CA $291 Cheap Flights from Lexington (LEX) to Chicago (CHI)

View CA $291 flight on Sun, Aug. 17, 2025Opens in a new window

Popular airlines from Blue Grass Airport (LEX) to Chicago

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

Prices were available within the past 7 days and start at CA $291 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

September is typically the cheapest month to fly

From CA $193 - CA $588 per traveller.

Graph displaying average flight prices per month

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

Lexington to Illinois Flights

The easy way to book your flights from Lexington to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Lexington whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 12 airlines that cover this route. There are nonstop flights to CHI-All Airports, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Lexington to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Blue Grass, LEX to CHI-All Airports, CHI 

Sort your search results by price to find great deals on your flight from Lexington to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Lexington currently is just rising to .  

Here are more money-saving tips: 

  • Fly in when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Lexington 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

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 kilometers 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 travelers. 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.

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