If you're looking to travel last minute or like to plan ahead with an early bird deal, look no further! With round-trip flights this winter and spring from Chicago and all-inclusive resorts, you'll find the perfect package to Cancun, Riviera Maya, Punta Cana or Jamaica. Find our best deals below or pick your ideal dates and shop using our booking box to the left.
Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book.
Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book. †Kid's offer based on one child per full paying guest and offered on select departures only; qualifying ages and maximum number of kids vary by resort and applies to hotel cost only. Airfare, transfers & booking fees not included. ††Restrictions apply. Call for details *Advertised prices available for bookings made electronically through your travel agent or on vacationexpress.com; small service fee of $10 applies when booking through Vacation Express Call Center. Prices are per person, based on double occupancy. Only valid for new bookings. For full terms and conditions, hotel and description of all services, please refer to the Vacation Express 2019 Brochure or call for details. Vacation Express now accepts debit cards that offer the same consumer protection as credit cards. Some upgrades are subject to availability upon check-in. Packages are limited and subject to change without prior notice and are on coach air with Spirit Airlines, American Airlines or other U.S. certified carrier. Airfares are per person, reflect lowest available airfare at time of printing, are subject to change and are based upon availability of class of service. Baggage charges and allowances vary by carrier and can change frequently. Most major carriers are charging a fee for checked baggage. Some airlines, including Spirit Airlines, are charging a fee for all checked and carry-on baggage. Clients must check their respective airline for the most current baggage information. Some hotels in the Cancun, Riviera Maya, Isla Mujeres and Cozumel areas of Mexico charge an environment fee of approximately $1.21 per room, per night. Fees are subject to change without notice and are payable at the hotel. Book by 3/20/19. Not responsible for errors or omissions. Registered Florida seller of travel no. St 38441. State of California Seller of Travel Certificate of Registration #2107538-40.