Search Cheap Flights to
Oaktown

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Oaktown Flights as Low as $154

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

Frontier Airlines
Wed, Oct 28 - Wed, Nov 11
MCO
Orlando Intl.
IND
Indianapolis Intl.
$154 Roundtrip, found 4 hours ago
$154
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Indianapolis Intl., returning Wed, Nov 11, priced at $154 found 4 hours ago
Frontier Airlines
Wed, Oct 28 - Mon, Nov 9
MCO
Orlando Intl.
IND
Indianapolis Intl.
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Indianapolis Intl., returning Mon, Nov 9, priced at $174 found 2 days ago
Frontier Airlines
Sat, Oct 3 - Mon, Oct 12
MCO
Orlando Intl.
IND
Indianapolis Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Orlando Intl. to Indianapolis Intl., returning Mon, Oct 12, priced at $177 found 1 day ago
Frontier Airlines
Wed, Oct 28 - Wed, Nov 11
MCO
Orlando Intl.
IND
Indianapolis Intl.
$186 Roundtrip, found 4 hours ago
$186
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Indianapolis Intl., returning Wed, Nov 11, priced at $186 found 4 hours ago
Bargain Flight
Sat, Sep 19 - Tue, Sep 22
MSP
Minneapolis - St. Paul Intl.
IND
Indianapolis Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Sat, Sep 19 from Minneapolis - St. Paul Intl. to Indianapolis Intl., returning Tue, Sep 22, priced at $188 found 4 days ago
Frontier Airlines
Tue, Oct 20 - Tue, Oct 27
MCO
Orlando Intl.
IND
Indianapolis Intl.
$189 Roundtrip, found 4 hours ago
$189
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Orlando Intl. to Indianapolis Intl., returning Tue, Oct 27, priced at $189 found 4 hours ago
Frontier Airlines
Tue, Oct 20 - Wed, Oct 28
MCO
Orlando Intl.
IND
Indianapolis Intl.
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Orlando Intl. to Indianapolis Intl., returning Wed, Oct 28, priced at $193 found 4 days ago
Frontier Airlines
Sat, Sep 19 - Tue, Sep 22
MSP
Minneapolis - St. Paul Intl.
IND
Indianapolis Intl.
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Minneapolis - St. Paul Intl. to Indianapolis Intl., returning Tue, Sep 22, priced at $198 found 4 days ago
Frontier Airlines
Tue, Sep 15 - Thu, Oct 1
IAH
George Bush Intercontinental
IND
Indianapolis Intl.
$231 Roundtrip, found 14 hours ago
$231
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from George Bush Intercontinental to Indianapolis Intl., returning Thu, Oct 1, priced at $231 found 14 hours ago
Southwest Airlines
Wed, Oct 28 - Wed, Nov 11
MCO
Orlando Intl.
IND
Indianapolis Intl.
$234 Roundtrip, found 4 hours ago
$234
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Indianapolis Intl., returning Wed, Nov 11, priced at $234 found 4 hours ago
Frontier Airlines
Tue, Oct 20 - Tue, Dec 1
IAD
Washington Dulles Intl.
IND
Indianapolis Intl.
$239 Roundtrip, found 14 hours ago
$239
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Oct 20 from Washington Dulles Intl. to Indianapolis Intl., returning Tue, Dec 1, priced at $239 found 14 hours ago
Bargain Flight
Wed, Oct 14 - Tue, Oct 20
GSO
Piedmont Triad Intl.
IND
Indianapolis Intl.
$244 Roundtrip, found 14 hours ago
$244
Roundtrip
found 14 hours ago
Select Bargain Flight flight, departing Wed, Oct 14 from Piedmont Triad Intl. to Indianapolis Intl., returning Tue, Oct 20, priced at $244 found 14 hours ago
Frontier Airlines
Mon, Sep 21 - Thu, Oct 8
SAT
San Antonio Intl.
IND
Indianapolis Intl.
$262 Roundtrip, found 14 hours ago
$262
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Mon, Sep 21 from San Antonio Intl. to Indianapolis Intl., returning Thu, Oct 8, priced at $262 found 14 hours ago
Delta
Wed, Oct 28 - Wed, Nov 11
MCO
Orlando Intl.
IND
Indianapolis Intl.
$263 Roundtrip, found 4 hours ago
$263
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Oct 28 from Orlando Intl. to Indianapolis Intl., returning Wed, Nov 11, priced at $263 found 4 hours ago
American Airlines
Wed, Oct 28 - Wed, Nov 11
MCO
Orlando Intl.
IND
Indianapolis Intl.
$263 Roundtrip, found 4 hours ago
$263
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Oct 28 from Orlando Intl. to Indianapolis Intl., returning Wed, Nov 11, priced at $263 found 4 hours ago
Breeze Airways
Wed, Dec 2 - Wed, Dec 16
MCO
Orlando Intl.
EVV
Evansville Regional
$280 Roundtrip, found 3 days ago
$280
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 2 from Orlando Intl. to Evansville Regional, returning Wed, Dec 16, priced at $280 found 3 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 14 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 $154, 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 $154 right now, why wait?

