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

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

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Frequently asked questions

What is the cheapest month to fly from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
August is typically the cheapest month to fly from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.), with average return fares of approximately £208. This is about 10% lower than the average price throughout the year. August often sees lower prices as the peak summer travel season winds down, leading to reduced demand. Other cheap months to fly from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) include January and July.
Which airlines fly direct from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
Enter LEX to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.), 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 Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveller to traveller. If you like to fly early, AA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. AA offers the most daily flights from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.), which is brilliant 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 Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
When planning your trip from Lexington, KY (LEX-Blue Grass) (LEX) to Chicago, IL (ORD-O'Hare Intl.) (ORD), you'll find that August and January are typically the cheapest months to fly, with average prices around £208. However, July is the most popular month for this route, meaning there are plenty of flight options available. While there isn't a single month that is both the cheapest and most popular, you can weigh your priorities: if saving money is key, aim for August or January. If you prefer a wider selection of flights and don't mind slightly higher fares, July might be a good choice for you.
How many flights per day from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 12 nonstop flights per day from Lexington, KY (LEX-Blue Grass) (LEX) to Chicago, IL (ORD-O'Hare Intl.) (ORD). For even more choice, look at flights that include layovers. You'll find around 28 connecting flights per day. Some common connection points include Charlotte-Douglas Intl. (CLT), Hartsfield-Jackson Atlanta Intl. (ATL), and Dallas-Fort Worth Intl. (DFW).
What is the earliest flight from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Lexington, KY (LEX-Blue Grass) (LEX) to Chicago, IL (ORD-O'Hare Intl.) (ORD) typically departs at approximately 5:00 AM local time, operated by American Airlines. This is a seasonal service active in May, June, and July. An early departure like this can help maximise 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 Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) on a Wednesday, with around 22 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include American Airlines, Delta Air Lines, and United Airlines. Flight schedules are consistent throughout the week, so you'll have a good selection of flights regardless of the day you choose to fly.
What are the most popular departure times for flights from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. About 26% of passengers prefer this time. Many major carriers, including American Airlines and Delta, offer flights during this window. This timing works well because you can get an early start to your day in Chicago, whether you're traveling for business or leisure.
How long does it take to fly from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from LEX to ORD usually take about 1 hour 50 minutes, traveling roughly 324 miles. If you opt for a connecting flight, expect to add around 4 hours 40 minutes to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for LEX to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) 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 Chicago from Blue Grass (LEX)?
From Blue Grass (LEX), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), Hartsfield-Jackson Atlanta Intl. (ATL), Philadelphia Intl. (PHL) before reaching Chicago. 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 Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) 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 Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) 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 Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Lexington, KY (LEX-Blue Grass) to Chicago, IL (ORD-O'Hare Intl.) 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

0
Origin airport
Blue Grass
Destination airport
O'Hare Intl.
Distance
517 km

Book with confidence

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 O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Blue Grass to O'Hare Intl..  

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 O'Hare Intl. (ORD)

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 O'Hare Intl. 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 O'Hare Intl. 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.  

Compare flights from Lexington to Chicago easily and book with confidence

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