Cheap Flights to Gregory County from $199 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Gregory County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Aug 3 - Thu, Aug 13
MSY
Louis Armstrong New Orleans Intl.
PIR
Pierre Regional
$336 Roundtrip, found 23 hours ago
$336
Roundtrip
found 23 hours ago
Select United flight, departing Mon, Aug 3 from Louis Armstrong New Orleans Intl. to Pierre Regional, returning Thu, Aug 13, priced at $336 found 23 hours ago
Thu, Oct 15 - Mon, Oct 19
SEA
Seattle - Tacoma Intl.
PIR
Pierre Regional
$341 Roundtrip, found 4 days ago
$341
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 15 from Seattle - Tacoma Intl. to Pierre Regional, returning Mon, Oct 19, priced at $341 found 4 days ago
Mon, Aug 3 - Thu, Aug 13
MSY
Louis Armstrong New Orleans Intl.
PIR
Pierre Regional
$346 Roundtrip, found 23 hours ago
$346
Roundtrip
found 23 hours ago
Select United flight, departing Mon, Aug 3 from Louis Armstrong New Orleans Intl. to Pierre Regional, returning Thu, Aug 13, priced at $346 found 23 hours ago
Thu, Oct 15 - Mon, Oct 19
SEA
Seattle - Tacoma Intl.
PIR
Pierre Regional
$374 Roundtrip, found 4 days ago
$374
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 15 from Seattle - Tacoma Intl. to Pierre Regional, returning Mon, Oct 19, priced at $374 found 4 days ago
Thu, Oct 15 - Mon, Oct 19
SEA
Seattle - Tacoma Intl.
PIR
Pierre Regional
$381 Roundtrip, found 4 days ago
$381
Roundtrip
found 4 days ago
Select United flight, departing Thu, Oct 15 from Seattle - Tacoma Intl. to Pierre Regional, returning Mon, Oct 19, priced at $381 found 4 days ago
Mon, Aug 3 - Thu, Aug 13
MSY
Louis Armstrong New Orleans Intl.
PIR
Pierre Regional
$407 Roundtrip, found 23 hours ago
$407
Roundtrip
found 23 hours ago
Select United flight, departing Mon, Aug 3 from Louis Armstrong New Orleans Intl. to Pierre Regional, returning Thu, Aug 13, priced at $407 found 23 hours ago
Thu, Oct 15 - Mon, Oct 19
SEA
Seattle - Tacoma Intl.
PIR
Pierre Regional
$409 Roundtrip, found 5 hours ago
$409
Roundtrip
found 5 hours ago
Select United flight, departing Thu, Oct 15 from Seattle - Tacoma Intl. to Pierre Regional, returning Mon, Oct 19, priced at $409 found 5 hours ago
Mon, Aug 3 - Thu, Aug 13
MSY
Louis Armstrong New Orleans Intl.
PIR
Pierre Regional
$412 Roundtrip, found 23 hours ago
$412
Roundtrip
found 23 hours ago
Select United flight, departing Mon, Aug 3 from Louis Armstrong New Orleans Intl. to Pierre Regional, returning Thu, Aug 13, priced at $412 found 23 hours ago
OriginDestinationTravel DatesFlights From*
DFWPierreAugust 2 to August 3$672
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LASPierreJuly 18 to July 21$468
MSPPierreJuly 18 to July 23$1,065
*Prices include taxes and fees

Travelers ❤️ These Gregory County 🏨

Large house, newly renovated, perfect for family gathers and hunting getaways

Large house, newly renovated, perfect for family gathers and hunting getaways

Fairfax SD
Stay at this vacation home in Fairfax. Enjoy a garden, laundry facilities, and in-room fireplaces.
9.8/10 Exceptional! (6 reviews)
"Excellent property had everything we needed for our fishing trip!"

