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Cheap flights from Lexington to Chicago from $95

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 1/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Lexington to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Lexington to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Lexington to Chicago.

Cheap last minute flights

Planning a quick getaway from Lexington to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Lexington to Chicago

Find recent round-trip train or bus tickets from Lexington to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
7:10 am - 7:52 amLEX-ORD
1h 42mnonstop
10:45 am - 1:13 pmORD-LEX
1h 28mnonstop
$172United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 18
1:55 pm - 2:35 pmLEX-ORD
1h 40mnonstop
10:48 am - 1:15 pmORD-LEX
1h 27mnonstop
$177United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
6:25 am - 7:05 amLEX-ORD
1h 40mnonstop
8:40 pm - 11:06 pmORD-LEX
1h 26mnonstop
$192American Airlines
Find Deal
Wed, Dec 11 - Wed, Dec 18
11:28 am - 4:30 pmLEX-ORD
6h 02m1 stop
5:40 am - 12:29 pmORD-LEX
5h 49m1 stop
$196Delta
Find Deal
Wed, Dec 11 - Wed, Dec 18
10:26 am - 3:46 pmLEX-ORD
6h 20m1 stop
4:58 pm - 9:41 pmORD-LEX
3h 43m1 stop
$202Delta
Find Deal
Sat, Jan 18 - Tue, Jan 21
6:30 am - 7:02 amLEX-ORD
1h 32mnonstop
6:20 pm - 8:53 pmORD-LEX
1h 33mnonstop
$218American Airlines
Find Deal
Wed, Feb 26 - Thu, Mar 6
8:56 pm - 8:08 amLEX-RFD
12h 12m1 stop
8:42 am - 5:10 pmRFD-LEX
7h 28m1 stop
$363Allegiant Air
Find Deal
Thu, May 8 - Sun, May 11
9:22 pm - 9:55 amLEX-ORD
13h 33m2 stops
8:00 am - 8:06 pmORD-LEX
11h 06m1 stop
Thu, May 8 - Sun, May 11
9:24 pm - 4:06 pmLEX-ORD
19h 42m2 stops
9:32 pm - 8:34 pmORD-LEX
22h 02m2 stops
Fri, Dec 6 - Sun, Dec 8
6:22 pm - 9:17 amLEX-RFD
15h 55m1 stop
8:45 am - 8:54 pmRFD-LEX
11h 09m1 stop
$665Allegiant Air
Find Deal
Sat, Dec 21 - Sat, Dec 28
6:40 am - 7:16 amLEX-ORD
1h 36mnonstop
$95American Airlines
Find Deal
Tue, Jan 21
3:38 pm - 4:15 pmLEX-ORD
1h 37mnonstop
$100American Airlines
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Mon, Jan 20
5:56 pm - 9:05 pmLEX-ORD
4h 09m1 stop
$104Delta
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Wed, Dec 18
6:25 pm - 11:53 pmLEX-ORD
6h 28m1 stop
$109Delta
Find Deal
Sun, Dec 22
5:57 pm - 6:38 pmLEX-ORD
1h 41mnonstop
$125United Airlines
Find Deal
Tue, Dec 17
6:25 am - 7:05 amLEX-ORD
1h 40mnonstop
$130American Airlines
Find Deal
Fri, Dec 20
2:08 pm - 2:55 pmLEX-ORD
1h 47mnonstop
$160United Airlines
Find Deal
Sun, Jan 19
8:22 pm - 8:15 pmLEX-ORD
24h 53m2 stops
Mon, Dec 2
9:24 pm - 4:06 pmLEX-ORD
19h 42m2 stops
Fri, Dec 13
5:55 pm - 11:08 amLEX-MDW
18h 13m3 stops
$1,303WestJet
Find Deal
Mon, Dec 23
10:27 pm - 11:52 amLEX-ORD
14h 25m1 stop
9:10 pm - 1:50 pmORD-LEX
15h 40m1 stop
Tue, Nov 26 - Sat, Dec 7
10:27 pm - 8:19 pmLEX-ORD
22h 52m2 stops
9:10 pm - 1:50 pmORD-LEX
15h 40m1 stop
Tue, Nov 26 - Sat, Dec 7
6:00 am - 12:21 pmLEX-ORD
7h 21m1 stop
5:55 pm - 10:41 pmORD-LEX
3h 46m1 stop
$501Delta
Find Deal
Tue, Nov 26 - Sun, Dec 1
6:53 pm - 9:20 amLEX-MDW
15h 27m1 stop
6:16 pm - 3:27 pmMDW-LEX
20h 11m2 stops
$520Allegiant Air
Find Deal
Mon, Nov 25 - Wed, Nov 27
6:45 pm - 7:21 pmLEX-ORD
1h 36mnonstop
8:40 pm - 11:06 pmORD-LEX
1h 26mnonstop
$541American Airlines
Find Deal
Tue, Nov 26 - Sat, Dec 7
11:16 am - 5:43 pmLEX-ORD
7h 27m1 stop
8:40 pm - 11:06 pmORD-LEX
1h 26mnonstop
$551American Airlines
Find Deal
Tue, Nov 26 - Sat, Dec 7
10:11 am - 2:34 pmLEX-MDW
5h 23m1 stop
6:49 pm - 11:55 pmMDW-LEX
4h 06m1 stop
$618Delta
Find Deal
Fri, Nov 22 - Sun, Nov 24
7:00 am - 7:42 amLEX-ORD
1h 42mnonstop
8:00 pm - 10:29 pmORD-LEX
1h 29mnonstop
$709United Airlines
Find Deal
Mon, Nov 25 - Mon, Nov 25
10:53 am - 4:34 pmLEX-RFD
6h 41m1 stop
6:33 pm - 8:13 amRFD-LEX
12h 40m1 stop
$716Allegiant Air
Find Deal
Sat, Nov 23 - Tue, Nov 26
8:50 am - 9:27 amLEX-ORD
25h 37m2 stops
8:55 pm - 6:28 pmORD-LEX
20h 33m2 stops
$740United Airlines
Find Deal
Mon, Nov 25 - Wed, Nov 27
7:10 am - 7:52 amLEX-ORD
1h 42mnonstop
10:45 am - 1:13 pmORD-LEX
1h 28mnonstop
$172United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 18
1:55 pm - 2:35 pmLEX-ORD
1h 40mnonstop
10:48 am - 1:15 pmORD-LEX
1h 27mnonstop
$177United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
6:25 am - 7:05 amLEX-ORD
1h 40mnonstop
8:40 pm - 11:06 pmORD-LEX
1h 26mnonstop
$192American Airlines
Find Deal
Wed, Dec 11 - Wed, Dec 18
6:30 am - 7:02 amLEX-ORD
1h 32mnonstop
6:20 pm - 8:53 pmORD-LEX
1h 33mnonstop
$218American Airlines
Find Deal
Wed, Feb 26 - Thu, Mar 6
5:57 pm - 6:38 pmLEX-ORD
1h 41mnonstop
8:00 pm - 10:29 pmORD-LEX
1h 29mnonstop
$223United Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
5:57 pm - 6:38 pmLEX-ORD
1h 41mnonstop
8:00 pm - 10:29 pmORD-LEX
1h 29mnonstop
$243United Airlines
Find Deal
Thu, Dec 12 - Fri, Dec 13
7:10 am - 7:52 amLEX-ORD
1h 42mnonstop
8:00 pm - 10:29 pmORD-LEX
1h 29mnonstop
$248United Airlines
Find Deal
Sat, Dec 14 - Sun, Dec 15
6:40 pm - 7:21 pmLEX-ORD
1h 41mnonstop
1:10 pm - 3:29 pmORD-LEX
1h 19mnonstop
$259American Airlines
Find Deal
Thu, Dec 12 - Fri, Dec 13
6:25 am - 7:05 amLEX-ORD
1h 40mnonstop
2:30 pm - 4:52 pmORD-LEX
1h 22mnonstop
$268American Airlines
Find Deal
Mon, Dec 23 - Wed, Dec 25
5:56 pm - 6:50 pmLEX-ORD
1h 54mnonstop
10:48 am - 1:15 pmORD-LEX
1h 27mnonstop
$273United Airlines
Find Deal
Sat, Dec 28 - Mon, Dec 30

