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CA $347 Cheap Flights from Chicago (ORD) to Lexington (LEX)

View CA $347 flight on Sat, Aug 22, 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)

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

Prices were available within the past 7 days and start at CA $347 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) cost?
You can find cheap one-way flights from CA $347 and cheap return flights ORD to LEX with Expedia. One-way flights typically cost between CA$333 and CA$535, and return flights often range between CA$629 and CA$1439. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to LEX ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD) to Lexington, KY (LEX)?
The cheapest months to fly from Chicago, IL (ORD) to Lexington, KY (LEX) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
There are 2 airlines offering direct flights from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass):
  • United operates 68 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) every week.
  • American Airlines operates 23 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) every week.
How do I find cheap flights from Chicago, IL (ORD) to Lexington, KY (LEX)?
To find a cheap flight from Chicago, IL (ORD) to Lexington, KY (LEX), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) will differ from traveler to traveler. If you like to fly early, American Airlines offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. American Airlines offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD) to Lexington, KY (LEX)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
You'll find around 13 nonstop flights per day from Chicago O'Hare International (ORD) to Lexington Blue Grass (LEX). For even more choices, look at flights that include layovers, as there are approximately 40 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta International (ATL), Dallas-Fort Worth International (DFW), and Charlotte-Douglas International (CLT).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
The earliest flight from Chicago O'Hare International Airport (ORD) to Lexington Blue Grass Airport (LEX) typically departs around 12:05 AM local time. This flight is usually operated by United or Delta. This is a seasonal service, active in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
You'll typically find the most flights from Chicago O'Hare International Airport (ORD) to Lexington Blue Grass Airport (LEX) on a Friday, with around 30 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Delta, and United. Friday offers notably more flight options compared to other days of the week, so if you're looking for the most choices, that's a great day to consider.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
The most popular departure times for flights from O'Hare Intl. (ORD) to Blue Grass (LEX) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer this time as it allows for an early start to their day in Lexington.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
When flying from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass), you have a few options. A nonstop flight typically takes around 1 hour 30 minutes. If you opt for a flight with one stop, your travel time will be longer, usually around 6 hours 30 minutes. Flights with two or more stops generally take about 7 hours 18 minutes. The distance between these two airports is approximately 521 kilometers. Keep in mind that actual flight times can vary due to factors like routing, weather, and wind patterns.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
Yes, you can fly business class or first class between ORD and LEX. You can fly business class with Delta.First class cabins are available on Delta, United, and American Airlines.
How much is a business class flight from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass)?
A non-stop, one-way business class flight from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) is usually around CA$581 - CA$840. Prices often fluctuate based on seasonality and how early you book. You may also be able to find a cheaper business class journey between Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) if you opt for a connecting flight.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Lexington, KY (LEX) from Chicago, IL (ORD)?
If you're planning to travel to Lexington from O'Hare Intl. (ORD), you can fly directly into Blue Grass (LEX) which offers domestic flights and connections. Some flights may connect through major hubs like Ronald Reagan Washington National (DCA), Baltimore Washington Intl. Thurgood Marshall (BWI), or Detroit Metropolitan Wayne County (DTW) before reaching Lexington. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Lexington, KY (LEX-Blue Grass) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD) to Lexington, KY (LEX)?
If you booked your Chicago, IL (ORD) to Lexington, KY (LEX) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Blue Grass
Distance
517 km
Average flight time
2 hours 36 mins

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Chicago to Lexington Flights

The easy way to book your flights from Chicago to Lexington 

With Expedia, it’s simple to find and book flights to Lexington from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Blue Grass, 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 Chicago to Lexington today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Blue Grass, LEX 

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

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 Lexington with Expedia today.

Chicago to Lexington Flights

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