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◊ Applies to bookings for 3+ travelers. Book by Oct 31, 2019.  Learn more
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Book Flights from Chicago to Cancun will help you to find the best deals on flights from Chicago to Cancun. With our search technology, effortlessly searching flight routes across hundreds of airlines has never been easier or more convenient. With, we aim to make it simple and quick to search, select and save on the flights that best suit your needs and budget.

No matter if you are traveling for business or pleasure, we offer a wide range of deals from business class discounts to last minute flight deals to destinations like Cancun. Whether you are planning ahead or looking for last minute tickets, CheapOair has the right flights at the right price. After booking your ticket, explore this page to view blog posts about this destination, learn more about hotels near CUN and read reviews from others who booked their flights with

Frequently Asked Questions - Chicago to Cancun Flights

  • When does the first flight of the day depart from CHI?

    6:00AM Spirit Airlines Flight #104

  • When does the last flight depart to CUN?

    2:00PM United Airlines Flight #4588

  • What is the travel distance between Chicago and Cancun?

    1,433 miles

  • How many weekly flights are there between CHI to CUN?

    There are 38 weekly flights between CHI and CUN.

  • How many daily flights fly between Chicago and Cancun?

    There are 5 daily flights between CHI and CUN

  • Which is the busiest day in terms of passengers traffic between CHI to CUN?


  • Which is the nearest airport to Cancun, Mexico?

    Cancun International Airport

  • Which is the nearest airport to Chicago, Illinois?

    Midway International Airport