Cheap Flights from Chicago to Cancun in 2019

Flight information Chicago to Cancun

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 1449 miles

3h 29min

Most popular airline last month



1 airport

Explore Cancun

Cancun Hotels

Le Blanc Spa Resort


Oasis Cancun


Frequently Asked Questions

What is the best price for a return flight from Chicago to Cancun?

The best price found on Skyscanner for a flight from Chicago to Cancun is $241. This was found by aggregating across different carriers and is the cheapest price for the whole month

How many airlines fly direct from Chicago to Cancun?

There are 6 airlines who fly direct from Chicago to Cancun.

How many flights are there a week from Chicago to Cancun?

There are 53 flights per week from Chicago to Cancun, as of March 2019.

How long does it take to fly from Chicago to Cancun?

3h 29min is average flight time from Chicago to Cancun.

Which airline is the most popular from Chicago to Cancun in March 2019?

United is most popular airline from Chicago to Cancun in March 2019.

How many airports are there in Cancun?

There is 1 airport in Cancun.

Information about Cancun

Talk about a tropical escape! The flight route from Chicago to Cancun runs 1447 miles directly south, from the dangerously unpredictable currents of Lake Michigan to the gentler waves, translucent waters and talcum-white sands of Mexico’ s Caribbean coast. When it’s time to book your ticket from the Windy City to the jewel of the Yucatan, Skyscanner is here to find you the best possible deal and to help you have the best possible time.

Airports and Flight Options on the Chicago to Cancun Flight Route

A direct flight from Chi-Town to Cancun averages 3 hours and 15 minutes, and both O’Hare and Midway offer direct flights each day. You can choose from 4 carriers, depending on which airport is more convenient:

O’Hare (ORD): Frontier, American and United fly direct to Cancun each day

Midway (MDW): Southwest flies direct to Cancun each day.

Both O’Hare and Midway go the extra step to help passengers get to their departing flights with a minimum of stress. At O’Hare, it begins with the drop-off curbside at your terminal, or the Airport Transit System station at the south end of the E lot. From there, a high-speed shuttle will transport you to your terminal.

O’Hare’s 4 terminals are numbered 1, 2, 3 and 5. United’s, American’s and Frontier’s international flights all depart from Terminal 3. To save time at the airport, find your gate number with O’Hare’s flight search before leaving home

At Chicago Midway, the single terminal contains Concourses A, B, and C. Southwest departs from both A and B. Use Midway’s flight search to determine where you need to go.

Because you’re traveling internationally, both airports arriving at the airport at least 3 hours before your scheduled departure to allow plenty of time for checking in, clearing security and getting to your gate. Both airports have plenty of restaurants and shopping venues where you can spend your spare time.

O’Hare highlights include the fiberglass cast of a 75-foot brachiosaurus skeleton in Terminal 1’s Concourse B. Head for Terminal 3’s Concourse C for hand-carved sandwiches from a Chicago legend at the Berghoff Café. Two play zones, Kids on the Fly in Terminal 1 and Play It Safe in Terminal 5, keep little faces grinning until boarding time.

At Midway, future dive bombers are in their element with Concourse A’s Battle of Midway exhibits and video presentations. On Concourse C, the Yoga Room offers a place to defuse some of your pre-flight stress.

Cancun Airport

Cancun Airport has three separate terminals. Terminal 1, with Gates 1-7, handles domestic and international flights. Terminal 2 has 1 main and 1 satellite building. The main building’s upper level (2M) houses Gates A 1-A11, and the satellite building’s (2S) lower level holds Gates B12-B22. In Terminal 3, which handles international flights, is where you’ll find Gates C23-C37. Trade your dollars for pesos at the currency exchange, do some duty=free shopping, have a bite to eat or catch up on the latest at a Wi-Fi station. A free shuttle bus connects the terminals.

Security and ID requirements

Both O’Hare and Midway have their own security requirements, but reading this Skyscanner security guide before your flight will give you a general idea of what to expect from the TSA check.

Per the U.S. State Department, you’ll need a valid passport with 1 page per stamp to enter to Cancun. Your airline will also give you a "tourist card" to fill out with your personal info, passport number, where you’ll be staying in Cancun and other details of your trip.

After landing in Cancun, you’ll be escorted to the immigration hall for a brief interview with a Mexican immigration official. The official will then stamp your passport and tourist card. You need both to leave Mexico, so keep them in a safe place.

Time Zone and Climate

Cancun is in the Eastern Time Zone, one hour ahead of Chicago. Expect warm or hot temperatures and high, humidity, conditions perfect for the beach, but be sure to bring a layer to combat the ever-present air conditioning.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.