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Cheap flights from Lexington to Chicago from $79

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 6/16. 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.

Find the cheapest flights from Lexington to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:17 pm - 12:25 pm
LEX
-
ORD
24h 08m
1 stop
Multiple Airlines Logo
7:52 am - 2:16 pm
ORD
-
LEX
29h 24m
1 stop
$174Multiple Airlines
Tue, Jun 9 - Wed, Jun 24
Multiple Airlines Logo
1:17 pm - 12:25 pm
LEX
-
ORD
24h 08m
1 stop
Multiple Airlines Logo
7:52 am - 1:21 pm
ORD
-
LEX
28h 29m
2 stops
$216Multiple Airlines
Tue, Jun 9 - Wed, Jun 24
Multiple Airlines Logo
9:31 am - 9:17 pm
LEX
-
ORD
12h 46m
1 stop
Multiple Airlines Logo
7:15 pm - 8:41 am
ORD
-
LEX
12h 26m
1 stop
$219Multiple Airlines
Thu, Apr 30 - Sat, May 2
Multiple Airlines Logo
11:27 am - 11:13 pm
LEX
-
ORD
12h 46m
1 stop
Multiple Airlines Logo
8:05 am - 2:15 pm
ORD
-
LEX
29h 10m
1 stop
$237Multiple Airlines
Sat, May 23 - Wed, May 27
Multiple Airlines Logo
3:05 pm - 8:22 am
LEX
-
ORD
18h 17m
1 stop
Multiple Airlines Logo
8:05 am - 2:15 pm
ORD
-
LEX
29h 10m
1 stop
$247Multiple Airlines
Sun, May 24 - Wed, May 27
United Airlines Logo
7:00 am - 7:50 am
LEX
-
ORD
1h 50mnonstop
United Airlines Logo
5:45 pm - 8:14 pm
ORD
-
LEX
1h 29mnonstop
$249United Airlines
Sat, May 16 - Wed, May 20
Multiple Airlines Logo
1:20 pm - 11:15 pm
LEX
-
ORD
10h 55m
1 stop
Multiple Airlines Logo
1:18 pm - 2:16 pm
ORD
-
LEX
23h 58m
1 stop
$250Multiple Airlines
Tue, Jun 2 - Wed, Jun 3
Multiple Airlines Logo
9:51 am - 11:38 pm
LEX
-
ORD
14h 47m
1 stop
Multiple Airlines Logo
8:30 am - 8:22 pm
ORD
-
LEX
10h 52m
1 stop
$254Multiple Airlines
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
5:02 pm - 4:06 pm
LEX
-
ORD
24h 04m
2 stops
Multiple Airlines Logo
8:05 am - 2:15 pm
ORD
-
LEX
29h 10m
1 stop
$256Multiple Airlines
Sat, May 23 - Wed, May 27
Multiple Airlines Logo
9:31 am - 9:17 pm
LEX
-
ORD
12h 46m
1 stop
Multiple Airlines Logo
5:50 am - 8:41 am
ORD
-
LEX
25h 51m
2 stops
$257Multiple Airlines
Thu, Apr 30 - Sat, May 2

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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
May 16
LEX11:42 amLexington Blue Grass
5h 39m
1 stop
ORD4:21 pmChicago O'Hare Intl
May 18
ORD8:00 amChicago O'Hare Intl
1h 31m
LEX10:31 amLexington Blue Grass
$259
American Airlines
Apr 29
LEX4:27 pmLexington Blue Grass
1h 51m
ORD5:18 pmChicago O'Hare Intl
May 13
ORD9:06 pmChicago O'Hare Intl
1h 32m
LEX11:38 pmLexington Blue Grass
$264
American Airlines
Apr 29
LEX4:27 pmLexington Blue Grass
1h 51m
ORD5:18 pmChicago O'Hare Intl
May 13
ORD3:29 pmChicago O'Hare Intl
7h 23m
1 stop
LEX11:52 pmLexington Blue Grass
$274

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
May 16
LEX7:00 amLexington Blue Grass
1h 50m
ORD7:50 amChicago O'Hare Intl
May 20
ORD5:45 pmChicago O'Hare Intl
1h 29m
LEX8:14 pmLexington Blue Grass
$249
United Airlines
May 1
LEX7:00 amLexington Blue Grass
1h 50m
ORD7:50 amChicago O'Hare Intl
May 2
ORD5:45 pmChicago O'Hare Intl
1h 29m
LEX8:14 pmLexington Blue Grass
$279
United Airlines
May 13
LEX7:00 amLexington Blue Grass
1h 50m
ORD7:50 amChicago O'Hare Intl
May 16
ORD9:20 pmChicago O'Hare Intl
1h 29m
LEX11:49 pmLexington Blue Grass
$319

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 April 19, 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

Tue 6/9

1:17 pm-12:25 pm

1 stop24h 08m

Chicago O'Hare Intl

Wed 6/24

7:52 am-2:16 pm

1 stop29h 24m

$174

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 6/9

1:17 pm-12:25 pm

1 stop24h 08m

Chicago O'Hare Intl

Wed 6/24

7:52 am-1:21 pm

2 stops28h 29m

$216

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/30

9:31 am-9:17 pm

1 stop12h 46m

Chicago O'Hare Intl

Sat 5/2

7:15 pm-8:41 am

1 stop12h 26m

$219

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 5/23

11:27 am-11:13 pm

1 stop12h 46m

Chicago O'Hare Intl

Wed 5/27

8:05 am-2:15 pm

1 stop29h 10m

$237

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sun 5/24

3:05 pm-8:22 am

1 stop18h 17m

Chicago O'Hare Intl

Wed 5/27

8:05 am-2:15 pm

1 stop29h 10m

$247
Quickest round-trip

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 5/16

7:00 am-7:50 am

Nonstop1h 50m

Chicago O'Hare Intl

Wed 5/20

5:45 pm-8:14 pm

Nonstop1h 29m

$249

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 6/2

1:20 pm-11:15 pm

1 stop10h 55m

Chicago O'Hare Intl

Wed 6/3

1:18 pm-2:16 pm

1 stop23h 58m

$250

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 5/7

9:51 am-11:38 pm

1 stop14h 47m

Chicago O'Hare Intl

Sun 5/10

8:30 am-8:22 pm

1 stop10h 52m

$254

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Sat 5/23

5:02 pm-4:06 pm

2 stops24h 04m

Chicago O'Hare Intl

Wed 5/27

8:05 am-2:15 pm

1 stop29h 10m

$256

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 4/30

9:31 am-9:17 pm

1 stop12h 46m

Chicago O'Hare Intl

Sat 5/2

5:50 am-8:41 am

2 stops25h 51m

$257

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 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 February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Lexington averaging around $241.

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 $440. 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 $804.

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 $489 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $811. 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 $279 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?

You could potentially save up to 31% 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 April 2026, prices for Lexington to Chicago O'Hare Intl Airport flights are approximately 64% 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

$364

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 $364. The best round-trip flight deal from Lexington to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $403.
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
9,604 reviews
Search United Airlines flights
American AirlinesPriceFrom $189Free CancellationRating
7.1
11,620 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 34 United Airlines flights for this route in a normal week, average airfare is usually $257 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 $278 round-trip. American Airlines operates 23 flights out of Lexington into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 11,625 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
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Rosemont
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New Buffalo
Orland Park
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Aurora
Janesville
Racine
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Elgin
Tinley Park
Evanston

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.

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