional experience! We traveled through Lima, Sacred Valley/Cusco and Machu Picchu. The planning and execution of the trip was done in a very efficient manner utilizing all local modes of transportation. The selection of lodging, meals and planned excursions was excellent …
Windy City did a really good job planning my vacation to Morocco. Deni, our point of contact, did a good job of leveraging his local resources and we were always treated with the upmost care during our trip. We didn’t think our stay at the La Mamounia could ever be matched, but Windy City’s suggestion to stay at the Kasbah …
I cannot say enough great things about Kathy with Windy City Travel! Kathy was so attentive to our requests and responsive throughout the entire process. Our trip to Iceland and Sweden (Oct/Nov 2024) would not have been what it was without her!
Kathy A. at Windy City Travel is simply amazing! She has helped our family plan trips from Italy to Greece, Spain and Portugal, Egypt and everything in between. Kathy is knowledgeable, responsive, spot on, gets things done, and leaves no details behind. Thank you for everything, Kathy!
I will never use any other travel agent!! Cassie Thome is an absolute delight to work with. Our family trip to Paris was seamlessly planned. Cassie had amazing recommendations not only for hotels in our price range, but also catered to our interests and personalities. This is a tall order when trying to make a trip fun for educators and …
ICELAND September 2024 Our 10 day trip to Iceland in early fall was great! We are grateful for all the hotel selections, sight recommendations, assistance with dinner reservations and adventurous excursions suggested by our travel agent at Windy City Travel. Iceland has such a diverse topography. We took our time, rented a car and explored volcanoes by foot and air, …
As new clients of Kathy Allinson at Windy City Travel, our recent vacation in Australia was one of the best we have ever taken. She flawlessly arranged and coordinated 8 flights, 8 hotels, a rental car and numerous excursions/activities for us. She's personable, knowledgeable, very responsive and took the time to learn about us and our interests. We will be …
I’ve worked directly with Karen, she’s amazing! Very patient and understanding. Also very helpful with our needs. She helped me book an amazing trip for my parents and most recently helped me with our trip to Mexico. Always attentive and there for you if you have questions or issue. Gives you the best advice on where to go what to …
We had an excellent experience with Dana C. who helped me plan a trip of a lifetime to Costa Rica (Guanacaste -Cala Luna resort) with my mom, an older adult. From start to finish, Dana was prompt and trustworthy in her guidance and responses. For example, we took a direct flight and it was only 4.5 hours to paradise. I’d …
Our agent, Kathy Allinson, was great. She organized our trip to New Zealand perfectly and everything functioned like clockwork. There were some activities that we would not have chosen ourselves but were glad that we had a chance to experience them. This was a truly marvelous trip and we’re grateful to Kathy for having arranged it.