American Airlines flights from Lexington to Chicago

Our best American Airlines deals on Lexington to Chicago flight tickets
American Airlines
Dec 11
LEX6:25 amLexington Blue Grass
1h 40m
ORD7:05 amChicago O'Hare Intl
Dec 18
ORD8:40 pmChicago O'Hare Intl
1h 26m
LEX11:06 pmLexington Blue Grass
American Airlines
Feb 26
LEX6:30 amLexington Blue Grass
1h 32m
ORD7:02 amChicago O'Hare Intl
Mar 6
ORD6:20 pmChicago O'Hare Intl
1h 33m
LEX8:53 pmLexington Blue Grass
American Airlines
Dec 11
LEX6:25 amLexington Blue Grass
1h 40m
ORD7:05 amChicago O'Hare Intl
Dec 18
ORD7:00 amChicago O'Hare Intl
4h 48m
1 stop
LEX12:48 pmLexington Blue Grass

United Airlines flights from Lexington to Chicago

Our best United Airlines deals on Lexington to Chicago flight tickets
United Airlines
Dec 18
LEX7:10 amLexington Blue Grass
1h 42m
ORD7:52 amChicago O'Hare Intl
Dec 18
ORD10:45 amChicago O'Hare Intl
1h 28m
LEX1:13 pmLexington Blue Grass
United Airlines
Dec 18
LEX1:55 pmLexington Blue Grass
1h 40m
ORD2:35 pmChicago O'Hare Intl
Dec 25
ORD10:48 amChicago O'Hare Intl
1h 27m
LEX1:15 pmLexington Blue Grass
United Airlines
Jan 18
LEX2:08 pmLexington Blue Grass
1h 47m
ORD2:55 pmChicago O'Hare Intl
Jan 21
ORD2:38 pmChicago O'Hare Intl
1h 30m
LEX5:08 pmLexington Blue Grass

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 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 $215. If you’re not able to fly to Chicago in February, 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 Saturday when prices can be found for as low as $248. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Lexington to Chicago for around $447.

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 evening. Flights from Lexington to Chicago during this time can be as low as $218. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $276.

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?

The best time to book a flight to Chicago from Lexington is 32 days out, which is when prices tend to be around $281. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $75.

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 9% 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 November 2024, prices for Lexington to Chicago flights are approximately 30% 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

$95

Fastest flight time

1h 32m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Lexington in the past 72 hours is $95. The best round-trip flight deal from Lexington to Chicago found on momondo in the last 72 hours is $172.
The fastest flight from Lexington to Chicago takes 1h 32m
Direct flights go from Lexington to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Lexington Blue Grass to Chicago by plane?

    The distance between Lexington Blue Grass and Chicago is about 312.4 mi. 1h 32m 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $148Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • United Airlines Flights From Lexington to Chicago

    United Airlines flies from Lexington to Chicago around 28 times per week, with 9,172 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Lexington to Chicago in the last 72 hours was $148 (round-trip), much lower than the average airfare cost of $266 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 $157, round-trip. It should be noted that an average American Airlines flight deal for this route in this time was higher, at $264 round-trip. American Airlines operates 10 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.


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.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago