$58 Find Cheap Flights to Madisonville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Madisonville departing on 5/6. 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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Everything you should know

Cheapest round-trip
$118
Typical prices: $188-$159
Contour
Wed 5/6Sun 5/10
ORD - OWB • Non-stop
Cheapest one-way
$58
Typical prices: $141-$189
Contour
Wed 5/6
ORD - OWB • Non-stop
Arrival airport
Owensboro (OWB)
You can't fly directly to Madisonville. It is served by Owensboro (OWB), located 33.9 miles from Madisonville.
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Flight Deals
Useful Info
Flight Deals

Cheap Flights to Madisonville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Madisonville 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 to Madisonville

Wed, May 6 - Sun, May 10
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$118Contour
Tue, May 5 - Sat, May 9
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
2:35 pm - 4:15 pm
OWB
-
ORD
1h 40mnonstop
$131Contour
Tue, May 5 - Fri, May 8
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$138Contour
Sat, May 16 - Sat, May 23
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$140Contour
Thu, May 28 - Sat, May 30
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$151Contour
Mon, May 4 - Wed, May 6
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$172Contour
Sun, May 3 - Tue, May 5
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
2:35 pm - 4:15 pm
OWB
-
ORD
1h 40mnonstop
$193Contour
Thu, May 21 - Thu, May 28
Contour Logo
11:20 am - 12:55 pm
ORD
-
OWB
1h 35mnonstop
Contour Logo
9:00 am - 10:40 am
OWB
-
ORD
1h 40mnonstop
$205Contour
Thu, May 7 - Mon, May 11
Multiple Airlines Logo
9:26 am - 6:50 pm
FLL
-
OWB
10h 24m
1 stop
Multiple Airlines Logo
2:15 pm - 11:14 pm
OWB
-
FLL
7h 59m
1 stop
$232Multiple Airlines
Thu, May 7 - Mon, May 11
Multiple Airlines Logo
9:26 am - 6:50 pm
FLL
-
OWB
10h 24m
1 stop
Multiple Airlines Logo
2:15 pm - 7:06 am
OWB
-
FLL
15h 51m
2 stops
$275Multiple Airlines
Useful Info

Good to know - Book Cheap Madisonville Plane Tickets

Low seasonApril
Cheapest flight$58
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago to Owensboro

FAQs - booking Madisonville flights

  • How long is the flight to Madisonville?

    Flights from Chicago1h 37m

  • Which airlines fly to Owensboro?

    Many airlines fly to Owensboro, the most common ones being Southwest, American Airlines, and Delta. See the amount of flights per week for popular airlines flying to Owensboro.

  • How to fly to Madisonville?

    You cannot fly directly to Madisonville. KAYAK recommends you fly to Owensboro Daviess County (OWB) (33.92 miles from Madisonville). From there you can rent a car or get a taxi.

  • What airports are near Madisonville?

    The closest airport is Owensboro Daviess County (OWB) (33.92 mi). Other nearby airports are Evansville Dress Regional (EVV) (48.96 mi), Paducah Barkley Regional (PAH) (72.5 mi), Marion Williamson County (MWA) (87.9 mi) or Nashville Intl (BNA) (94.85 mi). KAYAK recommends you fly to Owensboro Daviess County.

  • How far is Owensboro Daviess County Airport from central Owensboro?

    There are 4 miles between Owensboro city center and Owensboro Daviess County Airport.

  • What is the name of Owensboro’s airport?

    All flights to Owensboro land at Owensboro Daviess County Airport. The airport code is OWB,and it can also be referred to as Daviess Count or Daviess County.

  • How does KAYAK find such low prices on flights to Madisonville?

    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 to Madisonville.

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

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

  • What is the Hacker Fare option on flights to Madisonville?

    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 to Madisonville 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 to Madisonville?

    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 to Madisonville 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 Madisonville

  • There is no major airport in Madisonville. It is instead served by Owensboro Daviess County Airport.
  • Looking for a cheap flight? 25% of our users found flights on this route for $59 or less one-way and $137 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Madisonville flight deals.

Reviews of the top airline flying to Madisonville

 
Need help choosing which airline to fly with from the United States to Madisonville? 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.
7.6
ContourOverall score based on 42 reviews
7.6Boarding
7.3Comfort
6.1Entertainment
7.9Crew
6.8Food
Airline reviews

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

10.0 ExcellentAnonymous, Nov 2025
TSM - DEN
Read more Contour reviews

Short flight so no entertainment and none expected or appropriate. Everyone I dealt with was professional and helpful. A good experience.

Love it. No Frills but better than Spirit No Frills. It's like a simple luxury private plane especially if you've got five or six people on it because then you probably got your own section of the plane.

All the staff were amazing! The flight was quick, everything went smoothly, I have nothing but good things to say about this flight. Thank you Contour!

It was easy, efficient from start to finish. The flight attendant was amazing. Smooth ride. It was just perfect.

We had a great experience on both of our flights! Crew was great…..the ride was smooth…and checking in was easy. We will definitely fly with them again.

This was my first time flying with Contour and the Greenbrier Valley Airport. It both were excellent and the price couldn’t be beat!

Not on time. Taxied around the airport for 30 MINUTES! The pilot never said a word. Ai

Great flight, professional crew, convenient and interesting nonstop routes. Had trouble with getting precheck listed on boarding pass, but found that customer service was remarkably responsive via email — unheard of with other carriers. A great experience overalll.

I felt like a sardine in my seat. We all did. The plane was so small that I hit my head on the roof when I stood up from my seat. The service was good and the crew were nice.

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.

Everything you need to know for your flight to Madisonville