Reviewed on Jul 1, 2026

Opens in a new windowLarge house, newly renovated, perfect for family gathers and hunting getaways
Dallas Cottage 57 Retreat - Gather, Relax, Stay Awhile

Dallas Cottage 57 Retreat - Gather, Relax, Stay Awhile

Dallas SD
Stay at this cottage in Dallas. Enjoy patios and air conditioning.
Opens in a new windowDallas Cottage 57 Retreat - Gather, Relax, Stay Awhile
Modern Cottage 56 Getaway -Walk to Food, Drinks & Fun

Modern Cottage 56 Getaway -Walk to Food, Drinks & Fun

Dallas SD
Stay at this cottage in Dallas. Enjoy air conditioning.
Opens in a new windowModern Cottage 56 Getaway -Walk to Food, Drinks & Fun
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Rustic Ridge

Rustic Ridge

Gregory SD
Stay at this vacation home in Gregory. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker.
9.8/10 Exceptional! (6 reviews)
"Great Place"

Reviewed on May 6, 2026

Opens in a new windowRustic Ridge
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 Gregory County?
The next vacation you take doesn't have to cost a small fortune. During the last seven days, the cheapest roundtrip flight to Gregory County cost $336. Find a bargain fare and spend the dollars you save on exciting experiences. This price was available on Travelocity for flights to Gregory County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Gregory County?
Take your pick of 15 airline companies when you're ready to lock in your flight to Gregory County. Let American Airlines take you there. This favorite air carrier offers 290 services per month to Fairfax, Gregory County's gateway city.
What is the cheapest month to fly to Gregory County?
August is the cheapest month to jet out to Gregory County based on Travelocity's direct return flight demand from January to December last year. We'll help you lock in a fantastic deal so you can start organizing your getaway today.
How can I check my flight status to Gregory County?
Visit the Travelocity portal, Trips. You'll find everything related to your flight to Gregory County here, including info about flight delays, gate changes and more. Trips is located at the top of the Travelocity homepage. Simply sign up, log in and get the answers you need. Or you can look up your itinerary while you're on the move and get real-time travel updates through the Travelocity app. You'll find all your itineraries in one convenient place, making it a cinch to share details with any members of your family flying with you.
How do I find the best deals on flights to Gregory County?
Try these tips — book well in advance, avoid peak periods and be flexible with your dates. If you don't have a specific date in mind, search for your flight to Gregory County on Travelocity and hit "Flexible dates" at the top of the page. This will help you locate any cheaper fares on a nearby day. $336 was the lowest price paid for a roundtrip flight to Gregory County in the last seven days. 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 Gregory County with Travelocity?
Where to start! With cheap flights to Gregory County, accommodations and activities, you'll find all you need to create your perfect trip with Travelocity. Secure your cheap family flights and take advantage of our round-the-clock social media support and Price Match Guarantee if you need. Our goal is to offer hassle-free travel when you book with us so that you can spend less time worrying and more time making memories with your travel buddies.
What are the most popular flight routes to Gregory County?
To help you choose your flights to Gregory County, check out our list of some of the leading routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Sioux Falls Regional Airport (FSD) - 914 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Sioux Falls Regional Airport (FSD) - 901 flights a month.
  • Denver, CO (DEN-Denver Intl.) to Sioux Falls Regional Airport (FSD) - 814 flights a month.

How much is a flight to Gregory County on average?
Based on prices found over the last seven days, roundtrip flights to Gregory County were between $336 and $1,065. Whenever you're ready to go, Travelocity will help you find a fare that'll work with your budget. 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 Gregory County?
To get an idea of the average flying time of a direct flight to Gregory County, take a peek at these top routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Sioux Falls Regional Airport (FSD) - 1 hour and 47 minutes
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to Sioux Falls Regional Airport (FSD) - 1 hour and 4 minutes
  • Denver, CO (DEN-Denver Intl.) to Sioux Falls Regional Airport (FSD) - 1 hour and 35 minutes

What can I expect on a flight to Gregory County?
Factors such as which airline you're traveling with and your point of departure will mostly determine your onboard experience. Chances are you'll find all sorts of flights to Gregory County, from cheap flights for family vacations to first class airfares. Hot meals and entertainment are just a small taste what most airlines offer on long-haul trips.