Cheap Flights to Chickasaw County from $176 (2026/2027)

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How Much Does it Cost To Fly To Chickasaw County?

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

Thu, Nov 19 - Fri, Nov 20
MCO
Orlando Intl.
GTR
Golden Triangle Regional
$410 Roundtrip, found 3 days ago
$410
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Nov 19 from Orlando Intl. to Golden Triangle Regional, returning Fri, Nov 20, priced at $410 found 3 days ago
Sun, Dec 13 - Wed, Dec 16
TPA
Tampa Intl.
GTR
Golden Triangle Regional
$415 Roundtrip, found 5 days ago
$415
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Dec 13 from Tampa Intl. to Golden Triangle Regional, returning Wed, Dec 16, priced at $415 found 5 days ago
Tue, Mar 9 - Tue, Mar 16
MDT
Harrisburg Intl.
GTR
Golden Triangle Regional
$438 Roundtrip, found 1 day ago
$438
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Mar 9 from Harrisburg Intl. to Golden Triangle Regional, returning Tue, Mar 16, priced at $438 found 1 day ago
Sat, Nov 14 - Mon, Nov 16
DTW
Detroit Metropolitan Wayne County
GTR
Golden Triangle Regional
$526 Roundtrip, found 4 days ago
$526
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Nov 14 from Detroit Metropolitan Wayne County to Golden Triangle Regional, returning Mon, Nov 16, priced at $526 found 4 days ago
Sat, Nov 21 - Mon, Nov 23
TPA
Tampa Intl.
TUP
Tupelo Regional
$534 Roundtrip, found 4 days ago
$534
Roundtrip
found 4 days ago
Select United flight, departing Sat, Nov 21 from Tampa Intl. to Tupelo Regional, returning Mon, Nov 23, priced at $534 found 4 days ago
Thu, Dec 10 - Mon, Dec 14
JFK
John F. Kennedy Intl.
GTR
Golden Triangle Regional
$583 Roundtrip, found 2 days ago
$583
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Dec 10 from John F. Kennedy Intl. to Golden Triangle Regional, returning Mon, Dec 14, priced at $583 found 2 days ago
Fri, Nov 13 - Sat, Nov 14
LGA
LaGuardia
GTR
Golden Triangle Regional
$617 Roundtrip, found 6 days ago
$617
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Nov 13 from LaGuardia to Golden Triangle Regional, returning Sat, Nov 14, priced at $617 found 6 days ago
Sun, Nov 22 - Tue, Nov 24
AUS
Austin-Bergstrom Intl.
GTR
Golden Triangle Regional
$623 Roundtrip, found 1 day ago
$623
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Nov 22 from Austin-Bergstrom Intl. to Golden Triangle Regional, returning Tue, Nov 24, priced at $623 found 1 day ago
OriginDestinationTravel DatesFlights From*
IAHColumbusNovember 18 to November 20$374
TPAColumbusDecember 13 to December 16$415
IAHTupeloDecember 7 to December 8$463
DTWColumbusNovember 30 to December 1$530
TPATupeloNovember 21 to November 23$534
ALBColumbusNovember 15 to November 16$1,153
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
GEGTupeloNovember 7 to November 13$1,145
*Prices include taxes and fees

Best Chickasaw County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel DeSoto
2.5-star property

Hotel DeSoto

Jan 18 - Jan 22

4 night stay

Chicago (ORD) to Tupelo (TUP)

American Airlines • Roundtrip • Coach
Price was $352, price is now $317 per person
$317
per person
found 1 day ago
La Quinta Inn & Suites by Wyndham Olive Branch
3.0-star property

La Quinta Inn & Suites by Wyndham Olive Branch

Jan 15 - Jan 19

4 night stay

Chicago (ORD) to Tupelo (TUP)

American Airlines • Roundtrip • Coach
Price was $418, price is now $351 per person
$351
per person
found 1 day ago
Fairfield Inn & Suites by Marriott Memphis Olive Branch
3.0-star property

Fairfield Inn & Suites by Marriott Memphis Olive Branch

Jan 15 - Jan 19

4 night stay

Chicago (ORD) to Tupelo (TUP)

American Airlines • Roundtrip • Coach
Price was $375, price is now $344 per person
$344
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Chicago to Chickasaw County
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Travelers ❤️ These Chickasaw County 🏨

