Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Lexington to Chicago 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 Lexington to Chicago departing on 4/23. 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 Lexington to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
8:14 am - 8:57 am
LEX
-
ORD
1h 43mnonstop
American Airlines Logo
7:00 am - 9:24 am
ORD
-
LEX
1h 24mnonstop
$189American Airlines
Sun, Mar 22 - Sat, Mar 28
United Airlines Logo
9:00 pm - 9:47 pm
LEX
-
ORD
1h 47mnonstop
United Airlines Logo
7:50 pm - 10:24 pm
ORD
-
LEX
1h 34mnonstop
$202United Airlines
Thu, Apr 9 - Sun, Apr 12
American Airlines Logo
7:00 am - 7:55 am
LEX
-
ORD
1h 55mnonstop
American Airlines Logo
8:00 am - 10:31 am
ORD
-
LEX
1h 31mnonstop
$204American Airlines
Thu, Apr 30 - Sun, May 3
Delta Logo
7:56 pm - 11:59 pm
LEX
-
ORD
5h 03m
1 stop
Delta Logo
5:04 pm - 10:34 pm
ORD
-
LEX
4h 30m
1 stop
$209Delta
Fri, Apr 24 - Mon, Apr 27
American Airlines Logo
6:40 am - 7:23 am
LEX
-
ORD
1h 43mnonstop
American Airlines Logo
1:58 pm - 4:21 pm
ORD
-
LEX
1h 23mnonstop
$219American Airlines
Tue, Mar 10 - Sat, Mar 14
Delta Logo
10:58 am - 4:18 pm
LEX
-
ORD
6h 20m
1 stop
Delta Logo
5:15 am - 11:46 am
ORD
-
LEX
5h 31m
1 stop
$224Delta
Thu, Apr 30 - Sun, May 3
American Airlines Logo
4:27 pm - 5:18 pm
LEX
-
ORD
1h 51mnonstop
American Airlines Logo
9:06 pm - 11:38 pm
ORD
-
LEX
1h 32mnonstop
$232American Airlines
Fri, Apr 24 - Mon, Apr 27
United Airlines Logo
1:56 pm - 2:40 pm
LEX
-
ORD
1h 44mnonstop
United Airlines Logo
7:50 pm - 10:22 pm
ORD
-
LEX
1h 32mnonstop
$234United Airlines
Tue, Mar 10 - Sat, May 9
Delta Logo
7:55 pm - 11:54 pm
LEX
-
ORD
4h 59m
1 stop
Delta Logo
9:50 am - 5:07 pm
ORD
-
LEX
6h 17m
1 stop
$239Delta
Tue, Mar 10 - Sat, Mar 14
American Airlines Logo
5:51 pm - 11:54 pm
LEX
-
ORD
7h 03m
1 stop
American Airlines Logo
9:06 pm - 11:38 pm
ORD
-
LEX
1h 32mnonstop
$242American Airlines
Fri, Apr 24 - Mon, Apr 27

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

Our best United Airlines deals on Lexington to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 9
LEX9:00 pmLexington Blue Grass
1h 47m
ORD9:47 pmChicago O'Hare Intl
Apr 12
ORD7:50 pmChicago O'Hare Intl
1h 34m
LEX10:24 pmLexington Blue Grass
$202
United Airlines
Mar 10
LEX1:56 pmLexington Blue Grass
1h 44m
ORD2:40 pmChicago O'Hare Intl
May 9
ORD7:50 pmChicago O'Hare Intl
1h 32m
LEX10:22 pmLexington Blue Grass
$234
United Airlines
Mar 9
LEX5:39 pmLexington Blue Grass
1h 46m
ORD6:25 pmChicago O'Hare Intl
Mar 14
ORD5:45 pmChicago O'Hare Intl
1h 24m
LEX8:09 pmLexington Blue Grass
$249

Delta flights from Lexington to Chicago O'Hare Intl Airport

Our best Delta deals on Lexington to Chicago O'Hare Intl Airport flight tickets
Delta
Apr 24
LEX7:56 pmLexington Blue Grass
5h 03m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 27
ORD5:04 pmChicago O'Hare Intl
4h 30m
1 stop
LEX10:34 pmLexington Blue Grass
$209
Delta
Apr 30
LEX10:58 amLexington Blue Grass
6h 20m
1 stop
ORD4:18 pmChicago O'Hare Intl
May 3
ORD5:15 amChicago O'Hare Intl
5h 31m
1 stop
LEX11:46 amLexington Blue Grass
$224
Delta
Mar 10
LEX7:55 pmLexington Blue Grass
4h 59m
1 stop
ORD11:54 pmChicago O'Hare Intl
Mar 14
ORD9:50 amChicago O'Hare Intl
6h 17m
1 stop
LEX5:07 pmLexington Blue Grass
$239

momondo Fare Finder

 
Customize your flight search to find flights from Lexington to Chicago O'Hare Intl Airport 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 February 26, 2026.
Use the filters below to find and compare flights from Lexington to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 3/22

