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Cheap flights from Chicago to Kentucky from $40

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Kentucky departing on 2/17. 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 Chicago to Kentucky

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Kentucky 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 Chicago to Kentucky.

Cheap last minute flights

Planning a quick getaway from Chicago to Kentucky? 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 Kentucky, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Kentucky

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

All round-trip flight deals to Kentucky

The cheapest plane tickets to Kentucky found on KAYAK recently.
3:12 pm - 4:51 pmORD-BNA
1h 39mnonstop
2:44 pm - 4:42 pmBNA-ORD
1h 58mnonstop
$58Frontier
Find Deal
jue., ene. 16 - vie., ene. 24
3:09 pm - 4:46 pmORD-BNA
1h 37mnonstop
5:46 pm - 7:44 pmBNA-ORD
1h 58mnonstop
$61Frontier
Find Deal
jue., ene. 9 - jue., ene. 16
5:50 am - 11:47 amORD-BNA
5h 57m1 stop
5:46 pm - 7:44 pmBNA-ORD
1h 58mnonstop
jue., ene. 9 - jue., ene. 16
3:14 pm - 9:55 pmORD-BNA
6h 41m1 stop
6:29 pm - 8:27 pmBNA-ORD
1h 58mnonstop
mié., feb. 19 - mié., feb. 26
6:25 am - 8:00 amMDW-BNA
1h 35mnonstop
12:00 pm - 1:35 pmBNA-MDW
1h 35mnonstop
$118Southwest
Find Deal
mié., feb. 19 - mié., feb. 26
8:15 am - 10:35 amORD-CVG
1h 20mnonstop
3:18 pm - 3:45 pmCVG-ORD
1h 27mnonstop
$137American Airlines
Find Deal
mar., ene. 21 - mar., ene. 28
6:05 pm - 8:37 pmORD-SDF
1h 32mnonstop
5:50 pm - 6:27 pmSDF-ORD
1h 37mnonstop
$137United Airlines
Find Deal
mar., feb. 4 - mar., feb. 11
10:49 am - 12:34 pmORD-BNA
1h 45mnonstop
7:50 am - 9:55 amBNA-ORD
2h 05mnonstop
$137United Airlines
Find Deal
mié., ene. 22 - mié., ene. 29
5:55 pm - 8:18 pmORD-SDF
1h 23mnonstop
6:23 pm - 7:00 pmSDF-ORD
1h 37mnonstop
$138American Airlines
Find Deal
mar., feb. 4 - mar., feb. 11
3:15 pm - 4:45 pmMDW-BNA
1h 30mnonstop
2:30 pm - 4:05 pmBNA-MDW
1h 35mnonstop
$138Southwest
Find Deal
mié., ene. 22 - mié., ene. 29
3:22 pm - 5:01 pmORD-BNA
1h 39mnonstop
$40Frontier
Find Deal
lun., feb. 17
3:22 pm - 5:01 pmORD-BNA
1h 39mnonstop
$44Frontier
Find Deal
lun., mar. 24
2:19 pm - 3:59 pmORD-BNA
1h 40mnonstop
$59United Airlines
Find Deal
mar., feb. 25
9:40 am - 11:10 amMDW-BNA
1h 30mnonstop
$59Southwest
Find Deal
mar., feb. 18
6:14 pm - 8:37 pmORD-CVG
1h 23mnonstop
$69United Airlines
Find Deal
mar., feb. 4
6:30 pm - 8:45 pmMDW-CVG
1h 15mnonstop
$69Southwest
Find Deal
mié., ene. 29
5:50 am - 11:47 amORD-BNA
5h 57m1 stop
$71Spirit Airlines
Find Deal
jue., ene. 9
3:00 pm - 4:34 pmORD-BNA
1h 34mnonstop
$80American Airlines
Find Deal
sáb., ene. 18
5:30 pm - 7:38 pmORD-CVG
1h 08mnonstop
$84American Airlines
Find Deal
lun., feb. 10
5:15 am - 9:55 pmORD-BNA
16h 40m2 stops
$86Spirit Airlines
Find Deal
mié., feb. 12
2:30 pm - 4:07 pmORD-BNA
1h 37mnonstop
1:30 pm - 3:23 pmBNA-ORD
1h 53mnonstop
$240Frontier
Find Deal
vie., dic. 27 - lun., ene. 6
2:30 pm - 4:07 pmORD-BNA
1h 37mnonstop
1:30 pm - 3:23 pmBNA-ORD
1h 53mnonstop
$258Frontier
Find Deal
vie., dic. 27 - mié., ene. 1
3:35 pm - 6:11 pmORD-TYS
1h 36mnonstop
7:48 am - 12:15 pmTYS-ORD
5h 27m1 stop
$304American Airlines
Find Deal
vie., dic. 27 - mié., ene. 1
1:33 pm - 6:49 pmORD-TYS
4h 16m1 stop
5:53 am - 11:02 amTYS-ORD
6h 09m1 stop
$313American Airlines
Find Deal
vie., dic. 27 - mié., ene. 1
6:00 pm - 8:48 pmORD-TYS
1h 48mnonstop
6:55 am - 8:00 amTYS-ORD
2h 05mnonstop
$354United Airlines
Find Deal
vie., dic. 27 - lun., dic. 30
6:00 pm - 8:48 pmORD-TYS
1h 48mnonstop
7:24 pm - 11:25 pmTYS-ORD
5h 01m1 stop
$364United Airlines
Find Deal
vie., dic. 27 - lun., dic. 30
12:05 pm - 1:55 pmORD-BNA
25h 50m3 stops
11:19 am - 10:57 amBNA-ORD
23h 38m2 stops
dom., dic. 29 - mié., ene. 1
12:05 pm - 1:55 pmORD-BNA
25h 50m3 stops
6:56 pm - 10:57 amBNA-ORD
16h 01m1 stop
dom., dic. 29 - jue., ene. 2
6:25 am - 8:00 amMDW-BNA
1h 35mnonstop
7:30 am - 9:05 amBNA-MDW
1h 35mnonstop
$456Southwest
Find Deal
dom., dic. 29 - mié., ene. 1
2:55 pm - 4:30 pmORD-BNA
1h 35mnonstop
8:10 pm - 10:00 pmBNA-ORD
1h 50mnonstop
$456Southwest
Find Deal
dom., dic. 29 - mié., ene. 1
3:50 pm - 5:29 pmORD-BNA
1h 39mnonstop
6:29 pm - 8:27 pmBNA-ORD
1h 58mnonstop
$40Frontier
Find Deal
mié., feb. 19 - mié., feb. 26
3:50 pm - 5:29 pmORD-BNA
1h 39mnonstop
4:54 pm - 6:52 pmBNA-ORD
1h 58mnonstop
$45Frontier
Find Deal
mié., feb. 19 - sáb., feb. 22
3:50 pm - 5:29 pmORD-BNA
1h 39mnonstop
4:54 pm - 6:52 pmBNA-ORD
1h 58mnonstop
$48Frontier
Find Deal
mié., feb. 19 - sáb., feb. 22
6:25 am - 8:00 amMDW-BNA
1h 35mnonstop
12:00 pm - 1:35 pmBNA-MDW
1h 35mnonstop
$118Southwest
Find Deal
mié., feb. 19 - mié., feb. 26
8:15 am - 10:35 amORD-CVG
1h 20mnonstop
3:18 pm - 3:45 pmCVG-ORD
1h 27mnonstop
$137American Airlines
Find Deal
mar., ene. 21 - mar., ene. 28
6:05 pm - 8:37 pmORD-SDF
1h 32mnonstop
5:50 pm - 6:27 pmSDF-ORD
1h 37mnonstop
$137United Airlines
Find Deal
mar., feb. 4 - mar., feb. 11
10:49 am - 12:34 pmORD-BNA
1h 45mnonstop
7:50 am - 9:55 amBNA-ORD
2h 05mnonstop
$137United Airlines
Find Deal
mié., ene. 22 - mié., ene. 29
5:55 pm - 8:18 pmORD-SDF
1h 23mnonstop
6:23 pm - 7:00 pmSDF-ORD
1h 37mnonstop
$138American Airlines
Find Deal
mar., feb. 4 - mar., feb. 11
3:15 pm - 4:45 pmMDW-BNA
1h 30mnonstop
2:30 pm - 4:05 pmBNA-MDW
1h 35mnonstop
$138Southwest
Find Deal
mié., ene. 22 - mié., ene. 29
2:54 pm - 5:22 pmMDW-TYS
1h 28mnonstop
1:31 pm - 2:04 pmTYS-MDW
1h 33mnonstop
$274Allegiant Air
Find Deal
vie., may. 23 - lun., may. 26

Frontier flights from Chicago to Kentucky

Our best Frontier deals on Chicago to Kentucky flight tickets
Frontier
Jan 16
ORD3:12 pmChicago O'Hare Intl
1h 39m
BNA4:51 pmNashville Intl
Jan 24
BNA2:44 pmNashville Intl
1h 58m
ORD4:42 pmChicago O'Hare Intl
Frontier
Jan 9
ORD3:09 pmChicago O'Hare Intl
1h 37m
BNA4:46 pmNashville Intl
Jan 16
BNA5:46 pmNashville Intl
1h 58m
ORD7:44 pmChicago O'Hare Intl
Frontier
Jan 6
ORD2:30 pmChicago O'Hare Intl
1h 37m
BNA4:07 pmNashville Intl
Jan 9
BNA5:43 pmNashville Intl
1h 53m
ORD7:36 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Kentucky

Our best Spirit Airlines deals on Chicago to Kentucky flight tickets
Spirit Airlines
Jan 9
ORD5:50 amChicago O'Hare Intl
5h 57m
1 stop
BNA11:47 amNashville Intl
Jan 16
BNA4:32 pmNashville Intl
7h 00m
1 stop
ORD11:32 pmChicago O'Hare Intl
Spirit Airlines
Jan 9
ORD5:50 amChicago O'Hare Intl
5h 57m
1 stop
BNA11:47 amNashville Intl
Jan 16
BNA7:16 amNashville Intl
7h 16m
1 stop
ORD2:32 pmChicago O'Hare Intl
Spirit Airlines
Jan 25
ORD3:56 pmChicago O'Hare Intl
6h 56m
1 stop
BNA10:52 pmNashville Intl
Jan 28
BNA9:29 amNashville Intl
10h 44m
1 stop
ORD8:13 pmChicago O'Hare Intl

See travel insights to Kentucky from

How to get the cheapest flight ticket from Chicago to Kentucky

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 Kentucky?

If you’re not able to fly to Kentucky in January, then March is your next best option. Flight prices from Chicago to Kentucky during March average around $230.

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

Our data shows that Saturday is the least expensive day to fly to Kentucky. Tickets to fly out on this day can be as low as $238. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $424. These prices are subject to change though, so be sure to set up a Price Alert for flights to Kentucky.

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

According to our data, the cheapest time of day to fly to Kentucky is in the evening. momondo users have found flights departing from Chicago to Kentucky in the evening for as low as $242. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Kentucky is at noon when prices are around $295.

What is the cheapest Chicago to Kentucky flight route?

Fly from Chicago O'Hare Intl to Owensboro Daviess County for the best Chicago - Kentucky flight prices

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

You are more likely to see cheaper flights to Kentucky from Chicago when booking 29 days ahead of your departure date. In general, you can expect to find flights to Kentucky for around $274 when searching 29 days out. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $117.

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

There are 4 cabin classes available to choose from on Chicago to Kentucky 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 Chicago to Kentucky flights?

You could potentially save up to 178% on your flight if you consider stops on a Chicago to Kentucky flight.

Cheap Chicago to Kentucky flight deals and tips

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

Best Price Found

$40

Fastest flight time

1h 05m

Direct flights

Every day

Airports in Kentucky

5 airports
The best one-way flight to Kentucky from Chicago in the past 72 hours is $40. The best round-trip flight deal from Chicago to Kentucky found on momondo in the last 72 hours is $58.
The fastest flight from Chicago to Kentucky takes 1h 05m
Direct flights go from Chicago to Kentucky every day.
There are 5 airports near Kentucky: Nashville Intl (BNA), Louisville Intl (SDF), Evansville Dress Regional (EVV), Cincinnati Cinci./N. Kentucky (CVG), Knoxville McGhee Tyson (TYS)

  • When did momondo last update prices for flights from Chicago to Kentucky?

    Prices for flights from Chicago to Kentucky were last updated today.

  • How many operators does momondo search for flights from Chicago to Kentucky?

  • How old do you have to be to fly from Chicago to Kentucky?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Kentucky.

  • What documentation or ID do you need to fly to Kentucky?

    The travel and health documents required for your trip to Kentucky 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 Kentucky. 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 Chicago to Kentucky?


Best airlines flying from Chicago to Kentucky

Compare and see reviews for airlines that fly from Chicago to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
ContourPriceFrom $104Free CancellationRating
7.5
27 reviews
Search Contour flights
United AirlinesPriceFrom $105Free CancellationRating
7.4
9,009 reviews
Search United Airlines flights
American AirlinesPriceFrom $118Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $118Free CancellationRating
8.1
4,765 reviews
Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Kentucky from Chicago.

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

momondo does allow users to show only those flights to Kentucky from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Chicago to Kentucky 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 Chicago to Kentucky right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Kentucky flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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