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Cheap flights from Kentucky to Chicago Midway Airport from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Chicago Midway Airport departing on 3/19. 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 Kentucky to Chicago

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Kentucky 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 Kentucky to Chicago

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

All round-trip flight deals from Kentucky to Chicago

The cheapest plane tickets from Kentucky to Chicago found on KAYAK recently.
7:54 pm - 5:23 amCVG-MDW
10h 29m1 stop
1:10 pm - 12:14 amMDW-CVG
10h 04m1 stop
$110Frontier
Find Deal
jue., abr. 3 - lun., abr. 7
12:00 pm - 1:35 pmBNA-MDW
1h 35mnonstop
3:15 pm - 4:45 pmMDW-BNA
1h 30mnonstop
$117Southwest
Find Deal
mié., feb. 19 - mié., feb. 26
7:15 am - 3:43 pmCVG-MDW
9h 28m1 stop
3:37 pm - 11:44 pmMDW-CVG
7h 07m1 stop
$120Frontier
Find Deal
lun., feb. 3 - vie., feb. 7
8:50 pm - 10:25 pmBNA-MDW
1h 35mnonstop
4:20 pm - 5:50 pmMDW-BNA
1h 30mnonstop
$127Southwest
Find Deal
mar., feb. 11 - mar., feb. 18
7:15 am - 3:43 pmCVG-MDW
9h 28m1 stop
5:10 am - 2:14 pmMDW-CVG
8h 04m1 stop
$130Frontier
Find Deal
lun., feb. 10 - jue., feb. 13
7:20 am - 8:55 amBNA-MDW
1h 35mnonstop
4:10 pm - 5:35 pmMDW-BNA
1h 25mnonstop
$137Southwest
Find Deal
mar., feb. 4 - sáb., feb. 8
7:15 am - 3:43 pmCVG-MDW
9h 28m1 stop
8:30 am - 11:12 pmMDW-CVG
13h 42m1 stop
$137Frontier
Find Deal
lun., feb. 10 - mar., feb. 25
1:31 pm - 2:04 pmTYS-MDW
1h 33mnonstop
2:53 pm - 5:18 pmMDW-TYS
1h 25mnonstop
$170Allegiant Air
Find Deal
lun., may. 26 - vie., jun. 13
12:10 pm - 4:09 pmCVG-MDW
4h 59m1 stop
5:05 pm - 10:38 pmMDW-CVG
4h 33m1 stop
$177Delta
Find Deal
sáb., mar. 1 - sáb., mar. 8
12:20 pm - 4:20 pmBNA-MDW
4h 00m1 stop
12:44 pm - 4:47 pmMDW-BNA
4h 03m1 stop
$182Delta
Find Deal
vie., feb. 14 - mar., feb. 18
6:01 pm - 12:17 amBNA-MDW
6h 16m1 stop
$55Frontier
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mié., mar. 19
7:59 pm - 5:31 amCVG-MDW
10h 32m1 stop
$55Frontier
Find Deal
sáb., feb. 22
7:20 am - 8:55 amBNA-MDW
1h 35mnonstop
$59Southwest
Find Deal
mar., feb. 25
5:55 pm - 7:30 pmBNA-MDW
1h 35mnonstop
$70Southwest
Find Deal
sáb., feb. 22
5:53 pm - 10:20 pmBNA-MDW
4h 27m1 stop
$89Delta
Find Deal
sáb., feb. 22
6:30 am - 12:42 pmCVG-MDW
7h 12m1 stop
$89Delta
Find Deal
mié., feb. 12
7:31 am - 5:33 pmBNA-MDW
58h 02m3 stops
sáb., feb. 22
9:50 pm - 7:50 amCVG-MDW
11h 00m1 stop
$149Allegiant Air
Find Deal
dom., mar. 9
2:54 pm - 5:36 pmBNA-MDW
26h 42m3 stops
mié., mar. 5
5:21 pm - 7:45 amBNA-MDW
14h 24m2 stops
$223Allegiant Air
Find Deal
