$64 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 12/2. 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

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Everything you should know

Cheapest round-trip
$129
Contour
Sat 11/15Thu 11/27
ORD - OWB • Non-stop
Cheapest one-way
$64
Contour
Tue 12/2
ORD - OWB • Non-stop
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Flight Deals
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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

Sat, Nov 15 - Thu, Nov 27
Contour Logo
10:55 am - 12:25 pmORD-OWB
1h 30mnonstop
Contour Logo
8:40 am - 10:15 amOWB-ORD
1h 35mnonstop
$129Contour
Find Deal
Thu, Feb 12 - Mon, Feb 16
Contour Logo
5:30 pm - 7:00 pmORD-OWB
1h 30mnonstop
Contour Logo
3:00 pm - 4:35 pmOWB-ORD
1h 35mnonstop
$138Contour
Find Deal
Mon, Nov 3 - Fri, Nov 7
Contour Logo
5:30 pm - 7:00 pmORD-OWB
1h 30mnonstop
Contour Logo
3:00 pm - 4:35 pmOWB-ORD
1h 35mnonstop
$142Contour
Find Deal
Tue, Nov 25 - Sun, Nov 30
Contour Logo
5:30 pm - 7:00 pmORD-OWB
1h 30mnonstop
Contour Logo
8:40 am - 10:15 amOWB-ORD
1h 35mnonstop
$149Contour
Find Deal
Wed, Nov 26 - Sun, Nov 30
Contour Logo
5:30 pm - 7:00 pmORD-OWB
1h 30mnonstop
Contour Logo
8:40 am - 10:15 amOWB-ORD
1h 35mnonstop
$185Contour
Find Deal
Wed, Nov 19 - Sat, Nov 22
Multiple Airlines Logo
7:50 am - 7:00 pmTPA-OWB
12h 10m2 stops
Multiple Airlines Logo
3:00 pm - 7:25 pmOWB-TPA
27h 25m1 stop
$320Multiple Airlines
Find Deal
Mon, Nov 24 - Sat, Nov 29
Multiple Airlines Logo
9:37 am - 7:00 pmPHL-OWB
10h 23m1 stop
Multiple Airlines Logo
3:00 pm - 8:37 amOWB-PHL
16h 37m1 stop
$432Multiple Airlines
Find Deal
Mon, Nov 24 - Sat, Nov 29
Multiple Airlines Logo
8:54 pm - 12:25 pmPHL-OWB
16h 31m2 stops
Multiple Airlines Logo
3:00 pm - 8:37 amOWB-PHL
16h 37m1 stop
$482Multiple Airlines
Find Deal
Mon, Nov 24 - Sat, Nov 29
Multiple Airlines Logo
8:54 pm - 7:00 pmPHL-OWB
23h 06m2 stops
Multiple Airlines Logo
8:40 am - 11:46 pmOWB-PHL
14h 06m2 stops
$673Multiple Airlines
Find Deal
Mon, Nov 24 - Sat, Nov 29
Multiple Airlines Logo
8:54 pm - 7:00 pmPHL-OWB
23h 06m2 stops
Multiple Airlines Logo
8:40 am - 8:53 amOWB-PHL
23h 13m3 stops
$720Multiple Airlines
Find Deal
Useful Info

Good to know - Book Cheap Madisonville Plane Tickets

Low seasonDecember
Cheapest flight$64
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago to Owensboro

FAQs - booking Madisonville flights

  • How long is the flight to Madisonville?

    Flights from Chicago1h 32m

  • 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 $79 or less one-way and $106 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.
7.3
ContourOverall score based on 38 reviews
6.7Food
7.4Boarding
6.2Entertainment
7.7Crew
7.2Comfort
Airline reviews

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

10.0 ExcellentJennifer, Oct 2025CLT - AOO
Read more Contour reviews

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.

Flight was cancelled, but they got him on an earlier delayed rescheduled one. Arrived Chicago 2 hours later than expected but long layover so it worked.

Crew very helpful, weather made the flight less than optimal.

Flight was fine. I just forgot how smaller planes have more dips and seats in high winds.

Everything you need to know for your flight to Madisonville

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