$101 Find Cheap Flights from Milwaukee to Kentucky

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Kentucky departing on 5/10. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Kentucky, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milwaukee to Kentucky, as well as popular online travel agencies
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Cheap Flights from Milwaukee to Kentucky

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Louisville
Louisville1 stop$249
Lexington
Lexington1 stop$289
Nashville
Nashville2 stops$276
Louisville
Louisville1 stop$249
Lexington
Lexington1 stop$289
Nashville
Nashville2 stops$276

Book Cheap Milwaukee 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 Milwaukee 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 Milwaukee to Kentucky

Sat, Apr 11 - Sat, Apr 18
American Airlines Logo
6:32 pm - 11:59 pm
MKE
-
HTS
4h 27m
1 stop
American Airlines Logo
6:49 pm - 10:57 pm
HTS
-
MKE
5h 08m
1 stop
$208American Airlines
Tue, Aug 25 - Mon, Aug 31
Frontier Logo
8:43 am - 6:36 pm
MKE
-
CVG
8h 53m
1 stop
Frontier Logo
7:56 pm - 7:58 am
CVG
-
MKE
13h 02m
1 stop
$230Frontier
Fri, Apr 10 - Tue, Apr 14
United Airlines Logo
5:37 pm - 10:34 pm
MKE
-
TYS
3h 57m
1 stop
United Airlines Logo
5:53 pm - 9:49 pm
TYS
-
MKE
4h 56m
1 stop
$239United Airlines
Mon, Apr 13 - Wed, Apr 15
United Airlines Logo
2:32 pm - 8:16 pm
MKE
-
SDF
4h 44m
1 stop
United Airlines Logo
7:20 am - 11:32 am
SDF
-
MKE
5h 12m
1 stop
$249United Airlines
Fri, Apr 10 - Thu, Apr 16
United Airlines Logo
5:37 pm - 10:34 pm
MKE
-
TYS
3h 57m
1 stop
United Airlines Logo
7:00 am - 10:00 am
TYS
-
MKE
4h 00m
1 stop
$249United Airlines
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
5:50 am - 9:55 am
MKE
-
SDF
3h 05m
1 stop
Southwest Logo
3:30 pm - 10:15 pm
SDF
-
MKE
7h 45m
2 stops
$254Southwest
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
5:00 am - 11:40 am
MKE
-
TYS
5h 40m
1 stop
Southwest Logo
5:40 pm - 11:15 pm
TYS
-
MKE
6h 35m
2 stops
$254Southwest
Mon, Apr 20 - Sat, Apr 25
Southwest Logo
4:50 pm - 9:00 pm
MKE
-
SDF
3h 10m
1 stop
Southwest Logo
8:40 am - 11:15 am
SDF
-
MKE
3h 35m
1 stop
$259Southwest
Fri, Jul 10 - Mon, Jul 13
Delta Logo
12:20 pm - 6:15 pm
MKE
-
TYS
4h 55m
1 stop
Delta Logo
7:20 pm - 11:27 pm
TYS
-
MKE
5h 07m
1 stop
$267Delta
Sat, Apr 11 - Sat, Apr 18
Delta Logo
6:40 pm - 10:59 pm
MKE
-
BNA
4h 19m
1 stop
Delta Logo
10:03 am - 4:22 pm
BNA
-
MKE
6h 19m
1 stop
$289Delta
Booking Insights

KAYAK's insights & trends for Milwaukee to Kentucky flights

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

What is the cheapest month to fly from Milwaukee to Kentucky?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee 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 Milwaukee to Kentucky is January, when tickets cost $234 (return) on average. On the other hand, the most expensive months are June and April, when the average cost of round-trip tickets is $532 and $522 respectively.

Good to know

Low seasonJanuary
Cheapest flight$90
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Milwaukee to Nashville

FAQs - booking Kentucky flights

  • How does KAYAK find such low prices on flights from Milwaukee 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 Milwaukee to Kentucky.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee 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 Milwaukee to the following destinations at these prices or less: Nashville $191 one-way - $356 round-trip

Reviews of the top 3 airlines serving from Milwaukee to Kentucky

 
See real verified KAYAK customer reviews for airlines flying from Milwaukee to Kentucky. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milwaukee 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.
7.9
DeltaOverall score based on 8288 reviews
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
7.9Comfort
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

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

Information on your arrival and departure airports