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

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

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

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

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

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 Chicago Midway Airport to Lexington Blue Grass Airport.

What documentation or ID do you need to fly to Lexington Blue Grass Airport?

The required travel and health documents for your Lexington Blue Grass 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 Lexington Blue Grass Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$144 Cheap Flights from Chicago Midway Airport to Lexington in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Lexington

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One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:45 am - 1:30 pm

MDW

LEX

5h 45m1 stop

6:40 pm - 10:22 pm

LEX

MDW

4h 42m1 stop

$209Delta

Fri, Jan 16 - Mon, Jan 19

6:08 pm - 11:07 pm

MDW

LEX

3h 59m1 stop

7:26 am - 12:48 pm

LEX

MDW

6h 22m1 stop

$229Delta

Fri, Jan 2 - Sat, Jan 10

10:04 am - 8:40 pm

MDW

LEX

9h 36m1 stop

9:30 pm - 12:05 pm

LEX

MDW

15h 35m2 stops

$248Multiple Airlines

Fri, Jan 16 - Mon, Jan 19

5:29 pm - 12:08 am

MDW

LEX

5h 39m1 stop

7:26 am - 12:48 pm

LEX

MDW

6h 22m1 stop

$254Delta

Wed, Dec 10 - Thu, Jan 8

10:49 am - 4:28 pm

MDW

LEX

4h 39m1 stop

6:20 am - 8:49 am

LEX

MDW

3h 29m1 stop

$259Delta

Thu, Dec 18 - Mon, Dec 22

11:21 am - 4:26 pm

MDW

LEX

4h 05m1 stop

10:37 am - 9:08 am

LEX

MDW

23h 31m2 stops

$267Delta

Sat, Jan 17 - Tue, Jan 20

5:29 pm - 12:08 am

MDW

LEX

5h 39m1 stop

6:20 am - 8:49 am

LEX

MDW

3h 29m1 stop

$269Delta

Wed, Dec 17 - Sun, Dec 21

5:31 pm - 11:51 pm

MDW

LEX

5h 20m1 stop

7:26 am - 12:48 pm

LEX

MDW

6h 22m1 stop

$274Delta

Fri, Jan 16 - Sun, Jan 18

9:32 am - 4:54 pm

MDW

LEX

6h 22m1 stop

6:40 pm - 10:22 pm

LEX

MDW

4h 42m1 stop

$284Delta

Thu, Jan 15 - Mon, Jan 19

10:13 am - 8:11 am

MDW

LEX

20h 58m1 stop

9:22 pm - 9:58 pm

LEX

MDW

25h 36m1 stop

$285Multiple Airlines

Thu, Dec 11 - Sun, Dec 14

Delta flights from Chicago Midway Airport to Lexington

Our best Delta deals on Chicago Midway Airport to Lexington flight tickets

Delta

Jan 16

MDW6:45 amChicago Midway

5h 45m

1 stop

LEX1:30 pmLexington Blue Grass

Jan 19

LEX6:40 pmLexington Blue Grass

4h 42m

1 stop

MDW10:22 pmChicago Midway

$209

Find similar

Delta

Jan 2

MDW6:08 pmChicago Midway

3h 59m

1 stop

LEX11:07 pmLexington Blue Grass

Jan 10

LEX7:26 amLexington Blue Grass

6h 22m

1 stop

MDW12:48 pmChicago Midway

$229

Find similar

Delta

Dec 10

MDW5:29 pmChicago Midway

5h 39m

1 stop

LEX12:08 amLexington Blue Grass

Jan 8

LEX7:26 amLexington Blue Grass

6h 22m

1 stop

MDW12:48 pmChicago Midway

$254

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Fri 1/16

6:45 am-1:30 pm

1 stop5h 45m

Lexington Blue Grass

Mon 1/19

6:40 pm-10:22 pm

1 stop4h 42m

$209

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Fri 1/2

6:08 pm-11:07 pm

1 stop3h 59m

Lexington Blue Grass

Sat 1/10

7:26 am-12:48 pm

1 stop6h 22m

$229

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Fri 1/16

10:04 am-8:40 pm

1 stop9h 36m

Lexington Blue Grass

Mon 1/19

9:30 pm-12:05 pm

2 stops15h 35m

$248

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Wed 12/10

5:29 pm-12:08 am

1 stop5h 39m

Lexington Blue Grass

Thu 1/8

7:26 am-12:48 pm

1 stop6h 22m

$254

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Thu 12/18

10:49 am-4:28 pm

1 stop4h 39m

Lexington Blue Grass

Mon 12/22

6:20 am-8:49 am

1 stop3h 29m

$259

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Sat 1/17

11:21 am-4:26 pm

1 stop4h 05m

Lexington Blue Grass

Tue 1/20

10:37 am-9:08 am

2 stops23h 31m

$267

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Wed 12/17

5:29 pm-12:08 am

1 stop5h 39m

Lexington Blue Grass

Sun 12/21

6:20 am-8:49 am

1 stop3h 29m

$269

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Fri 1/16

5:31 pm-11:51 pm

1 stop5h 20m

Lexington Blue Grass

Sun 1/18

7:26 am-12:48 pm

1 stop6h 22m

$274

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Thu 1/15

9:32 am-4:54 pm

1 stop6h 22m

Lexington Blue Grass

Mon 1/19

6:40 pm-10:22 pm

1 stop4h 42m

$284

ChicagoLexington

MDW - LEX

MDWLEX

Chicago Midway

Thu 12/11

10:13 am-8:11 am

1 stop20h 58m

Lexington Blue Grass

Sun 12/14

9:22 pm-9:58 pm

1 stop25h 36m

$285

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 Chicago Midway Airport to Lexington

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

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

On average, the least expensive day to fly to Lexington from Chicago Midway Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as $261. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Monday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $344.

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

The cheapest time of day to fly to Lexington is in the afternoon when flights can be purchased for as low as $252. Try not to purchase tickets at noon because they tend to be around $317. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Lexington

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

Estimated round-trip price

Cheap Chicago Midway Airport to Lexington (MDW to LEX) flight deals and tips

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

Fastest flight time	3h 10m
Direct flights	None

The fastest flight from Chicago Midway Airport to Lexington takes 3h 10m

There are no direct flights from Chicago Midway Airport to Lexington. There are no popular flight routes from Chicago Midway Airport to Lexington.

Search flight deals

How far is Chicago Midway to Lexington Blue Grass by plane?
The straight-line distance from Chicago Midway to Lexington Blue Grass is 310.7 mi. 3h 07m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago Midway Airport to Lexington Blue Grass Airport?
Prices for flights from Chicago Midway Airport to Lexington Blue Grass Airport are updated daily.
How old do you have to be to fly from Chicago Midway Airport to Lexington Blue Grass Airport?
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 Chicago Midway Airport to Lexington Blue Grass Airport.
What documentation or ID do you need to fly to Lexington Blue Grass Airport?
The required travel and health documents for your Lexington Blue Grass 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 Lexington Blue Grass Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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Winchester

Berea

Carlisle

Versailles

Why use momondo?

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

It is quick and easy to find Chicago to Lexington flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Lexington that suits you.

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

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

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

momondo provides multiple filters to help you find the best flight to Lexington from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Chicago to Lexington 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.