Search Cheap Flights to
Oakland City

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Oakland City Flights as Low as $445

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

American Airlines
Tue, Mar 25 - Sat, Mar 29
ORD
O'Hare Intl.
EVV
Evansville Regional
$445 Roundtrip, found 12 hours ago
$445
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Mar 25 from O'Hare Intl. to Evansville Regional, returning Sat, Mar 29, priced at $445 found 12 hours ago
American Airlines
Sat, Mar 22 - Tue, Mar 25
ORD
O'Hare Intl.
EVV
Evansville Regional
$447 Roundtrip, found 12 hours ago
$447
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Mar 22 from O'Hare Intl. to Evansville Regional, returning Tue, Mar 25, priced at $447 found 12 hours ago
American Airlines
Sat, Mar 22 - Sun, Mar 23
ORD
O'Hare Intl.
EVV
Evansville Regional
$448 Roundtrip, found 12 hours ago
$448
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Mar 22 from O'Hare Intl. to Evansville Regional, returning Sun, Mar 23, priced at $448 found 12 hours ago
American Airlines
Sun, Mar 23 - Sun, Mar 30
ORD
O'Hare Intl.
EVV
Evansville Regional
$449 Roundtrip, found 12 hours ago
$449
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Mar 23 from O'Hare Intl. to Evansville Regional, returning Sun, Mar 30, priced at $449 found 12 hours ago
American Airlines
Tue, Mar 25 - Wed, Mar 26
ORD
O'Hare Intl.
EVV
Evansville Regional
$679 Roundtrip, found 12 hours ago
$679
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Mar 25 from O'Hare Intl. to Evansville Regional, returning Wed, Mar 26, priced at $679 found 12 hours ago
American Airlines
Tue, Mar 25 - Tue, Mar 25
ORD
O'Hare Intl.
EVV
Evansville Regional
$689 Roundtrip, found 12 hours ago
$689
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Mar 25 from O'Hare Intl. to Evansville Regional, returning Tue, Mar 25, priced at $689 found 12 hours ago
American Airlines
Wed, Mar 26 - Wed, Mar 26
ORD
O'Hare Intl.
EVV
Evansville Regional
$692 Roundtrip, found 12 hours ago
$692
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Mar 26 from O'Hare Intl. to Evansville Regional, returning Wed, Mar 26, priced at $692 found 12 hours ago
American Airlines
Tue, Mar 25 - Thu, Mar 27
ORD
O'Hare Intl.
EVV
Evansville Regional
$704 Roundtrip, found 12 hours ago
$704
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Mar 25 from O'Hare Intl. to Evansville Regional, returning Thu, Mar 27, priced at $704 found 12 hours ago
American Airlines
Sun, Mar 23 - Tue, Mar 25
ORD
O'Hare Intl.
EVV
Evansville Regional
$708 Roundtrip, found 12 hours ago
$708
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Mar 23 from O'Hare Intl. to Evansville Regional, returning Tue, Mar 25, priced at $708 found 12 hours ago
American Airlines
Sun, Mar 23 - Mon, Mar 24
ORD
O'Hare Intl.
EVV
Evansville Regional
$733 Roundtrip, found 12 hours ago
$733
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Mar 23 from O'Hare Intl. to Evansville Regional, returning Mon, Mar 24, priced at $733 found 12 hours ago
American Airlines
Sun, Mar 23 - Sun, Mar 23
ORD
O'Hare Intl.
EVV
Evansville Regional
$742 Roundtrip, found 12 hours ago
$742
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Mar 23 from O'Hare Intl. to Evansville Regional, returning Sun, Mar 23, priced at $742 found 12 hours ago
Delta
Sat, Mar 22 - Thu, Mar 27
XWA
Basin Intl.
EVV
Evansville Regional
$800 Roundtrip, found 2 days ago
$800
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 22 from Basin Intl. to Evansville Regional, returning Thu, Mar 27, priced at $800 found 2 days ago
Delta
Sat, Mar 22 - Wed, Mar 26
XWA
Basin Intl.
EVV
Evansville Regional
$860 Roundtrip, found 2 days ago
$860
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 22 from Basin Intl. to Evansville Regional, returning Wed, Mar 26, priced at $860 found 2 days ago
American Airlines
Sat, Mar 22 - Sat, Mar 22
ORD
O'Hare Intl.
EVV
Evansville Regional
$897 Roundtrip, found 12 hours ago
$897
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Mar 22 from O'Hare Intl. to Evansville Regional, returning Sat, Mar 22, priced at $897 found 12 hours ago
Delta
Sat, Mar 22 - Fri, Mar 28
XWA
Basin Intl.
EVV
Evansville Regional
$909 Roundtrip, found 2 days ago
$909
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 22 from Basin Intl. to Evansville Regional, returning Fri, Mar 28, priced at $909 found 2 days ago
Delta
Tue, Dec 23 - Sun, Jan 4
XWA
Basin Intl.
EVV
Evansville Regional
$932 Roundtrip, found 14 hours ago
$932
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Dec 23 from Basin Intl. to Evansville Regional, returning Sun, Jan 4, priced at $932 found 14 hours ago

Cheap Flights to Oakland City

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

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

Frequently Asked Questions About flights to Oakland City

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

What is the cheapest month to fly to Oakland City?

