Cheap Flights to Gregory County from $193 (2026/2027)

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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.

Thu, Nov 12 - Sun, Nov 15
DEN
Denver Intl.
PIR
Pierre Regional
$240 Roundtrip, found 4 hours ago
$240
Roundtrip
found 4 hours ago
Select United flight, departing Thu, Nov 12 from Denver Intl. to Pierre Regional, returning Sun, Nov 15, priced at $240 found 4 hours ago
Thu, Nov 12 - Sun, Nov 15
DEN
Denver Intl.
PIR
Pierre Regional
$270 Roundtrip, found 4 hours ago
$270
Roundtrip
found 4 hours ago
Select United flight, departing Thu, Nov 12 from Denver Intl. to Pierre Regional, returning Sun, Nov 15, priced at $270 found 4 hours ago
Sun, Dec 13 - Sun, Dec 20
DEN
Denver Intl.
PIR
Pierre Regional
$315 Roundtrip, found 2 days ago
$315
Roundtrip
found 2 days ago
Select United flight, departing Sun, Dec 13 from Denver Intl. to Pierre Regional, returning Sun, Dec 20, priced at $315 found 2 days ago
Thu, Nov 12 - Sun, Nov 15
DEN
Denver Intl.
PIR
Pierre Regional
$321 Roundtrip, found 4 hours ago
$321
Roundtrip
found 4 hours ago
Select United flight, departing Thu, Nov 12 from Denver Intl. to Pierre Regional, returning Sun, Nov 15, priced at $321 found 4 hours ago
Wed, Nov 11 - Sat, Nov 14
DEN
Denver Intl.
PIR
Pierre Regional
$390 Roundtrip, found 4 hours ago
$390
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Nov 11 from Denver Intl. to Pierre Regional, returning Sat, Nov 14, priced at $390 found 4 hours ago
Wed, Nov 11 - Sat, Nov 14
DEN
Denver Intl.
PIR
Pierre Regional
$397 Roundtrip, found 4 hours ago
$397
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Nov 11 from Denver Intl. to Pierre Regional, returning Sat, Nov 14, priced at $397 found 4 hours ago
Thu, May 13 - Mon, May 17
ICT
Wichita Dwight D. Eisenhower National
PIR
Pierre Regional
$438 Roundtrip, found 12 hours ago
$438
Roundtrip
found 12 hours ago
Select United flight, departing Thu, May 13 from Wichita Dwight D. Eisenhower National to Pierre Regional, returning Mon, May 17, priced at $438 found 12 hours ago
Thu, May 13 - Mon, May 17
ICT
Wichita Dwight D. Eisenhower National
PIR
Pierre Regional
$451 Roundtrip, found 12 hours ago
$451
Roundtrip
found 12 hours ago
Select United flight, departing Thu, May 13 from Wichita Dwight D. Eisenhower National to Pierre Regional, returning Mon, May 17, priced at $451 found 12 hours ago
Mon, Nov 16 - Thu, Nov 19
IND
Indianapolis Intl.
PIR
Pierre Regional
$795 Roundtrip, found 1 day ago
$795
Roundtrip
found 1 day ago
Select United flight, departing Mon, Nov 16 from Indianapolis Intl. to Pierre Regional, returning Thu, Nov 19, priced at $795 found 1 day ago
OriginDestinationTravel DatesFlights From*
DENPierreNovember 12 to November 15$240
SLCPierreNovember 6 to November 8$350
MSPPierreNovember 9 to November 12$1,946
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENPierreOctober 16 to October 18$451
*Prices include taxes and fees

Travelers ❤️ These Gregory County 🏨

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.
7.4/10 Good! (3 reviews)
"Floor had to be swept immediately when we entered. There were glasses from the previous occupants that still had liquids in them by the sink. The beds were not made and we don't believe the were cleaned either. Mold all over the shower curtains and in the shower itself. Do. Not. Rent."

Reviewed on Aug 15, 2026

Opens in a new windowDallas Cottage 57 Retreat - Gather, Relax, Stay Awhile
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! (8 reviews)
"Was a great place. Lots of room and very clean. Would stay again."

Reviewed on Aug 24, 2026

Opens in a new windowLarge house, newly renovated, perfect for family gathers and hunting getaways
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
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Whetstone Bay Lodge Room 1 - Sleeps 2 · Whetstone Bay Lodge Room 1 - Sleeps 2

Whetstone Bay Lodge Room 1 - Sleeps 2 · Whetstone Bay Lodge Room 1 - Sleeps 2

Bonesteel SD
Stay at this hotel in Bonesteel. Enjoy air conditioning.
2/10 (1 review)
"We stayed here during a stretch of extreme heat, and unfortunately, our experience was very disappointing. While the basic housekeeping seemed okay and the motel has an older, rustic charm, the room's air conditioner was completely unable to cool the space—to the point where it was actually warmer ..."

Reviewed on Jul 27, 2026

Opens in a new windowWhetstone Bay Lodge Room 1 - Sleeps 2 · Whetstone Bay Lodge Room 1 - Sleeps 2
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 $240. 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 16 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?
November 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. $240 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 $240 and $1,946. 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.