$89 Cheap flights to Hopkins County

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Top places to visit in Hopkins County

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Madisonville

Madisonville

Cheap flights to Hopkins County from $89 One Way, $178 Round Trip

$178 return flights and $89 one-way flights to Hopkins County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 9 - Mon, Oct 12
ORD
Chicago
OWB
Owensboro
$178 Roundtrip, found 2 days ago
$178
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, Oct 9 from Chicago to Owensboro, returning Mon, Oct 12, priced at $178 found 2 days ago
Thu, Oct 8 - Mon, Oct 12
ORD
Chicago
OWB
Owensboro
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Thu, Oct 8 from Chicago to Owensboro, returning Mon, Oct 12, priced at $181 found 3 days ago
Thu, Oct 8 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Thu, Oct 8 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $191 found 4 days ago
Fri, Oct 9 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Fri, Oct 9 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $191 found 4 days ago
Tue, Feb 16 - Thu, Feb 18
ORD
Chicago
OWB
Owensboro
$196 Roundtrip, found 18 hours ago
$196
Roundtrip
found 18 hours ago
Select United flight, departing Tue, Feb 16 from Chicago to Owensboro, returning Thu, Feb 18, priced at $196 found 18 hours ago
Wed, Oct 7 - Sun, Oct 11
CLT
Charlotte
OWB
Owensboro
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Wed, Oct 7 from Charlotte to Owensboro, returning Sun, Oct 11, priced at $211 found 4 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
CLTOwensboroOctober 4 to October 11$228
ORDOwensboroOctober 2 to October 4$353
TPAOwensboroOctober 2 to October 4$734
DFWOwensboroOctober 2 to October 4$1,046
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Hopkins County Accommodation Deals

Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

2 out of 5
1900 Lantaff Blvd Madisonville KY
$89 nightly
The price is $99 total per night from Sep 30 to Oct 1
$99 total
Sep 30 - Oct 1
Total with taxes and fees
Stay at this hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowDays Inn by Wyndham Madisonville
Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

2.5 out of 5
1891 Lantaff Blvd Madisonville KY
$94 nightly
The price is $104 total per night from Oct 2 to Oct 3
$104 total
Oct 2 - Oct 3
Total with taxes and fees
Stay at this hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (383 reviews)
"Clean room. Bathroom needs updating and a new tub drain. Shower head was nice and strong."

Reviewed on Sep 26, 2026

Opens in a new windowBaymont by Wyndham Madisonville
Comfort Inn & Suites Madisonville

Comfort Inn & Suites Madisonville

2.5 out of 5
545 Powell Dr Madisonville KY
Fully refundable
$101 nightly
The price is $112 total per night from Oct 23 to Oct 24
$112 total
Oct 23 - Oct 24
Total with taxes and fees
Book a stay at this business-friendly hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowComfort Inn & Suites Madisonville
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Holiday Inn Express & Suites Madisonville by IHG

Holiday Inn Express & Suites Madisonville by IHG

2.5 out of 5
234 Midtown Blvd. Madisonville KY
Fully refundable
$117 nightly
The price is $130 total per night from Oct 25 to Oct 26
$130 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (238 reviews)
"A little bit of trouble trying to check in early with no success. Was promised a phone call that the room was ready. NEVER RECEIVED. But all in a it was a very pleasant experience :-)"

Reviewed on Sep 27, 2026

Opens in a new windowHoliday Inn Express & Suites Madisonville by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Hopkins County

Orbitz uses cutting edge mobile technology to help get you the best deals on Hopkins County flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Hopkins County Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Hopkins County, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Hopkins County can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Hopkins County. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Hopkins County to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Hopkins County?
There are 12 airlines to select from when journeying to Owensboro-Daviess County Regional Airport (OWB). Grab yourself a low-cost plane ticket to Hopkins County from one of these well-known carriers:

  • Cape Air - 50 flights to Hopkins County per month
  • Allegiant Air - 0 flights to Hopkins County per month

