Cheap Flights from Chicago to Lexington Blue Grass from $352

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Flight deals from Chicago to Lexington Blue Grass Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Lexington Blue Grass Airport? If you want to travel next month, return fares start from $352. Find the lowest prices on one-way and return tickets right here.

Lexington.$352 per passenger.Departing Fri, 8 May, returning Sun, 10 May.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 8 May, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Sun, 10 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $352, select.

Lexington.$352 per passenger.Departing Sat, 4 Apr, returning Mon, 13 Apr.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Sat, 4 Apr, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Mon, 13 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $352, select.

Lexington.$385 per passenger.Departing Wed, 28 Oct, returning Mon, 2 Nov.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Wed, 28 Oct, arriving in Lexington Blue Grass.Inbound indirect flight with Delta, departs from Lexington Blue Grass on Mon, 2 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $385, select.

Lexington.$386 per passenger.Departing Tue, 26 May, returning Tue, 9 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 26 May, arriving in Lexington Blue Grass.Inbound indirect flight with Delta, departs from Lexington Blue Grass on Tue, 9 Jun, arriving in Chicago Midway.Price includes taxes and charges.From $386, select.

Lexington.$421 per passenger.Departing Fri, 5 Jun, returning Sun, 7 Jun.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Fri, 5 Jun, arriving in Lexington Blue Grass.Inbound 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 $421, select.

Lexington.$435 per passenger.Departing Thu, 26 Mar, returning Sat, 28 Mar.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Thu, 26 Mar, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Sat, 28 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $435, select.

Lexington.$463 per passenger.Departing Wed, 18 Mar, returning Thu, 31 Dec.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 18 Mar, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Thu, 31 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $463, select.

Lexington.$496 per passenger.Departing Mon, 5 Oct, returning Sat, 10 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Lexington Blue Grass.Inbound indirect flight with Delta, departs from Lexington Blue Grass on Sat, 10 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $496, select.

Lexington.$880 per passenger.Departing Wed, 28 Oct, returning Mon, 2 Nov.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed, 28 Oct, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Mon, 2 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $880, select.

Lexington.$885 per passenger.Departing Mon, 25 May, returning Tue, 9 Jun.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 25 May, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Tue, 9 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $885, select.

Lexington.$949 per passenger.Departing Mon, 5 Oct, returning Sat, 10 Oct.Return flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Lexington Blue Grass.Inbound direct flight with United departs from Lexington Blue Grass on Sat, 10 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $949, select.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Lexington Blue Grass flights are currently cheapest in April.

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Direct flights from Chicago to Lexington Blue Grass

Chicago to Lexington Blue Grass: Alternative routes

Compare routes from Chicago to Lexington below. You may find an airport to fly into that's cheaper, faster, or easier than Lexington Blue Grass.

Lexington Blue Grass

9km from central Lexington

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from $352

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Chicago to Lexington: Flight information

The things to know before you go.

Cheapest flight found	$352
Cheapest month to fly	May
Average flight time	1 hr, 32 mins
Most popular airline	SkyWest Airlines
Average flights per week	318

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

How much are return flights from Chicago to Lexington Blue Grass?

The best price we found for a return flight from Chicago to Lexington Blue Grass is $352. 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.

How long does it take to fly from Chicago to Lexington Blue Grass?

1 hour and 32 minutes is the average flight time from Chicago to Lexington Blue Grass.

Which airlines fly direct from Chicago to Lexington Blue Grass?

SkyWest Airlines, United and American Airlines fly direct from Chicago to Lexington Blue Grass.

How many flights are there a week from Chicago to Lexington Blue Grass?

As of March 2026, there are 318 flights per week flying from Chicago to Lexington Blue Grass.

When is the cheapest time to fly from Chicago to Lexington Blue Grass?

The cheapest month to fly from Chicago to Lexington Blue Grass is usually May.

Which upcoming date is cheapest to fly from Chicago to Lexington Blue Grass Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Lexington Blue Grass Airport on Friday, 8 May 2026.

Can I get a direct flight from Chicago to Lexington Blue Grass Airport?

Yes – the average flight time is 1 hour and 32 minutes.

How can I find the best flight deal to Lexington Blue Grass?

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 Lexington Blue Grass 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.

When is the best time to book flights to Lexington?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Lexington is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago to Lexington Blue Grass with?

The cheapest airline that flies to Lexington Blue Grass is United .

