What is the cheapest month to fly from Chicago to Cancun?

Based on current 6-month forward fare data, November 2026 is the cheapest month to fly from Chicago (ORD) to Cancun (CUN), with fares starting from $114.

What is the lowest current fare from ORD to CUN?

The lowest currently-listed fare from Chicago (ORD) to Cancun (CUN) is $114 on 2026-11-02.

How long is the flight from Chicago to Cancun?

Direct flights from ORD to CUN cover approximately 2,330 km (1,448 miles), with an estimated flight time of 2h 44m. Operating airlines: AA, F9, NK, UA, WN.

Cheap flights from Chicago to Cancun

Cheapest current fares: $114 in November 2026, 2,330 km direct flight in ~2h 44m.

Last updated August 6, 2026 · By Flightmaps Editorial

Cheapest month-by-month fares

Lowest available fare per calendar month from Chicago (ORD) to Cancun (CUN). Refreshed daily.

Chicago (ORD) → Cancun (CUN)

November 2026 $114
September 2026 $141

Frequently asked questions

What is the cheapest month to fly from Chicago to Cancun?

Based on current 6-month forward fare data, November 2026 is the cheapest month to fly from Chicago (ORD) to Cancun (CUN), with fares starting from $114.
What is the lowest current fare from ORD to CUN?

The lowest currently-listed fare from Chicago (ORD) to Cancun (CUN) is $114 on 2026-11-02.
How long is the flight from Chicago to Cancun?

Direct flights from ORD to CUN cover approximately 2,330 km (1,448 miles), with an estimated flight time of 2h 44m. Operating airlines: AA, F9, NK, UA, WN.

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