Group Travel

Group Travel2018-11-01T19:57:43-05:00

Group Travel – Share Your Journey

See what the Windy City Travel Experience is all about with our experienced & dedicated group travel agents.
  • Free Upgrades

    By booking your group travel together, you can take advantage of free room upgrades, rooms close together in the hotel, group dinner reservations, excursions in your destination, and more.
  • Group Discounts

    Free rooms, free flights, and more! When you book your group together, you save! From initial travel to excursions in your destination, added value is everywhere when you travel in a group.
  • No Fees + Top Customer Service

    We don’t charge anything for our services and we’ll match any packaged price you can find elsewhere. PLUS, by booking with a real travel agent instead of an online only agency, you get the assistance and support of an actual agent that has been to the resort and knows the area. Your group vacation will only benefit from the customer service provided by an agency like Windy City Travel!
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Group Travel Planning

Group Travel for Any Occasion

group family vacations

Family & Social

Want to take a family trip and reap the benefits of group travel? Pile up your groups suitcases for winter break, spring break, or just a short weekend getaway. Swim with dolphins or float along an underground river in a Mayan ecological park. Zip line above a winding river that ends at a jungle bar. Dine together with international fare like Japanese, Italian, French, and American to fit everyone’s taste. Let Windy City Travel take the stress out of planning a perfect getaway for you and yours.

corporate business group travel

Business & Corporate

An effective way to motivate a workforce is rewarding top achievers with travel. At Windy City Travel, we can help design an incentive program that is bound to create results.

We can design a high-quality, cost-effective program that will impress and encourage everyone involved. Windy City Travel’s detailed and thorough approach is only a phone call or e-mail away.

destination wedding group travel

Destination Weddings

Getting married? Destination weddings are a great choice and we can help you find a fabulous and exotic destination for your perfect wedding. While traditional weddings can be expensive, destination weddings are surprisingly affordable and go beyond by extending your dream day into a beautiful and enjoyable mini-vacation for both you and your guests. Let us arrange a unique, memorable destination wedding to ensure you enjoy your once in a lifetime celebration.

organization group travel


Take in the sights abroad with your school, church, or community organization and see how much easier it is to bond and grow when you share amazing experiences together. On sea or land, our group specialists will ensure that every detail is taken care of from airport transfers and lodging to excursions everyone in your group will enjoy. Call us today and see why Windy City Travel is Chicago’s leading group travel experts.

Start Planning Your Group Journey

Call us at (312) 951-0710 or fill out the short form below to start planning your next experience.

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Group Travel Around the Globe

What’s to Eat on Virgin Voyages

Gone are the traditional buffet and main dining rooms; Virgin is dishing out a different kind of culinary experience for guests on its first ship. The Scarlet Lady doesn't set sail until 2020, but Virgin previewed some of the food guests can expect onboard while officially announcing new designs for the ship's restaurants, seaside lounges and casual eateries.

Trip Report: Fiji – Part 1 – The Auberge Nanuku Resort

This resort is great for honeymooners, families, weddings, multi-generational get togethers or friends’ vacations.  Honeymooners will enjoy the beachfront villas with private plunge pools, fabulous outdoor showers and great food! Families and groups will enjoy the option of large villas, up to 5 bedrooms!  These villas have their own large pools, outdoor grills and seating areas.