(800) 361-9640 or (312) 951-0710  |    [email protected]
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(312) 951-0710

WHO ARE WE ?

Windy City Travel is a Full Service Travel
Agency operating from Chicago, IL.

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

We also specialize in destination weddings throughout the world. We make sure that every detail is covered to make your destination wedding a stress-free experience. Our vacation planning services will take care of your getaways and coordinate a customized itinerary. Services also include cruise, air, car, hotel, rail, transfers and sightseeing to the destination of your choice. Every element of your trip is reviewed to maximize your discounts.

Let us share our knowledge with you to make your next vacation, destination wedding, honeymoon or event,  your most memorable. Contact us today for a free consultation!

OUR SERVICES

Our team of travel experts offer top tier corporate services to mouth watering special vacation, wedding and honeymoon offers. From adventurous elephant trekking to awe-inspiring beaches, our collection of destinations is irresistible.

Vacations Wedding Planning Group Vacations
Corporate Travel Honeymoon Services Cruise Planning

(312) 951-0710

Platinum Service

We have a longtime reputation for catering to Hollywood’s and Chicago’s A-list, music legends, TV personalities, and professional athletes.

You only want the best for the value. First class airfare at discounted rates, private jet or yacht charter. As a discerning traveler, you know and appreciate luxury. Your standards are high – when traveling, you want the best and most compelling trip possible. At Windy City Travel, the staff’s decades of experience will fulfill your every wish. Every detail will be anticipated and included.

Meet your driver and guide upon arrival for a first glimpse of the Tuscan countryside or jump in a European sports car to tour the lavender fields of Provence. Stop at a local vineyard where the family offers you a taste of their finest reserve wines and champagnes and stay at a chateau or a villa where you will learn the art of fine cooking. Enjoy secluded private islands with a personal chef in Fiji or a one-on-one butler service and a concierge who knows your unique taste, in London, Hong Kong, or Rome.

Travel enjoying the highest standards of comfort and service courtesy of Windy City Travel.

Corporate Request
Vacation Request
Cruise Request
Wedding Request
Honeymoon Request
Group Request
“Mary made this whole experience phenomenal – we had very few days to plan a big vacation and she was very responsive and listened to what was important to us in a resort. The booking process was seamless and fast. I will definitely come to her again and recommend her to others!!!”
Nina G., Chicago, IL
“Absolutely above and beyond everything we hoped our 35th anniversary trip would be. All reservations seemed to have changed times as we got closer. They made sure we knew of every change. We were thrilled with everything. Thank you again!
Robin S., Deerfield, IL
This is the second year in a row that we’ve booked our vacation through Windy City. We’ve worked with Lynn and she’s been great about answering our questions and meeting our needs. She listened to what we wanted in a vacation and her recommendation for resorts is spot on!
Donna D., Plainfield, IL

TRAVEL BLOG

When it comes to our advice we’re proud to say we’re different. We offer something a little more special.

Romance in Sharm el Sheikh

There is something about wide stretches of open space that speaks to the essence of the human soul. Whether it is the sight of the boundless blue ocean shimmering gracefully, or the brown and yellow grains of the desert swirling over crested dunes as far as the eye can see, gazing upon them is an experience better enjoyed with someone to hold.

Adventure: Sri Lanka

Formerly known as Ceylon, Sri Lanka is an island located in Southern Asia. Sri Lanka is one of Asia's ultimate tropical paradise. It has endless miles of beautiful golden beaches, abundant natural riches, lush tropical forests, tremendous cultural, ethnic and physical diversity, and great biodiversity.

How To Travel Like A Local

Travel in itself, is probably one of the most rewarding experiences in life. It gives you a peak into a way of life that's totally different from your own. You get to immerse yourself in many new experiences, try new cuisines, meet new people, and see new places. The key to a beautiful and memorable experience, is traveling like a local.

TERMS AND CONDITIONS: Prices per person based on double occupancy (unless otherwise stated) including round-trip airfare via U.S. certified air carriers, round-trip airport/hotel transfers, hotel taxes and baggage handling, fuel surcharges, all pre-collected U.S. and foreign taxes and fees including September 11th Security Fee, $10 late booking fee if applicable (for bookings within 14 days of departure). Packages to Hawaii and Europe do not include airport transfers. Packages in Turks and Caicos or San Juan, Puerto Rico do not include airport transfers. Packages flying into Cancun but staying in Cozumel require supplemental ferry transfers at an additional cost. In some instances, pricing may specifically apply to one of multiple flights on select departure days. All packages are based on the lowest hotel/air classes available at time of publication, capacity controlled, subject to availability and may change without notice. Promotional pricing may only be available for a limited time. Holiday/weekend surcharges may apply. Restrictions/blackout dates may apply. Where Kids, Stay, Play and Eat Free, Kids pay regular airfare including taxes. Checked bag fees from the air carrier may apply, ranging from $10-$100 per bag. The following fees are subject to change: resort fees for hotels in Hawaii may apply and range from $10-$30 per room, per night payable directly to the hotel; $10 Dominican Republic Tourist Card fee payable at resort airport upon arrival-cash only, U.S. dollars; $29 Costa Rica Departure tax payable at resort airport upon departure-U.S. dollars, colones, Visa or MasterCard are accepted. Traveloni is not responsible for errors or omissions. Vacation Supplier cancellation policies apply.

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