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Oaktown

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Oaktown Flights as Low as $138

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

Contour Airlines
Tue, Oct 7 - Tue, Oct 14
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Tue, Oct 7 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Tue, Oct 14, priced at $138 found 1 day ago
Contour Airlines
Sat, Oct 4 - Sun, Oct 12
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Sat, Oct 4 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 12, priced at $148 found 2 days ago
Contour Airlines
Sun, Oct 5 - Sun, Oct 12
ORD
O'Hare Intl.
OWB
Owensboro-Daviess County Regional
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Sun, Oct 5 from O'Hare Intl. to Owensboro-Daviess County Regional, returning Sun, Oct 12, priced at $158 found 2 days ago
United
Thu, Sep 25 - Sat, Sep 27
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select United flight, departing Thu, Sep 25 from O'Hare Intl. to Indianapolis Intl., returning Sat, Sep 27, priced at $159 found 2 days ago
American Airlines
Thu, Sep 25 - Sat, Sep 27
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Indianapolis Intl., returning Sat, Sep 27, priced at $159 found 2 days ago
United
Sat, Aug 16 - Thu, Aug 21
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 16 from O'Hare Intl. to Indianapolis Intl., returning Thu, Aug 21, priced at $162 found 1 day ago
American Airlines
Sat, Aug 16 - Thu, Aug 21
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Indianapolis Intl., returning Thu, Aug 21, priced at $162 found 1 day ago
United
Sat, Aug 16 - Thu, Aug 21
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select United flight, departing Sat, Aug 16 from O'Hare Intl. to Indianapolis Intl., returning Thu, Aug 21, priced at $181 found 1 day ago
American Airlines
Sat, Aug 16 - Thu, Aug 21
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Indianapolis Intl., returning Thu, Aug 21, priced at $192 found 1 day ago
American Airlines
Sat, Aug 16 - Thu, Aug 21
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Indianapolis Intl., returning Thu, Aug 21, priced at $194 found 1 day ago
United
Mon, Sep 22 - Tue, Sep 23
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select United flight, departing Mon, Sep 22 from O'Hare Intl. to Indianapolis Intl., returning Tue, Sep 23, priced at $197 found 2 days ago
American Airlines
Thu, Sep 25 - Sat, Sep 27
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Indianapolis Intl., returning Sat, Sep 27, priced at $201 found 2 days ago
Delta
Sat, Aug 16 - Thu, Aug 21
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 16 from O'Hare Intl. to Indianapolis Intl., returning Thu, Aug 21, priced at $204 found 1 day ago
Spirit Airlines
Mon, Sep 22 - Fri, Sep 26
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$235 Roundtrip, found 2 days ago
$235
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Sep 22 from O'Hare Intl. to Indianapolis Intl., returning Fri, Sep 26, priced at $235 found 2 days ago
Delta
Sat, Jul 26 - Sat, Aug 2
ORD
O'Hare Intl.
IND
Indianapolis Intl.
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Jul 26 from O'Hare Intl. to Indianapolis Intl., returning Sat, Aug 2, priced at $280 found 4 days ago
American Airlines
Sat, Jul 12 - Sat, Jul 19
ORD
O'Hare Intl.
EVV
Evansville Regional
$365 Roundtrip, found 2 days ago
$365
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to Evansville Regional, returning Sat, Jul 19, priced at $365 found 2 days ago

Cheap Flights to Oaktown

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

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

Frequently Asked Questions About flights to Oaktown

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

What is the cheapest month to fly to Oaktown?

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 Oaktown are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oaktown?

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 Oaktown.

What airport is best to fly into Oaktown?

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

How much are flights to Oaktown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oaktown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $138, 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 Oaktown?

The trick to saving a stack of cash on your flight to Oaktown? 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 $138 right now, why wait?

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

Last Minute Hotel Deals in Oaktown

Country View Inn & Suites
Country View Inn & Suites
2.5 out of 5
100 Abraham Lincoln, Robinson, IL
Stay at this hotel in Robinson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Washington Park and Deer Run Mary Heath Memorial Golf ...
9.2/10 Wonderful! (222 reviews)
"Hi my stay was good pleasant and the staff was respectful of me. Also I used the pool indoor and breakfast was convenient and plenty. I will use them again plus very near to where I had to be."

Reviewed on Jun 16, 2025

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Country View Inn & Suites
Baymont by Wyndham Washington
Baymont by Wyndham Washington
2.5 out of 5
7 Cumberland Dr, Washington, IN
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (602 reviews)
"Nice value for the money."

Reviewed on Jun 16, 2025

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Baymont by Wyndham Washington
Comfort Suites
Comfort Suites
2.5 out of 5
2555 Hart St, Vincennes, IN
Book a stay at this business-friendly hotel in Vincennes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (501 reviews)
"Very nice motel to spend the night and feel refreshed for the next day."

Reviewed on Jun 16, 2025

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Comfort Suites
Days Inn by Wyndham Sullivan
Days Inn by Wyndham Sullivan
2 out of 5
907 W Sr 154 Hwy 41 And 154, Sullivan, IN
Book a stay at this business-friendly hotel in Sullivan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
7.6/10 Good! (371 reviews)
"Property was clean and well kept. Breakfast was not that good. The waffle batter tasted terrible. There were several snack food options all high sugar low quality snacks."

Reviewed on May 27, 2025

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Days Inn by Wyndham Sullivan
Holiday Inn Express Vincennes by IHG
Holiday Inn Express Vincennes by IHG
2.5 out of 5
2720 Battery Rd, Vincennes, IN
Book a stay at this business-friendly hotel in Vincennes. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (409 reviews)
"Our stay here was wonderful. Check in was easy with friendly staff. We enjoyed the nice breakfast chiices. The rooms were clean, bed was comfortable, and room service was very good. Would stay again and highly recommend."

Reviewed on Jun 8, 2025

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Holiday Inn Express Vincennes by IHG
Holiday Inn Express Washington by IHG
Holiday Inn Express Washington by IHG
2.5 out of 5
1808 E National Hwy, Washington, IN
Book a stay at this business-friendly hotel in Washington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
8.4/10 Very Good! (79 reviews)
Acceptable but antique and hard to access
"This hotel was hard to find, partly because its sign has been out of order for months. It literally took me an hour to reach it once I left the highway. The condition was good enough, but it needs a fair amount of internal repair. The staff worked at making up for various disadvantages."

Reviewed on May 9, 2025

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Holiday Inn Express Washington by IHG
Hampton Inn Vincennes
Hampton Inn Vincennes
2.5 out of 5
2863 Ford Rd, Vincennes, IN
Stay at this hotel in Vincennes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions YMCA ...
9/10 Wonderful! (297 reviews)
"Great staff, clean, and a good breakfast"

Reviewed on Jun 15, 2025

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Hampton Inn Vincennes
Red Roof Inn Vincennes
Red Roof Inn Vincennes
2.5 out of 5
1800 S Old Decker Rd, Vincennes, IN
Book a stay at this business-friendly hotel in Vincennes. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions YMCA Park and Indiana ...
6.6/10 (289 reviews)
"Nice guy at the desk. We chatted several minutes about the local restaurants. Walmart and lots of restaurants within 1-3 miles. Hotel isnt fancy. But, very clean and comfortable."

Reviewed on Jan 17, 2025

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Red Roof Inn Vincennes
See all 79 properties in Oaktown
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.