$64 Find Cheap Flights from Chicago Midway Airport to Kentucky - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Kentucky departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Midway to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisvillenonstop$217
Lexington
Lexington1 stop$257
Nashville
Nashvillenonstop$217
Louisville
Louisvillenonstop$217
Lexington
Lexington1 stop$257
Nashville
Nashvillenonstop$217

Book Cheap Midway to Kentucky Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Kentucky that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Kentucky

Tue, Sep 8 - Tue, Sep 15
Southwest Logo
5:55 pm - 8:15 pm
MDW
-
CVG
1h 20mnonstop
Southwest Logo
7:15 pm - 7:25 pm
CVG
-
MDW
1h 10mnonstop
$157Southwest
Fri, Oct 9 - Mon, Oct 12
Allegiant Air Logo
12:26 pm - 2:51 pm
MDW
-
TYS
1h 25mnonstop
Allegiant Air Logo
12:04 pm - 12:36 pm
TYS
-
MDW
1h 32mnonstop
$159Allegiant Air
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
8:05 am - 10:25 am
MDW
-
CVG
1h 20mnonstop
Southwest Logo
7:30 pm - 7:40 pm
CVG
-
MDW
1h 10mnonstop
$162Southwest
Fri, Oct 2 - Mon, Oct 5
Allegiant Air Logo
2:24 pm - 4:49 pm
MDW
-
TYS
1h 25mnonstop
Allegiant Air Logo
11:34 am - 12:06 pm
TYS
-
MDW
1h 32mnonstop
$166Allegiant Air
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
12:45 pm - 2:55 pm
MDW
-
CVG
1h 10mnonstop
Southwest Logo
5:30 pm - 10:25 pm
CVG
-
MDW
5h 55m
1 stop
$167Southwest
Fri, Oct 16 - Fri, Oct 23
Allegiant Air Logo
4:30 pm - 6:55 pm
MDW
-
TYS
1h 25mnonstop
Allegiant Air Logo
1:04 pm - 1:36 pm
TYS
-
MDW
1h 32mnonstop
$168Allegiant Air
Thu, Aug 13 - Mon, Aug 17
Delta Logo
1:25 pm - 7:54 pm
MDW
-
CVG
5h 29m
1 stop
Delta Logo
4:10 pm - 6:33 pm
CVG
-
MDW
3h 23m
1 stop
$187Delta
Thu, Aug 13 - Tue, Aug 25
Multiple Airlines Logo
2:49 pm - 5:19 pm
MDW
-
TYS
1h 30mnonstop
Multiple Airlines Logo
10:30 am - 10:47 pm
TYS
-
MDW
13h 17m
2 stops
$204Multiple Airlines
Thu, Aug 13 - Thu, Aug 20
Multiple Airlines Logo
2:49 pm - 5:19 pm
MDW
-
TYS
1h 30mnonstop
Multiple Airlines Logo
8:00 am - 10:47 pm
TYS
-
MDW
15h 47m
2 stops
$207Multiple Airlines
Sat, Aug 29 - Sun, Aug 30
Delta Logo
6:11 am - 12:11 pm
MDW
-
LEX
5h 00m
1 stop
Delta Logo
6:00 am - 9:59 am
LEX
-
MDW
4h 59m
1 stop
$257Delta
Booking Insights

KAYAK's insights & trends for Midway to Kentucky flights

Get data-powered insights and trends into flights from Midway to Kentucky to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Kentucky flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Kentucky from Chicago Midway Airport found in the last 5 days was to Louisville, at $256 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Louisville (SDF), and the cheapest round-trip airline ticket found on this route in the last 5 days was $256.

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

The average price for all round-trip flights from Chicago Midway Airport to Kentucky depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Kentucky is generally in the evening, when round-trip flights cost $256 on average. Morning departures are around 20% more expensive than evening flights, on average. The most expensive time of day to fly to Kentucky is generally at night, which is peak travel time and where the average cost of a ticket is $390.

Can I save money by flying with a layover from Chicago Midway Airport to Kentucky?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $252 on average.

What is the cheapest month to fly from Chicago Midway Airport to Kentucky?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Kentucky, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Kentucky is January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $757 and $745 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Kentucky?

The average price of all round-trip flights from Chicago Midway Airport to Kentucky clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Kentucky, you should consider leaving on a Wednesday and avoid Mondays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

Find deals

Good to know

Low season

December

Cheapest flight

$64
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Chicago Midway Airport to Knoxville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport 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 Chicago Midway Airport to Kentucky.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport 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 Chicago Midway Airport 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 Chicago Midway Airport 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 Chicago Midway Airport 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 Chicago Midway Airport to Kentucky up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Kentucky

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Nashville $161 one-way - $278 round-trip

Everything you need to know for your flight from Midway to Kentucky

Information on your arrival and departure airports

Chicago Midway Airport (MDW)