Cheap Flights to Montgomery County from $95 (2026/2027)

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A brick building with the inscription "WINONA" and an arched window.

Winona

Flights
Winona

How Much Does it Cost To Fly To Montgomery County?

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

Tue, Nov 24 - Mon, Nov 30
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$198 Roundtrip, found 1 hour ago
$198
Roundtrip
found 1 hour ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Tue, Nov 24 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Mon, Nov 30, priced at $198 found 1 hour ago
Thu, Nov 12 - Sun, Nov 15
DFW
Dallas-Fort Worth Intl.
GLH
Mid Delta Regional
$198 Roundtrip, found 12 hours ago
$198
Roundtrip
found 12 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Nov 12 from Dallas-Fort Worth Intl. to Mid Delta Regional, returning Sun, Nov 15, priced at $198 found 12 hours ago
Mon, Nov 23 - Sun, Nov 29
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$217 Roundtrip, found 1 hour ago
$217
Roundtrip
found 1 hour ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Mon, Nov 23 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Sun, Nov 29, priced at $217 found 1 hour ago
Sat, Nov 7 - Mon, Nov 16
DFW
Dallas-Fort Worth Intl.
TUP
Tupelo Regional
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sat, Nov 7 from Dallas-Fort Worth Intl. to Tupelo Regional, returning Mon, Nov 16, priced at $248 found 1 day ago
Thu, Dec 3 - Tue, Dec 8
ATL
Hartsfield-Jackson Atlanta Intl.
JAN
Evers Intl.
$250 Roundtrip, found 4 hours ago
$250
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Thu, Dec 3 from Hartsfield-Jackson Atlanta Intl. to Evers Intl., returning Tue, Dec 8, priced at $250 found 4 hours ago
Sat, Nov 14 - Mon, Nov 16
DAL
Love Field
JAN
Evers Intl.
$305 Roundtrip, found 2 days ago
$305
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Nov 14 from Love Field to Evers Intl., returning Mon, Nov 16, priced at $305 found 2 days ago
Wed, Nov 11 - Tue, Nov 17
DFW
Dallas-Fort Worth Intl.
GTR
Golden Triangle Regional
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 11 from Dallas-Fort Worth Intl. to Golden Triangle Regional, returning Tue, Nov 17, priced at $313 found 1 day ago
Sat, Nov 14 - Sat, Nov 21
DFW
Dallas-Fort Worth Intl.
GTR
Golden Triangle Regional
$327 Roundtrip, found 4 days ago
$327
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Nov 14 from Dallas-Fort Worth Intl. to Golden Triangle Regional, returning Sat, Nov 21, priced at $327 found 4 days ago
OriginDestinationTravel DatesFlights From*
HOUPearlNovember 13 to November 15$191
ATLGreenvilleNovember 5 to November 8$198
ATLPearlDecember 3 to December 8$250
TPAPearlNovember 17 to November 18$267
DTWPearlNovember 23 to January 7$281
TPAMeridianNovember 25 to November 27$324
ATLTupeloDecember 14 to December 17$435
DTWColumbusNovember 30 to December 1$497
IAHTupeloJanuary 5 to January 10$571
TPAGreenvilleNovember 16 to November 19$574
TPATupeloNovember 8 to November 10$575
DCATupeloNovember 13 to November 15$716
IAHColumbusNovember 5 to November 7$739
ALBTupeloDecember 10 to December 15$970
GEGTupeloDecember 2 to December 9$1,092
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLGreenvilleOctober 25 to November 6$296
ATLPearlOctober 24 to October 26$421
TPAPearlOctober 24 to October 31$573
IAHColumbusOctober 24 to October 29$576
IAHPearlOctober 24 to October 29$756
*Prices include taxes and fees

Best Montgomery County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
My Home at Columbus
2.5-star property

My Home at Columbus

Dec 4 - Dec 7

3 night stay

New York (JFK) to Columbus (GTR)

Delta • Non-stop roundtrip • Coach
Price was $520, price is now $481 per person
$481
per person
found 1 day ago
La Quinta Inn & Suites by Wyndham Starkville at MSU
3.0-star property

La Quinta Inn & Suites by Wyndham Starkville at MSU

Dec 4 - Dec 7

3 night stay

New York (JFK) to Columbus (GTR)

Delta • Non-stop roundtrip • Coach
Price was $866, price is now $776 per person
$776
per person
found 1 day ago
La Quinta Inn & Suites by Wyndham Columbus MS
3.0-star property

La Quinta Inn & Suites by Wyndham Columbus MS

Dec 4 - Dec 7

3 night stay

New York (JFK) to Columbus (GTR)

Delta • Non-stop roundtrip • Coach
Price was $601, price is now $561 per person
$561
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Montgomery County 🏨

Holiday Inn Express and Suites Winona North by IHG

Holiday Inn Express and Suites Winona North by IHG

2.5 out of 5
413 SE Frontage Road Winona MS
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Winona - Montgomery County Library and Montgomery County Performing Arts Center are located nearby.
8.2/10 Very Good! (753 reviews)
"The breakfast was good but about 20 minutes before it closed they ran out of yogurt."

