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

The number of flights available between Lexington and Chicago is 23 per day as of August 2025. The most frequent departure time is 7:00PM, with 44% of daily flights leaving in the afternoon.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Lexington according to our data. American Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 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 161 per week as of August 2025. The most frequent departure day is Sat, with 17% of weekly flights leaving on this day.

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

Allegiant Air, American Airlines, and Delta 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 August 2025.

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.

$120 Cheap Flights from Lexington to Chicago in 2025

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

Prices are currently low for flights on this route. Typical prices usually range from $197 to $449. The lowest price recently found on this route was $189.

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Find the cheapest flights from Lexington to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:00 am - 7:44 amLEX-ORD

1h 44mnonstop

2:34 pm - 5:07 pmORD-LEX

1h 33mnonstop

$189United Airlines

Find Deal

Wed, Sep 17 - Wed, Sep 24

6:00 am - 6:36 amLEX-ORD

1h 36mnonstop

8:44 am - 11:11 amORD-LEX

1h 27mnonstop

$194American Airlines

Find Deal

Wed, Aug 20 - Sun, Aug 24

5:54 pm - 9:44 pmLEX-MDW

4h 50m1 stop

1:08 pm - 6:07 pmMDW-LEX

3h 59m1 stop

$209Delta

Find Deal

Fri, Aug 22 - Tue, Aug 26

6:00 am - 12:16 pmLEX-ORD

7h 16m1 stop

9:30 am - 2:59 pmORD-LEX

4h 29m1 stop

$209Delta

Find Deal

Tue, Oct 21 - Tue, Feb 24

10:24 am - 12:45 pmLEX-ORD

3h 21m1 stop

5:45 am - 12:18 pmORD-LEX

5h 33m1 stop

$214Delta

Find Deal

Wed, Aug 20 - Sun, Aug 24

7:00 pm - 7:43 pmLEX-ORD

1h 43mnonstop

6:30 pm - 8:55 pmORD-LEX

1h 25mnonstop

$219American Airlines

Find Deal

Thu, Oct 23 - Mon, Apr 20

5:50 pm - 9:46 pmLEX-ORD

4h 56m1 stop

10:35 am - 5:10 pmORD-LEX

5h 35m1 stop

$222Delta

Find Deal

Wed, Dec 3 - Sat, Dec 6

11:44 am - 12:20 pmLEX-ORD

1h 36mnonstop

8:44 am - 11:11 amORD-LEX

1h 27mnonstop

$224American Airlines

Find Deal

Thu, Aug 14 - Sun, Aug 17

8:02 pm - 11:53 pmLEX-ORD

4h 51m1 stop

8:00 am - 10:32 amORD-LEX

1h 32mnonstop

$229American Airlines

Find Deal

Thu, Oct 23 - Mon, Apr 20

7:00 am - 7:44 amLEX-ORD

1h 44mnonstop

9:05 pm - 11:37 pmORD-LEX

1h 32mnonstop

$238United Airlines

Find Deal

Thu, Sep 4 - Mon, Sep 8

American Airlines flights from Lexington to Chicago

Our best American Airlines deals on Lexington to Chicago flight tickets

American Airlines

Aug 20

LEX6:00 amLexington Blue Grass

1h 36m

ORD6:36 amChicago O'Hare Intl

Aug 24

ORD8:44 amChicago O'Hare Intl

1h 27m

LEX11:11 amLexington Blue Grass

$194

Find similar

American Airlines

Oct 23

LEX7:00 pmLexington Blue Grass

1h 43m

ORD7:43 pmChicago O'Hare Intl

Apr 20

ORD6:30 pmChicago O'Hare Intl

1h 25m

LEX8:55 pmLexington Blue Grass

$219

Find similar

American Airlines

Aug 14

LEX11:44 amLexington Blue Grass

1h 36m

ORD12:20 pmChicago O'Hare Intl

Aug 17

ORD8:44 amChicago O'Hare Intl

1h 27m

LEX11:11 amLexington Blue Grass

$224

Find similar

Delta flights from Lexington to Chicago

Our best Delta deals on Lexington to Chicago flight tickets

Delta

Oct 21

LEX6:00 amLexington Blue Grass

7h 16m

1 stop

ORD12:16 pmChicago O'Hare Intl

Feb 24

ORD9:30 amChicago O'Hare Intl

4h 29m

1 stop

LEX2:59 pmLexington Blue Grass

$209

Find similar

Delta

Aug 20

LEX10:24 amLexington Blue Grass

3h 21m

1 stop

ORD12:45 pmChicago O'Hare Intl

Aug 24

ORD5:45 amChicago O'Hare Intl

5h 33m

1 stop

LEX12:18 pmLexington Blue Grass

$214

Find similar

Delta

Dec 3

LEX5:50 pmLexington Blue Grass

4h 56m

1 stop

ORD9:46 pmChicago O'Hare Intl

Dec 6

ORD10:35 amChicago O'Hare Intl

5h 35m

1 stop

LEX5:10 pmLexington Blue Grass

$222

Find similar

Fly from

Fly to

Route

Depart

Return

Price

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 9/17

7:00 am-7:44 am

Nonstop1h 44m

Chicago O'Hare Intl

Wed 9/24

2:34 pm-5:07 pm

Nonstop1h 33m

$189

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 8/20

6:00 am-6:36 am

Nonstop1h 36m

Chicago O'Hare Intl

Sun 8/24

8:44 am-11:11 am

Nonstop1h 27m

$194

LexingtonChicago

LEX - MDW

LEXMDW

Lexington Blue Grass

Fri 8/22

5:54 pm-9:44 pm

1 stop4h 50m

Chicago Midway

Tue 8/26

1:08 pm-6:07 pm

1 stop3h 59m

$209

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Tue 10/21

6:00 am-12:16 pm

1 stop7h 16m

Chicago O'Hare Intl

Tue 2/24

9:30 am-2:59 pm

1 stop4h 29m

$209

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 8/20

10:24 am-12:45 pm

1 stop3h 21m

Chicago O'Hare Intl

Sun 8/24

5:45 am-12:18 pm

1 stop5h 33m

$214

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 10/23

7:00 pm-7:43 pm

Nonstop1h 43m

Chicago O'Hare Intl

Mon 4/20

6:30 pm-8:55 pm

Nonstop1h 25m

$219

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Wed 12/3

5:50 pm-9:46 pm

1 stop4h 56m

Chicago O'Hare Intl

Sat 12/6

10:35 am-5:10 pm

1 stop5h 35m

$222

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 8/14

11:44 am-12:20 pm

Nonstop1h 36m

Chicago O'Hare Intl

Sun 8/17

8:44 am-11:11 am

Nonstop1h 27m

$224

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 10/23

8:02 pm-11:53 pm

1 stop4h 51m

Chicago O'Hare Intl

Mon 4/20

8:00 am-10:32 am

Nonstop1h 32m

$229

LexingtonChicago

LEX - ORD

LEXORD

Lexington Blue Grass

Thu 9/4

7:00 am-7:44 am

Nonstop1h 44m

Chicago O'Hare Intl

Mon 9/8

9:05 pm-11:37 pm

Nonstop1h 32m

$238

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?

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Lexington, with most prices found around $233. If you’re not able to fly to Chicago in November, then September is your next best option. Flight prices from Lexington to Chicago during September average around $234.

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 Wednesday when prices can be found for as low as $463. 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 $749.

