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Cheap flights from Lexington to Chicago from $137

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
3:47 pm - 4:44 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
1h 57mnonstop
American Airlines Logo
12:50 pm - 3:21 pmORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 31mnonstop
$319American Airlines
Thu, Mar 11 - Sun, Mar 14
American Airlines Logo
7:09 pm - 8:17 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
2h 08mnonstop
American Airlines Logo
4:00 pm - 6:39 pmORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 39mnonstop
$319American Airlines
Sun, Nov 22 - Mon, Nov 23
United Airlines Logo
7:10 am - 7:56 amLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
1h 46mnonstop
United Airlines Logo
7:40 am - 10:13 amORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 33mnonstop
$319United Airlines
Wed, Nov 25 - Sat, Nov 28
United Airlines Logo
7:00 am - 7:51 amLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
1h 51mnonstop
United Airlines Logo
9:30 pm - 11:56 pmORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 26mnonstop
$319United Airlines
Fri, Dec 4 - Sun, Dec 6
American Airlines Logo
7:09 pm - 8:17 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
2h 08mnonstop
American Airlines Logo
8:15 am - 10:50 amORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 35mnonstop
$319American Airlines
Mon, Nov 23 - Wed, Nov 25
American Airlines Logo
7:26 pm - 8:37 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
2h 11mnonstop
American Airlines Logo
8:45 am - 11:25 amORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 40mnonstop
$319American Airlines
Wed, Jan 27 - Sat, Jan 30
United Airlines Logo
11:05 am - 11:52 amLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
1h 47mnonstop
United Airlines Logo
4:30 pm - 7:10 pmORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
1h 40mnonstop
$319United Airlines
Thu, Nov 12 - Mon, Nov 23
Delta Logo
7:59 pm - 11:56 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
4h 57m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:39 am - 5:19 pmORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
4h 40m1 stop Detroit Metropolitan Wayne County
$339Delta
Thu, Dec 3 - Mon, Dec 14
Delta Logo
10:40 am - 4:17 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
6h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 11:47 amORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
5h 17m1 stop Atlanta Hartsfield-Jackson
$339Delta
Thu, Dec 3 - Sun, Dec 13
Delta Logo
10:40 am - 1:56 pmLEX  Lexington Blue Grass-ORD Chicago O'Hare Intl
4h 16m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:16 pm - 12:04 amORD  Chicago O'Hare Intl-LEX Lexington Blue Grass
4h 48m1 stop Atlanta Hartsfield-Jackson
$339Delta
Wed, Dec 2 - Sat, Dec 12

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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
Nov 6
LEX11:05 amLexington Blue Grass
1h 47m
ORD11:52 amChicago O'Hare Intl
Nov 9
ORD9:30 pmChicago O'Hare Intl
1h 24m
LEX11:54 pmLexington Blue Grass
$334
United Airlines
Oct 30
LEX7:10 amLexington Blue Grass
1h 46m
ORD7:56 amChicago O'Hare Intl
Nov 1
ORD9:30 pmChicago O'Hare Intl
1h 24m
LEX11:54 pmLexington Blue Grass
$349
United Airlines
Oct 22
LEX8:50 amLexington Blue Grass
1h 45m
ORD9:35 amChicago O'Hare Intl
Oct 29
ORD7:40 amChicago O'Hare Intl
1h 33m
LEX10:13 amLexington Blue Grass
$379

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
Dec 3
LEX7:59 pmLexington Blue Grass
4h 57m
1 stop
ORD11:56 pmChicago O'Hare Intl
Dec 15
ORD1:34 pmChicago O'Hare Intl
4h 35m
1 stop
LEX7:09 pmLexington Blue Grass
$339
Delta
Nov 2
LEX7:59 pmLexington Blue Grass
4h 58m
1 stop
ORD11:57 pmChicago O'Hare Intl
Nov 24
ORD2:44 pmChicago O'Hare Intl
5h 34m
1 stop
LEX9:18 pmLexington Blue Grass
$354
Delta
Oct 30
LEX1:04 pmLexington Blue Grass
7h 07m
1 stop
ORD7:11 pmChicago O'Hare Intl
Nov 1
ORD8:05 amChicago O'Hare Intl
5h 22m
1 stop
LEX2:27 pmLexington Blue Grass
$369

momondo Fare Finder

 
Use the filters below to find and compare flights from Lexington to Chicago O'Hare Intl Airport that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Thu 3/11

3:47 pm-4:44 pm

Nonstop1h 57m

Chicago O'Hare Intl

Sun 3/14

12:50 pm-3:21 pm

Nonstop1h 31m

$319

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Sun 11/22

7:09 pm-8:17 pm

Nonstop2h 08m

Chicago O'Hare Intl

Mon 11/23

4:00 pm-6:39 pm

Nonstop1h 39m

$319

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Wed 11/25

7:10 am-7:56 am

Nonstop1h 46m

Chicago O'Hare Intl

Sat 11/28

7:40 am-10:13 am

Nonstop1h 33m

$319
Quickest round-trip

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Fri 12/4

7:00 am-7:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Sun 12/6

9:30 pm-11:56 pm

Nonstop1h 26m

$319

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Mon 11/23

7:09 pm-8:17 pm

Nonstop2h 08m

Chicago O'Hare Intl

Wed 11/25

8:15 am-10:50 am

Nonstop1h 35m

$319

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Wed 1/27

7:26 pm-8:37 pm

Nonstop2h 11m

Chicago O'Hare Intl

Sat 1/30

8:45 am-11:25 am

Nonstop1h 40m

$319

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Thu 11/12

11:05 am-11:52 am

Nonstop1h 47m

Chicago O'Hare Intl

Mon 11/23

4:30 pm-7:10 pm

Nonstop1h 40m

$319

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Thu 12/3

7:59 pm-11:56 pm

1 stop4h 57m

Chicago O'Hare Intl

Mon 12/14

11:39 am-5:19 pm

1 stop4h 40m

$339

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Thu 12/3

10:40 am-4:17 pm

1 stop6h 37m

Chicago O'Hare Intl

Sun 12/13

5:30 am-11:47 am

1 stop5h 17m

$339

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Wed 12/2

10:40 am-1:56 pm

1 stop4h 16m

Chicago O'Hare Intl

Sat 12/12

6:16 pm-12:04 am

1 stop4h 48m

$339

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $299 to $413.
The lowest price recently found on this route was $319.

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

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Lexington averaging around $286.

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 $449. 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 $887.

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 $541 when looking at flights departing in the morning. Try not to purchase tickets in the evening because they tend to be around $846. 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 $319 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 $221 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.

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

As of October 2026, prices for Lexington to Chicago O'Hare Intl Airport flights are approximately 164% 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

$137

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 $137. The best round-trip flight deal from Lexington to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $319.
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 $202Free CancellationRating
7.3
10,388 reviews
Search United Airlines flights
American AirlinesPriceFrom $204Free CancellationRating
7.0
12,177 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 $202 round-trip. Over the 29 United Airlines flights for this route in a normal week, average airfare is usually $327 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 $204, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $318 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. 12,181 American Airlines reviews by users on momondo have scored the airline at 7.0/10.

Traveling to a place near Chicago?

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

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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