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 Oakland City are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Oakland City?

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 Oakland City.

What airport is best to fly into Oakland City?

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

How much are flights to Oakland City?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Oakland City on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $445, 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 Oakland City?

The trick to saving a stack of cash on your flight to Oakland City? 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 $445 right now, why wait?

Oakland City Flight Information
Destination airport
Evansville Regional
Destination airport IATA code
EVV
Roundtrip price
$445

Last Minute Hotel Deals in Oakland City

Spark by Hilton Evansville East, IN
Spark by Hilton Evansville East, IN
2.5 out of 5
8005 E Division St, Evansville, IN
The price is $87 per night from Apr 17 to Apr 18
$87
includes taxes & fees
Apr 17 - Apr 18
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (85 reviews)
"Staff was very helpful and friendly. Rooms clean. Could have had more breakfast selection"

Reviewed on Mar 18, 2025

Spark by Hilton Evansville East, IN
Country Inn & Suites by Radisson, Evansville, IN
Country Inn & Suites by Radisson, Evansville, IN
3 out of 5
301 Circle Front Dr, Evansville, IN
The price is $99 per night from Apr 20 to Apr 21
$99
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3-star business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Friendly staff, quick check in, and clean rooms. Location is convenient to many areas."

Reviewed on Mar 3, 2025

Country Inn & Suites by Radisson, Evansville, IN
Hampton Inn Evansville
Hampton Inn Evansville
2.5 out of 5
8000 Eagle Crest Boulevard, Evansville, IN
The price is $86 per night from Apr 19 to Apr 20
$86
includes taxes & fees
Apr 19 - Apr 20
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
"Great place to stay. Quiet and clean. We enjoyed the stay."

Reviewed on Mar 9, 2025

Hampton Inn Evansville
Comfort Inn & Suites Evansville Airport
Comfort Inn & Suites Evansville Airport
2.5 out of 5
3901 Highway 41 N., Evansville, IN
The price is $92 per night from Mar 23 to Mar 24
$92
includes taxes & fees
Mar 23 - Mar 24
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,002 reviews)
"This hotel is my favorite, always clean and has all the amenities my family needs"

Reviewed on Mar 18, 2025

Comfort Inn & Suites Evansville Airport
Drury Inn & Suites Evansville East
Drury Inn & Suites Evansville East
3 out of 5
100 Cross Pointe Blvd, Evansville, IN
The price is $137 per night from Apr 6 to Apr 7
$137
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,001 reviews)
"Na"

Reviewed on Mar 17, 2025

Drury Inn & Suites Evansville East
La Quinta Inn & Suites by Wyndham Evansville
La Quinta Inn & Suites by Wyndham Evansville
2.5 out of 5
8015 East Division Street, Evansville, IN
The price is $96 per night from Mar 30 to Mar 31
$96
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
Staycation
"Great hotel to stay at!"

Reviewed on Mar 3, 2025

La Quinta Inn & Suites by Wyndham Evansville
Howard Johnson by Wyndham Evansville East
Howard Johnson by Wyndham Evansville East
2.5 out of 5
1101 N Green River Rd, Evansville, IN
The price is $79 per night from Mar 30 to Mar 31
$79
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this business-friendly hotel in Evansville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,004 reviews)
"Everyone was very helpful and nice, and they have a good breakfast every morning."

Reviewed on Mar 13, 2025

Howard Johnson by Wyndham Evansville East
Hampton Inn Princeton
Hampton Inn Princeton
2.5 out of 5
107 S Richland Creek Dr, Princeton, IN
The price is $118 per night from Apr 18 to Apr 19
$118
includes taxes & fees
Apr 18 - Apr 19
Stay at this hotel in Princeton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews.
9/10 Wonderful! (452 reviews)
"Check in was a breeze! Morgan was amazing and explained everything to me about check in and check out. Also Had freshly made cookies and coffee out too. She was there every morning i was and she asked about my stay each time and asked if i needed anything. She was super friendly and made evwrything ..."

Reviewed on Mar 9, 2025

Hampton Inn Princeton
See all 160 properties in Oakland City
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.