Cheap flights from Chicago to Lexington from $92

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Cheap Chicago - Lexington flight offers

Find cheap flight tickets and last-minute flight deals from Chicago to Lexington

American Airlines
Fri, 06/26 (CHI) Chicago -> (LEX) Lexington
Direct
American Airlines
Mon, 10/05 (LEX) Lexington -> (CHI) Chicago
Direct

Price found 8 days ago
from $92
American Airlines
Fri, 06/26 (CHI) Chicago -> (LEX) Lexington
Direct
American Airlines
Mon, 10/05 (LEX) Lexington -> (CHI) Chicago
Direct

Price found 8 days ago
from $92

Info about flights from Chicago to Lexington

Some useful info about flights from Chicago to Lexington to help you plan your next trip

Best price last 15 days $92
Average flight duration 1h 26m
Cheapest month June
Average number of flights per week 2
First flight time 05:15
Last flight time 22:05
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Top airlines on the route Chicago - Lexington

Airlines providing flights to Lexington from Chicago

How much is a flight from Chicago to Lexington?

Depending on when you travel and how far in advance you book, fares between Chicago and Lexington can differ a lot.

$92 is the best price recorded in the last 15 days.

Low-cost airlines offer competitive fares, but often add charges for extra services. Keep that in mind when planning your trip. Also, midweek departures may offer better deals than weekends.

Flying between Chicago and Lexington? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

  • Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
  • Airports in Lexington: The only active option is Lexington - Blue Grass.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Chicago airports in a single search.

Find the best flight from Chicago to Lexington

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from Delta, American, United, and more.

Other popular destinations

Searching for flights to United States? Travelers also looked at: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Chicago – Lexington flights.

Frequently Asked Questions

Frequently asked questions about flights from Chicago to Lexington.

How much does an airline ticket from Chicago to Lexington cost?

The lowest price recorded in the last 15 days for a flight from Chicago to Lexington is $92.

How far is Chicago from Lexington?

Chicago is about 309 mi from Lexington.

What are the airports in Lexington?

Lexington has one airport: Lexington - Blue Grass.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to Lexington?

The best time to book a flight from Chicago to Lexington is 1 month in advance, while the worst time is 1 week in advance.

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

The cheapest month to fly from Chicago to Lexington is June.

What is the most expensive month to fly from Chicago to Lexington?

The most expensive month to fly from Chicago to Lexington is October.

What is the best day of the week to fly from Chicago to Lexington?

For flights from Chicago to Lexington Monday is on average the cheapest day to fly, while Monday is the most expensive day to fly.