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 $488. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $801.

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Lexington when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $284 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Lexington for as low as $189 on momondo.

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

There are 4 cabin classes available to choose from on Lexington Blue Grass to Chicago 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 flights?

You could potentially save up to 31% on your flight if you consider stops on a Lexington to Chicago flight.

How have Lexington to Chicago flight prices changed over time?

As of August 2025, prices for Lexington to Chicago flights are approximately 43% more expensive 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	$120
Fastest flight time	1h 36m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Lexington in the past 72 hours is $120. The best round-trip flight deal from Lexington to Chicago found on momondo in the last 72 hours is $189.

The fastest flight from Lexington to Chicago takes 1h 36m

Direct flights go from Lexington to Chicago every day.

There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

Search flight deals

How far is Lexington Blue Grass to Chicago by plane?
The distance between Lexington Blue Grass and Chicago is about 312.4 mi. 1h 36m 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 August 2025.
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 Embraer 175 (Enhanced Winglets) (27.11% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (22.21%), Canadair (Bombardier) Regional Jet 700 (21.53%), and Embraer 170 (3.68%).
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 American Airlines (56% of total bookings). The next most popular airline is United Airlines (44%).

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
American Airlines	PriceFrom $188	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights
United Airlines	PriceFrom $189	Free Cancellation	Rating 7.4 8,905 reviews		Search United Airlines flights

United Airlines Flights From Lexington to Chicago
United Airlines flies from Lexington to Chicago around 28 times per week, with 8,905 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 $275 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 $188, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $268 round-trip. American Airlines operates 14 flights out of Lexington into Chicago in an average week, so prices vary by time and availability. 10,000 American Airlines reviews by users on momondo have scored the airline at 7.2/10.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

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Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

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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Fri 8/8

Fri 8/15

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Cheap flights from Lexington to Chicago from $120

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 8/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Lexington to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Lexington to Chicago

Our best American Airlines deals on Lexington to Chicago flight tickets

Delta flights from Lexington to Chicago

Our best Delta deals on Lexington to Chicago flight tickets

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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

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?

What is the cheapest month to fly to Chicago?

The month of November is, on average, the cheapest month to fly to Chicago from Lexington, with most prices found around $233. If you’re not able to fly to Chicago in November, then September is your next best option. Flight prices from Lexington to Chicago during September average around $234.

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?

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 $488. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $801.

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

How far in advance should I book a flight to Chicago?

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

There are 4 cabin classes available to choose from on Lexington Blue Grass to Chicago 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 flights?

You could potentially save up to 31% on your flight if you consider stops on a Lexington to Chicago flight.

How have Lexington to Chicago flight prices changed over time?

As of August 2025, prices for Lexington to Chicago flights are approximately 43% more expensive when compared to flights at the same time last year.

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

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

What airlines fly to Chicago?

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

The number of flights available between Lexington and Chicago is 23 per day as of August 2025. The most frequent departure time is 7:00PM, with 44% of daily flights leaving in the afternoon.

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

The number of flights available between Lexington and Chicago is 161 per week as of August 2025. The most frequent departure day is Sat, with 17% of weekly flights leaving on this day.

When to book flights from Lexington to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

How far is Lexington Blue Grass to Chicago by plane?

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

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

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

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

What is the most popular plane model from Lexington to Chicago?

What is the most popular airline 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

United Airlines Flights From Lexington to Chicago

American Airlines Flights From Lexington to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

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