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Western Kentucky

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Western Kentucky Flights as Low as $139

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Contour Airlines
Fri, May 15 - Sat, May 16
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$139 Roundtrip, found 19 hours ago
$139
Roundtrip
found 19 hours ago
Select Contour Airlines flight, departing Fri, May 15 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sat, May 16, priced at $139 found 19 hours ago
Contour Airlines
Sat, May 30 - Sun, May 31
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$142 Roundtrip, found 23 hours ago
$142
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Sat, May 30 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, May 31, priced at $142 found 23 hours ago
Contour Airlines
Thu, May 28 - Sat, May 30
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$183 Roundtrip, found 23 hours ago
$183
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Thu, May 28 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sat, May 30, priced at $183 found 23 hours ago
Contour Airlines
Fri, May 15 - Wed, May 27
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$188 Roundtrip, found 2 days ago
$188
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, May 15 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Wed, May 27, priced at $188 found 2 days ago
Contour Airlines
Thu, May 28 - Sun, May 31
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$193 Roundtrip, found 23 hours ago
$193
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Thu, May 28 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, May 31, priced at $193 found 23 hours ago
Contour Airlines
Tue, May 26 - Tue, May 26
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Tue, May 26 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Tue, May 26, priced at $202 found 1 day ago
Contour Airlines
Mon, May 25 - Thu, May 28
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$208 Roundtrip, found 23 hours ago
$208
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Mon, May 25 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Thu, May 28, priced at $208 found 23 hours ago
Contour Airlines
Fri, May 15 - Fri, May 22
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, May 15 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Fri, May 22, priced at $213 found 1 day ago
Contour Airlines
Mon, May 25 - Sun, May 31
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$218 Roundtrip, found 23 hours ago
$218
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Mon, May 25 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, May 31, priced at $218 found 23 hours ago
Contour Airlines
Mon, May 25 - Wed, May 27
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$229 Roundtrip, found 23 hours ago
$229
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Mon, May 25 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Wed, May 27, priced at $229 found 23 hours ago
Contour Airlines
Wed, May 27 - Fri, May 29
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$234 Roundtrip, found 23 hours ago
$234
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Wed, May 27 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Fri, May 29, priced at $234 found 23 hours ago
Contour Airlines
Sun, May 24 - Thu, May 28
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$239 Roundtrip, found 23 hours ago
$239
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Sun, May 24 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Thu, May 28, priced at $239 found 23 hours ago
Contour Airlines
Fri, May 15 - Sat, May 23
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$243 Roundtrip, found 1 day ago
$243
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, May 15 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sat, May 23, priced at $243 found 1 day ago
Contour Airlines
Sun, May 24 - Sun, May 31
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$249 Roundtrip, found 23 hours ago
$249
Roundtrip
found 23 hours ago
Select Contour Airlines flight, departing Sun, May 24 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, May 31, priced at $249 found 23 hours ago
American Airlines
Wed, May 6 - Wed, May 13
ORD
O'Hare Intl.
EVV
Evansville Regional
$438 Roundtrip, found 1 day ago
$438
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 6 from O'Hare Intl. to Evansville Regional, returning Wed, May 13, priced at $438 found 1 day ago
Delta
Wed, May 6 - Wed, May 13
ORD
O'Hare Intl.
EVV
Evansville Regional
$1,063 Roundtrip, found 1 day ago
$1,063
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 6 from O'Hare Intl. to Evansville Regional, returning Wed, May 13, priced at $1,063 found 1 day ago

Cheap Flights to Western Kentucky

Fall in love at first flight with your vacation to Western Kentucky by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Western Kentucky on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Western Kentucky, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Western Kentucky

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Western Kentucky with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BWG airport.

What is the cheapest month to fly to Western Kentucky?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Western Kentucky are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Western Kentucky?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Western Kentucky.

What airport is best to fly into Western Kentucky?

When you’re planning your trip to Western Kentucky, convenience is the name of the game. Luckily, Western Kentucky Owensboro-Daviess County Regional Airport is nearby so you can deplane and get going on checking off everything on your Western Kentucky must-do list.

How much are flights to Western Kentucky?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Western Kentucky on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $139, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Western Kentucky?

The trick to saving a stack of cash on your flight to Western Kentucky? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $139 right now, why wait?

Western Kentucky Flight Information
Destination airport
Owensboro-Daviess County Regional
Destination airport IATA code
OWB
Roundtrip price
$138

Last Minute Hotel Deals in Western Kentucky

Kentucky Dam Village State Resort Park

Kentucky Dam Village State Resort Park

3 out of 5
166 upper village Dr Gilbertsville KY
Book a stay at this beach hotel in Gilbertsville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,086 reviews)
Breakfast buffet overpriced. Need a senior citizen reduction. Bees around deck area- couldn’t sit outside. Room interior needs upgrade. No amenities- no mini fridge; no microwave; no housekeeping service

Reviewed on Apr 30, 2026

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Kentucky Dam Village State Resort Park
Auburn Place Hotel & Suites - Paducah

Auburn Place Hotel & Suites - Paducah

2.5 out of 5
3994 Hinkleville Rd Paducah KY
Book a stay at this business-friendly hotel in Paducah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,245 reviews)
The room was clean and the bed comfortable. The staff was polite, however, I guess I'ma bit "old school" as I expected the front desk staff to be wearing something more professional than a t-shirt. The breakfast did not look appealing to me, so I skipped it. I was able to park in the fron of the ...

Reviewed on Apr 30, 2026

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Auburn Place Hotel & Suites - Paducah
Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

2.5 out of 5
3220 W Parrish Ave Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,001 reviews)
Breakfast was good, room was clean

Reviewed on Apr 28, 2026

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Greenfield Inn & Suites Owensboro, KY Airport
Drury Inn & Suites Paducah

Drury Inn & Suites Paducah

3 out of 5
2930 James Sanders Blvd Paducah KY
Book a stay at this business-friendly hotel in Paducah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,003 reviews)
What an amazing stay,! I always knew the name Drury meant you were staying in style listening toy parents as a child, but wow! Rooms were huge and beds were so comfortable. Free full breakfast that had everything you needed, 3# free cocktails (beer to bloody Mary's) in the evening, and a little classy ...

Reviewed on Apr 30, 2026

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Drury Inn & Suites Paducah
Drury Inn Paducah

Drury Inn Paducah

3 out of 5
3975 Hinkleville Rd Paducah KY
Book a stay at this business-friendly hotel in Paducah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (1,003 reviews)
The staff was very kind and helpful. The only issue was there was not enough staff. One person working in the evening. That person was very helpful.

Reviewed on Apr 30, 2026

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Drury Inn Paducah
Quality Inn & Suites Metropolis I-24

Quality Inn & Suites Metropolis I-24

2.5 out of 5
2118 E 5th St Metropolis IL
Stay at this hotel in Metropolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,002 reviews)
Pool was closed for maintenance. Breakfast was great. Lots of choices. Room was decent. Looked to be needing a little vacuuming. Room had a smell. Not a bad smell but can't pinpoint what exactly it was. Bought some air freshener sprayed it around several times a day. Staff was polite and helpful. ...

Reviewed on Apr 26, 2026

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Quality Inn & Suites Metropolis I-24
Holiday Inn Express Metropolis by IHG

Holiday Inn Express Metropolis by IHG

2.5 out of 5
2179 East 5th Street Metropolis IL
Book a stay at this business-friendly hotel in Metropolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,000 reviews)
Great breakfast! Delicious and so many options for all my picky kids. Friendly staff!

Reviewed on Apr 29, 2026

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Holiday Inn Express Metropolis by IHG
Comfort Suites Paducah Mall Area

Comfort Suites Paducah Mall Area

2.5 out of 5
3918 COLEMAN CROSSING CIR Paducah KY
Book a stay at this business-friendly hotel in Paducah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
Yes we enjoyed our stay and hope stay there again next year!!!

Reviewed on Apr 30, 2026

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Comfort Suites Paducah Mall Area
See all 1,532 properties in Western Kentucky
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.