Flight prices from Lexington to Chicago Midway

There’s no fixed price — fares between Lexington and Chicago can vary a lot by day or time.

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

Are there alternative airports near Lexington and Chicago?

The two cities are about 495 km apart. Looking beyond the main airport might reveal better options.

• Airports in Lexington: Lexington - Blue Grass is the only airport in operation.
• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Many smaller airports are connected by direct buses or shuttles, often at low cost. If Chicago has more than one airport, you can pick the most convenient for your destination.

Adjust your flight filters for Lexington – Chicago Midway

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Other popular destinations

Planning a trip to United States? These cities are popular too: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.