What airlines fly to Chicago?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Lexington according to our data. United Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Lexington to Chicago on average per week?

The number of flights available between Lexington and Chicago is 145 per week as of September 2026. The most frequent departure day is Fri, with 19% of weekly flights leaving on this day.

How many flights depart from Lexington to Chicago on average per day?

The number of flights available between Lexington and Chicago is 20 per day as of September 2026. The most frequent departure time is 11:00AM, with 61% of daily flights leaving at noon.

What is the cheapest airline that flies from Lexington Blue Grass to Chicago?

Allegiant Air, Delta, and United Airlines are the most popular carriers operating from Lexington Blue Grass to Chicago

When did momondo last update prices for flights from Lexington Blue Grass Airport to Chicago?

Prices for flights from Lexington Blue Grass Airport to Chicago are updated daily.

How many operators does momondo search for flights from Lexington Blue Grass Airport to Chicago?

The number of operators available for flights from Lexington Blue Grass Airport to Chicago is 2 as of September 2026.

How old do you have to be to fly from Lexington Blue Grass Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$145 Cheap Flights from Lexington to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Lexington to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:45 am - 7:54 amLEX Lexington Blue Grass-RFD Chicago Greater Rockford

24h 09m1 stop Orlando Sanford Intl

10:20 am - 6:32 pmRFD Chicago Greater Rockford-LEX Lexington Blue Grass

7h 12m1 stop Fort Lauderdale

$278Allegiant Air

Thu, Oct 29 - Sun, Nov 1

8:50 am - 9:35 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 45mnonstop

3:00 pm - 5:40 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 40mnonstop

$278United Airlines

Fri, Oct 23 - Tue, Oct 27

6:58 pm - 7:59 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

2h 01mnonstop

8:06 am - 10:44 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 38mnonstop

$279American Airlines

Thu, Oct 15 - Sat, Oct 17

11:14 am - 11:59 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 45mnonstop

9:35 pm - 12:09 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 34mnonstop

$279American Airlines

Fri, Oct 9 - Fri, Oct 16

11:05 am - 11:54 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 49mnonstop

5:55 pm - 8:35 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 40mnonstop

$279United Airlines

Sat, Nov 7 - Mon, Nov 9

10:45 am - 11:50 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

2h 05mnonstop

2:40 pm - 5:17 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 37mnonstop

$279United Airlines

Tue, Dec 22 - Tue, Jan 5

7:18 pm - 8:26 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

2h 08mnonstop

9:15 pm - 11:49 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 34mnonstop

$279American Airlines

Wed, Feb 10 - Sat, Mar 20

5:49 pm - 8:17 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

3h 28m1 stop Detroit Metropolitan Wayne County

11:19 am - 5:09 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

4h 50m1 stop Detroit Metropolitan Wayne County

$299Delta

Mon, Nov 16 - Tue, Nov 24

5:49 pm - 8:17 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

3h 28m1 stop Detroit Metropolitan Wayne County

2:44 pm - 9:18 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

5h 34m1 stop Detroit Metropolitan Wayne County

$299Delta

Mon, Nov 16 - Sun, Nov 22

10:30 am - 1:59 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

4h 29m1 stop Detroit Metropolitan Wayne County

2:44 pm - 9:18 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

5h 34m1 stop Detroit Metropolitan Wayne County

$299Delta

Tue, Nov 17 - Mon, Nov 23

Cheap last minute flights

Enter your travel dates to find the best prices.

