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Cheap Flights from Chicago to Lexington starting at S$ 125

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Chicago to Lexington

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Chicago to Lexington

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From S$ 125
Delta Air Lines
From S$ 131
United Airlines
From S$ 161
ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Lexington

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Lexington.

  • Cheapest
    American Airlines
    ORD
    08:04
    1h 25m
    Direct
    LEX
    10:29
    O'Hare International Airport - Blue Grass Airport
    Wed, Apr 10American Airlines
    S$ 125
  • Delta Air Lines
    MDW
    13:14
    3h 15m
    1 transfer
    LEX
    17:29
    Midway International Airport - Blue Grass Airport
    Tue, Apr 2Delta Air Lines
    S$ 131
  • Delta Air Lines
    MDW
    13:14
    3h 15m
    1 transfer
    LEX
    17:29
    Midway International Airport - Blue Grass Airport
    Tue, Apr 2Delta Air Lines
    S$ 131
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Chicago (CHI) to Lexington (LEX) the cheapest?

    Airlines adjust prices for flights from Chicago to Lexington based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much is a flight from Chicago (CHI) to Lexington (LEX) cost?

    According to Trip.com's data, the lowest price is around S$ 469.
  • How long is a flight from Chicago (CHI) to Lexington (LEX)?

    It takes about 1 hour 27 minutes to fly from Chicago (CHI) to Lexington (LEX).
  • What are the most popular airlines that fly from Chicago (CHI) to Lexington (LEX)?

    Airlines with flights from Chicago (CHI) to Lexington (LEX): United Airlines, Alaska Airlines, American Airlines, Japan Airlines, Air New Zealand, Ana, British Airways, Lufthansa and Qatar Airways.
  • What's the most popular airline for direct flights from Chicago (CHI) to Lexington (LEX)?

    United Airlines operates 2 direct flights from Chicago (CHI) to Lexington (LEX).
  • How many airports in Lexington?

    There are 1 airports near Lexington: Blue Grass Airport.

Find cheapest flight ticket from Chicago to Lexington

Cheapest direct flight price

S$ 124

Cheapest return ticket price

S$ 190

Cheapest month

April

Peak season for travel

September