Cheap Flights to Montgomery County (2026/2027)

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Winona County Courthouse

Winona

Flights
Winona
OriginDestinationTravel DatesFlights From*
ATLGreenvilleAugust 13 to August 16$198
IAHMeridianJuly 2 to July 3$244
TPAMeridianJune 26 to June 29$280
ATLPearlJuly 7 to July 16$306
TPAPearlJuly 14 to July 16$369
DTWColumbusJuly 10 to July 12$397
BOIPearlSeptember 9 to September 13$436
DCAColumbusAugust 21 to August 23$436
SFOMeridianJune 30 to July 3$498
TPAGreenvilleJune 24 to June 25$526
GEGPearlJune 17 to June 20$601
DCATupeloJune 19 to June 21$661
DTWMeridianSeptember 10 to September 14$675
TPATupeloJuly 2 to July 5$1,594
ATLTupeloJune 26 to June 28$1,617
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLGreenvilleJune 6 to June 24$241
IAHMeridianJune 5 to June 7$345
ATLPearlJune 5 to June 7$519
*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

Jun 27 - Jun 30

3 night stay

Denver (DEN) to Columbus (GTR)

American Airlines • Non-stop roundtrip • Coach
Price was $628, price is now $586 per person
$586
per person
found 1 day ago
The Grand Motel
2.5-star property

The Grand Motel

Jun 27 - Jun 30

3 night stay

Denver (DEN) to Columbus (GTR)

American Airlines • Non-stop roundtrip • Coach
Price was $617, price is now $588 per person
$588
per person
found 1 day ago
Tangerine Motel
2.0-star property

Tangerine Motel

Jun 27 - Jun 30

3 night stay

Denver (DEN) to Columbus (GTR)

American Airlines • Non-stop roundtrip • Coach
Price was $747, price is now $713 per person
$713
per person
found 1 day 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! (715 reviews)
"Breakfast was fresh with many choices. Staff attentive and friendly."

Reviewed on May 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! (493 reviews)
"Wouldn’t stay again. Room was dated, though bed was adequate."

Reviewed on May 30, 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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OYO Hotel Grenada West

OYO Hotel Grenada West

2 out of 5
1451 Sunset Drive Grenada MS
Stay at this hotel in Grenada. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Butler Hill Park and Bledsoe Park are located nearby.
6.6/10 (403 reviews)
"The room was extremely dirty. Hand prints on the mirrors. Bugs in the room. Some sort of unidentified goo on the door and walls. Someone actually ripped off the buttons on the phone. Moved the mattress to plug in a charger, all kinds of hair and other crusty stuff against the wall and box spring… ..."

Reviewed on May 28, 2026

Opens in a new windowOYO Hotel Grenada West
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 $198. 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, August 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 $198. 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 $198 and $1,617 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.