5:23 am - 6:10 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 47mnonstop

8:10 am - 10:42 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 32mnonstop

$369American Airlines

Thu, Sep 17 - Sun, Sep 20

5:57 pm - 6:49 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 52mnonstop

9:30 pm - 12:05 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 35mnonstop

$369United Airlines

Fri, Sep 18 - Mon, Sep 21

5:57 pm - 11:59 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

7h 02m1 stop Atlanta Hartsfield-Jackson

6:40 am - 11:44 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

4h 04m1 stop Atlanta Hartsfield-Jackson

$379Delta

Tue, Sep 15 - Tue, Sep 22

5:23 am - 6:10 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 47mnonstop

6:45 am - 12:37 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

4h 52m1 stop Charlotte Douglas

$379American Airlines

Thu, Sep 17 - Sun, Sep 20

11:43 am - 5:38 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

6h 55m1 stop Charlotte Douglas

2:57 pm - 5:31 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 34mnonstop

$379American Airlines

Fri, Sep 18 - Sat, Sep 19

11:43 am - 5:38 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

6h 55m1 stop Charlotte Douglas

9:15 pm - 11:46 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 31mnonstop

$379American Airlines

Fri, Sep 18 - Mon, Sep 21

5:57 pm - 6:49 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 52mnonstop

5:50 pm - 8:28 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 38mnonstop

$382United Airlines

Wed, Sep 16 - Wed, Sep 23

5:57 pm - 6:49 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 52mnonstop

10:35 am - 1:16 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 41mnonstop

$389United Airlines

Fri, Sep 18 - Sat, Sep 19

3:31 pm - 8:56 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

6h 25m1 stop Atlanta Hartsfield-Jackson

3:40 pm - 10:42 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

6h 02m1 stop Atlanta Hartsfield-Jackson

$422Delta

Tue, Sep 15 - Sat, Sep 19

10:39 am - 4:13 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

6h 34m1 stop Detroit Metropolitan Wayne County

8:05 am - 3:26 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

6h 21m1 stop Atlanta Hartsfield-Jackson

$422Delta

Wed, Sep 16 - Sat, Sep 19

Cheap direct flights

Enter your travel dates to find the best prices.

8:50 am - 9:35 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 45mnonstop

3:00 pm - 5:40 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 40mnonstop

$278United Airlines

Fri, Oct 23 - Tue, Oct 27

5:30 am - 6:15 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 45mnonstop

7:40 am - 10:13 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 33mnonstop

$279United Airlines

Fri, Nov 20 - Sun, Nov 22

5:15 am - 5:59 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 44mnonstop

9:15 pm - 11:42 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 27mnonstop

$279American Airlines

Tue, Nov 24 - Mon, Nov 30

11:11 am - 11:54 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 43mnonstop

9:10 pm - 11:46 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 36mnonstop

$279American Airlines

Mon, Dec 21 - Mon, Dec 28

8:50 am - 9:35 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 45mnonstop

6:50 am - 9:28 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 38mnonstop

$279United Airlines

Fri, Oct 2 - Sun, Oct 4

10:11 am - 10:59 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 48mnonstop

6:50 am - 9:28 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 38mnonstop

$279United Airlines

Sat, Oct 3 - Wed, Oct 7

11:05 am - 11:54 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 49mnonstop

5:55 pm - 8:35 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 40mnonstop

$279United Airlines

Sat, Nov 7 - Mon, Nov 9

6:10 pm - 7:00 pmLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 50mnonstop

6:50 am - 9:28 amORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 38mnonstop

$279United Airlines

Sat, Oct 3 - Fri, Oct 9

8:50 am - 9:35 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 45mnonstop

9:20 pm - 11:55 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 35mnonstop

$279United Airlines

Fri, Oct 9 - Fri, Oct 16

9:00 am - 9:40 amLEX Lexington Blue Grass-ORD Chicago O'Hare Intl

1h 40mnonstop

4:30 pm - 7:10 pmORD Chicago O'Hare Intl-LEX Lexington Blue Grass

1h 40mnonstop

$279United Airlines

Thu, Nov 19 - Sat, Nov 21

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United Airlines flights from Lexington to Chicago

