Cheap flights from Lexington to Chicago

Cheapest current fares: $95 in May 2026, 521 km direct flight in ~37m.

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Live fares · LEX → ORD

Cheapest month-by-month fares

Lowest available fare per calendar month from Lexington (LEX) to Chicago (ORD). Refreshed daily.

Lexington (LEX) → Chicago (ORD)

  1. May 2026 $95

Frequently asked questions

  • What is the cheapest month to fly from Lexington to Chicago?

    Based on current 6-month forward fare data, May 2026 is the cheapest month to fly from Lexington (LEX) to Chicago (ORD), with fares starting from $95.

  • What is the lowest current fare from LEX to ORD?

    The lowest currently-listed fare from Lexington (LEX) to Chicago (ORD) is $95 on 2026-05-27.

  • How long is the flight from Lexington to Chicago?

    Direct flights from LEX to ORD cover approximately 521 km (324 miles), with an estimated flight time of 37m. Operating airlines: AA, UA.

Related guides for this route

Sibling pages — full route detail, airport overviews, visa context, per-airline routes.

Full route page: LEX → ORD Cheapest month to fly to Chicago All flights from Lexington All flights to Chicago Flights to USA Visa-free with USA passport AA routes UA routes