How much is a flight to Hopkins County?
If you're looking for back and forth flights, airfares fluctuated between $178 and $1,046 this week. The most affordable one-way ticket prices were $89, departing from Chicago (ORD).
How to book the cheapest flight to Hopkins County?
Scoring cheap flights to Hopkins County is as easy as booking your ticket with Orbitz. But if you'd like to make sure you're walking away with the best flight deals around, here are a few tips worth following:

  • Depending on where you're departing from, select the 'Nearby airports' function (located under the departure and arrival form fields). In some cases, alternative departure points will offer better prices on fares.
  • Also, click on the 'Show flexible dates' option to see the prices on days either side of your chosen departure. It's possible to pick up cheaper flight deals if your travel dates are flexible.
  • You can also select the 'Show options' function to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd prefer to fly.
  • The early bird gets the most impressive deals, so book your tickets the moment you know your travel dates. The cheapest airfares are quick to go and prices normally climb as the departure date nears.
  • Think about bundling your hotels, flights and car rental into a package with Orbitz to stretch your budget even further.
  • If you can, don't fly in peak seasons. Airfares are often at their most expensive during school breaks, summer and around other vacation times like Easter and Thanksgiving.

What is the best time to book a flight to Hopkins County?
Generally speaking, the cheapest time to book your airfare is in January. This is followed by February and August. When seeking a cheap flight to Hopkins County, make sure you're ready to book. Cheap deals appear suddenly and don't stick around!
What day of the week is the cheapest to book a flight to Hopkins County?
To score an unbeatable flight deal, make a booking on a Tuesday, Wednesday or Saturday. These are usually the cheapest days to purchase airfares to Hopkins County.
What is the cheapest day of the week to fly to Hopkins County?
Everyone enjoys saving money, so think about departing early in the week for cheap flights to Hopkins County. Orbitz data from 2020 shows you can score the best prices on flights leaving on Mondays. Tuesday is the next cheapest day, while Saturdays are the costliest. Many people like to start their vacation at the end of the week, so leave those Saturdays for catching up with friends.
What is the cheapest month to fly to Hopkins County?
To secure cheap flights to Hopkins County, you should fly out in August. If getting a great deal on your plane ticket is your main priority, Orbitz data has found that this is generally the best month to go on a trip. June is when fares are at their peak.
Which airlines allow free cancellation?
If you think your travel plans could change, Orbitz will help you find a flexible ticket. All you need to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you airlines that offer free cancellation and no change fees — all on top of our awesome low prices.
What do I need for the flight to Hopkins County?
Nothing's more fun than jetting to a new destination, but it's wise to be prepared. This list of top tips will help get your trip off to a smooth start:

  • Whether you print it out or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some kind of government-issued photo identification. If you're traveling internationally, make sure your passport is valid and you've checked visa requirements.
  • Make time fly by even quicker on your short flight by packing the right things. Think tasty snacks, a water bottle and entertainment. If you'd like your journey to Hopkins County to pass peacefully, throw some headphones in your carry-on bag too.
  • Even if you're traveling when it's sweltering outside, carry a hoodie or sweater on board with you. Airplane cabins can get a bit chilly!

How do I get cheap first-class/business deals to Hopkins County?
Savvy travelers have a knack for finding first or business-class airfares to Hopkins County without the astronomical price tag. Follow their lead with these handy hints:

  • Flexibility isn't confined to yoga. Leave some room to move around your travel dates so you can snap up more affordable airfares when a sale pops up.
  • Look for a budget carrier that has seats in business class. They often come with extra space and a glass of Champagne — but without the high price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a flight rewards program.

What is the best time to go to Hopkins County?
Hopkins County is busy in May, August and October. If you plan to visit during these months, it would be a good idea to book ahead of time to ensure you land the greatest deals. Curious to know what the summertime's like in Hopkins County? Average daily temperatures generally hover between 65 ºF and 85 ºF. Like many destinations in the Northern Hemisphere, the summer season starts June 20 here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.