Cheap Flight Tickets from Chicago (ORD) to Cancún (CUN), Starting at $416

Good to Know: Cheapest and Fastest ORD - CUN Flights

Useful information for finding best airline tickets from Chicago O'Hare International to Cancún International on your next trip.

Cheapest Round Trip Flight

$416

AA American Airlines • 1 stop • 8h 57m

Dec 19 – Dec 24

The cheapest round trip flight from Chicago to Cancún (ORD-CUN-ORD) is currently $416

🔍 Search Flights

Cheapest Direct Flight

$977

UA United Airlines • nonstop • 5h 58m

Dec 19

The cheapest nonstop flight from Chicago to Cancún (ORD-CUN) is currently $977

🔍 Search Flights

Fastest Flight

5h 52m

The fastest nonstop flight from Chicago to Cancún (ORD-CUN) takes 5h 52m

Top Airlines Flying from Chicago to Cancún

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

Sun Country Airlines (SY)

Sun Country Airlines

American Airlines, AA

American Airlines

Avianca Airline - AV

Avianca

Air Canada-AC

Air Canada

Copa Airlines (CM)

Copa Airlines

Aeromexico Airline (AM)

Aeromexico

Southwest Airlines-WN

Southwest Airlines

Latest Flight Deals from Chicago (ORD) to Cancún (CUN)

Compare and book low fare round-trip air tickets from Chicago to Cancún. Ideal for travelers with confirmed return itineraries.

Dec 19 - Dec 24, Economy
AA
Chicago → Cancún
8h 57m
6:02 PM - 12:04 PM • 1 stop
AA
Chicago → Cancún
9h 10m
3:24 PM - 10:00 PM • 1 stop
$416
American Airlines
Dec 19 - Dec 24, Economy
AA
Chicago → Cancún
30h 11m
3:50 PM - 11:01 AM • 1 stop
AA
Chicago → Cancún
17h 30m
8:45 AM - 6:35 PM • 1 stop
$449
American Airlines
Dec 19 - Dec 24, Economy
AC
Chicago → Cancún
10h 18m
6:17 PM - 11:30 PM • 1 stop
AC
Chicago → Cancún
10h 10m
8:00 AM - 4:50 PM • 1 stop
$618
Air Canada
Dec 19 - Dec 24, Economy
Y4
Chicago → Cancún
14h 8m
12:42 AM - 10:30 AM • 1 stop
F9
Chicago → Cancún
6h 40m
11:38 AM - 2:38 PM • nonstop
$1082
Volaris Airline
Dec 19 - Dec 24, Economy
AA
Chicago → Cancún
6h 42m
8:30 AM - 1:32 PM • nonstop
AA
Chicago → Cancún
6h 45m
3:53 PM - 6:58 PM • nonstop
$1184
American Airlines
Dec 19 - Dec 24, Economy
AM
Chicago → Cancún
27h
5:55 PM - 11:15 AM • 1 stop
AM
Chicago → Cancún
18h 30m
1:40 PM - 11:50 PM • 1 stop
$1238
Aeromexico

Fly from Chicago to Cancún with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Cancún? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Cancún Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to CUN?
The most popular airline flying from Chicago to Cancún are
Can I fly from ORD to CUN non-stop?
Yes, you can fly ORD to CUN non-stop on
Which airlines fly nonstop between Chicago and Cancún?
The non-stop flights between Chicago and Cancún are .
What’s the earliest departure time from ORD to CUN Airport?
The earliest flight leaves ORD at 12:42 am and lands in CUN - Cancún International
What are the airports in Cancún?
CUN
Can I make changes to my Chicago to Cancún flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORD to CUN?
Read the fare rules of the Chicago to Cancún air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Cancún?
operate flights between Chicago and Cancún
How long does a flight from Chicago to Cancún take?
It takes approximately 4 hour to fly non-stop from ORD to CUN, which is 1444.16 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Cancún (CUN) ?
In the past couple of days, the cheapest tickets to CUN from ORD were found on AA : USD 1184
Do I need a passport to fly between ORD and CUN?
Yes
What’s the latest departure time from ORD to CUN ?
The last flight leaves ORD at 6:17 pm

Essential Information for Booking Flights from Chicago (ORD) - AI Insights

What's the cheapest airline from ord to cun?
You can find budget-friendly flights from Chicago O'Hare International Airport (ORD) to Cancún International Airport (CUN) on Frontier Airlines. For a round-trip Business class ticket, book in advance to secure Low Fares. Consider booking at least 20 days prior to your trip for the best Savings.
What's the popular airline to fly from ord to cun?
You can fly from Chicago O'Hare International Airport (ord) to Cancún International Airport (cun) on Aeromexico (AM), a popular airline offering budget-friendly flights. As you're traveling in Business class, you'll enjoy premium service with priority check-in, lounge access, and flatbed seats. Book your round-trip tickets at least 20 days in advance for the best savings.
What's the cheapest day of the week to fly from ord to cun?
The cheapest day to fly from Chicago O'Hare International Airport (ORD) to Cancún International Airport (CUN) is Thursday. Booking a round-trip Business class ticket on this day can help you save on airfares and enjoy premium service with priority, lounge access, and flatbed seats.
What's the cheapest month to fly from ord to cun?
The cheapest month to fly from Chicago O'Hare International Airport (ORD) to Cancún International Airport (CUN) is November. This is based on historical data, which shows that airfares tend to be lower during this time of year. With a business cabin class booking and no stops, you can expect to find budget-friendly flights with airlines offering savings on airfare.
Which airline/airlines fly from ord to cun?
The airlines that fly from Chicago O'Hare International Airport (ORD) to Cancún International Airport (CUN) include WestJet Airlines, Air Transat, Southwest Airlines, Alaska Airlines, Copa Airlines, Delta Airlines, Aeromexico, and United Airlines. You can find affordable airfares on these airlines for your round-trip journey.
What is the cheapest airfare from Milwaukee to Cancú International Airport?
You can find the cheapest airfare from Milwaukee to Cancú International Airport on fareleaders.com, with options including Frontier Airlines (F9) and Aeromexico (AM).
How far in advance should I book my flight for the best deals on flights to Cancú?
For the best deals on flights to Cancú, it's recommended to book your flight at least 20 days in advance, as suggested by our trip details.
Can I find the cheapest airline tickets to Cancú via fareleaders.com website?
Yes, you can find the cheapest airline tickets to Cancú via fareleaders.com website, with options including WestJet Airlines (WS), Air Transat (TS), Southwest Airlines (WN), Alaska Airlines (AS), Copa Airlines (CM), Delta Airlines (DL), and Aeromexico (AM).
Are there any discounts or promotions available for round-trip flights to Cancú?
Yes, we offer discounts and promotions on round-trip flights to Cancú, including our business class fare for a 5-person group traveling from Chicago O'Hare International Airport to Cancú International Airport.
How can I book my flight ticket online and get the cheapest airfare to Cancú?
You can book your flight ticket online on fareleaders.com, where you can find the cheapest airfare to Cancú. Simply search for your travel dates and destinations, and our system will provide you with the best options.

Chicago (ORD) to Cancún (CUN): Airport Information

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Cancún International , Cancún, MX
Distance 1444 miles

More Flight Options for Chicago (ORD) and Cancún (CUN)

Why Fareleaders for ORD to CUN Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Cancún flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on ORD to CUN flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Cancún flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (ORD) to Cancún (CUN)
Terms and Conditions*