Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Lexington to Chicago from $147

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 8/13. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Lexington to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:30 am - 7:26 am
LEX
-
ORD
1h 56mnonstop
American Airlines Logo
3:54 pm - 6:25 pm
ORD
-
LEX
1h 31mnonstop
$249American Airlines
Sat, Aug 22 - Tue, Aug 25
American Airlines Logo
6:30 am - 7:26 am
LEX
-
ORD
1h 56mnonstop
American Airlines Logo
8:56 am - 11:27 am
ORD
-
LEX
1h 31mnonstop
$250American Airlines
Thu, Aug 6 - Sun, Aug 9
American Airlines Logo
6:30 am - 7:26 am
LEX
-
ORD
1h 56mnonstop
American Airlines Logo
1:15 pm - 8:51 pm
ORD
-
LEX
6h 36m
1 stop
$259American Airlines
Sat, Aug 22 - Wed, Aug 26
American Airlines Logo
11:57 am - 12:44 pm
LEX
-
ORD
1h 47mnonstop
American Airlines Logo
6:49 am - 12:55 pm
ORD
-
LEX
5h 06m
1 stop
$260American Airlines
Fri, Aug 7 - Sun, Aug 9
United Airlines Logo
5:55 pm - 6:41 pm
LEX
-
ORD
1h 46mnonstop
United Airlines Logo
10:36 am - 1:16 pm
ORD
-
LEX
1h 40mnonstop
$264United Airlines
Sat, Aug 1 - Sat, Aug 15
American Airlines Logo
5:29 am - 6:08 am
LEX
-
ORD
1h 39mnonstop
American Airlines Logo
8:05 am - 10:43 am
ORD
-
LEX
1h 38mnonstop
$265American Airlines
Thu, Oct 22 - Sun, Oct 25
Delta Logo
10:54 am - 4:51 pm
LEX
-
ORD
6h 57m
1 stop
Delta Logo
8:05 am - 2:45 pm
ORD
-
LEX
5h 40m
1 stop
$269Delta
Sat, Aug 22 - Tue, Aug 25
American Airlines Logo
7:13 pm - 11:52 pm
LEX
-
ORD
5h 39m
1 stop
American Airlines Logo
6:49 am - 12:55 pm
ORD
-
LEX
5h 06m
1 stop
$270American Airlines
Fri, Aug 7 - Sun, Aug 9
American Airlines Logo
5:00 am - 9:02 am
LEX
-
ORD
5h 02m
1 stop
American Airlines Logo
10:00 pm - 12:25 am
ORD
-
LEX
1h 25mnonstop
$274American Airlines
Sat, Aug 1 - Mon, Aug 3
American Airlines Logo
8:03 pm - 12:02 am
LEX
-
ORD
4h 59m
1 stop
American Airlines Logo
8:05 am - 10:43 am
ORD
-
LEX
1h 38mnonstop
$275American Airlines
Thu, Oct 22 - Sun, Oct 25

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

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

Our best American Airlines deals on Lexington to Chicago O'Hare Intl Airport flight tickets
American Airlines
Aug 22
LEX6:30 amLexington Blue Grass
1h 56m
ORD7:26 amChicago O'Hare Intl
Aug 25
ORD3:54 pmChicago O'Hare Intl
1h 31m
LEX6:25 pmLexington Blue Grass
$249
American Airlines
Aug 6
LEX6:30 amLexington Blue Grass
1h 56m
ORD7:26 amChicago O'Hare Intl
Aug 9
ORD8:56 amChicago O'Hare Intl
1h 31m
LEX11:27 amLexington Blue Grass
$250
American Airlines
Aug 22
LEX6:30 amLexington Blue Grass
1h 56m
ORD7:26 amChicago O'Hare Intl
Aug 26
ORD1:15 pmChicago O'Hare Intl
6h 36m
1 stop
LEX8:51 pmLexington Blue Grass
$259

