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Cromwell

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Cromwell Flights as Low as $142

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

Contour Airlines
Tue, May 19 - Sun, May 24
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Tue, May 19 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, May 24, priced at $142 found 2 days ago
Contour Airlines
Mon, May 25 - Wed, May 27
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Mon, May 25 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Wed, May 27, priced at $183 found 3 days ago
Contour Airlines
Tue, May 19 - Fri, May 22
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$208 Roundtrip, found 11 hours ago
$208
Roundtrip
found 11 hours ago
Select Contour Airlines flight, departing Tue, May 19 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Fri, May 22, priced at $208 found 11 hours ago
Contour Airlines
Sun, May 24 - Wed, May 27
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$229 Roundtrip, found 4 days ago
$229
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Sun, May 24 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Wed, May 27, priced at $229 found 4 days ago
Contour Airlines
Fri, May 1 - Wed, May 6
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$233 Roundtrip, found 2 days ago
$233
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Fri, May 1 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Wed, May 6, priced at $233 found 2 days ago
Contour Airlines
Thu, May 21 - Tue, May 26
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Thu, May 21 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Tue, May 26, priced at $239 found 4 days ago
Contour Airlines
Fri, May 22 - Sat, May 23
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Fri, May 22 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sat, May 23, priced at $249 found 1 day ago
Contour Airlines
Wed, Apr 29 - Mon, May 4
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Wed, Apr 29 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Mon, May 4, priced at $253 found 1 day ago
Contour Airlines
Sun, May 24 - Mon, May 25
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Sun, May 24 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Mon, May 25, priced at $254 found 4 days ago
Contour Airlines
Thu, May 21 - Sat, May 23
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Thu, May 21 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sat, May 23, priced at $259 found 4 days ago
Contour Airlines
Thu, May 21 - Fri, May 22
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$285 Roundtrip, found 4 days ago
$285
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Thu, May 21 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Fri, May 22, priced at $285 found 4 days ago
Contour Airlines
Wed, Apr 29 - Sat, May 9
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Wed, Apr 29 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sat, May 9, priced at $315 found 4 days ago
Contour Airlines
Mon, May 25 - Wed, May 27
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$331 Roundtrip, found 3 days ago
$331
Roundtrip
found 3 days ago
Select Contour Airlines flight, departing Mon, May 25 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Wed, May 27, priced at $331 found 3 days ago
Contour Airlines
Wed, Apr 29 - Sat, May 9
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$335 Roundtrip, found 4 days ago
$335
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Wed, Apr 29 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Sat, May 9, priced at $335 found 4 days ago
American Airlines
Fri, May 1 - Wed, May 6
CLT
Charlotte-Douglas Intl.
OWB
Owensboro-Daviess County Regional
$342 Roundtrip, found 2 days ago
$342
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 1 from Charlotte-Douglas Intl. to Owensboro-Daviess County Regional, returning Wed, May 6, priced at $342 found 2 days ago
United
Sat, May 2 - Wed, May 6
MCI
Kansas City Intl.
OWB
Owensboro-Daviess County Regional
$693 Roundtrip, found 6 days ago
$693
Roundtrip
found 6 days ago
Select United flight, departing Sat, May 2 from Kansas City Intl. to Owensboro-Daviess County Regional, returning Wed, May 6, priced at $693 found 6 days ago

Cheap Flights to Cromwell

Fall in love at first flight with your vacation to Cromwell 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 Cromwell on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Cromwell

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cromwell 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 Cromwell?

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 Cromwell are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Cromwell?

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 Cromwell.

What airport is best to fly into Cromwell?

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

How much are flights to Cromwell?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cromwell on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $142, 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 Cromwell?

The trick to saving a stack of cash on your flight to Cromwell? 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 $142 right now, why wait?

Cromwell Flight Information
Destination airport
Owensboro-Daviess County Regional
Destination airport IATA code
OWB
Roundtrip price
$141

Last Minute Hotel Deals in Cromwell

Rough River Dam State Resort Park

Rough River Dam State Resort Park

3 out of 5
450 Lodge Rd Falls of Rough KY
Book a stay at this beach hotel in Falls of Rough. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Rough River Dam State Resort Park ...
9.2/10 Wonderful! (249 reviews)
We went on Easter, and missed that the restaurant would be closed while we were there. Other than not having dinner, the room was clean, quiet, and comfortable. The views and hiking trails were very nice. I look forward to going back in the future.

Reviewed on Apr 17, 2026

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Rough River Dam State Resort Park
Best Western Central City

Best Western Central City

2.5 out of 5
627 S 2nd St Central City KY
Book a stay at this business-friendly hotel in Central City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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Best Western Central City
Days Inn by Wyndham Central City

Days Inn by Wyndham Central City

2.5 out of 5
640 S 2nd St Central City KY
Book a stay at this business-friendly hotel in Central City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.4/10 Good! (291 reviews)
Pool and hot tub were not available for use. Breakfast was extremely poor with most items being unavailable and staff was not keeping it up. Happened both mornings we tried to get breakfast. The Remote that was on the north get stand could only change channels until we found one that actually worked ...

Reviewed on Apr 26, 2026

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Days Inn by Wyndham Central City
Beaver Dam Inn

Beaver Dam Inn

2.5 out of 5
1750 US Hwy 231 South Beaver Dam KY
Stay at this hotel in Beaver Dam. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Beaver Dam City Park and Oldham Park are located ...
7/10 Good! (52 reviews)
Rooms are clean staff were great but the door bathroom didn't work !!

Reviewed on Mar 27, 2026

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Beaver Dam Inn
Super 8 by Wyndham Central City

Super 8 by Wyndham Central City

2 out of 5
635 S 2nd St Central City KY
Book a stay at this business-friendly hotel in Central City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.4/10 Good! (463 reviews)
The room was non smoking but smelled of smoke. I used my body spray cologne to deal with it. There were no plastic cups in the room. My friend who booked a room later on was issued my room. We checked his key and it opened my room. At the desk their system showed I was in a different room. The room ...

Reviewed on Apr 7, 2026

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Super 8 by Wyndham Central City
Falls of Rough Motel

Falls of Rough Motel

2 out of 5
13689 Falls of Rough Rd Falls of Rough KY
Stay at this motel in Falls of Rough. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Rough River Dam State Resort Park and Rough ...
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Falls of Rough Motel
Caronoda Motel

Caronoda Motel

2.5 out of 5
606 S 2nd St Central City KY
Stay at this motel in Central City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Everly Brothers Monument is located nearby.
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Caronoda Motel
Kentucky Cabin Retreat w/ Covered Porch & Views

Kentucky Cabin Retreat w/ Covered Porch & Views

3.5 out of 5
Lewisburg KY
Stay at this apartment in Lewisburg. Enjoy free parking, in-room fireplaces, and air conditioning.
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Kentucky Cabin Retreat w/ Covered Porch & Views
See all 61 properties in Cromwell
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.