Holiday Terrace Motel

Holiday Terrace Motel

2.5 out of 5
950 E Madison St Houston MS
Stay at this motel in Houston. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Joe Brigance Memorial Park and Houston Garden Park are located nearby.
Opens in a new windowHoliday Terrace Motel
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 in our reviews. Popular attractions Cinemark Tupelo Movies 8 and Elvis Presley Lake and Campground are located nearby.
8.8/10 Excellent! (1,077 reviews)
"Hotel is clean but outdated. Body wash bar of soap. Outlets for plugging in a phomne is on opposite side of the bed where with no nightstand and no clock to know time, toilet height was more for a child. Wasn't even normal toilet height. I am 5'9" and toilet height was not even knee high. Staff very ..."

Reviewed on Nov 1, 2026

Opens in a new windowBest 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
Book a stay at this business-friendly hotel in Tupelo. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rob Leake City Park Tennis Center and Cadence Bank Arena are located nearby.
9.2/10 Wonderful! (1,000 reviews)
"We have stayed here many times. Always clean. Everyone friendly. Great breakfast!"

Reviewed on Oct 20, 2026

Opens in a new windowHoliday Inn Hotel & Suites Tupelo North by IHG
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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 in our reviews. Popular attractions Rob Leake City Park Tennis Center and Cadence Bank Arena are located nearby.
8.2/10 Very Good! (1,091 reviews)
"Easily travelled to and the room was pretty spacious"

Reviewed on Nov 1, 2026

Opens in a new windowRed Roof Inn Tupelo
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.

Frequently asked questions

How much is the cheapest flight to Chickasaw County?
Some thrifty travelers were able to book a roundtrip flight to Chickasaw County for as little as $374 over the last seven days. If you spot a fare you like, grab it fast. Cheap deals don't hang around for long! This price was available on Travelocity for flights to Chickasaw County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Chickasaw County?
Based on Travelocity's direct return flight demand from January to December last year, November is the cheapest time to fly to Chickasaw County. Look for flights across this month and lock in a terrific bargain today.
How can I check my flight status to Chickasaw County?
Whether you'd like to check the status of your flight to Chickasaw County or make changes to your itinerary, you'll find all the important details on our customer portal, Trips. Click on "Trips" at the top of the Travelocity homepage, then log in or open a new account. Another great way to manage and view your booking is with the Travelocity app. Get real-time flight status alerts and easily share details with any friends or family flying with you.
How do I find the best deals on flights to Chickasaw County?
There are a few ways — book well in advance, avoid vacation periods and be flexible with your travel dates. If you don't have a specific date in mind, search for your flight to Chickasaw County on Travelocity and click on "Flexible dates" above your results. This will show you any cheaper airfares on surrounding days. $374 was the most affordable price for a return flight to Chickasaw County in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chickasaw County with Travelocity?
An exciting vacation is just a click or two away when you book your trip with Travelocity. With competitive deals on cheap family flights, accommodations and more, we make it easy to discover the best prices to suit your needs. You can also take advantage of our round-the-clock online chat and free cancellation policies on most hotels throughout every step of the process. Wander wisely with us and score your cheap flights to Chickasaw County today.
What are the most popular flight routes to Chickasaw County?
Whether you're thinking about a quick break or a lengthy vacation, we can help you book your ideal flight to Chickasaw County. The leading flight routes to this destination include:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Memphis Intl. Airport (MEM) - 1,434 flights a month.
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Memphis Intl. Airport (MEM) - 1,035 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Memphis Intl. Airport (MEM) - 1,009 flights a month.

How much is a flight to Chickasaw County on average?
Based on prices found on Travelocity over the last seven days, roundtrip flights to Chickasaw County cost between $374 and $1,153. When you're ready to go, Travelocity will help you find a fare to suit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Chickasaw County?
Here are several popular direct flights to Chickasaw County along with their average flight times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Memphis Intl. Airport (MEM) - 1 hour and 15 minutes
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Memphis Intl. Airport (MEM) - 1 hour and 34 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Memphis Intl. Airport (MEM) - 1 hour and 49 minutes

What can I expect on a flight to Chickasaw County?
Factors like the airline you choose and your place of departure will mostly determine what you can expect on your trip. You'll likely find all types of flights to Chickasaw County, from cheap flights for family vacations to business class fares. Hot meals, entertainment and games for the kids are just a small taste what most airlines offer on long-haul services.