$50 Cheap Flights to Gregory, SD

Flights to Gregory at a glance

Traveling to Gregory is easy, thanks to full-service airlines that provide a range of flight choices. Take the time to compare travel durations and select the flight that aligns best with your itinerary as you plan to discover the city's iconic attractions and neighborhoods.

• Major airport near Gregory: Pierre Regional Airport (PIR)
• Flights per week: 43 flights arriving at Gregory airport
• Number of airlines that fly to Gregory: around 3 carriers

Popular airport near Gregory

Gregory is a charming city ideal for travelers seeking outdoor adventures, stunning scenery, wellness retreats, and romantic getaways. It is conveniently served by a major airport, making it easy for visitors to explore all that Gregory has to offer.

• Pierre Regional Airport (PIR): Situated in Hughes County, South Dakota, approximately 90 miles from Gregory, this airport provides vital domestic services, linking travelers to about 6 cities nationwide. Key airlines operating here include United, Key Lime DBA Denver Air Connection, and American Airlines.

Top routes to Gregory

• Denver (DEN) to Gregory (PIR), with one-way airfare from around $110
• Seattle (SEA) to Gregory (PIR), with one-way flights starting at around $140
• Phoenix (PHX) to Gregory (PIR), with one-way flights starting at around $160
• San Diego (SAN) to Gregory (PIR), with one-way tickets available from around $170
• Dallas (DFW) to Gregory (PIR), with one-way flight options from around $160

Cheapest routes to Gregory

• Denver (DEN) to Gregory (PIR), with cheap one-way fares from around $110
• Seattle (SEA) to Gregory (PIR), with low one-way fares from around $140
• Phoenix (PHX) to Gregory (PIR), with low-cost one-way tickets from around $160
• Dallas (DFW) to Gregory (PIR), with affordable one-way prices from around $160
• San Diego (SAN) to Gregory (PIR), with affordable one-way prices from around $170

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Gregory

• United: Operating flights to Pierre Regional Airport (PIR), United is responsible for about 54% of arrivals in Gregory. The typical one-way fare hovers around $270.
• Key Lime DBA Denver Air Connection: Serving Pierre Regional Airport (PIR), Key Lime DBA Denver Air Connection accounts for approximately 44% of arrivals to Gregory, with average one-way fares around $140.
• American Airlines: Also flying to Pierre Regional Airport (PIR), American Airlines makes up roughly 3% of arrivals in Gregory, offering one-way fares that average about $350.

Best time to fly to Gregory

The most popular months for travelers to fly to Gregory are March, June, and July, when peak temperatures in Gregory can reach up to 77.2°F in July. If you prefer quieter travel, consider August, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 75.2°F. For better deals, February usually offers the lowest average one-way fare around $172, roughly 21% cheaper than the yearly average. Looking for additional cheaper months to fly? July offers an average one-way fare of around $179, making it a good option for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Gregory

Getting some of the best deals on flights to Gregory is all about timing and flexibility. Here are some key tips to help you save:

1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia.*
4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Gregory flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Gregory

Gregory welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Gregory efficiently:

• Public transportation: From Pierre Regional Airport, Pierre Seaport, a seaport, is conveniently located just 0.2 miles away, making it easily accessible for travelers.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Gregory, with private rides that can be arranged in advance.
• Car rental: Renting a car in Gregory is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Gregory on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Gregory

• Burke: Located 8 miles away from Gregory, Burke is an inviting city perfect for those seeking outdoor adventures and beautiful scenery. Enjoy a romantic getaway or family-friendly activities at local spots like American Legion Field Park and South Park. With access to a nearby national state park, river, and a recreational area, Burke is an excellent destination for nature lovers and thrill-seekers alike.
• Colome: Colome is located 15 miles drive away from Gregory and offers a delightful mix of outdoor activities and scenic beauty. This charming city is ideal for adventurous travelers and those looking to explore the great outdoors. Key highlights include McDonald's Park and Beaulieu Lake, where you can enjoy family time or a serene beach experience. Don't miss the Tripp County Veteran’s Memorial for a touch of local culture.
• Dallas: Situated just 4 miles away from Gregory, Dallas is a great destination for outdoor enthusiasts and adventure seekers. Explore the natural beauty of the area, which includes a river and a national state park. You can unwind at McDonald's Park or visit the poignant Tripp County Veteran’s Memorial. Beaulieu Lake also offers a picturesque setting for romance and relaxation, making Dallas a well-rounded spot for travelers.

Tips for short-haul flights to Gregory

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Maximize space by using mini toiletries, wearing your bulkiest clothing, and coordinating your outfits. This strategy also helps you avoid the wait at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may not provide in-flight entertainment. To keep yourself occupied, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book. Remember to fully charge your devices before you board.
• Arrive at the airport in plenty of time—even for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours before your departure, taking into account traffic and security lines.
• Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Gregory

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is crucial for your comfort. Full-service airlines often allow free seat selection when online check-in opens, typically 24–48 hours before your flight. Some airlines may provide the option to select seats even earlier.
• Arrive at the airport in plenty of time—make sure to arrive at the airport at least 3 hours before departure for international flights, allowing ample time for check-in, security checks, and immigration procedures.
• Relax at the airport—if you have some extra time, take the opportunity to explore the stores, enjoy a coffee at a café, or unwind at the gate or in a departure lounge if you have access. Most airports offer free Wi-Fi for your convenience.
• Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and adjusting your sleep schedule to align with your destination's time zone. Try to sleep or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Tips to find the cheapest flights to Gregory

The cheapest day to fly

Get started finding a cheap flight to Gregory on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

January is the cheapest month to fly to Gregory. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Gregory. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Gregory, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Gregory

The lowest price for round-trip flights to Gregory in 2026 starts from $100, while one-way tickets start from from $50. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Gregory. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Gregory

Allegiant Air, United, American Airlines, Delta are just some of the airlines that can typically offer cheap tickets to Gregory. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Gregory and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Gregory, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Gregory. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Gregory plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Gregory

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Gregory.

Stopover savings

The cheapest tickets to Gregory are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Gregory. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Gregory for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Gregory. Simply download the free Expedia app to your smart device and activate Gregory flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Gregory. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.