jue., abr. 17
6:15 am - 1:08 pmBNA-MDW
6h 53m1 stop
6:00 am - 12:58 pmMDW-BNA
6h 58m1 stop
$322Delta
Find Deal
mar., ene. 21 - mié., ene. 22
5:38 pm - 10:02 amCVG-MDW
17h 24m1 stop
11:33 am - 11:44 pmMDW-CVG
11h 11m1 stop
$380Frontier
Find Deal
sáb., ene. 18 - lun., ene. 20
7:25 am - 5:53 pmCVG-MDW
11h 28m1 stop
8:45 am - 10:19 pmMDW-CVG
12h 34m1 stop
$390Frontier
Find Deal
vie., ene. 17 - dom., ene. 19
7:25 am - 8:12 pmCVG-MDW
13h 47m1 stop
11:33 am - 11:44 pmMDW-CVG
11h 11m1 stop
$410Frontier
Find Deal
lun., ene. 20 - lun., ene. 27
7:25 am - 11:54 amCVG-MDW
5h 29m1 stop
11:33 am - 11:44 pmMDW-CVG
11h 11m1 stop
$426Frontier
Find Deal
vie., ene. 17 - lun., ene. 20
9:00 am - 2:42 pmCVG-MDW
6h 42m1 stop
11:33 am - 11:44 pmMDW-CVG
11h 11m1 stop
$440Frontier
Find Deal
vie., ene. 17 - lun., ene. 20
7:25 am - 1:08 pmTYS-MDW
6h 43m1 stop
6:00 am - 11:23 amMDW-TYS
4h 23m1 stop
$454Delta
Find Deal
vie., ene. 17 - mar., ene. 21
9:25 pm - 10:55 pmBNA-MDW
1h 30mnonstop
10:25 am - 11:55 amMDW-BNA
1h 30mnonstop
$485Southwest
Find Deal
vie., ene. 17 - mié., ene. 22
9:25 pm - 10:55 pmBNA-MDW
1h 30mnonstop
7:20 pm - 8:50 pmMDW-BNA
1h 30mnonstop
$490Southwest
Find Deal
lun., ene. 20 - sáb., ene. 25
1:20 pm - 6:00 pmBNA-MDW
4h 40m1 stop
10:25 am - 11:55 amMDW-BNA
1h 30mnonstop
$495Southwest
Find Deal
vie., ene. 17 - mié., ene. 22
12:00 pm - 1:35 pmBNA-MDW
1h 35mnonstop
8:40 pm - 10:10 pmMDW-BNA
1h 30mnonstop
$117Southwest
Find Deal
mié., feb. 19 - mié., feb. 26
8:50 pm - 10:25 pmBNA-MDW
1h 35mnonstop
4:20 pm - 5:50 pmMDW-BNA
1h 30mnonstop
$127Southwest
Find Deal
mar., feb. 11 - mar., feb. 18
7:20 am - 8:55 amBNA-MDW
1h 35mnonstop
4:10 pm - 5:35 pmMDW-BNA
1h 25mnonstop
$137Southwest
Find Deal
mar., feb. 4 - sáb., feb. 8
1:29 pm - 2:03 pmTYS-MDW
1h 34mnonstop
2:54 pm - 5:20 pmMDW-TYS
1h 26mnonstop
$138Allegiant Air
Find Deal
lun., jun. 23 - lun., jul. 7
5:55 pm - 7:30 pmBNA-MDW
1h 35mnonstop
5:55 am - 7:30 amMDW-BNA
1h 35mnonstop
$148Southwest
Find Deal
sáb., feb. 22 - lun., feb. 24
5:30 am - 7:05 amBNA-MDW
1h 35mnonstop
5:30 am - 7:05 amMDW-BNA
1h 35mnonstop
$157Southwest
Find Deal
vie., feb. 14 - vie., feb. 21
12:35 pm - 2:10 pmBNA-MDW
1h 35mnonstop
4:20 pm - 5:50 pmMDW-BNA
1h 30mnonstop
$158Southwest
Find Deal
mar., feb. 18 - jue., feb. 20
12:00 pm - 1:35 pmBNA-MDW
1h 35mnonstop
8:40 pm - 10:10 pmMDW-BNA
1h 30mnonstop
$159Southwest
Find Deal
mar., feb. 11 - mar., feb. 11
7:05 pm - 8:45 pmBNA-MDW
1h 40mnonstop
10:45 pm - 12:10 amMDW-BNA
1h 25mnonstop
$177Southwest
Find Deal
vie., feb. 14 - lun., feb. 17
9:25 pm - 10:55 pmBNA-MDW
1h 30mnonstop
5:55 am - 7:30 amMDW-BNA
1h 35mnonstop
$178Southwest
Find Deal
jue., feb. 20 - lun., feb. 24

