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, Oct 10 - Sat, Oct 17
BNA
Nashville Intl.
TUP
Tupelo Regional
$128 Roundtrip, found 11 hours ago
$128
Roundtrip
found 11 hours ago
Select Contour Airlines flight, departing Sat, Oct 10 from Nashville Intl. to Tupelo Regional, returning Sat, Oct 17, priced at $128 found 11 hours ago
Thu, Jul 30 - Sun, Aug 2
BNA
Nashville Intl.
TUP
Tupelo Regional
$131 Roundtrip, found 17 hours ago
$131
Roundtrip
found 17 hours ago
Select Contour Airlines flight, departing Thu, Jul 30 from Nashville Intl. to Tupelo Regional, returning Sun, Aug 2, priced at $131 found 17 hours ago
Sat, Dec 26 - Sun, Dec 27
BNA
Nashville Intl.
TUP
Tupelo Regional
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Sat, Dec 26 from Nashville Intl. to Tupelo Regional, returning Sun, Dec 27, priced at $148 found 2 days ago
Mon, Jul 27 - Fri, Jul 31
BNA
Nashville Intl.
TUP
Tupelo Regional
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Contour Airlines flight, departing Mon, Jul 27 from Nashville Intl. to Tupelo Regional, returning Fri, Jul 31, priced at $152 found 2 days ago
Thu, Oct 29 - Wed, Nov 4
ATL
Hartsfield-Jackson Atlanta Intl.
JAN
Evers Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Oct 29 from Hartsfield-Jackson Atlanta Intl. to Evers Intl., returning Wed, Nov 4, priced at $188 found 6 days ago
Thu, Aug 6 - Tue, Aug 11
DCA
Ronald Reagan Washington National
JAN
Evers Intl.
$198 Roundtrip, found 6 days ago
$198
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Aug 6 from Ronald Reagan Washington National to Evers Intl., returning Tue, Aug 11, priced at $198 found 6 days ago
Thu, Sep 24 - Fri, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
GLH
Mid Delta Regional
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Sep 24 from Hartsfield-Jackson Atlanta Intl. to Mid Delta Regional, returning Fri, Sep 25, priced at $198 found 1 day ago
Wed, Nov 11 - Tue, Nov 17
RDU
Raleigh - Durham Intl.
JAN
Evers Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Nov 11 from Raleigh - Durham Intl. to Evers Intl., returning Tue, Nov 17, priced at $227 found 4 days ago
Wed, Nov 11 - Tue, Nov 17
RDU
Raleigh - Durham Intl.
JAN
Evers Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Select United flight, departing Wed, Nov 11 from Raleigh - Durham Intl. to Evers Intl., returning Tue, Nov 17, priced at $227 found 4 days ago
Wed, Nov 11 - Tue, Nov 17
RDU
Raleigh - Durham Intl.
JAN
Evers Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Nov 11 from Raleigh - Durham Intl. to Evers Intl., returning Tue, Nov 17, priced at $227 found 4 days ago
Tue, Nov 10 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
JAN
Evers Intl.
$228 Roundtrip, found 4 days ago
$228
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Nov 10 from Raleigh - Durham Intl. to Evers Intl., returning Mon, Nov 16, priced at $228 found 4 days ago
OriginDestinationTravel DatesFlights From*
HOUPearlAugust 5 to August 5$120
ATLPearlAugust 26 to September 9$192
DCAPearlAugust 6 to August 11$198
ATLGreenvilleJuly 31 to August 3$198
TPAPearlAugust 19 to August 25$255
DTWPearlSeptember 6 to September 11$274
TPAColumbusAugust 21 to August 24$362
DTWColumbusAugust 13 to August 15$435
DCAColumbusAugust 21 to August 23$446
GEGPearlAugust 14 to August 16$452
TPATupeloAugust 25 to August 26$460
IAHColumbusSeptember 24 to September 27$470
IAHTupeloSeptember 20 to September 23$473
ATLColumbusOctober 2 to October 4$518
DTWMeridianOctober 9 to October 15$720
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLGreenvilleJuly 17 to July 19$280
IAHMeridianJuly 17 to July 22$345
ATLPearlJuly 17 to July 19$509
DCAPearlJuly 17 to July 22$543
IAHPearlJuly 17 to July 18$630
ATLTupeloJuly 17 to July 19$725
DTWMeridianJuly 17 to July 23$803
*Prices include taxes and fees

Best Montgomery County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Columbus North by IHG
2.5-star property

Holiday Inn Express & Suites Columbus North by IHG

Jul 18 - Jul 23

5 night stay

Dallas (DFW) to Columbus (GTR)

American Airlines • Roundtrip • Coach
Price was $1,005, price is now $883 per person
$883
per person
found 1 day ago
Holiday Inn Express & Suites Starkville by IHG
2.5-star property

Holiday Inn Express & Suites Starkville by IHG

Jul 18 - Jul 23

5 night stay

Dallas (DFW) to Columbus (GTR)

American Airlines • Roundtrip • Coach
Price was $988, price is now $899 per person
$899
per person
found 1 day ago
Courtyard Columbus
3.0-star property

Courtyard Columbus

Jul 18 - Jul 23

5 night stay

Dallas (DFW) to Columbus (GTR)

American Airlines • Roundtrip • Coach
Price was $963, price is now $909 per person
$909
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! (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.
8/10 Very Good! (507 reviews)
"Rooms were clean and good beds. Nice motel to stay at. Friendly staff."

Reviewed on Jul 12, 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.
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 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 $120. 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, October 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 $120. 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 $120 and $803 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.