8:14 am-8:57 am

Nonstop1h 43m

Chicago O'Hare Intl

Sat 3/28

7:00 am-9:24 am

Nonstop1h 24m

$189

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/9

9:00 pm-9:47 pm

Nonstop1h 47m

Chicago O'Hare Intl

Sun 4/12

7:50 pm-10:24 pm

Nonstop1h 34m

$202

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/30

7:00 am-7:55 am

Nonstop1h 55m

Chicago O'Hare Intl

Sun 5/3

8:00 am-10:31 am

Nonstop1h 31m

$204

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 4/24

7:56 pm-11:59 pm

1 stop5h 03m

Chicago O'Hare Intl

Mon 4/27

5:04 pm-10:34 pm

1 stop4h 30m

$209

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 3/10

6:40 am-7:23 am

Nonstop1h 43m

Chicago O'Hare Intl

Sat 3/14

1:58 pm-4:21 pm

Nonstop1h 23m

$219

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/30

10:58 am-4:18 pm

1 stop6h 20m

Chicago O'Hare Intl

Sun 5/3

5:15 am-11:46 am

1 stop5h 31m

$224

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 4/24

4:27 pm-5:18 pm

Nonstop1h 51m

Chicago O'Hare Intl

Mon 4/27

9:06 pm-11:38 pm

Nonstop1h 32m

$232

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 3/10

1:56 pm-2:40 pm

Nonstop1h 44m

Chicago O'Hare Intl

Sat 5/9

7:50 pm-10:22 pm

Nonstop1h 32m

$234

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 3/10

7:55 pm-11:54 pm

1 stop4h 59m

Chicago O'Hare Intl

Sat 3/14

9:50 am-5:07 pm

1 stop6h 17m

$239

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 4/24

5:51 pm-11:54 pm

1 stop7h 03m

Chicago O'Hare Intl

Mon 4/27

9:06 pm-11:38 pm

Nonstop1h 32m

$242

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Chicago from

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

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 Lexington and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Lexington averaging around $249.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $443. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Lexington because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $745.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Lexington in the morning is the least expensive time of day to depart. momondo users have found prices as low as $483 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $795. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Lexington when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $272 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Lexington for as low as $189 on momondo.

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

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

Can stopping save me money on Lexington to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Lexington to Chicago O'Hare Intl Airport.

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

As of February 2026, prices for Lexington to Chicago O'Hare Intl Airport flights are approximately 60% more expensive when compared to flights at the same time last year.

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

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

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

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

Best Price Found

$298

Fastest flight time

1h 44m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Lexington in the past 72 hours is $298. The best round-trip flight deal from Lexington to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $356.
The fastest flight from Lexington to Chicago O'Hare Intl Airport takes 1h 44m
Direct flights go from Lexington to Chicago O'Hare Intl Airport every day.
Search flight deals

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

    The distance between Lexington Blue Grass and Chicago O'Hare Intl is about 326.3 mi. 1h 44m is a normal flight duration for this route.

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

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Lexington Blue Grass Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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

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

Compare and see reviews for airlines that fly from Lexington to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $189Free CancellationRating
7.4
9,349 reviews
Search United Airlines flights
American AirlinesPriceFrom $189Free CancellationRating
7.2
11,357 reviews
Search American Airlines flights

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

    United Airlines flight deals from Lexington to Chicago O'Hare Intl Airport start from $189 round-trip. Over the 24 United Airlines flights for this route in a normal week, average airfare is usually $269 round-trip - but some users have found much cheaper deals with momondo.

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

    The best American Airlines deal for Lexington to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $189, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $280 round-trip. American Airlines operates 8 flights out of Lexington into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 11,357 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Kenosha
Orland Park
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

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

Finding the right flight to Chicago from Lexington is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Lexington to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search for Lexington to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Lexington to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Chicago O'Hare Intl Airport 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
Sat 3/28
Sat 4/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago