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Selected fares from Chicago to Cancun

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Route Information for Flights from Chicago to Cancun

Origin Airport IATA Code ORD
Destination Airport IATA Code CUN
Flight Price $186
Distance 2,316 km

Chicago (CHI) to Cancun (CUN)

Are you flying to Cancun for a much-needed vacation or is it about time for you to have a family reunion? Or maybe you're traveling for work? Hey, anything that gets you away from that desk is a win in our books. You're on the perfect page to snatch a killer deal on your upcoming flight from Chicago. Whether you fancy yourself an expert at navigating the friendly skies or you're new to the jet-setting scene, read on to see how to book a too-good-to-be-true flight.

How do you get the best deal on a flight from Chicago to Cancun?

Hotwire has been doing this for a long time, which means getting that great deal on a Cancun flight is easy-peasy. You'll make spending less look so very good with a few simple steps.

What is the cheapest day to fly?

With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:

  • Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. Most people opt to depart at the beginning or end of the week.
  • Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your holiday by a day and increase your savings.
  • Monday through Thursday—If you're flying internationally, deals are often available when departing these days.

Why are flights cheaper if you stay over the weekend?

Spending the weekend at your destination, like Cancun, usually means a more affordable return ticket since most people fly during this time. Good thing to tell your boss if you have a business trip -- wink-wink.

Why travel during the off-peak season?

Off-peak and shoulder seasons are when most vacationers aren't traveling to certain locations. So when it's cold, most people head to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But during the summer months, you'll find that Europe is where it's at. If you want lower airfare and avoid the crowds, travel when everyone else isn't.

If the price is right, pick it!

Airline carriers change their rates seemingly by the minute. If you discover the price you like, then grab it. There are a lot of others that are longing for a superb bargain on a ticket from Chicago to Cancun. You might miss out on your chance to dial in the time and the flight you wanted.

How else can I save on my flight from Chicago to Cancun?

The Hotwire Hot Rate is for travelers who have a lot of flexibility in their travel plans. You'll get one of our best rates on a flight from Chicago (CHI) to Cancun (CUN). You won't know the time and airline until after you book, but with a little risk you can get huge savings.

Book your flight today

We're here to help you save some money on your ticket from Chicago to Cancun. Use our guide to help you score that unreal deal. And if you're feeling lucky (and you always will be) book the Hotwire Hot Rate for unbelievable savings. So say "So long" to Chicago and "What's up?" to Cancun.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.