Search Cheap Flights to
Okolona

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Okolona Flights as Low as $245

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

American Airlines
Tue, Aug 5 - Tue, Aug 12
ORD
O'Hare Intl.
TUP
Tupelo Regional
$245 Roundtrip, found 4 hours ago
$245
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tupelo Regional, returning Tue, Aug 12, priced at $245 found 4 hours ago
American Airlines
Tue, Aug 5 - Thu, Aug 7
ORD
O'Hare Intl.
TUP
Tupelo Regional
$263 Roundtrip, found 17 hours ago
$263
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tupelo Regional, returning Thu, Aug 7, priced at $263 found 17 hours ago
American Airlines
Tue, Aug 5 - Sat, Aug 9
ORD
O'Hare Intl.
TUP
Tupelo Regional
$269 Roundtrip, found 17 hours ago
$269
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tupelo Regional, returning Sat, Aug 9, priced at $269 found 17 hours ago
American Airlines
Tue, Aug 5 - Fri, Aug 15
ORD
O'Hare Intl.
TUP
Tupelo Regional
$272 Roundtrip, found 17 hours ago
$272
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tupelo Regional, returning Fri, Aug 15, priced at $272 found 17 hours ago
American Airlines
Sun, Aug 10 - Mon, Aug 11
ORD
O'Hare Intl.
TUP
Tupelo Regional
$285 Roundtrip, found 17 hours ago
$285
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Aug 10 from O'Hare Intl. to Tupelo Regional, returning Mon, Aug 11, priced at $285 found 17 hours ago
American Airlines
Tue, Aug 5 - Fri, Aug 8
ORD
O'Hare Intl.
TUP
Tupelo Regional
$288 Roundtrip, found 17 hours ago
$288
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Tupelo Regional, returning Fri, Aug 8, priced at $288 found 17 hours ago
Contour Airlines
Fri, Aug 8 - Mon, Aug 11
ORD
O'Hare Intl.
TUP
Tupelo Regional
$290 Roundtrip, found 17 hours ago
$290
Roundtrip
found 17 hours ago
Select Contour Airlines flight, departing Fri, Aug 8 from O'Hare Intl. to Tupelo Regional, returning Mon, Aug 11, priced at $290 found 17 hours ago
American Airlines
Sat, Aug 2 - Thu, Aug 7
ORD
O'Hare Intl.
TUP
Tupelo Regional
$291 Roundtrip, found 17 hours ago
$291
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Tupelo Regional, returning Thu, Aug 7, priced at $291 found 17 hours ago
American Airlines
Sun, Aug 3 - Thu, Aug 7
ORD
O'Hare Intl.
TUP
Tupelo Regional
$292 Roundtrip, found 14 hours ago
$292
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Sun, Aug 3 from O'Hare Intl. to Tupelo Regional, returning Thu, Aug 7, priced at $292 found 14 hours ago
American Airlines
Sat, Aug 2 - Sat, Aug 9
ORD
O'Hare Intl.
TUP
Tupelo Regional
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Tupelo Regional, returning Sat, Aug 9, priced at $297 found 1 day ago
American Airlines
Mon, Aug 4 - Sun, Aug 10
ORD
O'Hare Intl.
TUP
Tupelo Regional
$300 Roundtrip, found 6 days ago
$300
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Tupelo Regional, returning Sun, Aug 10, priced at $300 found 6 days ago
American Airlines
Sun, Aug 3 - Thu, Aug 7
ORD
O'Hare Intl.
TUP
Tupelo Regional
$301 Roundtrip, found 17 hours ago
$301
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, Aug 3 from O'Hare Intl. to Tupelo Regional, returning Thu, Aug 7, priced at $301 found 17 hours ago
Contour Airlines
Wed, Aug 6 - Thu, Aug 7
ORD
O'Hare Intl.
TUP
Tupelo Regional
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
Select Contour Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to Tupelo Regional, returning Thu, Aug 7, priced at $303 found 5 days ago
American Airlines
Sat, Aug 2 - Sat, Aug 9
ORD
O'Hare Intl.
TUP
Tupelo Regional
$306 Roundtrip, found 4 hours ago
$306
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Tupelo Regional, returning Sat, Aug 9, priced at $306 found 4 hours ago
American Airlines
Tue, Nov 25 - Wed, Dec 3
CVG
Cincinnati - Northern Kentucky Intl.
TUP
Tupelo Regional
$443 Roundtrip, found 6 days ago
$443
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Nov 25 from Cincinnati - Northern Kentucky Intl. to Tupelo Regional, returning Wed, Dec 3, priced at $443 found 6 days ago
American Airlines
Tue, Jul 1 - Tue, Jul 8
TYS
McGhee Tyson
TUP
Tupelo Regional
$584 Roundtrip, found 15 hours ago
$584
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Jul 1 from McGhee Tyson to Tupelo Regional, returning Tue, Jul 8, priced at $584 found 15 hours ago

Cheap Flights to Okolona

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

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

Frequently Asked Questions About flights to Okolona

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

What is the cheapest month to fly to Okolona?

