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Cheap Flights from Lexington Blue Grass (LEX) to Chicago (CHIA)

Compare Lexington Blue Grass to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Lexington Blue Grass to Chicago

Looking for a cheap last-minute deal or the best return flight from Lexington Blue Grass Airport to Chicago? If you want to travel next month, return fares start from £142. Find the lowest prices on one-way and return tickets right here.
Chicago.£72 per passenger.Departing Wed, 20 May.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Lexington Blue Grass on Wed, 20 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £72, select.
Chicago.£87 per passenger.Departing Tue, 30 Jun.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Lexington Blue Grass on Tue, 30 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From £87, select.
Chicago.£125 per passenger.Departing Mon, 17 Aug.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Lexington Blue Grass on Mon, 17 Aug, arriving in Chicago Rockford.Price includes taxes and charges.From £125, select.
Chicago.£126 per passenger.Departing Thu, 17 Sep.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Lexington Blue Grass on Thu, 17 Sep, arriving in Chicago Rockford.Price includes taxes and charges.From £126, select.
Chicago.£148 per passenger.Departing Wed, 1 Jul.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Lexington Blue Grass on Wed, 1 Jul, arriving in Chicago Midway.Price includes taxes and charges.From £148, select.
Chicago.£174 per passenger.Departing Mon, 13 Apr.One-way flight with Allegiant Air.Outbound indirect flight with Allegiant Air, departs from Lexington Blue Grass on Mon, 13 Apr, arriving in Chicago Midway.Price includes taxes and charges.From £174, select.
Chicago.£181 per passenger.Departing Sun, 7 Jun.One-way flight with United.Outbound direct flight with United departs from Lexington Blue Grass on Sun, 7 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From £181, select.
Chicago.£181 per passenger.Departing Sun, 3 May.One-way flight with United.Outbound direct flight with United departs from Lexington Blue Grass on Sun, 3 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From £181, select.
Chicago.£182 per passenger.Departing Wed, 1 Jul.One-way flight with United.Outbound direct flight with United departs from Lexington Blue Grass on Wed, 1 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From £182, select.
Chicago.£183 per passenger.Departing Thu, 17 Sep.One-way flight with United.Outbound direct flight with United departs from Lexington Blue Grass on Thu, 17 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From £183, select.
Chicago.£184 per passenger.Departing Mon, 17 Aug.One-way flight with United.Outbound direct flight with United departs from Lexington Blue Grass on Mon, 17 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From £184, select.
Chicago.£241 per passenger.Departing Sat, 25 Apr.One-way flight with United.Outbound direct flight with United departs from Lexington Blue Grass on Sat, 25 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From £241, select.

Find the cheapest month to fly from Lexington Blue Grass to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Lexington Blue Grass to Chicago flights are currently cheapest in May.
Apr
from £174
May
from £72
Jun
from £87
Jul
from £148
Aug
from £125
Sep
from £126
Oct
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Nov
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Dec
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Jan
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Feb
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Mar
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Direct flights from Lexington Blue Grass to Chicago

Alternative Lexington Blue Grass to Chicago routes

Looking for the cheapest, fastest or easiest route from Lexington Blue Grass to Chicago? You could fly into the following airports instead.

Chicago Midway

9 miles from central Chicago
Closest
from £109
Search flights

Chicago O'Hare International

16 miles from central Chicago
Cheapest
from £72
Search flights

Chicago Dupage County

32 miles from central Chicago
Search flights

Chicago Rockford

78 miles from central Chicago
from £125
Search flights

Lexington to Chicago: Flight information

The things to know before you go.
Cheapest flight found£72
Cheapest month to flyMay
Average flight time1 hr, 45 mins
Most popular airlineSkyWest Airlines
Average flights per week319

Finding cheap flights from Lexington Blue Grass to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Lexington Blue Grass to Chicago is £142. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 45 minutes is the average flight time from Lexington Blue Grass to Chicago.
SkyWest Airlines, United and American Airlines fly direct from Lexington Blue Grass to Chicago.
As of April 2026, there are 319 flights per week flying from Lexington Blue Grass to Chicago.
The cheapest month to fly from Lexington Blue Grass to Chicago is usually May.
If you're flying from Lexington Blue Grass Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the centre of Chicago. We've found flights into this airport from £142.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Lexington Blue Grass Airport to Chicago on Friday, 1 May 2026.
Yes – the average flight time is 1 hour and 45 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Allegiant Air and United offer the cheapest flight tickets to Chicago.

Flying from Blue Grass Airport (LEX) to Chicago: what you need to know

  • Book a direct flight from Blue Grass Airport to Chicago and you'll be travelling for an average of 1 hour 30 minutes.

  • Chicago is one hour behind Lexington, where Blue Grass Airport is located. Chicago observes the UTC-5 timezone.

