OWB

$98 Find Cheap Flights to Owensboro - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$196
Typical prices: $151-$337
United Airlines
Wed 12/5Wed 12/12
ORD - OWB • Non-stop
Cheapest one-way
$98
Typical prices: $87-$190
United Airlines
Fri 12/7
ORD - OWB • Non-stop
Nonstop flights
Every day
You can fly direct with United Airlines. Average duration is 1h 52m
FAQs
FAQs
Top airlines
United Airlines
Most flights • 12 per week
Contour
Best reviews • 7.6 score
Airline reviews
+1
Airline reviews
+1
Top routes
CHI - OWB
Cheapest • 67% average savings
CLT - OWB
Most popular
Insights
Insights
When to travel
April
Cheapest • 48% price drop
February
Most popular
Good to know
+1
Good to know
+1
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We hope you love your trip to Owensboro!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights to Owensboro

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Owensboro

Sat, Dec 5 - Sat, Dec 12
United Airlines Logo
9:20 pm - 10:54 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 34mnonstop
United Airlines Logo
2:40 pm - 4:27 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 47mnonstop
$196United Airlines
Wed, Nov 25 - Sat, Nov 28
United Airlines Logo
9:30 pm - 11:05 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 35mnonstop
United Airlines Logo
2:25 pm - 4:15 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 50mnonstop
$196United Airlines
Mon, Dec 7 - Thu, Dec 10
United Airlines Logo
9:20 pm - 10:54 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 34mnonstop
United Airlines Logo
2:40 pm - 4:27 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 47mnonstop
$196United Airlines
Mon, Dec 7 - Tue, Dec 8
United Airlines Logo
9:20 pm - 10:54 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 34mnonstop
United Airlines Logo
2:40 pm - 4:27 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 47mnonstop
$196United Airlines
Tue, Dec 29 - Wed, Dec 30
United Airlines Logo
9:23 pm - 10:59 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 36mnonstop
United Airlines Logo
2:13 pm - 3:59 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 46mnonstop
$236United Airlines
Mon, Feb 1 - Thu, Feb 4
United Airlines Logo
9:20 pm - 10:56 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 36mnonstop
United Airlines Logo
2:37 pm - 4:23 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 46mnonstop
$236United Airlines
Thu, Nov 26 - Sun, Nov 29
United Airlines Logo
4:55 pm - 6:30 pmORD  Chicago O'Hare Intl-OWB Owensboro Daviess County
1h 35mnonstop
United Airlines Logo
2:25 pm - 4:15 pmOWB  Owensboro Daviess County-ORD Chicago O'Hare Intl
1h 50mnonstop
$237United Airlines
Wed, Dec 23 - Sun, Dec 27
United Airlines Logo
12:23 pm - 1:38 pmIAD  Washington, D.C. Dulles Intl-OWB Owensboro Daviess County
2h 15mnonstop
United Airlines Logo
9:00 am - 11:44 amOWB  Owensboro Daviess County-IAD Washington, D.C. Dulles Intl
1h 44mnonstop
$280United Airlines
Wed, Nov 25 - Sun, Nov 29
United Airlines Logo
12:35 pm - 1:40 pmIAD  Washington, D.C. Dulles Intl-OWB Owensboro Daviess County
2h 05mnonstop
United Airlines Logo
8:45 am - 11:40 amOWB  Owensboro Daviess County-IAD Washington, D.C. Dulles Intl
1h 55mnonstop
$288United Airlines
Wed, Dec 16 - Sun, Dec 20
United Airlines Logo
12:50 pm - 2:05 pmIAD  Washington, D.C. Dulles Intl-OWB Owensboro Daviess County
2h 15mnonstop
United Airlines Logo
9:00 am - 11:44 amOWB  Owensboro Daviess County-IAD Washington, D.C. Dulles Intl
1h 44mnonstop
$320United Airlines
Booking Insights

Price, demand and travel trends for flights to Owensboro

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What is the cheapest flight to Owensboro?

Chicago O'Hare Intl Airport to Owensboro is the cheapest route at $196 round-trip, found in the past 5 days on KAYAK. KAYAK data shows this is also the most popular route.

How much is a flight to Owensboro?

On average, a round-trip flight from the United States to Owensboro costs $208, based on KAYAK data over the past 12 months. Round-trip fares from Chicago average $163, while Charlotte runs a bit higher at $176.

What is the cheapest day to fly to Owensboro?

Thursday is the cheapest day to fly to Owensboro at $173 round-trip on average over the past 12 months on KAYAK. Saturday is the most expensive at $484.

What’s the cheapest month to fly to Owensboro?

•April is the cheapest month to fly to Owensboro with an average price of $109 round-trip.
•October ($576) and November ($484) are the most expensive.

Based on KAYAK data over the past 12 months.

What is the cheapest time of day to fly to Owensboro?

Evening flights to Owensboro are the cheapest at $191 round-trip on average. Night flights are the most expensive at $604.

What is a good deal for flights to Owensboro?

