Beginning of main content
Round Trip Icon
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 1,000,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap ORD to CUN Flights

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

Chicago to Cancun route information

Origin Airport O'Hare Intl.
Destination Airport Cancun Intl.
Airlines Serving Aeromexico, Air Canada, American Airlines, Copa, Delta, Frontier Airlines, Funjet Air, Interjet, JetBlue Airways, Spirit Airlines, Sun Country Airlines, United, Volaris
Flight Price $189
Distance 1,447 mi

Chicago

$293.22

Cozumel

$296.69

Cheap ORD to CUN Flights

  • Is there a day that has more departure times to choose from than other days?

    When you're flying from ORD to CUN, the day with the most flight times is Saturday, with 16 different options. Wednesday currently offers the fewest number of flight times with only nine options.
  • How many flights are there per day from Chicago to Cancun?

    The number does differ by the day of the week, but on average, you can expect 11 different choices of flight times when you book. That is higher than the national average of nine.
  • What is the cheapest day to fly to Cancun?

    If you are wanting to save funds, look at Sep 28th. As of Sep 16th, it's showing the cheapest ticket at $189. That is 40% below the average for this route, so you can spend your savings on an adventure rather than the flight.
  • Which airline has the least delays from Chicago to Cancun?

    Booking with Spirit Airlines means you will arrive to Cancun approximately the time you were supposed to. In fact, this timely airline has an 85% on-time average.
  • How long does it take to fly from Chicago to Cancun?

    Flying from ORD to CUN, the fastest flight time is three hours and 39 minutes. Use your flight to see a movie you have been eyeing, finish that book, for or getting in some sleep. Remember, there is a time change of one hour.
  • What is the cheapest airline flying from Chicago to Cancun?

    American Airlines is the leader in keeping costs low for their passengers over the next three months. Bookings are being made at just $189 and, when compared to the higher priced bookings of $1,857, it's quite a deal.
  • Can I change the date of my flight?

    You sure can and you may save by changing it. The cheapest day to fly in October is Sunday.

Chicago to Cancun Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Cancun will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Cancun.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with ORD to CUN flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to CUN with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Sep 7, 2019

Our flight attendant, Veronica was THE BEST!!

Aug 29, 2019

check in process was slow. stood in line for over an hour.

Aug 10, 2019

The Carry o a should be at no charge

Aug 1, 2019

Flight going to Cancun was delayed 6 hrs... once the plane was there all went fine...

Jul 31, 2019

I wish they had complementary water and they had WiFi

Jul 16, 2019

Best flight my husband and I have been on, very pleased

Jul 7, 2019

Very smooth trip!

Jul 4, 2019

The flight was quick and smooth.

Jul 2, 2019

Over all experience was great

Jun 11, 2019

All good