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Kentucky

$40+ Cheap flights from Wisconsin to Kentucky

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SDF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Wisconsin to Kentucky

Keep the following information in mind while searching for Wisconsin to Kentucky flight deals. Data was last updated September 15, 2025.

Round-trip from

$80
(CheapOair)

One-way from

$40
(Priceline)

Popular in

March

Cheapest in

February

Average price

$336
From Wisconsin to Kentucky
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One-way flight from Wisconsin to Kentucky
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Wisconsin to Kentucky

Cheapest flights from Wisconsin to Kentucky
Explore the most affordable flight options available from Wisconsin to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This CheapOair deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/121:26 pmORD - BNA
Nonstop1h 44mSpirit Airlines
Mon 10/132:01 pmBNA - ORD
Nonstop1h 48mSpirit Airlines
Deal found 9/15$80
This Frontier deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:20 pmORD - BNA
Nonstop1h 44mFrontier
Mon 10/209:59 pmBNA - ORD
Nonstop1h 45mFrontier
Deal found 9/15$81
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:06 pmORD - BNA
Nonstop1h 48mMultiple Airlines
Fri 11/146:46 pmBNA - ORD
Nonstop1h 45mMultiple Airlines
Deal found 9/15$82
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/69:00 amATW - BNA
Nonstop1h 46mAllegiant Air
Fri 10/179:28 pmBNA - ATW
Nonstop1h 44mAllegiant Air
Deal found 9/13$82
This Priceline deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:06 pmORD - BNA
Nonstop1h 48mFrontier
Sun 11/168:53 pmBNA - ORD
Nonstop1h 48mFrontier
Deal found 9/14$83
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/121:26 pmORD - BNA
Nonstop1h 44mMultiple Airlines
Mon 10/139:59 pmBNA - ORD
Nonstop1h 45mMultiple Airlines
Deal found 9/14$84
This Cheapflightsfares deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/912:53 pmORD - BNA
Nonstop1h 36mFrontier
Mon 10/139:59 pmBNA - ORD
Nonstop1h 45mFrontier
Deal found 9/15$85
This Priceline deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/91:26 pmORD - BNA
Nonstop1h 44mMultiple Airlines
Mon 10/139:59 pmBNA - ORD
Nonstop1h 45mMultiple Airlines
Deal found 9/13$86
This Kiwi.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/74:01 pmORD - BNA
Nonstop1h 40mMultiple Airlines
Mon 11/108:51 amBNA - ORD
Nonstop1h 51mMultiple Airlines
Deal found 9/12$89
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:44 pmORD - BNA
Nonstop1h 40mSpirit Airlines
Sun 11/29:02 pmBNA - ORD
Nonstop1h 47mSpirit Airlines
Deal found 9/13$90
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:06 pmORD - BNA
Nonstop1h 44mFrontier
Sun 11/28:49 pmBNA - ORD
Nonstop1h 48mFrontier
Deal found 9/14$91
This Sun Country Air deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/184:30 pmMSP - BNA
Nonstop2h 00mSun Country Air
Sat 10/2511:22 amBNA - MSP
Nonstop2h 08mSun Country Air
Deal found 9/14$98

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Wisconsin to Kentucky that are best for you.

Fly from

Wisconsin

Fly to

Kentucky

Route

Depart

Return

Price

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 10/14

3:10 pm-4:45 pm

Nonstop1h 35m

Nashville Intl

Tue 10/21

10:55 am-12:45 pm

Nonstop1h 50m

$97

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 10/7

6:00 am-11:35 am

1 stop5h 35m

Nashville Intl

Wed 10/8

10:55 am-12:45 pm

Nonstop1h 50m

$107

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Sat 10/25

7:30 am-12:30 pm

1 stop5h 00m

Nashville Intl

Sat 10/25

2:35 pm-4:25 pm

Nonstop1h 50m

$107

MinneapolisNashville

MSP - BNA

MSPBNA

Minneapolis St Paul

Thu 10/2

4:36 pm-6:36 pm

Nonstop2h 00m

Nashville Intl

Sat 10/4

10:04 am-12:12 pm

Nonstop2h 08m

$108

MinneapolisNashville

MSP - BNA

MSPBNA

Minneapolis St Paul

Sun 10/5

4:36 pm-6:36 pm

Nonstop2h 00m

Nashville Intl

Thu 10/9

7:36 pm-9:44 pm

Nonstop2h 08m

$108

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Thu 10/30

1:30 pm-9:00 pm

2 stops7h 30m

Nashville Intl

Tue 11/4

10:20 am-12:15 pm

Nonstop1h 55m

$112

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 10/14

3:10 pm-4:45 pm

Nonstop1h 35m

Nashville Intl

Sat 10/25

2:55 pm-10:00 pm

2 stops7h 05m

$112

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Tue 10/21

7:00 am-3:25 pm

2 stops8h 25m

Nashville Intl

Thu 10/23

2:35 pm-4:25 pm

Nonstop1h 50m

$112

ChicagoNashville

ORD - BNA

ORDBNA

Chicago O'Hare Intl

Wed 10/15

6:00 am-11:35 am

1 stop5h 35m

Nashville Intl

Sat 10/25

6:00 am-12:45 pm

1 stop6h 45m

$117

MinneapolisNashville

MSP - BNA

MSPBNA

Minneapolis St Paul

Sun 10/5

4:36 pm-6:36 pm

Nonstop2h 00m

Nashville Intl

Wed 10/8

7:30 pm-9:38 pm

Nonstop2h 08m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Wisconsin with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Kentucky

What is the cheapest month to book a flight from Wisconsin to Kentucky?

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Kentucky (average of $299). Flying from Wisconsin to Kentucky in April is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WI to KY?

Find hourly flight availability from Wisconsin to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Wisconsin to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kentucky. Reviews last updated September 15, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Wisconsin to Kentucky have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Wisconsin to Kentucky?

    Airlines like Southwest, Sun Country Air, and United Airlines fly from Wisconsin to Kentucky in about 1h 35m. The time it takes to get you to your destination can typically vary by up to 2h. The distance between Wisconsin and Kentucky is about 410 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Wisconsin to Kentucky one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $49. However, be on the lookout for offers from Allegiant Air and Sun Country Air, as they are both options that can get you from Wisconsin to Kentucky for a low price.

  • Can I find deals for flights from Wisconsin to Kentucky that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wisconsin to Kentucky.

  • Can I find deals for business class flights from Wisconsin to Kentucky?

    Yes. Cheapflights offers flight deals from Wisconsin to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Wisconsin to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Kentucky (average of $299). Flying from Wisconsin to Kentucky in April is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Wisconsin to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Wisconsin to Kentucky

Discover the top 3 airlines that operate flights from Wisconsin to Kentucky. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$208Average$410FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$208Average$366FlexibilityNo cancel feeOn-time71%
DeltaCheapest$208Average$310FlexibilityNo cancel feeOn-timeN/A

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