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Cheap flights from Chicago O'Hare Intl Airport to Lexington from $92

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 5/6. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:55 pm - 10:29 pm
ORD
-
LEX
1h 34mnonstop
United Airlines Logo
7:00 am - 7:49 am
LEX
-
ORD
1h 49mnonstop
$189United Airlines
Thu, Apr 16 - Sat, Apr 18
Multiple Airlines Logo
7:15 pm - 12:30 pm
ORD
-
LEX
16h 15m
1 stop
Multiple Airlines Logo
5:32 pm - 12:24 am
LEX
-
ORD
7h 52m
1 stop
$206Multiple Airlines
Mon, Jun 1 - Sat, Jun 6
United Airlines Logo
10:45 am - 1:13 pm
ORD
-
LEX
1h 28mnonstop
United Airlines Logo
9:00 pm - 9:47 pm
LEX
-
ORD
1h 47mnonstop
$209United Airlines
Sat, Apr 18 - Sun, Apr 19
American Airlines Logo
7:00 am - 9:24 am
ORD
-
LEX
1h 24mnonstop
American Airlines Logo
8:14 am - 8:57 am
LEX
-
ORD
1h 43mnonstop
$210American Airlines
Fri, Mar 27 - Sun, Mar 29
American Airlines Logo
1:49 pm - 4:12 pm
ORD
-
LEX
1h 23mnonstop
American Airlines Logo
8:14 am - 8:57 am
LEX
-
ORD
1h 43mnonstop
$224American Airlines
Wed, Mar 25 - Sun, Mar 29
Delta Logo
2:25 pm - 7:41 pm
ORD
-
LEX
4h 16m
1 stop
Delta Logo
5:50 pm - 8:40 pm
LEX
-
ORD
3h 50m
1 stop
$229Delta
Sat, Apr 18 - Sat, Apr 25
Multiple Airlines Logo
1:27 pm - 8:41 am
ORD
-
LEX
18h 14m
1 stop
Multiple Airlines Logo
9:31 am - 9:36 am
LEX
-
ORD
25h 05m
1 stop
$230Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
American Airlines Logo
8:00 am - 10:31 am
ORD
-
LEX
1h 31mnonstop
American Airlines Logo
3:28 pm - 7:22 pm
LEX
-
ORD
4h 54m
1 stop
$234American Airlines
Sat, Apr 18 - Wed, Apr 22
American Airlines Logo
6:41 pm - 11:48 am
ORD
-
LEX
16h 07m
1 stop
American Airlines Logo
1:14 pm - 1:59 pm
LEX
-
ORD
1h 45mnonstop
$238American Airlines
Tue, Apr 28 - Wed, Apr 29
American Airlines Logo
7:00 am - 9:24 am
ORD
-
LEX
1h 24mnonstop
American Airlines Logo
10:27 am - 11:02 am
LEX
-
ORD
1h 35mnonstop
$239American Airlines
Thu, Mar 19 - Sun, Mar 22

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
Apr 16
ORD7:55 pmChicago O'Hare Intl
1h 34m
LEX10:29 pmLexington Blue Grass
Apr 18
LEX7:00 amLexington Blue Grass
1h 49m
ORD7:49 amChicago O'Hare Intl
$189
United Airlines
Apr 18
ORD10:45 amChicago O'Hare Intl
1h 28m
LEX1:13 pmLexington Blue Grass
Apr 19
LEX9:00 pmLexington Blue Grass
1h 47m
ORD9:47 pmChicago O'Hare Intl
$209
United Airlines
Mar 19
ORD5:45 pmChicago O'Hare Intl
1h 24m
LEX8:09 pmLexington Blue Grass
Mar 23
LEX5:39 pmLexington Blue Grass
1h 46m
ORD6:25 pmChicago O'Hare Intl
$250

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
Mar 27
ORD7:00 amChicago O'Hare Intl
1h 24m
LEX9:24 amLexington Blue Grass
Mar 29
LEX8:14 amLexington Blue Grass
1h 43m
ORD8:57 amChicago O'Hare Intl
$210
American Airlines
Mar 20
ORD7:00 amChicago O'Hare Intl
1h 24m
LEX9:24 amLexington Blue Grass
Mar 28
LEX4:59 pmLexington Blue Grass
1h 40m
ORD5:39 pmChicago O'Hare Intl
$224
American Airlines
Apr 18
ORD8:00 amChicago O'Hare Intl
1h 31m
LEX10:31 amLexington Blue Grass
Apr 22
LEX3:28 pmLexington Blue Grass
4h 54m
1 stop
ORD7:22 pmChicago O'Hare Intl
$234

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 March 8, 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

Thu 4/16

7:55 pm-10:29 pm

Nonstop1h 34m

Lexington Blue Grass

Sat 4/18

7:00 am-7:49 am

Nonstop1h 49m

$189

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Mon 6/1

7:15 pm-12:30 pm

1 stop16h 15m

Lexington Blue Grass

Sat 6/6

5:32 pm-12:24 am

1 stop7h 52m

$206

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 4/18

10:45 am-1:13 pm

Nonstop1h 28m

Lexington Blue Grass

Sun 4/19

9:00 pm-9:47 pm

Nonstop1h 47m

$209

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Fri 3/27

7:00 am-9:24 am

Nonstop1h 24m

Lexington Blue Grass

Sun 3/29

8:14 am-8:57 am

Nonstop1h 43m

$210

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 3/25

1:49 pm-4:12 pm

Nonstop1h 23m

Lexington Blue Grass

Sun 3/29

8:14 am-8:57 am

Nonstop1h 43m

$224

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 4/18

2:25 pm-7:41 pm

1 stop4h 16m

Lexington Blue Grass

Sat 4/25

5:50 pm-8:40 pm

1 stop3h 50m

$229

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Wed 4/15

1:27 pm-8:41 am

1 stop18h 14m

Lexington Blue Grass

Sun 4/19

9:31 am-9:36 am

1 stop25h 05m

$230

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Sat 4/18

8:00 am-10:31 am

Nonstop1h 31m

Lexington Blue Grass

Wed 4/22

3:28 pm-7:22 pm

1 stop4h 54m

$234

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Tue 4/28

6:41 pm-11:48 am

1 stop16h 07m

Lexington Blue Grass

Wed 4/29

1:14 pm-1:59 pm

Nonstop1h 45m

$238
Quickest round-trip

ChicagoLexington

ORD - LEX

ORDLEX

Chicago O'Hare Intl

Thu 3/19

7:00 am-9:24 am

Nonstop1h 24m

Lexington Blue Grass

Sun 3/22

10:27 am-11:02 am

Nonstop1h 35m

$239

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, 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 $326. 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 March 2026, prices for Chicago O'Hare Intl Airport to Lexington flights are approximately 60% 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

$213

Fastest flight time

1h 24m

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 $213. The best round-trip flight deal from Chicago O'Hare Intl Airport to Lexington found on momondo in the last 72 hours is $273.
The fastest flight from Chicago O'Hare Intl Airport to Lexington takes 1h 24m
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

  • 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 24m 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
11,397 reviews
Search American Airlines flights
United AirlinesPriceFrom $189Free CancellationRating
7.4
9,405 reviews
Search United Airlines flights

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

    United Airlines operates around 16 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 $336, 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 9,405 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 $258, however, with flight time and availability significantly affecting the price. American Airlines (7.1/10 from 11,397 user reviews) flies into Lexington from Chicago O'Hare Intl Airport 6 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
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

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