Cheap Flights to Montgomery County from $237 (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.

Fri, Jan 22 - Tue, Jan 26
JFK
John F. Kennedy Intl.
JAN
Evers Intl.
$416 Roundtrip, found 6 days ago
$416
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 22 from John F. Kennedy Intl. to Evers Intl., returning Tue, Jan 26, priced at $416 found 6 days ago
Fri, Jan 22 - Tue, Jan 26
JFK
John F. Kennedy Intl.
JAN
Evers Intl.
$434 Roundtrip, found 6 days ago
$434
Roundtrip
found 6 days ago
Select Delta flight, departing Fri, Jan 22 from John F. Kennedy Intl. to Evers Intl., returning Tue, Jan 26, priced at $434 found 6 days ago
Thu, Oct 1 - Sun, Oct 4
EWR
Newark Liberty Intl. Airport
JAN
Evers Intl.
$453 Roundtrip, found 3 days ago
$453
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 1 from Newark Liberty Intl. Airport to Evers Intl., returning Sun, Oct 4, priced at $453 found 3 days ago
Fri, Jan 22 - Tue, Jan 26
JFK
John F. Kennedy Intl.
JAN
Evers Intl.
$462 Roundtrip, found 6 days ago
$462
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 22 from John F. Kennedy Intl. to Evers Intl., returning Tue, Jan 26, priced at $462 found 6 days ago
Fri, Jan 22 - Tue, Jan 26
JFK
John F. Kennedy Intl.
JAN
Evers Intl.
$472 Roundtrip, found 6 days ago
$472
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 22 from John F. Kennedy Intl. to Evers Intl., returning Tue, Jan 26, priced at $472 found 6 days ago
Fri, Jan 22 - Tue, Jan 26
JFK
John F. Kennedy Intl.
JAN
Evers Intl.
$477 Roundtrip, found 6 days ago
$477
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Jan 22 from John F. Kennedy Intl. to Evers Intl., returning Tue, Jan 26, priced at $477 found 6 days ago
Thu, Oct 1 - Sun, Oct 4
EWR
Newark Liberty Intl. Airport
JAN
Evers Intl.
$480 Roundtrip, found 3 days ago
$480
Roundtrip
found 3 days ago
Select Delta flight, departing Thu, Oct 1 from Newark Liberty Intl. Airport to Evers Intl., returning Sun, Oct 4, priced at $480 found 3 days ago
Thu, Oct 1 - Sun, Oct 4
EWR
Newark Liberty Intl. Airport
JAN
Evers Intl.
$490 Roundtrip, found 3 days ago
$490
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 1 from Newark Liberty Intl. Airport to Evers Intl., returning Sun, Oct 4, priced at $490 found 3 days ago
OriginDestinationTravel DatesFlights From*
HOUPearlOctober 22 to October 26$119
ATLGreenvilleSeptember 20 to September 24$198
ATLPearlOctober 31 to November 9$252
TPAPearlOctober 6 to October 13$377
ALBPearlNovember 7 to November 18$391
DTWColumbusOctober 6 to October 7$414
DTWTupeloNovember 13 to November 15$440
DCAGreenvilleSeptember 29 to September 30$443
ATLColumbusOctober 12 to October 15$483
TPATupeloOctober 9 to October 19$484
DTWMeridianOctober 9 to October 14$567
DTWGreenvilleOctober 8 to October 17$610
IAHColumbusOctober 22 to October 23$633
IAHTupeloSeptember 24 to September 28$650
ATLTupeloSeptember 26 to September 28$1,148
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLGreenvilleSeptember 13 to September 14$268
ATLPearlSeptember 13 to September 14$390
ALBPearlSeptember 13 to September 20$487
TPAPearlSeptember 11 to September 13$529
DCAPearlSeptember 13 to September 14$588
IAHPearlSeptember 11 to September 13$647
*Prices include taxes and fees

Best Montgomery County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Rose House Inn
3.0-star property

Rose House Inn

Sep 18 - Sep 20

2 night stay

Orlando (MCO) to Columbus (GTR)

Delta • Non-stop • Coach

Columbus (GTR) to Orlando (MCO)

American Airlines • Non-stop • Coach
Price was $754, price is now $742 per person
$742
per person
found 13 hours ago
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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! (742 reviews)
"Needs black out shades for the window and AC was extremely loud, would not stay again. Go in late, staff was super nice."

Reviewed on Sep 5, 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.
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 $119. 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, January 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 $119. 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 $119 and $1,148 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.