Chicago — Lexington
11/19/2026
Departure
Direct flight
AA6284
starting at $91
Chicago — Lexington
11/18/2026
Departure
Direct flight
AA4989
starting at $94
Compare fares and flight options for Chicago — Lexington. Prices can change; check availability when searching.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Lexington, despite the fact that sometimes flights with transfers can cost significantly less.
Answers to questions about the route that travelers are most interested in.
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Chicago — Lexington
11/19/2026
Departure
Direct flight
AA6284
starting at $91
Chicago — Lexington
11/18/2026
Departure
Direct flight
AA4989
starting at $94
starting at $91
American Airlines
We and Th
starting at $91
Flights on Chicago — Lexington: the offers found include American Airlines tickets from $91. Compare options for your travel dates.
Direct offers from Chicago to Lexington were found for these airlines: American Airlines: We and Th.
Weekdays and prices come from the offers found. This is not a complete schedule; availability and flight frequency can change.
The cheapest one-way flight from Chicago to Lexington departs on 11/19/2026, is operated by American Airlines and costs $91
There is no information about the cheapest roundtrip flight from Chicago to Lexington
Fastest flight from Chicago to Lexington takes 1h 35m
Direct offers were found on these weekdays: We and Th.
The average outbound duration among direct offers for Chicago to Lexington is 1h 37m. The found offers from Chicago to Lexington depart between 8:24 AM and 4:00 PM, in the origin city’s time zone. The straight-line distance between Chicago and Lexington is 504km.
Direct-flight weekdays and the fastest option are based on the offers found.
Duration and departure times are based on found offers, not the full schedule. Times use the origin city’s time zone.
The cheapest flight ticket from Chicago to Lexington according to data for the last 48 hours costs $91
The shortest duration among the offers found for Chicago — Lexington is 1 hour 35 minutes, including connections if present.
Direct flight offers from Chicago to Lexington were found for: American Airlines
We couldn't find any special offers for flights from Chicago to Lexington