Flights under $151 are considered a good deal. 25% of KAYAK users found round-trip flights to Owensboro at or below these prices, with the lowest fares from:
•Chicago $127
•Charlotte $148.

Find deals

Key details for flights to Owensboro

Low season

September

Cheapest flight

$98
Beat the crowds with an average 33% drop in travelers.
The most popular month to fly with an average 22% increase in travelers.
One-way flight from Chicago O'Hare Intl Airport to Owensboro

When to book flights to Owensboro

Are your dates flexible? Find out the best times to travel to Owensboro based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your questions about flights to Owensboro, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • How do I know if a flight to Owensboro is a good deal?

    A good deal on a flight to Owensboro is around $151 round-trip. This fare is in the lowest 25% of round-trip prices searched on KAYAK, averaged across the cities most often searched as origins by KAYAK users.

  • How far is Owensboro Daviess County from downtown Owensboro?

    Owensboro Daviess County is 3.6 mi from downtown Owensboro.

  • How long are nonstop flights to Owensboro from different departure cities?

    Nonstop flight time to Owensboro varies depending on your departure city:

    • From Chicago: 1h 34m
    • From Washington, D.C.: 2h 05m

  • Which city has the cheapest flights to Owensboro?

    Based on fares booked in the past 5 days, the cheapest flights to Owensboro are from Chicago, starting at $196 round-trip, and from Washington, D.C., starting at $280 round-trip.

  • What is the difference between the most popular and the most frequent airline at Owensboro?

    United Airlines operates the most flights from the United States to Owensboro at 12 per week, and for this route United Airlines is also the airline most often selected by KAYAK users searching for flights from the United States to Owensboro. The two are often different because flight volume reflects an airline's schedule, while popularity reflects traveler choice.

  • How many flights serve Owensboro?

    Owensboro receives 2 flights per day and 12 per week from across the world. Chicago has the most flights to Owensboro, with 7 weekly flights.

Your guide to booking Owensboro flights

From booking to airport arrival, find tips to help you plan your flight with more confidence.
  • For flights to Owensboro, a good round-trip fare is around $151. If you find a fare below that, you're getting a strong deal.
  • If your travel dates are flexible, consider flying to Owensboro in April. Round-trip fares historically average $109, making April the cheapest month to travel based on KAYAK data from the last 12 months.
  • Before you book:

    • Check the route's typical price range so you can spot a deal.
    • Confirm baggage fees and seat-selection costs on budget carriers.
    • Verify whether you need any travel documents beyond ID.
    • Pick a departure airport, since your nearest may not be the cheapest origin.
  • Shift your departure to afternoon to save up to $413 per round-trip. Afternoon flights to Owensboro average $191 compared to $604 for evening flights.
  • Bag allowances vary by airline, fare type, cabin class and route. On flights to Owensboro, some airlines may include bags at no extra cost. For example, Contour includes a cabin bag in Economy Class and United Airlines includes a cabin bag in Economy Class. Always check the fare details before booking, since bag policies can change by ticket type.

Reviews of the top airline flying to Owensboro

 
Need help choosing which airline to fly with to Owensboro? 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 44 reviews
6.2Entertainment
7.9Crew
6.9Food
7.6Boarding
7.3Comfort
Airline reviews

The crew was the friendly crew I’ve ever seen. After many many years. They were super friendly. They handed out candy for Halloween. They were just fantastic, which is so rare these days with flying not that other Cruz are not good. It’s just that these folks went above and beyond.

10.0 ExcellentAnonymous, Nov 2026
Read more Contour reviews

The crew was the friendly crew I’ve ever seen. After many many years. They were super friendly. They handed out candy for Halloween. They were just fantastic, which is so rare these days with flying not that other Cruz are not good. It’s just that these folks went above and beyond.

You could have NOT left me and my family high and dry by not completing the reservation changes because they no longer have the contract from Phoenix AZ to Moab Utah. There wasn't even a ticket agent for Contour in Phoenix to talk to. Cost my an additional $1600. to rent a vehicle to get my family to Utah. Now I'm left with trying to have someone make it right financially. I'm not optimistic..........

I’ve flown Contour on 4 different flights in the last couple weeks and every one of the flights were significantly delayed. Like over 2 hours delayed. 3 of the 4 were due to maintenance and one was weather, which is beyond their control. If this continues, I will not fly them anymore. It makes me concerned that they don’t have great maintenance practices. The planes are very old and worn out and the interiors need improvement. I do like the amount of space you have between seats for legroom. They also started charging for bags recently, which I think the did when they partnered up with American Airlines as a codeshare partner. American is also a disaster of an airline so I wish they had some agreement with Delta. I am glad they offer a major airline parternership though. That is certainly giving people more opportunities. I won’t fly Contour unless they have a direct flight to where I am going. If I have to connect then I am going to take Delta. The bus at the DFW airport to get on and off the aircraft is a pain and adds so much extra time to your travel experience. I hope this is temporary while they are building a new terminal, but I don’t know.

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!

The boarding procedure is as easy and the crew very friendly.

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