Reviewed on Oct 20, 2026

Opens in a new windowHoliday Inn Express and Suites Winona North by IHG
Americas Best Value Inn Winona

Americas Best Value Inn Winona

2 out of 5
301 SE Frontage Road Winona MS
Book a stay at this business-friendly motel in Winona. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Winona - Montgomery County Library and Montgomery County Performing Arts Center are located nearby.
8/10 Very Good! (525 reviews)
"Overall, this is a solid motel -- clean, cheap, and good location. It's an older property, though, so you get what you pay for. No problems, though -- nice place."

Reviewed on Oct 20, 2026

Opens in a new windowAmericas Best Value Inn Winona
Relax Inn & Suites

Relax Inn & Suites

2 out of 5
328 US-82 Winona MS
Stay at this motel in Winona. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Winona - Montgomery County Library and Montgomery County Performing Arts Center are located nearby.
Opens in a new windowRelax Inn & Suites
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Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Charming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.

Winona MS
Stay at this cabin in Winona. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Winona Country Club and Montgomery County Performing Arts Center are located nearby.
10/10 Exceptional! (1 review)
Cabin
"This is a cute little rustic cabin. Chad was very friendly and open to suggestions due to being a first time host."

Reviewed on May 4, 2025

Opens in a new windowCharming 1-bedroom cabin in Winona. Close 50 minutes to Starkville for games.
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 Montgomery County?
The next vacation you take doesn't have to break the bank. During the last seven days, the cheapest return flight to Montgomery County cost $191. Find your perfect fare and spend the cash you save on awesome experiences. This price was available on Travelocity for flights to Montgomery County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Montgomery County?
Find your ideal fare with one of the 15 airlines flying to Montgomery County. If your first stop is Winona, let Contour Aviation whisk you away to this premier city to discover its highlights. This popular carrier offers 47 flights there each month.
What is the cheapest month to fly to Montgomery County?
According to Travelocity's direct return flight demand between January and December last year, November is the cheapest month to fly to Montgomery County. Keep your eyes peeled for flights across this month and lock in an incredible deal today.
How can I check my flight status to Montgomery County?
Get helpful alerts about any changes to your flights and gate numbers with Trips. This convenient portal can be found at the top of our homepage and is where you can view and manage your bookings. Create your account in just a few seconds and you're all set. Or, use the Travelocity app to look up the details of your flight to Montgomery County while you're on the move — and even when offline. Travelocity's app can help with all your booking needs. Whether you'd like to arrange transportation to or from the airport or share itineraries with any members of your family flying with you, our app has your back.
How do I find the best deals on flights to Montgomery County?
It's wise to book ahead, and if you can, avoid flying during peak periods. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for nearby days. In the last seven days, the best price for a return flight to Montgomery County was $191. 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 Montgomery County with Travelocity?
An awesome break is at the click of a button when you book your trip with Travelocity. With a wide range of choices and great deals on cheap family flights, places to stay, rental cars and more, we make it easy to locate awesome prices to suit your needs. You can also enjoy our 24/7 customer assistance and free cancellation policies on most hotels during every step of the process. Wander with us and snag your cheap flights to Montgomery County today.
What are the most popular flight routes to Montgomery County?
To help you find great flights to Montgomery County, check out our list of some of the well-known routes:

  • 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 Montgomery County on average?
Roundtrip flights to Montgomery County on our site cost between $191 and $1,092 in the last seven days. When you see a ticket price that suits your budget, grab it fast. Cheap deals don't stick around forever! 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 Montgomery County?
The length of a direct flight to Montgomery County differs, but these are the average airborne times for some common routes:

  • 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 Montgomery County?
This mostly depends on your airline and where you're flying from. Typically, most airlines provide hot meals, drinks and entertainment on long-haul services. Whether you're seeking business class flights to Montgomery County or cheap flights for family vacations, you'll be taken care of from the moment your plane leaves the runway to touchdown.