Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to Lexington from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Lexington departing on 5/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Lexington

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:05 am - 12:30 pm
ORD
-
LEX
27h 25m
1 stop
Multiple Airlines Logo
9:44 pm - 7:55 am
LEX
-
ORD
35h 11m
2 stops
$236Multiple Airlines
Mon, May 25 - Mon, Jun 1
American Airlines Logo
8:06 am - 10:42 am
ORD
-
LEX
1h 36mnonstop
American Airlines Logo
6:52 pm - 7:45 pm
LEX
-
ORD
1h 53mnonstop
$249American Airlines
Wed, May 27 - Mon, Jun 1
American Airlines Logo
8:06 am - 10:42 am
ORD
-
LEX
1h 36mnonstop
American Airlines Logo
1:08 pm - 4:43 pm
LEX
-
ORD
4h 35m
1 stop
$259American Airlines
Wed, May 27 - Mon, Jun 1
United Airlines Logo
9:30 pm - 11:59 pm
ORD
-
LEX
1h 29mnonstop
United Airlines Logo
7:50 pm - 8:40 pm
LEX
-
ORD
1h 50mnonstop
$264United Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
8:00 am - 10:31 am
ORD
-
LEX
1h 31mnonstop
American Airlines Logo
7:00 am - 7:55 am
LEX
-
ORD
1h 55mnonstop
$265American Airlines
Sat, May 16 - Sun, May 17
Delta Logo
2:59 pm - 10:05 pm
ORD
-
LEX
6h 06m
1 stop
Delta Logo
7:35 am - 10:45 am
LEX
-
ORD
4h 10m
1 stop
$269Delta
Thu, May 28 - Sun, Jun 14
American Airlines Logo
8:59 pm - 11:30 pm
ORD
-
LEX
1h 31mnonstop
American Airlines Logo
4:45 pm - 11:19 pm
LEX
-
ORD
7h 34m
1 stop
$272American Airlines
Thu, Jun 4 - Sat, Jun 6
American Airlines Logo
9:06 pm - 11:38 pm
ORD
-
LEX
1h 32mnonstop
American Airlines Logo
1:14 pm - 5:58 pm
LEX
-
ORD
5h 44m
1 stop
$274American Airlines
Thu, May 14 - Mon, May 18
American Airlines Logo
8:39 am - 2:29 pm
ORD
-
LEX
4h 50m
1 stop
American Airlines Logo
7:00 am - 7:55 am
LEX
-
ORD
1h 55mnonstop
$275American Airlines
Sat, May 16 - Sun, May 17
United Airlines Logo
7:00 am - 9:25 am
ORD
-
LEX
1h 25mnonstop
United Airlines Logo
7:50 pm - 8:40 pm
LEX
-
ORD
1h 50mnonstop
$279United Airlines
Thu, May 7 - Mon, May 11

American Airlines flights from Chicago O'Hare Intl Airport to Lexington

Our best American Airlines deals on Chicago O'Hare Intl Airport to Lexington flight tickets
American Airlines
May 27
ORD8:06 amChicago O'Hare Intl
1h 36m
LEX10:42 amLexington Blue Grass
Jun 1
LEX6:52 pmLexington Blue Grass
1h 53m
ORD7:45 pmChicago O'Hare Intl
$249
American Airlines
May 27
ORD8:06 amChicago O'Hare Intl
1h 36m
LEX10:42 amLexington Blue Grass
Jun 1
LEX1:08 pmLexington Blue Grass
4h 35m
1 stop
ORD4:43 pmChicago O'Hare Intl
$259
American Airlines
May 16
ORD8:00 amChicago O'Hare Intl
1h 31m
LEX10:31 amLexington Blue Grass
May 17
LEX7:00 amLexington Blue Grass
1h 55m
ORD7:55 amChicago O'Hare Intl
$265

Delta flights from Chicago O'Hare Intl Airport to Lexington

Our best Delta deals on Chicago O'Hare Intl Airport to Lexington flight tickets
Delta
May 28
ORD2:59 pmChicago O'Hare Intl
6h 06m
1 stop
LEX10:05 pmLexington Blue Grass
Jun 14
LEX7:35 amLexington Blue Grass
4h 10m
1 stop
ORD10:45 amChicago O'Hare Intl
$269
Delta
May 8
ORD2:00 pmChicago O'Hare Intl
6h 11m
1 stop
LEX9:11 pmLexington Blue Grass
May 11
LEX8:19 pmLexington Blue Grass
4h 40m
1 stop
ORD11:59 pmChicago O'Hare Intl
$299
Delta
May 9
ORD12:00 pmChicago O'Hare Intl
4h 13m
1 stop
LEX5:13 pmLexington Blue Grass
May 12
LEX10:43 amLexington Blue Grass
3h 18m
1 stop
ORD1:01 pmChicago O'Hare Intl
$332

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Lexington that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 27, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Lexington that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Mon 5/25

8:05 am-12:30 pm

1 stop27h 25m

Lexington Blue Grass

Mon 6/1

9:44 pm-7:55 am

2 stops35h 11m

$236

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 5/27

8:06 am-10:42 am

Nonstop1h 36m

Lexington Blue Grass

Mon 6/1

6:52 pm-7:45 pm

Nonstop1h 53m

$249

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 5/27

8:06 am-10:42 am

Nonstop1h 36m

Lexington Blue Grass

Mon 6/1

1:08 pm-4:43 pm

1 stop4h 35m

$259

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 5/14

9:30 pm-11:59 pm

Nonstop1h 29m

Lexington Blue Grass

Mon 5/18

7:50 pm-8:40 pm

Nonstop1h 50m

$264

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 5/16

8:00 am-10:31 am

Nonstop1h 31m

Lexington Blue Grass

Sun 5/17

7:00 am-7:55 am

Nonstop1h 55m

$265

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 5/28

2:59 pm-10:05 pm

1 stop6h 06m

Lexington Blue Grass

Sun 6/14

7:35 am-10:45 am

1 stop4h 10m

$269

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 6/4

8:59 pm-11:30 pm

Nonstop1h 31m

Lexington Blue Grass

Sat 6/6

4:45 pm-11:19 pm

1 stop7h 34m

$272

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 5/14

9:06 pm-11:38 pm

Nonstop1h 32m

Lexington Blue Grass

Mon 5/18

1:14 pm-5:58 pm

1 stop5h 44m

$274

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 5/16

8:39 am-2:29 pm

1 stop4h 50m

Lexington Blue Grass

Sun 5/17

7:00 am-7:55 am

Nonstop1h 55m

$275
Quickest round-trip

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 5/7

7:00 am-9:25 am

Nonstop1h 25m

Lexington Blue Grass

Mon 5/11

7:50 pm-8:40 pm

Nonstop1h 50m

$279

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Lexington from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Lexington

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Lexington?

What is the cheapest month to fly to Lexington?

In general, December is the cheapest month to fly from Chicago O'Hare Intl Airport to Lexington. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $239. If you are unable to visit Lexington during the month of December, then departing from Chicago O'Hare Intl Airport during the month August is also very affordable. Most momondo users find prices during this month for around $253.

What is the cheapest day to depart on your flight to Lexington?

On average, the least expensive day to fly to Lexington from Chicago O'Hare Intl Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as $252. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $457.

What is the cheapest time of day to depart on your flight to Lexington?

The cheapest time of day to fly to Lexington is in the morning when flights can be purchased for as low as $278. Try not to purchase tickets at noon because they tend to be around $399. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago O'Hare Intl to Lexington Blue Grass flight route?

Fly from Chicago O'Hare Intl to Lexington Blue Grass for the best Chicago O'Hare Intl - Lexington Blue Grass flight prices

What cabin class options are available on Chicago O'Hare Intl Airport to Lexington flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Lexington flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago O'Hare Intl Airport to Lexington flight prices changed over time?

As of April 2026, prices for Chicago O'Hare Intl Airport to Lexington flights are approximately 41% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Lexington

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Lexington according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Lexington (ORD to LEX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Lexington

Best Price Found

$239

Fastest flight time

1h 23m

Direct flights

Every day

Airports in Lexington

1 airport
The best one-way flight to Lexington from Chicago O'Hare Intl Airport in the past 72 hours is $239. The best round-trip flight deal from Chicago O'Hare Intl Airport to Lexington found on momondo in the last 72 hours is $345.
The fastest flight from Chicago O'Hare Intl Airport to Lexington takes 1h 23m
Direct flights go from Chicago O'Hare Intl Airport to Lexington every day.
There is 1 airport in Lexington. From Chicago O'Hare Intl Airport there are direct flights to Lexington Blue Grass (LEX).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Lexington

  • How far is Chicago O'Hare Intl to Lexington Blue Grass by plane?

    Lexington Blue Grass is 326.3 mi away from Chicago O'Hare Intl. Typically, this will take 1h 23m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Lexington Blue Grass Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Lexington Blue Grass Airport refresh daily.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Lexington Blue Grass Airport?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Lexington Blue Grass Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Lexington Blue Grass Airport.

  • What documentation or ID do you need to fly to Lexington Blue Grass Airport?

    The travel and health documents you'll need for your trip to Lexington Blue Grass Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Lexington Blue Grass Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Lexington?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Lexington?

Best airlines flying from Chicago O'Hare Intl Airport to Lexington

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Lexington with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,668 reviews
Search American Airlines flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
9,665 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Lexington

    United Airlines operates around 32 flights from Chicago O'Hare Intl Airport to Lexington every week. The average price of these flights found in the last 72 hours has been $361, but momondo users have found United Airlines deals from Chicago O'Hare Intl Airport to Lexington from as low as $189 round-trip. United Airlines has been scored 7.4/10 in 9,665 reviews.

  • American Airlines Flights From Chicago O'Hare Intl Airport to Lexington

    $189 is the best American Airlines flight deal from Chicago O'Hare Intl Airport to Lexington found on momondo over the last 72 hours. The average American Airlines ticket price found was closer to $252, however, with flight time and availability significantly affecting the price. American Airlines (7.1/10 from 11,668 user reviews) flies into Lexington from Chicago O'Hare Intl Airport 22 times in an average week so prices can vary.

Traveling to a place near Lexington?

Book flights to Lexington if you plan to visit one of these locations
Richmond
Georgetown
Somerset
Danville
Frankfort
Winchester
Berea
Versailles
Carlisle

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Lexington?

It is quick and easy to find Chicago to Lexington flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Lexington that suits you.

Can I find flights from Chicago to Lexington with flexible booking policies on momondo?

momondo does allow users to show only those flights to Lexington from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Lexington?

momondo provides multiple filters to help you find the best flight to Lexington from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Lexington right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Lexington now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Lexington and let you know when they change.

An easier way to manage your Lexington trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 5/27
Wed 6/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States