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

Your trip gets off the ground at one of Chicago's main airports, O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Blue Grass Airport (LEX) setting off from either of these bases.
Expect to be travelling for 1 hour 30 minutes. That's the average time for a direct Chicago to Blue Grass Airport flight.
Blue Grass Airport is located in Lexington. The city runs on the UTC-4 timezone and is one hour ahead of Chicago.
O'Hare International Airport (ORD) to Blue Grass Airport (LEX) is the most popular route. There are 47 direct weekly departures to choose from. If you prefer a later start to the day, hop on the last flight with American Airlines at 10pm. Choose the first ORD to LEX departure operated by American Airlines at 8am if you're aiming for an earlier start.
For hassle-free travel, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to board your flight from Chicago to LEX.
Peak travel periods mean busier airports, so plan to arrive even earlier. Give yourself at least two hours before a domestic flight and four hours for international journeys to keep to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) offers an easy route to your destination. Nonstop flights from Chicago to Blue Grass Airport (LEX) leave from this terminal.
United Airlines is a leading airline that offers direct flights from Chicago to Blue Grass Airport departing from ORD.
United Airlines is the airline most travellers choose for flights from ORD to LEX.
United Airlines is the most punctual carrier on this route, with 77.55% of its services reaching their destination on time.
ORD is around 40 kilometres from central Chicago. If you're driving, catching a cab or ride-sharing from the centre, it'll take 35 minutes or so to get there, depending on the traffic. If you're planning to take public transport, expect the travel time to be around 55 minutes.
Planning to catch an early flight from Chicago to Blue Grass Airport? Avoid the stress of rushing to the terminal (and enjoy a few extra z's) by picking one of these hotels close to O'Hare International Airport:
When it comes to the on-time performance of O'Hare International Airport, 74.85% of flights meet their scheduled arrival time.
ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

MDW is around 19 kilometres from central Chicago. It'll take you 20 minutes or so to get to the airport if you're driving from the city centre. Public transport takes roughly 45 minutes.
Kick off your holiday early with an extra night away from home. Before your Chicago to LEX flight, unwind in one of these hotels close to Chicago Midway International Airport:
Chicago Midway International Airport has an on-time performance of 77.88%. This figure gives an insight into how frequently flights departing from this airport land at their destination on time.
MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

The journey time to RFD from the centre of Chicago is around 4 hours 15 minutes by public transport. If you prefer to travel by car, it'll take you roughly 1 hour 25 minutes to cover the 137 kilometres or so.
Set yourself up for a smooth departure — stay near Chicago Rockford International Airport and know you'll make it to your boarding gate with time to spare. Settle in at one of these hotels the day before if you have an early Chicago to Blue Grass Airport flight:
Airports have an on-time performance rating that monitors how often flights land within the expected time frame. At RFD, that figure is 76.19%.
The address of Chicago Rockford International Airport is 2 Airport Cir.

About Blue Grass Airport (LEX)

Have a late flight from Chicago to Blue Grass Airport? Don't let it leave you bleary-eyed. Stay at one of these hotels near LEX and give yourself a well-earned lights-out:
The street address for LEX is 4000 Terminal Drive, Suite 206.

Getting from Blue Grass Airport (LEX) to central Lexington

Blue Grass Airport to the centre of Lexington is roughly 8 kilometres. If you're taking a cab or renting a car, do a little research to make your trip as easy as possible. Journey times will vary depending on the time of day and traffic conditions.
If you're using public transport, expect a journey of around 1 hour 10 minutes.

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

Right now, $392 is the best price we've found for a one-way ticket from Chicago to Blue Grass Airport. The cheapest price for a return flight is $352. Remember fares may change due to demand at the time of booking.
To snap up cheap flights from Chicago to LEX, book your ticket three months ahead of your planned departure.
August is when you're most likely to land a fantastic deal on a Chicago to Blue Grass Airport ticket. If you'd like to travel during a different time of year, the 'Whole month' tool will give you the lowest prices across every month.
Save time looking for cheap flight tickets from Chicago to LEX by creating a Price Alert. We'll send you an email or push notification on the app when a lower fare becomes available.
Filters make it easier to dig up a deal for your flight from Chicago to Blue Grass Airport. Pick the airlines, flight times and stops that match your plans. Then sort the results by 'Cheapest' to bring up the lowest fares right away.

The best time to fly from Chicago to Blue Grass Airport (LEX)

Think about the pace you're looking for when deciding the best time to fly. February is the quietest month to go to Lexington. July is when most people book flights from Chicago to Blue Grass Airport (LEX), which may be ideal if you're after more action.
Before locking in your Chicago to LEX flight ticket, consider what kind of weather you prefer. July is the warmest month in Lexington, with temperatures ranging from 17ºC to 32ºC.
If you like cooler conditions, search for a cheap ticket from Chicago to Blue Grass Airport in January when temperatures are between -8ºC and 8ºC.

More about Lexington

When it comes to looking for somewhere to rest your head, you'll find the best stays in Lexington right here. Browse these options after locking in your flight from Chicago to Blue Grass Airport:
Your visit to Lexington should come with a side of sightseeing. Major attractions worth exploring include Kentucky Horse Park, Keeneland Association Inc and James E. Pepper Distillery.

Explore more of the United States

You've seen Lexington, now it's time to discover more of the United States. Travel around 257 kilometres north-east to Columbus to check off its top sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Easton Town Centre, your itinerary will be busy.
If you're interested in discovering another major stop in the United States, head for Indianapolis, about 241 kilometres north-west of Lexington. 9-11 Memorial, Lucas Oil Stadium and Eiteljorg Museum are among the biggest draws.