Featured Travel Deals

All Travel Deals

Vacation Types
10 Deals
Title Destination(s) Min Nights Price From Discount Supplier Types Promo Code Expires Link
14-night Mediterranean Mosaic – Italy, Corsica, Tunisia, Algeria, and Morocco Expedition Africa, Europe 14 $14,990 Zegrahm Expeditions Cruise, Sea Cruise Friday October 23rd, 2020
Get More with Marriott Hawaii 3 30% Funjet Vacations Land Vacation Sunday December 20th, 2020
Book Early & Save on 2021 Tours Africa, Europe 6 15% Trafalgar Land Vacation Tuesday September 15th, 2020
Free Night at Fairmont Orchid, Hawaii Hawaii 5 $1,149 per person Classic Vacations Land Vacation Thursday December 31st, 2020
Iberostar Hotels & Resorts Reduced Rates Caribbean, Mexico 3 $215 per couple, per night Apple Vacations Land Vacation Thursday December 31st, 2020
8-Night Belize Adventure Central America 8 $2,275 per person Avanti Destinations Land Vacation Thursday December 31st, 2020
Sun & Steam in New Zealand Australia / New Zealand 5 $1,174 Land Vacation Wednesday September 16th, 2020
Patagonia: Journey to the End of the World South America 12 10% Per Person Globus Land Vacation Monday December 7th, 2020
1/2 Off Marival Resorts Mexico 3 53% Funjet Vacations Land Vacation Tuesday December 15th, 2020
Get Lost in Atlantis Bahamas 3 $300 in Resort Credits United Vacations Land Vacation Sunday December 20th, 2020

These are some of the best deals currently available. Not sure where to go or what to do? Give us a call, we're here to help!

Why book with Windy City Travel?
  • We’ll save you time & money
  • We’ve been to the destinations & stayed at the resorts
  • Easy & stress free booking
  • We’re your advocate before, during, & after your trip

Call now & save. We’re here to help!


Travel Planning

  • This field is for validation purposes and should be left unchanged.

Our travel specialists have stayed at or visited most of the vacations we recommend (unlike most online agencies). In order to best match your requirements with the array of resorts, packages and options available, we believe it is best for us to speak with you personally by phone about your vacation.

If you can’t call us now or our office is currently closed, please schedule a personal free one on one consultation below with one of our travel specialists when it is convenient for you and let us take all the stress out of planning your vacation. Thank you for considering Windy City Travel!

Lynn Farrell
(312) 951-0710