Cheap Flights to Montgomery County from $69 (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.

Thu, Oct 29 - Sun, Nov 1
BNA
Nashville Intl.
TUP
Tupelo Regional
$138 Roundtrip, found 1 hour ago
$138
Roundtrip
found 1 hour ago
Select Contour Airlines flight, departing Thu, Oct 29 from Nashville Intl. to Tupelo Regional, returning Sun, Nov 1, priced at $138 found 1 hour ago
Sun, Dec 20 - Tue, Dec 22
BNA
Nashville Intl.
TUP
Tupelo Regional
$158 Roundtrip, found 8 hours ago
$158
Roundtrip
found 8 hours ago
Select Contour Airlines flight, departing Sun, Dec 20 from Nashville Intl. to Tupelo Regional, returning Tue, Dec 22, priced at $158 found 8 hours ago
Sun, Nov 1 - Sat, Nov 7
BNA
Nashville Intl.
TUP
Tupelo Regional
$163 Roundtrip, found 6 days ago
$163
Roundtrip
found 6 days ago
Select Contour Airlines flight, departing Sun, Nov 1 from Nashville Intl. to Tupelo Regional, returning Sat, Nov 7, priced at $163 found 6 days ago
Thu, Nov 5 - Sun, Nov 8
DFW
Dallas-Fort Worth Intl.
GLH
Mid Delta Regional
$198 Roundtrip, found 6 hours ago
$198
Roundtrip
found 6 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Thu, Nov 5 from Dallas-Fort Worth Intl. to Mid Delta Regional, returning Sun, Nov 8, priced at $198 found 6 hours ago
Mon, Dec 14 - Thu, Dec 17
ORD
O'Hare Intl.
JAN
Evers Intl.
$245 Roundtrip, found 6 days ago
$245
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Dec 14 from O'Hare Intl. to Evers Intl., returning Thu, Dec 17, priced at $245 found 6 days ago
Wed, Oct 28 - Mon, Nov 2
DFW
Dallas-Fort Worth Intl.
TUP
Tupelo Regional
$248 Roundtrip, found 2 hours ago
$248
Roundtrip
found 2 hours ago
Select Contour Airlines flight, departing Wed, Oct 28 from Dallas-Fort Worth Intl. to Tupelo Regional, returning Mon, Nov 2, priced at $248 found 2 hours ago
Sat, Nov 7 - Tue, Nov 10
BWI
Baltimore Washington Intl. Thurgood Marshall
JAN
Evers Intl.
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 7 from Baltimore Washington Intl. Thurgood Marshall to Evers Intl., returning Tue, Nov 10, priced at $287 found 2 days ago
Wed, Nov 11 - Sun, Nov 15
BNA
Nashville Intl.
JAN
Evers Intl.
$294 Roundtrip, found 23 hours ago
$294
Roundtrip
found 23 hours ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Nashville Intl. to Evers Intl., returning Sun, Nov 15, priced at $294 found 23 hours ago
Wed, Nov 11 - Sun, Nov 15
BNA
Nashville Intl.
JAN
Evers Intl.
$309 Roundtrip, found 23 hours ago
$309
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Nov 11 from Nashville Intl. to Evers Intl., returning Sun, Nov 15, priced at $309 found 23 hours ago
Wed, Nov 11 - Sun, Nov 15
BNA
Nashville Intl.
JAN
Evers Intl.
$309 Roundtrip, found 23 hours ago
$309
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Nov 11 from Nashville Intl. to Evers Intl., returning Sun, Nov 15, priced at $309 found 23 hours ago
Wed, Jan 6 - Sat, Jan 9
BWI
Baltimore Washington Intl. Thurgood Marshall
GTR
Golden Triangle Regional
$376 Roundtrip, found 23 hours ago
$376
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Jan 6 from Baltimore Washington Intl. Thurgood Marshall to Golden Triangle Regional, returning Sat, Jan 9, priced at $376 found 23 hours ago
OriginDestinationTravel DatesFlights From*
ATLGreenvilleOctober 29 to November 1$198
IAHPearlJanuary 5 to January 12$207
ATLPearlDecember 9 to December 15$223
IAHMeridianNovember 6 to November 8$240
ATLColumbusOctober 29 to November 9$289
TPAPearlNovember 13 to November 16$309
ALBPearlNovember 13 to November 19$339
DTWColumbusNovember 3 to November 5$365
DCAPearlNovember 5 to November 9$382
DCAColumbusJanuary 6 to January 9$422
TPAColumbusNovember 13 to November 16$464
IAHColumbusJanuary 3 to January 9$501
DTWMeridianNovember 12 to November 17$689
DTWTupeloNovember 11 to November 13$723
GEGTupeloNovember 7 to November 13$749
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLGreenvilleOctober 16 to October 17$264
ATLPearlOctober 18 to October 20$401
ATLColumbusOctober 16 to October 17$439
DCAPearlOctober 17 to October 20$462
IAHPearlOctober 17 to October 21$684
TPAPearlOctober 18 to October 19$687
SFOPearlOctober 17 to October 18$696
DTWPearlOctober 16 to October 25$934
ATLTupeloOctober 16 to October 18$964
DTWTupeloOctober 16 to October 22$1,390
*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

Jan 6 - Jan 9

3 night stay

Washington (DCA) to Columbus (GTR)

American Airlines • Non-stop roundtrip • Coach
Price was $566, price is now $511 per person
$511
per person
found 23 hours ago
La Quinta Inn & Suites by Wyndham Starkville at MSU
3.0-star property

La Quinta Inn & Suites by Wyndham Starkville at MSU

Jan 6 - Jan 9

3 night stay

Washington (DCA) to Columbus (GTR)

American Airlines • Non-stop roundtrip • Coach
Price was $696, price is now $643 per person
$643
per person
found 23 hours ago
Bulldog Academy 2bd 2ba Townhome Near MSU
2.0-star property

Bulldog Academy 2bd 2ba Townhome Near MSU

Nov 20 - Nov 22

2 night stay

Chicago (ORD) to Columbus (GTR)

American Airlines • Non-stop roundtrip • Coach
Price was $2,070, price is now $1,930 per person
$1,930
per person
found 21 hours ago
Don't see what you're looking for?
See all available trips from Washington to Montgomery County
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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! (752 reviews)
"The hotel had a stale odor through out and the AC unit in the room had a smell."

Reviewed on Oct 14, 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! (523 reviews)
"Was a good place to stay that wasn't too far from Starkville. Decent accomodations and clean. For the price it is a good value."

Reviewed on Oct 13, 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 3-bedroom barn in quaint Winona with AC

Charming 3-bedroom barn in quaint Winona with AC

Winona MS
Stay at this vacation home in Winona. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Montgomery County Performing Arts Center and Winona - Montgomery County Library are located nearby.
Opens in a new windowCharming 3-bedroom barn in quaint Winona with AC
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 $138. 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 $138. 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 $138 and $1,390 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.