Our best United Airlines deals on Lexington to Chicago flight tickets

United Airlines

Oct 23

LEX8:50 amLexington Blue Grass

1h 45m

ORD9:35 amChicago O'Hare Intl

Oct 27

ORD3:00 pmChicago O'Hare Intl

1h 40m

LEX5:40 pmLexington Blue Grass

$278

United Airlines

Sep 25

LEX6:00 amLexington Blue Grass

1h 45m

ORD6:45 amChicago O'Hare Intl

Oct 9

ORD9:20 pmChicago O'Hare Intl

1h 35m

LEX11:55 pmLexington Blue Grass

$294

United Airlines

Sep 25

LEX6:00 amLexington Blue Grass

1h 45m

ORD6:45 amChicago O'Hare Intl

Sep 29

ORD6:50 amChicago O'Hare Intl

1h 38m

LEX9:28 amLexington Blue Grass

$309

American Airlines flights from Lexington to Chicago

Our best American Airlines deals on Lexington to Chicago flight tickets

American Airlines

Oct 15

LEX6:58 pmLexington Blue Grass

2h 01m

ORD7:59 pmChicago O'Hare Intl

Oct 17

ORD8:06 amChicago O'Hare Intl

1h 38m

LEX10:44 amLexington Blue Grass

$279

American Airlines

Oct 24

LEX6:58 pmLexington Blue Grass

2h 01m

ORD7:59 pmChicago O'Hare Intl

Oct 31

ORD9:35 pmChicago O'Hare Intl

1h 34m

LEX12:09 amLexington Blue Grass

$280

American Airlines

Oct 15

LEX11:14 amLexington Blue Grass

1h 45m

ORD11:59 amChicago O'Hare Intl

Oct 17

ORD4:45 pmChicago O'Hare Intl

6h 12m

1 stop

LEX11:57 pmLexington Blue Grass

$289

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LexingtonChicago

LEX Lexington Blue Grass - RFD Chicago Greater Rockford

LEXRFD

Lexington Blue Grass

Thu 10/29

8:45 am-7:54 am

1 stop24h 09m

Chicago Greater Rockford

Sun 11/1

10:20 am-6:32 pm

1 stop7h 12m

$278

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Fri 10/23

8:50 am-9:35 am

Nonstop1h 45m

Chicago O'Hare Intl

Tue 10/27

3:00 pm-5:40 pm

Nonstop1h 40m

$278

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Thu 10/15

6:58 pm-7:59 pm

Nonstop2h 01m

Chicago O'Hare Intl

Sat 10/17

8:06 am-10:44 am

Nonstop1h 38m

$279

Quickest round-trip

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Fri 10/9

11:14 am-11:59 am

Nonstop1h 45m

Chicago O'Hare Intl

Fri 10/16

9:35 pm-12:09 am

Nonstop1h 34m

$279

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Sat 11/7

11:05 am-11:54 am

Nonstop1h 49m

Chicago O'Hare Intl

Mon 11/9

5:55 pm-8:35 pm

Nonstop1h 40m

$279

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Tue 12/22

10:45 am-11:50 am

Nonstop2h 05m

Chicago O'Hare Intl

Tue 1/5

2:40 pm-5:17 pm

Nonstop1h 37m

$279

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Wed 2/10

7:18 pm-8:26 pm

Nonstop2h 08m

Chicago O'Hare Intl

Sat 3/20

9:15 pm-11:49 pm

Nonstop1h 34m

$279

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Mon 11/16

5:49 pm-8:17 pm

1 stop3h 28m

Chicago O'Hare Intl

Tue 11/24

11:19 am-5:09 pm

1 stop4h 50m

$299

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Mon 11/16

5:49 pm-8:17 pm

1 stop3h 28m

Chicago O'Hare Intl

Sun 11/22

2:44 pm-9:18 pm

1 stop5h 34m

$299

LexingtonChicago

LEX Lexington Blue Grass - ORD Chicago O'Hare Intl

LEXORD

Lexington Blue Grass

Tue 11/17

10:30 am-1:59 pm

1 stop4h 29m

Chicago O'Hare Intl

Mon 11/23

2:44 pm-9:18 pm

1 stop5h 34m

$299

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Lexington to Chicago

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

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Lexington and Chicago?

Prices are currently typical for flights on this route.

Typical prices usually range from $249 to $381.
The lowest price recently found on this route was $278.

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Lexington, with most prices found around $238. If you’re not able to fly to Chicago in February, then October is your next best option. Flight prices from Lexington to Chicago during October average around $256.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago 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. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Lexington to Chicago for around $878.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Lexington to Chicago during this time can be as low as $523. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $789.