Delta flights from Kentucky to Chicago Midway Airport

Our best Delta deals on Kentucky to Chicago Midway Airport flight tickets
Delta
Mar 1
CVG12:10 pmCincinnati Cinci./N. Kentucky
4h 59m
1 stop
MDW4:09 pmChicago Midway
Mar 8
MDW5:05 pmChicago Midway
4h 33m
1 stop
CVG10:38 pmCincinnati Cinci./N. Kentucky
Delta
Feb 14
BNA12:20 pmNashville Intl
4h 00m
1 stop
MDW4:20 pmChicago Midway
Feb 18
MDW12:44 pmChicago Midway
4h 03m
1 stop
BNA4:47 pmNashville Intl
Delta
Feb 11
BNA6:15 amNashville Intl
6h 50m
1 stop
MDW1:05 pmChicago Midway
Feb 11
MDW5:05 pmChicago Midway
5h 37m
1 stop
BNA10:42 pmNashville Intl

Southwest flights from Kentucky to Chicago Midway Airport

Our best Southwest deals on Kentucky to Chicago Midway Airport flight tickets
Southwest
Feb 19
BNA12:00 pmNashville Intl
1h 35m
MDW1:35 pmChicago Midway
Feb 26
MDW3:15 pmChicago Midway
1h 30m
BNA4:45 pmNashville Intl
Southwest
Feb 11
BNA8:50 pmNashville Intl
1h 35m
MDW10:25 pmChicago Midway
Feb 18
MDW4:20 pmChicago Midway
1h 30m
BNA5:50 pmNashville Intl
Southwest
Feb 4
BNA7:20 amNashville Intl
1h 35m
MDW8:55 amChicago Midway
Feb 8
MDW4:10 pmChicago Midway
1h 25m
BNA5:35 pmNashville Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Kentucky to Chicago Midway Airport

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 day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Kentucky. The lowest ticket price found for a Wednesday departure recently was $207. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $321.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Kentucky at noon is the least expensive time of day to depart. momondo users have found prices as low as $236 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $271. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Kentucky to Chicago Midway flight route?

Fly from Louisville Intl to Chicago Midway for the best Kentucky - Chicago Midway flight prices

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

There are 1 cabin classes available to choose from on Kentucky to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Kentucky to Chicago Midway Airport flight deals and tips

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

Best Price Found

$55

Fastest flight time

1h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Kentucky in the past 72 hours is $55. The best round-trip flight deal from Kentucky to Chicago Midway Airport found on momondo in the last 72 hours is $110.
The fastest flight from Kentucky to Chicago Midway Airport takes 1h 00m
Direct flights go from Kentucky to Chicago Midway Airport every day.

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

    Prices for flights from Kentucky to Chicago Midway Airport are updated daily.

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

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

    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 Kentucky to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

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


Best airlines flying from Kentucky to Chicago Midway Airport

Compare and see reviews for airlines that fly from Kentucky to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $135Free CancellationRating
8.0
8,511 reviews
Search Delta flights
SouthwestPriceFrom $156Free CancellationRating
8.1
4,659 reviews
Search Southwest flights

Traveling to a place near Chicago?

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

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Kentucky to Chicago for you.

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

All flight searches from Kentucky to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Kentucky and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Kentucky to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Kentucky and alert you when they change.


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