Cheap Flights from Lexington (LEX) to Chicago (CHI)

Popular airlines from Blue Grass Airport (LEX) to Chicago

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 25% on select hotels after you book a flight*
  • payments icon

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Find the cheapest month to fly from Lexington (LEX) to Chicago (CHI)

November is typically the cheapest month to fly

From £93 - £328 per traveller.

Graph displaying average flight prices per month

Flight from Lexington to Chicago route information
Origin airport
Blue Grass
Destination airport
CHI-All Airports
Distance
562 km

Compare flights from Lexington to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Lexington to Chicago. Operating between them flights per day, airlines cover the route. And fly direct, getting you to CHI-All Airports in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Blue Grass to CHI-All Airports.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Blue Grass (LEX) to CHI-All Airports (CHI)

The easiest way to view the best deals on flights from Lexington to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Blue Grass to CHI-All Airports start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Lexington and Chicago
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Lexington to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Blue Grass to CHI-All Airports for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from LEX to Chicago, IL (CHI-All Airports)?
Start packing your suitcase, because round-trip flights between LEX and Chicago, IL (CHI-All Airports) start from . That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can rise quickly, so book now to score the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from LEX to Chicago, IL (CHI-All Airports)?
This varies between air carriers, as each one has its own set of terms and conditions. Visit the Customer Service Portal, where you'll find easy instructions on how to cancel your flight online.
How do I find cheap flights from Blue Grass Airport (LEX) to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Blue Grass Airport (LEX) to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Blue Grass Airport to Chicago, IL (CHI-All Airports)?
You can forget about a movie marathon on this flight — it's just 570 kilometres from Lexington to Illinois. Sit down, order some snacks and you'll be in Illinois in next to no time.
Which airlines fly direct from Blue Grass Airport to Chicago, IL (CHI-All Airports)?
United Airlines (UA) is the preferred choice for many travellers. It operates 95 flights between Blue Grass Airport (LEX) and Chicago, IL (CHI-All Airports) each month. Another carrier operating on this route is American Airlines (AA). You'll have 60 flights every month to take your pick of.
Are LEX to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally nab a bargain, with some of the cheapest fares from Blue Grass Airport to Chicago, IL (CHI-All Airports) emerging a few weeks before the date of departure. If you'd rather book ahead, Expedia compares and updates the best flight deals regularly — as early as 12 months in advance in some cases. It does depend on the carrier though, as not every airline releases prices so far in advance.

Explore a world of travel with Expedia

*Available to Expedia members.