Chicago (ORD) → Cancun (CUN)
About Chicago to Cancun Flights
Discover the best flights from Chicago to Cancun, covering 2,330 km in approximately 3h 25m. Chicago (ORD) to Cancun (CUN) is one of the popular medium-haul routes connecting United States and Mexico. With 7 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to Cancun.
12-Month Price History
Flight prices from Chicago to Cancun vary significantly throughout the year. February typically offers the best deals with average prices around $512, while July sees the highest prices, averaging $848. Savvy travelers can save up to 40% by choosing their travel dates wisely.
Best Time to Fly
Cheapest Month
February
Save up to 40% on average
Most Expensive
July
Peak season pricing
Book in Advance
86 days
For best prices
Booking Tips
For the best prices on Chicago to Cancun flights, we recommend booking 68 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.
Airlines Serving This Route
| Airline | Economy | Business | First |
|---|---|---|---|
United Airlines UA | $680 | $2570 | $3780 |
SkyWest Airlines OO | $710 | $2930 | $3800 |
Kalitta Air K4 | $880 | $2880 | $3940 |
American Airlines AA | $900 | $2810 | $3960 |
Delta Air Lines DL | $920 | $3150 | $4100 |
British Airways BA | $960 | $2660 | $5140 |
Air France AF | $970 | $2910 | $4110 |
United Airlines
UA
Economy
$680
Business
$2570
First
$3780
SkyWest Airlines
OO
Economy
$710
Business
$2930
First
$3800
Kalitta Air
K4
Economy
$880
Business
$2880
First
$3940
American Airlines
AA
Economy
$900
Business
$2810
First
$3960
Delta Air Lines
DL
Economy
$920
Business
$3150
First
$4100
British Airways
BA
Economy
$960
Business
$2660
First
$5140
Air France
AF
Economy
$970
Business
$2910
First
$4110
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Milwaukee → Cancun
Milwaukee Mitchell International (MKE) to Cancún International (CUN)
Distance: 2,438 km
Average price: $605
Chicago → Cancun
Chicago Midway International (MDW) to Cancún International (CUN)
Distance: 2,309 km
Average price: $580
Chicago → Cozumel
O'Hare International (ORD) to Cozumel International (CZM)
Distance: 2,387 km
Average price: $595
Don't Forget Travel Insurance!
Found your flight? Protect your trip with SafetyWing's comprehensive travel insurance. Perfect for trips to Cancun, Mexico.
- Medical coverage up to $250,000
- Trip interruption & delays covered
- Lost luggage protection included
From just $45/month • Works in 180+ countries • COVID-19 coverage included
Trusted by 100,000+ travelers
Frequently Asked Questions
How long is the flight from Chicago to Cancun?
The flight time from Chicago (ORD) to Cancun (CUN) is approximately 3 hours and 25 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.
What is the distance between Chicago and Cancun?
The aerial distance between Chicago and Cancun is 2,330 kilometers (1,448 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Chicago to Cancun?
Several airlines operate flights between Chicago and Cancun, including American Airlines, United Airlines, SkyWest Airlines and 4 more airlines. Direct flights are available on this route.
What is the cheapest month to fly from Chicago to Cancun?
Based on historical data, February typically offers the lowest airfares for flights from Chicago to Cancun. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.
How far in advance should I book my flight to Cancun?
For the best prices on Chicago to Cancun flights, we recommend booking 109 days in advance. International flights generally require earlier booking than domestic routes.
Do I need a visa to travel from Chicago to Cancun?
Visa requirements depend on your nationality and the purpose of your visit. Citizens of United States traveling to Mexico should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.
What is the time difference between Chicago and Cancun?
Chicago operates on America/Chicago time zone, while Cancun is in the America/Cancun time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.