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Cheap flights from Lexington to Chicago from $115

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 6/3. 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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0 bags

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Find the cheapest flights from Lexington to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Lexington to Chicago.
American Airlines Logo
5:05 pm - 5:40 pmLEX-ORD
1h 35mnonstop
American Airlines Logo
7:45 pm - 10:10 pmORD-LEX
1h 25mnonstop
$189American Airlines
Find Deal
Sat, May 3 - Sat, May 10
American Airlines Logo
11:02 am - 11:41 amLEX-ORD
1h 39mnonstop
American Airlines Logo
8:00 am - 10:31 amORD-LEX
1h 31mnonstop
$194American Airlines
Find Deal
Tue, Apr 22 - Tue, Apr 29
Delta Logo
7:35 am - 12:39 pmLEX-ORD
6h 04m1 stop
Delta Logo
6:45 am - 11:21 amORD-LEX
3h 36m1 stop
$209Delta
Find Deal
Sat, May 3 - Sun, May 4
United Airlines Logo
7:03 am - 7:50 amLEX-ORD
1h 47mnonstop
United Airlines Logo
2:53 pm - 5:24 pmORD-LEX
1h 31mnonstop
$212United Airlines
Find Deal
Fri, May 2 - Sun, May 4
Delta Logo
4:02 pm - 10:22 pmLEX-MDW
7h 20m1 stop
Delta Logo
12:48 pm - 7:16 pmMDW-LEX
5h 28m1 stop
$214Delta
Find Deal
Sat, Apr 19 - Wed, Apr 23
Allegiant Air Logo
8:56 pm - 8:08 amLEX-RFD
12h 12m1 stop
Allegiant Air Logo
8:42 am - 5:10 pmRFD-LEX
7h 28m1 stop
$223Allegiant Air
Find Deal
Thu, May 1 - Sun, May 4
United Airlines Logo
2:10 pm - 2:55 pmLEX-ORD
1h 45mnonstop
United Airlines Logo
1:55 pm - 4:27 pmORD-LEX
1h 32mnonstop
$254United Airlines
Find Deal
Sat, Apr 19 - Sat, Apr 26
Allegiant Air Logo
8:56 pm - 9:52 amLEX-RFD
13h 56m1 stop
Allegiant Air Logo
3:03 pm - 8:18 pmRFD-LEX
28h 15m1 stop
$289Allegiant Air
Find Deal
Sat, Jun 7 - Mon, Jun 9
 Logo
5:07 pm - 5:41 pmLEX-ORD
25h 34m1 stop
 Logo
5:36 am - 4:17 pmORD-LEX
9h 41m1 stop
Thu, May 1 - Sun, May 4
 Logo
5:07 pm - 8:04 amLEX-ORD
15h 57m2 stops
 Logo
5:36 am - 4:17 pmORD-LEX
9h 41m1 stop
Thu, May 1 - Sun, May 4

American Airlines flights from Lexington to Chicago

Our best American Airlines deals on Lexington to Chicago flight tickets
American Airlines
May 3
LEX5:05 pmLexington Blue Grass
1h 35m
ORD5:40 pmChicago O'Hare Intl
May 10
ORD7:45 pmChicago O'Hare Intl
1h 25m
LEX10:10 pmLexington Blue Grass
American Airlines
Apr 22
LEX11:02 amLexington Blue Grass
1h 39m
ORD11:41 amChicago O'Hare Intl
Apr 29
ORD8:00 amChicago O'Hare Intl
1h 31m
LEX10:31 amLexington Blue Grass
American Airlines
Apr 19
LEX11:02 amLexington Blue Grass
1h 39m
ORD11:41 amChicago O'Hare Intl
Apr 20
ORD8:00 amChicago O'Hare Intl
1h 31m
LEX10:31 amLexington Blue Grass

Delta flights from Lexington to Chicago

Our best Delta deals on Lexington to Chicago flight tickets
Delta
May 3
LEX7:35 amLexington Blue Grass
6h 04m
1 stop
ORD12:39 pmChicago O'Hare Intl
May 4
ORD6:45 amChicago O'Hare Intl
3h 36m
1 stop
LEX11:21 amLexington Blue Grass
Delta
Apr 19
LEX6:25 pmLexington Blue Grass
6h 34m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 26
ORD5:00 pmChicago O'Hare Intl
4h 04m
1 stop
LEX10:04 pmLexington Blue Grass
Delta
Apr 18
LEX7:59 pmLexington Blue Grass
5h 00m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 22
ORD5:05 pmChicago O'Hare Intl
3h 29m
1 stop
LEX9:34 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 September 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 September, then November is your next best option. Flight prices from Lexington to Chicago during November 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 Friday when prices can be found for as low as $471. 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 $787.

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 $504. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $922.

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 21 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $276 when searching 21 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 $201 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.

How have Lexington to Chicago flight prices changed over time?

As of April 2025, prices for Lexington to Chicago flights are approximately 8% 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

$115

Fastest flight time

1h 33m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Lexington in the past 72 hours is $115. 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 33m
Direct flights go from Lexington to Chicago every day.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Greater Rockford (RFD), 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 33m 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
American AirlinesPriceFrom $167Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
8,619 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 8,619 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Lexington to Chicago in the last 72 hours was $186 (round-trip), much lower than the average airfare cost of $281 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 $167, 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 16 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.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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.


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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