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Cheap flights from Chicago O'Hare Intl Airport to Lexington from $98

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 9/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to Lexington (ORD-LEX)

Cheap round-trip flights

American Airlines Logo
9:00 pm - 11:38 pmORD-LEX
1h 38mnonstop
American Airlines Logo
6:59 pm - 7:50 pmLEX-ORD
1h 51mnonstop
$189American Airlines
Find Deal
Fri, Nov 14 - Fri, Nov 28
American Airlines Logo
8:10 am - 10:39 amORD-LEX
1h 29mnonstop
American Airlines Logo
6:34 pm - 7:18 pmLEX-ORD
1h 44mnonstop
$190American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
United Airlines Logo
1:15 pm - 3:48 pmORD-LEX
1h 33mnonstop
United Airlines Logo
10:37 am - 11:21 amLEX-ORD
1h 44mnonstop
$194United Airlines
Find Deal
Sat, Oct 4 - Thu, Oct 9
American Airlines Logo
8:17 am - 10:42 amORD-LEX
1h 25mnonstop
American Airlines Logo
7:19 pm - 8:02 pmLEX-ORD
1h 43mnonstop
$219American Airlines
Find Deal
Wed, Oct 15 - Mon, Oct 20
American Airlines Logo
8:45 pm - 11:21 pmORD-LEX
1h 36mnonstop
American Airlines Logo
11:12 am - 11:47 amLEX-ORD
1h 35mnonstop
$221American Airlines
Find Deal
Fri, Oct 10 - Fri, Oct 17
Delta Logo
10:30 am - 9:45 amORD-LEX
22h 15m1 stop
Delta Logo
1:14 pm - 6:49 pmLEX-ORD
6h 35m1 stop
$222Delta
Find Deal
Wed, Oct 8 - Sat, Oct 11
Logo
6:44 pm - 11:26 amORD-LEX
15h 42m1 stop
Logo
12:16 pm - 10:48 pmLEX-ORD
11h 32m1 stop
$225
Find Deal
Wed, Sep 10 - Thu, Sep 18
Delta Logo
9:50 am - 5:05 pmORD-LEX
6h 15m1 stop
Delta Logo
7:53 pm - 11:54 pmLEX-ORD
5h 01m1 stop
$246Delta
Find Deal
Sat, Sep 20 - Mon, Sep 22
United Airlines Logo
1:15 pm - 3:48 pmORD-LEX
1h 33mnonstop
United Airlines Logo
7:33 pm - 8:25 pmLEX-ORD
1h 52mnonstop
$249United Airlines
Find Deal
Sat, Oct 4 - Mon, Oct 6
Logo
6:30 am - 5:37 pmORD-LEX
10h 07m1 stop
Logo
12:16 pm - 10:48 pmLEX-ORD
11h 32m1 stop
$255
Find Deal
Thu, Sep 18 - Sun, Sep 21

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
Nov 14
ORD9:00 pmChicago O'Hare Intl
1h 38m
LEX11:38 pmLexington Blue Grass
Nov 28
LEX6:59 pmLexington Blue Grass
1h 51m
ORD7:50 pmChicago O'Hare Intl
$189
Find similar
American Airlines
Sep 19
ORD8:10 amChicago O'Hare Intl
1h 29m
LEX10:39 amLexington Blue Grass
Sep 22
LEX6:34 pmLexington Blue Grass
1h 44m
ORD7:18 pmChicago O'Hare Intl
$190
Find similar
American Airlines
Sep 4
ORD3:00 pmChicago O'Hare Intl
1h 26m
LEX5:26 pmLexington Blue Grass
Sep 11
LEX6:00 amLexington Blue Grass
1h 36m
ORD6:36 amChicago O'Hare Intl
$207
Find similar

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Lexington flight tickets
United Airlines
Oct 4
ORD1:15 pmChicago O'Hare Intl
1h 33m
LEX3:48 pmLexington Blue Grass
Oct 9
LEX10:37 amLexington Blue Grass
1h 44m
ORD11:21 amChicago O'Hare Intl
$194
Find similar
United Airlines
Sep 5
ORD9:05 pmChicago O'Hare Intl
1h 32m
LEX11:37 pmLexington Blue Grass
Sep 6
LEX5:48 pmLexington Blue Grass
1h 50m
ORD6:38 pmChicago O'Hare Intl
$215
Find similar
United Airlines
Sep 2
ORD9:05 pmChicago O'Hare Intl
1h 32m
LEX11:37 pmLexington Blue Grass
Sep 9
LEX1:59 pmLexington Blue Grass
1h 45m
ORD2:44 pmChicago O'Hare Intl
$224
Find similar

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 August 28, 2025.
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

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 11/14

9:00 pm-11:38 pm

Nonstop1h 38m

Lexington Blue Grass

Fri 11/28

6:59 pm-7:50 pm

Nonstop1h 51m

$189

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 9/19

8:10 am-10:39 am

Nonstop1h 29m

Lexington Blue Grass

Mon 9/22

6:34 pm-7:18 pm

Nonstop1h 44m

$190

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 10/4

1:15 pm-3:48 pm

Nonstop1h 33m

Lexington Blue Grass

Thu 10/9

10:37 am-11:21 am

Nonstop1h 44m

$194

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 10/15

8:17 am-10:42 am

Nonstop1h 25m

Lexington Blue Grass

Mon 10/20

7:19 pm-8:02 pm

Nonstop1h 43m

$219

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 10/10

8:45 pm-11:21 pm

Nonstop1h 36m

Lexington Blue Grass

Fri 10/17

11:12 am-11:47 am

Nonstop1h 35m

$221

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 10/8

10:30 am-9:45 am

1 stop22h 15m

Lexington Blue Grass

Sat 10/11

1:14 pm-6:49 pm

1 stop6h 35m

$222

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 9/10

6:44 pm-11:26 am

1 stop15h 42m

Lexington Blue Grass

Thu 9/18

12:16 pm-10:48 pm

1 stop11h 32m

$225

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 9/20

9:50 am-5:05 pm

1 stop6h 15m

Lexington Blue Grass

Mon 9/22

7:53 pm-11:54 pm

1 stop5h 01m

$246

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 10/4

1:15 pm-3:48 pm

Nonstop1h 33m

Lexington Blue Grass

Mon 10/6

7:33 pm-8:25 pm

Nonstop1h 52m

$249

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 9/18

6:30 am-5:37 pm

1 stop10h 07m

Lexington Blue Grass

Sun 9/21

12:16 pm-10:48 pm

1 stop11h 32m

$255

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Lexington?

In general, August 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 $254. If you are unable to visit Lexington during the month of August, then departing from Chicago O'Hare Intl Airport during the month February is also very affordable. Most momondo users find prices during this month for around $261.

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 $261. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Tuesday 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 $288.

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 afternoon when flights can be purchased for as low as $253. Try not to purchase tickets at noon because they tend to be around $288. 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 to Lexington Blue Grass flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Lexington Blue Grass 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 August 2025, prices for Chicago O'Hare Intl Airport to Lexington flights are approximately 120% 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

$226

Fastest flight time

1h 25m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Lexington

1 airport
The best one-way flight to Lexington from Chicago O'Hare Intl Airport in the past 72 hours is $226. The best round-trip flight deal from Chicago O'Hare Intl Airport to Lexington found on momondo in the last 72 hours is $251.
The fastest flight from Chicago O'Hare Intl Airport to Lexington takes 1h 25m
Direct flights go from Chicago O'Hare Intl Airport to Lexington on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Lexington: Lexington Blue Grass (LEX)
Search flight deals

  • 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 25m 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
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
8,944 reviews
Search United Airlines flights

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

    United Airlines operates around 23 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 $360, 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 8,944 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 $268, however, with flight time and availability significantly affecting the price. American Airlines (7.2/10 from 10,000 user reviews) flies into Lexington from Chicago O'Hare Intl Airport 16 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
Somerset
Georgetown
Danville
Frankfort
Winchester
Berea
Carlisle
Versailles
Midway

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.

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