Cheap Flights to Montgomery County from $64 (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.

Sat, Sep 26 - Wed, Sep 30
BNA
Nashville Intl.
TUP
Tupelo Regional
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Contour Airlines flight, departing Sat, Sep 26 from Nashville Intl. to Tupelo Regional, returning Wed, Sep 30, priced at $128 found 1 day ago
Thu, Aug 27 - Sun, Aug 30
DFW
Dallas-Fort Worth 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 Thu, Aug 27 from Dallas-Fort Worth Intl. to Mid Delta Regional, returning Sun, Aug 30, priced at $198 found 1 hour ago
Fri, Nov 13 - Sun, Nov 15
DFW
Dallas-Fort Worth Intl.
TUP
Tupelo Regional
$228 Roundtrip, found 8 hours ago
$228
Roundtrip
found 8 hours ago
Select Contour Airlines flight, departing Fri, Nov 13 from Dallas-Fort Worth Intl. to Tupelo Regional, returning Sun, Nov 15, priced at $228 found 8 hours ago
Thu, Sep 24 - Sat, Sep 26
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Sep 24 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Sat, Sep 26, priced at $269 found 1 day ago
Wed, Sep 23 - Wed, Oct 28
DFW
Dallas-Fort Worth Intl.
GTR
Golden Triangle Regional
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 23 from Dallas-Fort Worth Intl. to Golden Triangle Regional, returning Wed, Oct 28, priced at $288 found 1 day ago
Wed, Aug 5 - Mon, Aug 10
DFW
Dallas-Fort Worth Intl.
MEI
Meridian Regional
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select United flight, departing Wed, Aug 5 from Dallas-Fort Worth Intl. to Meridian Regional, returning Mon, Aug 10, priced at $295 found 3 days ago
Thu, Sep 24 - Sun, Sep 27
BNA
Nashville Intl.
JAN
Evers Intl.
$296 Roundtrip, just found
$296
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Sep 24 from Nashville Intl. to Evers Intl., returning Sun, Sep 27, priced at $296 just found
Thu, Sep 24 - Sun, Sep 27
BNA
Nashville Intl.
JAN
Evers Intl.
$296 Roundtrip, just found
$296
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Sep 24 from Nashville Intl. to Evers Intl., returning Sun, Sep 27, priced at $296 just found
Mon, Aug 17 - Sat, Aug 22
DAL
Love Field
JAN
Evers Intl.
$319 Roundtrip, found 4 days ago
$319
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Aug 17 from Love Field to Evers Intl., returning Sat, Aug 22, priced at $319 found 4 days ago
Thu, Sep 24 - Sat, Sep 26
DCA
Ronald Reagan Washington National
JAN
Evers Intl.
$357 Roundtrip, found 1 day ago
$357
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Sep 24 from Ronald Reagan Washington National to Evers Intl., returning Sat, Sep 26, priced at $357 found 1 day ago
Thu, Aug 20 - Sat, Aug 22
BWI
Baltimore Washington Intl. Thurgood Marshall
GTR
Golden Triangle Regional
$367 Roundtrip, found 14 hours ago
$367
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Aug 20 from Baltimore Washington Intl. Thurgood Marshall to Golden Triangle Regional, returning Sat, Aug 22, priced at $367 found 14 hours ago
OriginDestinationTravel DatesFlights From*
IAHPearlAugust 15 to August 18$140
ATLGreenvilleOctober 21 to October 25$198
ATLPearlSeptember 21 to September 26$259
DTWPearlSeptember 3 to September 8$293
TPAPearlAugust 19 to August 25$310
DCAPearlSeptember 24 to September 26$357
SFOPearlAugust 26 to September 9$363
IAHColumbusSeptember 24 to September 27$368
ALBPearlSeptember 28 to October 1$375
DCAColumbusAugust 20 to August 22$395
TPAColumbusOctober 2 to October 4$414
DTWColumbusAugust 28 to August 31$425
BOIPearlSeptember 9 to September 13$430
GEGTupeloAugust 14 to August 15$629
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
IAHMeridianJuly 25 to July 29$345
TPAPearlJuly 26 to August 2$573
BOIPearlJuly 25 to July 26$651
DTWTupeloJuly 26 to July 28$1,439
TPATupeloJuly 26 to July 28$1,636
*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

Aug 14 - Aug 16

2 night stay

Denver (DEN) to Columbus (GTR)

Southwest Airlines • Roundtrip • Coach
Price was $585, price is now $563 per person
$563
per person
found 14 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! (729 reviews)
"We were very disappointed with our stay. The bathroom looked like it had not been updated in 20+ years. The floor tile was so cracked and loose that the bathroom door would barely open/close. The fridge would not chill at all and the microwave did not work. Felt that when you play $160.00 for a nights ..."

Reviewed on Jul 13, 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.
5.8/10 (62 reviews)
"The olace was just dirty. The beds were made but the dirty floors and the bugs made me wonder if they even changed the sheets or just made the bed. I would not recommend this place for anyone."

Reviewed on May 30, 2026

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 $128. 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 20 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, September 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 $128. 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 $128 and $1,636 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.