What is the cheapest Lexington Blue Grass to Chicago flight route?

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

What cabin class options are available on Lexington to Chicago flights?

There are 4 cabin classes available to choose from on Lexington to Chicago 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 flight prices changed over time?

As of September 2026, prices for Lexington to Chicago flights are approximately 9% cheaper when compared to flights at the same time last year.

When to book flights from Lexington to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Lexington to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Lexington to Chicago (LEX to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Lexington to Chicago

Best Price Found	$145
Fastest flight time	1h 40m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Lexington in the past 72 hours is $145. The best round-trip flight deal from Lexington to Chicago found on momondo in the last 72 hours is $278.

The fastest flight from Lexington to Chicago takes 1h 40m

Direct flights go from Lexington to Chicago every day.

There are 3 airports in Chicago. From Lexington there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Lexington to Chicago

How far is Lexington Blue Grass to Chicago by plane?
The distance between Lexington Blue Grass and Chicago is about 312.4 mi. 1h 40m is a normal flight duration for this route.
When did momondo last update prices for flights from Lexington Blue Grass Airport to Chicago?
Prices for flights from Lexington Blue Grass Airport to Chicago are updated daily.
How many operators does momondo search for flights from Lexington Blue Grass Airport to Chicago?
The number of operators available for flights from Lexington Blue Grass Airport to Chicago is 2 as of September 2026.
How old do you have to be to fly from Lexington Blue Grass Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, 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.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Lexington to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Lexington to Chicago is Canadair (Bombardier) Regional Jet CRJ-550 (24.95% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet 700 (24.73%), Embraer 175 (Enhanced Winglets) (23.01%), and Boeing 737-800 (3.44%).
What is the most popular airline from Lexington to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Lexington to Chicago is United Airlines (59% of total bookings). The next most popular airline is American Airlines (41%).

Best airlines flying from Lexington to Chicago

Compare and see reviews for airlines that fly from Lexington to Chicago with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $189	Free Cancellation	Rating 7.4 10,214 reviews		Search United Airlines flights
American Airlines	PriceFrom $194	Free Cancellation	Rating 7.1 12,049 reviews		Search American Airlines flights

United Airlines Flights From Lexington to Chicago
United Airlines flies from Lexington to Chicago around 15 times per week, with 10,214 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Lexington to Chicago in the last 72 hours was $189 (round-trip), much lower than the average airfare cost of $298 for United Airlines flights on this route.
American Airlines Flights From Lexington to Chicago
The best American Airlines deal for Lexington to Chicago flight tickets found on momondo in the last 72 hours was $194, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $307 round-trip. American Airlines operates 18 flights out of Lexington into Chicago in an average week, so prices vary by time and availability. 12,049 American Airlines reviews by users on momondo have scored the airline at 7.1/10.

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Porter

Crown Point

Griffith

Saint John

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 enables you to select and highlight flights to Chicago from Lexington with this policy.

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

Once all potential Lexington to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Lexington. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago 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.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Lexington to Chicago from $145

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 12/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Lexington to Chicago

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Cheap last minute flights

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United Airlines flights from Lexington to Chicago

Our best United Airlines deals on Lexington to Chicago flight tickets

American Airlines flights from Lexington to Chicago

Our best American Airlines deals on Lexington to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Lexington to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Lexington to Chicago

What is the typical price of a round-trip flight between Lexington and Chicago?

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Lexington Blue Grass to Chicago flight route?

What cabin class options are available on Lexington to Chicago flights?

How have Lexington to Chicago flight prices changed over time?

What is the cheapest airline that flies from Lexington Blue Grass to Chicago?

What airlines fly to Chicago?

How many flights depart from Lexington to Chicago on average per day?

How many flights depart from Lexington to Chicago on average per week?

When to book flights from Lexington to Chicago

Cheap Lexington to Chicago (LEX to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Lexington to Chicago

Best airlines flying from Lexington to Chicago

Compare and see reviews for airlines that fly from Lexington to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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