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Chicago to Cancun Deals

Chicago to Cancun Deals

All-Inclusive Vacation Packages w/ Round-Trip Air

Chicago, book your all-inclusive Cancun trip with Vacation Express today! These package deals include round-trip air for a getaway from Chicago to Cancun, accommodations, hotel taxes and local representative. We offer affordable vacation packages and unbeatable deals on all-inclusive resorts, which include all meals, unlimited drinks and exciting entertainment at one great price.

Sandos Cancun
  • Save Up to 47%

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Winter/Spring 2025 Deals

3 Nights From:

$729*: 1/4-2/28

5 Nights From:

$1499*: 3/1-4/30

Summer 2025 Deals

5 Nights From:

$1225*: 5/1-6/30

Riu Dunamar
  • Up to 57% Off

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Winter/Spring 2025 Deals

3 Nights From:

$765*: 1/4-2/28

5 Nights From:

$1429*: 3/1-4/30

Summer 2025 Deals

5 Nights From:

$1299*: 5/1-6/30

Adults Only, Royalton CHIC Cancun Resort
  • Adults-Only Getaway
  • Up to $600 Resort Credit††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Winter/Spring 2025 Deals

3 Nights From:

$869*: 1/4-2/28

5 Nights From:

$1529*: 3/1-4/30

Summer 2025 Deals

5 Nights From:

$1395*: 5/1-6/30

Temptation Cancun Resort
  • Adults-Only Getaway
  • $150 Instant Credit††

ALL-INCLUSIVE PACKAGES WITH ROUND-TRIP FLIGHTS

Winter/Spring 2025 Deals

3 Nights From:

$1069*: 1/4-2/28

5 Nights From:

$1769*: 3/1-4/30

Summer 2025 Deals

5 Nights From:

$1545*: 5/1-6/30

Trip Protection & Insurance

Traveling within three days? Our Travel Advisors can make it happen! Call 1-800-309-4717 to book.
††Restrictions apply. Call for details. *$729 price is based on travel from Chicago [ORD] to Sandos Cancun for 3 nights on February 19. 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. For full terms and conditions, hotel information and description of all services, please refer to vacationexpress.com or call for details. Some upgrades are subject to availability upon check-in. Packages above are from O'Hare International Airport, are limited and subject to change without prior notice and are based on travel on coach/economy air with Spirit Airlines, American Airlines or other U.S. certified carriers. 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 12/20/24. 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.

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