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
Aug 1
LEX5:55 pmLexington Blue Grass
1h 46m
ORD6:41 pmChicago O'Hare Intl
Aug 15
ORD10:36 amChicago O'Hare Intl
1h 40m
LEX1:16 pmLexington Blue Grass
$264
United Airlines
Aug 29
LEX7:15 pmLexington Blue Grass
1h 50m
ORD8:05 pmChicago O'Hare Intl
Sep 1
ORD10:36 amChicago O'Hare Intl
1h 40m
LEX1:16 pmLexington Blue Grass
$319
United Airlines
Aug 7
LEX7:00 amLexington Blue Grass
1h 50m
ORD7:50 amChicago O'Hare Intl
Aug 9
ORD9:20 pmChicago O'Hare Intl
1h 39m
LEX11:59 pmLexington Blue Grass
$321

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 July 17, 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

Cheapest round-trip

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 8/22

6:30 am-7:26 am

Nonstop1h 56m

Chicago O'Hare Intl

Tue 8/25

3:54 pm-6:25 pm

Nonstop1h 31m

$249

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 8/6

6:30 am-7:26 am

Nonstop1h 56m

Chicago O'Hare Intl

Sun 8/9

8:56 am-11:27 am

Nonstop1h 31m

$250

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 8/22

6:30 am-7:26 am

Nonstop1h 56m

Chicago O'Hare Intl

Wed 8/26

1:15 pm-8:51 pm

1 stop6h 36m

$259

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 8/7

11:57 am-12:44 pm

Nonstop1h 47m

Chicago O'Hare Intl

Sun 8/9

6:49 am-12:55 pm

1 stop5h 06m

$260

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 8/1

5:55 pm-6:41 pm

Nonstop1h 46m

Chicago O'Hare Intl

Sat 8/15

10:36 am-1:16 pm

Nonstop1h 40m

$264
Quickest round-trip

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 10/22

5:29 am-6:08 am

Nonstop1h 39m

Chicago O'Hare Intl

Sun 10/25

8:05 am-10:43 am

Nonstop1h 38m

$265

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 8/22

10:54 am-4:51 pm

1 stop6h 57m

Chicago O'Hare Intl

Tue 8/25

8:05 am-2:45 pm

1 stop5h 40m

$269

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Fri 8/7

7:13 pm-11:52 pm

1 stop5h 39m

Chicago O'Hare Intl

Sun 8/9

6:49 am-12:55 pm

1 stop5h 06m

$270

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 8/1

5:00 am-9:02 am

1 stop5h 02m

Chicago O'Hare Intl

Mon 8/3

10:00 pm-12:25 am

Nonstop1h 25m

$274

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 10/22

8:03 pm-12:02 am

1 stop4h 59m

Chicago O'Hare Intl

Sun 10/25

8:05 am-10:43 am

Nonstop1h 38m

$275

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 October 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 $431. 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 $802.

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 $518 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $812. 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 from Lexington 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 $294 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 to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Lexington to Chicago O'Hare Intl Airport 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?

You could potentially save up to 41% on your flight if you consider stops on a Lexington to Chicago O'Hare Intl Airport flight.

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

As of July 2026, prices for Lexington to Chicago O'Hare Intl Airport flights are approximately 97% 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

$295

Fastest flight time

1h 45m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Lexington in the past 72 hours is $295. The best round-trip flight deal from Lexington to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $397.
The fastest flight from Lexington to Chicago O'Hare Intl Airport takes 1h 45m
Direct flights go from Lexington to Chicago O'Hare Intl Airport every day.
Search flight deals

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

  • 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 45m 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
9,997 reviews
Search United Airlines flights
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,819 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 25 United Airlines flights for this route in a normal week, average airfare is usually $280 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 $281 round-trip. American Airlines operates 15 flights out of Lexington into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 11,819 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Merrillville
Rockford
Gurnee
Rosemont
Orland Park
Naperville
Oak Brook
Joliet
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
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
Sun 8/16
Sun 8/23
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago