$38 Find Cheap Flights from Illinois to Kentucky

1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Kentucky

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info
Useful Info

Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$38
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Chicago O'Hare Airport to Nashville

FAQs for booking flights from Illinois to Kentucky

  • How does KAYAK find such low prices on flights from Illinois to Kentucky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Kentucky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Kentucky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to Kentucky is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Kentucky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Illinois to Kentucky with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Kentucky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Illinois to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Kentucky?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Kentucky is Owensboro Daviess County Airport (OWB), with an average flight price of $189.

  • What is the cheapest day to fly to Kentucky?

    Based on KAYAK data, the cheapest day to fly to Kentucky is Saturday where round-trip tickets can be as cheap as $257. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $508 on average.

  • What is the cheapest time of day to fly to Kentucky?

    The cheapest time of day to fly to Kentucky is generally at night, when round-trip flights cost $275 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Kentucky is generally in the morning, which is peak travel time and where the average cost of a ticket is $307.

  • What is the cheapest flight to Kentucky?

    The cheapest ticket to Kentucky from Illinois found in the last 72 hours was to Louisville, at $114 round-trip. The most popular route is Chicago Midway Airport (MDW) to Louisville (SDF) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $114.

  • What is the cheapest month to fly from Illinois to Kentucky?

    The cheapest month for flights from Illinois to Kentucky is August, when tickets cost $224 (return) on average. On the other hand, the most expensive months are September and February, when the average cost of round-trip tickets is $434 and $416 respectively.

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

    To get a below average price on the flight from Illinois to Kentucky, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

  • How long is the flight to Kentucky?

    An average nonstop flight from Illinois to Kentucky takes 5h 26m, covering a distance of 366 miles. The shortest route is St. Louis (STL) to Nashville (BNA) with an average flight time of 1h 10m.

  • What are the most popular destinations in Kentucky?

    Based on KAYAK flight searches, the most popular destination is Nashville (44% of total searches to Kentucky). The next most popular destinations are Knoxville (24%) and Cincinnati (12%). Searches for flights to Louisville (9%), to Lexington (8%) and to Blountville (1%) are also popular.

Top 4 airlines serving from Illinois to Kentucky

 
Need help choosing which airline to fly with from Illinois to Kentucky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4287 reviews
8.2Boarding
7.1Food
8.6Crew
8.0Comfort
7.6Entertainment
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Everything was fine. Flight boarded and departed on time. Seating was spacious enough for my carryon to fit under the seat in front of me. No complaints at all. Flight even arrived early.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

My luggage is missing and contour is doing a terrible service helping finding it. Unbelievable and the worst experience ever. I would love get my money back.

Flight was cancelled, but they got him on an earlier delayed rescheduled one. Arrived Chicago 2 hours later than expected but long layover so it worked.

Crew very helpful, weather made the flight less than optimal.

Flight was fine. I just forgot how smaller planes have more dips and seats in high winds.

It’s the only flight connecting Marion to Chicago, I do appreciate that it was available!

The flight was delayed and then less than 30 mins before boarding they cancelled the flight when clearly they had to have known earlier that they were going to have to cancel. There was only one person there available to talk to and all he could do was tell us to call reservations our self. Due to high call volume I waited 2 hours to even get rebooked on a flight to a different city where I would still have to drive 1 hr to my destination, only option for me. While waiting to talk to reservations people were getting emails with new flight info and the flights were days out and sone even a week out. . I did not get compensated in anyway after having spent all day at the airpot, not even a food voucher. Very disappointed, terrible experience.

Information regarding the delayed flight could have been better, and the Contour airlines app needs some serious updates. But overall, the crew was great and the flight was uneventful.

The boarding procedure is as easy and the crew very friendly.

This is a great airline for what it is. You get 1 checked bag included per passenger and the space per seat is incredible. It’s an E135 aircraft that is configured to seat 50 people but they have removed 20 seats and only seat 30 so you have a ton of legroom. They are doing things right and have a great product for what it is. It’s not going to knock your socks off in experience overall but the plane, although dates, was nice and clean and the crew was great. The flights were on time and super efficient. Will travel them again. I am a frequent traveler on all the larger airlines and this was just as good as any regional carrier, if not better. I expect big things out of Contour in the years to come.

Not waiting on the tarmac for an hour and 20 minutes

Book cheap flights from Illinois to Kentucky

Recent round-trip flight deals

9/4Thu
nonstopFrontier
1h 43mORD-BNA
9/8Mon
nonstopFrontier
1h 55mBNA-ORD
$77
8/8Fri
nonstopSpirit Airlines
1h 29mORD-BNA
8/11Mon
nonstopSpirit Airlines
2h 03mBNA-ORD
$78
7/25Fri
nonstopAllegiant Air
1h 26mMDW-TYS
7/28Mon
nonstopAllegiant Air
1h 33mTYS-MDW
$78
7/25Fri
nonstopAllegiant Air
1h 26mMDW-TYS
7/28Mon
nonstopAllegiant Air
1h 33mTYS-MDW
$79
8/7Thu
nonstopUnited Airlines
1h 32mORD-SDF
8/12Tue
nonstopUnited Airlines
1h 42mSDF-ORD
$97
8/7Thu
nonstopSouthwest
1h 35mORD-BNA
8/11Mon
nonstopSouthwest
1h 50mBNA-ORD
$97
8/5Tue
nonstopSouthwest
1h 25mMDW-BNA
8/7Thu
nonstopSouthwest
1h 40mBNA-MDW
$97
8/14Thu
nonstopAmerican Airlines
1h 18mORD-CVG
8/18Mon
nonstopAmerican Airlines
1h 30mCVG-ORD
$109
9/1Mon
nonstopUnited Airlines
1h 40mORD-BNA
9/6Sat
nonstopUnited Airlines
2h 00mBNA-ORD
$118
9/3Wed
nonstopAmerican Airlines
1h 30mORD-CVG
9/6Sat
nonstopAmerican Airlines
1h 26mCVG-ORD
$130

Search by stops

Search by airline

Search by price

Recent one-way flight deals

9/29Mon
nonstopSpirit Airlines
1h 35mORD-BNA
$38
6/30Mon
nonstopSpirit Airlines
1h 29mORD-BNA
$39
10/23Thu
nonstopUnited Airlines
1h 49mORD-BNA
$49
8/11Mon
nonstopUnited Airlines
1h 32mORD-SDF
$49
8/4Mon
nonstopSouthwest
1h 30mMDW-BNA
$49
8/5Tue
nonstopSouthwest
1h 15mMDW-SDF
$49
7/14Mon
nonstopAllegiant Air
1h 26mMDW-TYS
$49
8/7Thu
nonstopAmerican Airlines
1h 26mORD-SDF
$50
7/25Fri
nonstopAllegiant Air
1h 26mMDW-TYS
$50
8/9Sat
nonstopAmerican Airlines
1h 27mORD-CVG
$76

Search by stops

Search by airline

Search by price

Last minute flights from Illinois to Kentucky

Last minute flight, train and bus deals

6/16Mon
nonstopSpirit Airlines
1h 29mORD-BNA
6/20Fri
nonstopSpirit Airlines
2h 03mBNA-ORD
$85
6/16Mon
nonstopSpirit Airlines
1h 29mORD-BNA
6/27Fri
nonstopSpirit Airlines
2h 03mBNA-ORD
$121
6/13Fri
nonstopAllegiant Air
1h 25mMDW-TYS
6/16Mon
nonstopAllegiant Air
1h 34mTYS-MDW
$141
6/13Fri
nonstopAllegiant Air
1h 25mMDW-TYS
6/16Mon
nonstopAllegiant Air
1h 34mTYS-MDW
$167
6/14Sat
nonstopUnited Airlines
1h 54mORD-TYS
7/15Tue
nonstopUnited Airlines
1h 57mTYS-ORD
$234
6/14Sat
nonstopUnited Airlines
1h 54mORD-TYS
7/15Tue
multi-stopUnited Airlines
4h 55mTYS-ORD
$244
6/14Sat
nonstopAmerican Airlines
1h 43mORD-LEX
6/18Wed
nonstopAmerican Airlines
1h 34mLEX-ORD
$252
6/14Sat
nonstopAmerican Airlines
1h 28mORD-LEX
6/17Tue
nonstopAmerican Airlines
1h 35mLEX-ORD
$255
6/17Tue
nonstopSouthwest
1h 40mORD-BNA
6/18Wed
multi-stopSouthwest
5h 20mBNA-ORD
$347
6/17Tue
nonstopSouthwest
1h 40mORD-BNA
6/19Thu
nonstopSouthwest
1h 50mBNA-ORD
$363

Search by stops

Search by airline

Search by price

Everything you need to know for your flight to Kentucky

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.