- Cheapest roundtrip flight
- from€623
- Fastest outbound flight
- Fastest inbound flight
- non-stop flights
- 100x / week
- Flight distance
- 2,322 km
- Time difference
- none
- Airports in Chicago
- O'Hare International Airport, IL
- Midway International Airport, IL
- Rockford, IL
- Most popular airlines
- United Airlines
- American Airlines
- Southwest Airlines
- Frontier Airlines
- United Airlines
Flight schedule from Chicago (CHI) to Cancun (CUN)
Select a travel date in the flight schedule for the route from Chicago (CHI) to Cancun (CUN) and compare affordable flight deals.
offers
Active filtersnone
Matching outbound flightsCHI–CUN · 9 of 9
fromto
dep.arr.
durationstopovers
- September 20 – 26, 2026
- Sep 27 – Oct 3, 2026
- October 4 – 10, 2026
- MDWCUNnonstop
- MDWCUNnonstop
- MDWCUNnonstop
- MDWCUNnonstop
- MDWCUNnonstop
- ORDCUNnonstop
- MDWCUNnonstop
- ORDCUNnonstop
- ORDCUNnonstop
Tips and tricks to help you find cheap flights from Chicago to Cancun
Favorite airline: Aeroméxico
Most travelers looking for flights on the route from Chicago to Cancun decide to book flights with Aeroméxico.
Aeroméxico
50 %
Spirit Airlines
25 %
Frontier Airlines
8 %
Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from Chicago to Cancun?
A nonstop flight from Chicago to Cancun typically takes around 4 hours 57 minutes. This makes the nonstop service the fastest and most convenient way to travel between Chicago and Cancun. It is worth checking flight times when searching, as they can vary by airline and travel date.
Are there nonstop flights from Chicago to Cancun?
Yes, there are nonstop flights from Chicago to Cancun, averaging around 14 to 15 flights per day, operated by, among others, United Airlines, American Airlines and Southwest. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Which airlines fly from Chicago to Cancun?
Direct flights from Chicago to Cancun are operated by, among others, United Airlines, American Airlines and Southwest. These flights take you to Cancun nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
On which days are there nonstop flights from Chicago to Cancun?
Nonstop flights from Chicago to Cancun operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
How many flights are there per day from Chicago to Cancun?
From Chicago to Cancun, there are on average around 14 to 15 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
How many flights per week are there from Chicago to Cancun?
From Chicago to Cancun, there are around 100 to 101 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
When does the first flight from Chicago to Cancun depart?
The earliest nonstop flight from Chicago to Cancun usually departs at 5:05 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Cancun.
When does the last flight from Chicago to Cancun depart?
The last nonstop flight from Chicago to Cancun usually departs at 3:57 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.