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 Okolona are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Okolona?

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 Okolona.

What airport is best to fly into Okolona?

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

How much are flights to Okolona?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Okolona on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $245, 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 Okolona?

The trick to saving a stack of cash on your flight to Okolona? 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 $245 right now, why wait?

Okolona Flight Information
Destination airport
Tupelo Regional
Destination airport IATA code
TUP
Roundtrip price
$244

Last Minute Hotel Deals in Okolona

Baymont by Wyndham Tupelo
Baymont by Wyndham Tupelo
2.5 out of 5
625 Spicer Drive, Tupelo, MS
Book a stay at this business-friendly motel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (886 reviews)
"good"

Reviewed on Jun 15, 2025

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Baymont by Wyndham Tupelo
Red Roof Inn Tupelo
Red Roof Inn Tupelo
2 out of 5
1516 Mccullough Blvd, Tupelo, MS
Book a stay at this business-friendly hotel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,011 reviews)
"I love the stay I will be coming back 10/10 I would recommend"

Reviewed on Jun 16, 2025

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Red Roof Inn Tupelo
La Quinta Inn & Suites by Wyndham Tupelo
La Quinta Inn & Suites by Wyndham Tupelo
3 out of 5
1013 N Gloster St, Tupelo, MS
Stay at this 3-star business-friendly hotel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,006 reviews)
"The room was clean. The beds were very comfortable. We enjoyed our stay. The staff was helpful as well."

Reviewed on Jun 16, 2025

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La Quinta Inn & Suites by Wyndham Tupelo
Holiday Inn Express Hotel & Suites Tupelo by IHG
Holiday Inn Express Hotel & Suites Tupelo by IHG
2.5 out of 5
1612 Mcclure Cove, Tupelo, MS
Book a stay at this business-friendly hotel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,003 reviews)
"We have stayed in this hotel three different times now and it is always very clean. The staff is friendly and it has always been a very quiet place to stay. There’s also a Texas roadhouse right out in front of the hotel. I would highly recommend this hotel!"

Reviewed on Jun 14, 2025

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Holiday Inn Express Hotel & Suites Tupelo by IHG
Hotel Tupelo, a Wyndham Hotel
Hotel Tupelo, a Wyndham Hotel
3 out of 5
314 EAST MAIN ST, Tupelo, MS
Stay at this 3-star business-friendly hotel in Tupelo. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.6/10 Exceptional! (503 reviews)
"We were just passing through Tupelo on a road trip and stopped in at Hotel Tupelo. It was great! The hotel was new had an upbeat vibe to it. The staff was very knowledgeable and friendly. There were great restaurants within walking distance. I would definitely recommend staying here."

Reviewed on Jun 13, 2025

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Hotel Tupelo, a Wyndham Hotel
Best Western Plus Tupelo Inn & Suites
Best Western Plus Tupelo Inn & Suites
2.5 out of 5
3158 N Gloster Street, Tupelo, MS
Book a stay at this business-friendly hotel in Tupelo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,004 reviews)
"I stay here every time I'm near Tupelo, about 2-3x a year. I always have a great stay and will continue to come back"

Reviewed on Jun 14, 2025

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Best Western Plus Tupelo Inn & Suites
Holiday Inn Hotel & Suites Tupelo North by IHG
Holiday Inn Hotel & Suites Tupelo North by IHG
3 out of 5
923 North Gloster, Tupelo, MS
Stay at this 3-star business-friendly hotel in Tupelo. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (940 reviews)
"One elevator out of service."

Reviewed on Jun 5, 2025

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Holiday Inn Hotel & Suites Tupelo North by IHG
Tru By Hilton Tupelo
Tru By Hilton Tupelo
2.5 out of 5
1003 Landmark Blvd, Tupelo, MS
Stay at this hotel in Tupelo. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (506 reviews)
"Clean. Breakfast was typical fare but had a couple of special things - fresh made yogurt, automatic pancakes, and the eating area is open and clean. Room was nice and quiet. Close by restaurants for dinner. Hotel staff was courteous and efficient."

Reviewed on Jun 18, 2025

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Tru By Hilton Tupelo
See all 113 properties in Okolona
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.