Oaktown Flight Information
Destination airport
Indianapolis Intl.
Destination airport IATA code
IND
Roundtrip price
$154

Last Minute Hotel Deals in Oaktown

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! (728 reviews)
"Staff always very pleasant and friendly."

Reviewed on Aug 31, 2026

Get rates
Baymont by Wyndham Washington
Econo Lodge Vincennes

Econo Lodge Vincennes

2 out of 5
600 Old Wheatland Rd Vincennes IN
Book a stay at this business-friendly hotel in Vincennes. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gregg Park and Salvation Army ...
6.2/10 (221 reviews)
"Me and my wife got to the first room and it was terrible. It smelled moldy, it was dirty. The beds weren't made furniture was in poor condition. The smoke detector was broken. The microwave was filthy. The TV didn't work. It was gross, they moved us to a second room, and it was the same. We just ..."

Reviewed on Aug 29, 2026

Get rates
Econo Lodge Vincennes
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 ...
Get rates
Country View Inn & Suites
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 breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Get rates
Holiday Inn Express Vincennes by IHG
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. ...
Get rates
Days Inn by Wyndham Sullivan
Pleasant Grove Farm LLC

Pleasant Grove Farm LLC

3 out of 5
2750 S Pleasant Grove Farms Linton IN
Stay at this cottage in Linton. Enjoy free parking, a 24-hour front desk, and a garden.
9.4/10 Exceptional! (105 reviews)
"We love staying here. We travel to Indiana 1 to 2 times a year and always stay here. It is a really quiet place and always clean. The staff and owners are extremely nice and helpful. We highly recommend stay there. Checking in is always super easy and if you need anything, you can ask and they have ..."

Reviewed on Jul 2, 2026

Get rates
Pleasant Grove Farm LLC
Comfort Suites Vincennes

Comfort Suites Vincennes

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! (612 reviews)
"The room smelled musty. The tv did not work. Outside window was about to fall out. Stains on bedding and towels. Very slow elevator. Toilet was wobbly. Bathroom wasn’t the cleanest. Will not go back"

Reviewed on Aug 22, 2026

Get rates
Comfort Suites Vincennes
Simply Home Inn & Suites

Simply Home Inn & Suites

2.5 out of 5
1500 W Main St Robinson IL
Book a stay at this business-friendly motel in Robinson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Washington Park and Deer Run ...
6.4/10 (12 reviews)
"Checked in, was given a key to a dirty room. Went back up front, staff sighed loudly because we said our room was dirty. We reserved a king suite. After 10 mins she put us in a different room with double beds. I’m 36 weeks pregnant, and sleeping in bed with my husband was not that comfortable. Room ..."

Reviewed on Aug 31, 2026

Get rates
Simply Home Inn & Suites
See all 94 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.