Cruises – Come Get Your Sea Legs

Benefit from our firsthand experience and insider connections to help you create a one-of-a-kind cruise experience

One of the greatest aspects of cruising is there’s something for everyone.  Popular cruises offer great value for your dollar and an incredibly diverse range of amenities and activities. On board, experience exceptional service and a variety of dining options.

Enjoy exceptional personal service and attention to detail on an all-inclusive luxury cruise. Select from a variety of itineraries for discerning travelers who may have already cruised but are looking for new experiences. Let a Windy City Travel cruise expert ensure you get…

  • A Taylor Made Cruise Experience

  • Specialized Shore Excursions

  • Exclusive Privileges on Ship & Shore

  • Free Perks & Upgrades

Windy City Travel will help you create a one-of-a-kind cruise experience to suit your needs. 

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Featured River Cruises

Featured Sea Cruises

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

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River Cruise Specials

Cruise News

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.