Windy City Travel - A Chicago Travel Agency

Nurse Thank-ation

Provides nurses with a well-deserved vacation to say “Thank You” for their dedication, bravery and tireless work during the Covid-19 pandemic.

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Bucket List Webinars

Local experts take us on a journey through amazing destinations and Lynn Farrel, our President, gives tips and recommendations based on her personal experience.

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Who is Windy City Travel

Let us share our knowledge with you to make your next vacation, destination wedding, honeymoon or event, your most memorable.

Windy City Travel has been in business as a full service travel agency in Old Town, Chicago since 1981. The staff is renowned for providing personalized service for all your corporate and leisure travel needs including group travel, vacations & cruises, honeymoons, and destination weddings. Our corporate agents are veterans at corporate travel and our leisure agents have traveled the globe and are able to provide information and suggestions to truly tailor a vacation, wedding, or group trip to meet 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.

WHY US?

Knowledge

Convenience

Problem Solving

Savings

Supplier Relationships

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“Kathy did an outstanding job planning our trip to Scotland and Ireland. Everything was organized for us and we didn’t have to worry about a thing. She is very knowledgeable in locations and well organized in planning out the day to day activities for you. We never felt like we were on a strict schedule, but we never had to think about what to do next. I can’t wait to use her again for our next adventure. Thank you!”

Anita Clapham

Where would you like to go?

Africa

Asia

Australia & New Zealand

Caribbean

Europe

North/Central/South America

What type of trip are you planning?

Land Vacations

Escorted Tours & Safaris, Beach Vacations, All Inclusives

Cruises

River and Oceanic. Europe, Alaska, Caribbean

Groups

Family & Friends, Business Meetings & Conferences, Destination Weddings

14-night Mediterranean Mosaic – Italy, Corsica, Tunisia, Algeria, and Morocco Expedition

From $14,990

Visit a total of nine amazing UNESCO World Heritage Sites on this comprehensive itinerary. View Tunisia’s opulent Byzantine churches, historic medinas, and superb Islamic mosqu…more

Book By: Friday October 23rd, 2020
Travel: April 19 – May 3, 2021
Minimum Nights: 14
Promo Code: N/A

Bucket List Webinar Series

We could all use a break from what is going on in the world. Right? We would love for you to join us for our Bucket List Destination Webinar Series. We will explore a variety of destina…more

Book By: Monday July 20th, 2020
Travel: April 1 – December 31, 2021
Minimum Nights: 3
Promo Code: N/A

Iberostar Hotels & Resorts Reduced Rates

From $215 per couple, per night

Always a favorite of Apple Vacationers, Iberostar Hotels & Resorts shine brightly on the best beaches throughout Mexico, Jamaica and Dominican Republic. Prepare to be pampered the Iberostar way, w…more

Book By: Thursday December 31st, 2020
Travel: March 25 – December 31, 2020
Minimum Nights: 3
Promo Code: N/A