  • With 47 flights a week between the two airports, Blue Grass Airport (LEX) to O'Hare International Airport (ORD) is the busiest route. American Airlines operates the earliest flight at 06:16. If you're eager to get more out of your day before leaving, the latest flight from LEX to ORD is with American Airlines at 19:14.

  • For hassle-free travel, arrive at the airport two hours ahead of international flights and an hour before domestic departures. That way, you can comfortably catch your LEX to Chicago flight.

  • Planning to travel during a peak period like school or public holidays? Expect longer queues at security and check-in. To play it safe, arrive up to four hours before international flights and two hours before domestic departures.

  • You can book a direct Blue Grass Airport to Chicago ticket. Start your journey at LEX and land at O'Hare International Airport (ORD).

  • Keep your eyes peeled for deals with United Airlines. This carrier has direct flights from Blue Grass Airport to Chicago.

  • LEX is around 5 miles from central Lexington. If you're driving, ride-sharing or catching a cab from the centre, it'll take you 20 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the journey time to be around 1 hour 10 minutes.

  • Want an easy start to your travels? Stay near LEX. Whether you're boarding an early flight from Blue Grass Airport to Chicago or just don't like being rushed, these hotels are worth a look:

  • Of all flights departing from Blue Grass Airport, 77.12% land on schedule at their destination.

  • You'll find LEX at 4000 Terminal Drive, Suite 206.

How to find the cheapest flights from Blue Grass Airport (LEX) to Chicago

  • £72 is currently the lowest price for a one-way Blue Grass Airport to Chicago flight. A return plane ticket starts at £142. These fares may change depending on availability.

  • Get cheap flights from LEX to Chicago by booking two months ahead. According to our research, that's the sweet spot for picking up a bargain.

  • The best month for scoring cheap Blue Grass Airport to Chicago tickets is June. Use the 'Whole month' tool to compare prices, then select the dates with the lowest fares.

  • Finding a cheap flight from LEX to Chicago is easy with Price Alerts. Simply create one of these automatic notifications and we'll notify you as soon as the price has dropped.

  • Choose your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Blue Grass Airport to Chicago by 'Best,' 'Cheapest' or 'Fastest.'

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes around 35 minutes to reach by car. The centre is roughly 25 miles away.

  • It typically takes 55 minutes if you're travelling on public transport.

  • Think about booking a hotel close to ORD if you're coming in on a late flight from Blue Grass Airport to Chicago. Pick one of these accommodation options and make your arrival easier:

  • Grab an O'Hare International Airport rental car and explore Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are popular providers you can book with here.

  • Booking your ride from O'Hare International Airport about four weeks before your flight from LEX to Chicago can help you get the lowest rate.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is around 12 miles from central Chicago. Following your flight from Blue Grass Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a ride-share or cab.

  • The journey will take about 45 minutes on public transport.

  • Following your LEX to Chicago flight, kick back at a hotel near MDW. These are some great accommodation options that'll help you get into relaxation mode:

  • Forget about inconvenient public transport timetables or slow-moving cab lines. Pick up a Chicago Midway International Airport rental car and blaze your own trail. Check out the availability and rates from Dollar, Hertz and Budget.

  • Avoid potential price surges. Reserving your ride four weeks before your arrival at MDW will help you save.

  • You'll find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city centre after your flight from Blue Grass Airport to Chicago has touched down. Central Chicago is around 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to get to by car.

  • The journey will take about 4 hours 15 minutes when travelling by public transport.

  • If you don't want to travel to the centre, head for a hotel near RFD. Make yourself comfortable at one of these stays after your LEX to Chicago flight:

  • Whether you want an economy for a solo trip or a full-size SUV to transport your group, you'll find the ideal Chicago Rockford International Airport rental car for you. Explore the types of wheels available here from companies such as Budget, Alamo and National.

  • Booking at least a few weeks in advance of your flight from Blue Grass Airport to Chicago is a smart way to go. As well as better prices, you might find it easier to get the make and model you prefer at RFD.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • Before securing your flights from Blue Grass Airport to Chicago, consider which time of year works best for you. High season in Chicago offers a bustling atmosphere and plenty of things to do, while the off-season brings cheaper deals on hotels and fewer crowds.

  • Lock in a Blue Grass Airport to Chicago plane ticket with a departure in July to experience the city during its warmest month. Expect temperatures to range from 15ºC (59ºF) to 29ºC (84ºF).

  • January has average temperatures of between -12ºC (10ºF) and 3ºC (37ºF). Look for a cheap ticket from LEX to Chicago around that time if you want to travel in cooler conditions.

More about Chicago

Explore more of United States

  • You've visited Chicago, now it's time to discover other corners of United States. Journey about 280 miles south-east to Columbus to check off its popular sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, you'll have a packed itinerary ahead.

  • Indianapolis is another must-experience destination in United States and is around 160 miles south-east of Chicago. No journey is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

Plan the rest of your trip from Lexington to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.