Windy City Travel

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1357 N Wells St
Chicago, IL 60610
+1 (312) 951-0710
https://windycitytravel.com
Windy City Travel has been in business as a full service agency in Old Town since 1981. The staff is renowned for providing personalized service for all your leisure travel needs - including, wedding and honeymoon, family reunions, groups and incentives. Our agents have traveled the globe and are able to provide information, details and suggestions to truly tailor a vacation meeting your needs and preferences. In our aim to provide the best service, we offer you unbiased information on your best air, car, hotel, rail and cruise options. Our preferred relationships will be available to you with value-added amenities and supplier discounts. Our vacation planning services will take care of your weekend getaways and coordinate a customized itinerary. Services also include cruise, air, car, hotel, rail, transfers and sightseeing to the destination of your choice.

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Reviews

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4.077 reviews
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Denise F.
8/22/2025

We finally did it! Our family trip to Europe. Our boys are big history buffs like my husband and asked for a trip to Europe to visit specific sites/locations they chose. We decided to start...

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Carol W.
3/5/2025

Our second time using Kathy with Windy City Travel & could not be happier! Reached out to Kathy last minute to help us escape the February cold & in a few weeks she put together an amazing trip to...

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Benjamin G.
7/25/2024

This year, with additional vacation time, I decided to plan our very first trip to Asia. Being seasoned travelers, we usually plan our own trips. However, since this was our first time visiting...

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Caron C.
9/20/2023

Cassie worked hard to find me an amazing inside passage cruise with Silver Seas. It was a great value, and a 5 star experience. Thanks Cassie!!! We had the best 20th Anniversary...

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Joseph G.
8/11/2024

We used Windy City Travel to help plan our family vacation to Greece. Michele was great helping me plan the trip with awesome suggestions on itinerary, logistics, resorts and activities. She made...

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