$263 Cheap Flights from Chicago (ORD) to Pierre (PIR)

View $263 flight on Sun, Dec 21, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Pierre, SD (PIR-Pierre Regional)

Cheap Flights from Chicago to Pierre (ORD-PIR)

Prices were available within the past 7 days and start at $263 for one-way flights and $484 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Nov 18 - Sun, Dec 7
ORD
Chicago
PIR
Pierre
$484 Roundtrip, found 5 days ago
$484
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 18 from Chicago to Pierre, returning Sun, Dec 7, priced at $484 found 5 days ago
United
Thu, Nov 27 - Mon, Dec 8
ORD
Chicago
PIR
Pierre
$485 Roundtrip, found 5 days ago
$485
Roundtrip
found 5 days ago
Select United flight, departing Thu, Nov 27 from Chicago to Pierre, returning Mon, Dec 8, priced at $485 found 5 days ago
United
Tue, Nov 18 - Sat, Dec 6
ORD
Chicago
PIR
Pierre
$495 Roundtrip, found 5 days ago
$495
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 18 from Chicago to Pierre, returning Sat, Dec 6, priced at $495 found 5 days ago
United
Sun, Nov 16 - Sun, Dec 7
ORD
Chicago
PIR
Pierre
$499 Roundtrip, found 5 days ago
$499
Roundtrip
found 5 days ago
Select United flight, departing Sun, Nov 16 from Chicago to Pierre, returning Sun, Dec 7, priced at $499 found 5 days ago
United
Tue, Nov 18 - Thu, Dec 4
ORD
Chicago
PIR
Pierre
$504 Roundtrip, found 5 days ago
$504
Roundtrip
found 5 days ago
Select United flight, departing Tue, Nov 18 from Chicago to Pierre, returning Thu, Dec 4, priced at $504 found 5 days ago
United
Sat, Dec 6 - Sun, Dec 21
ORD
Chicago
PIR
Pierre
$506 Roundtrip, found 5 days ago
$506
Roundtrip
found 5 days ago
Select United flight, departing Sat, Dec 6 from Chicago to Pierre, returning Sun, Dec 21, priced at $506 found 5 days ago
United
Wed, Nov 19 - Sat, Dec 6
ORD
Chicago
PIR
Pierre
$508 Roundtrip, found 5 days ago
$508
Roundtrip
found 5 days ago
Select United flight, departing Wed, Nov 19 from Chicago to Pierre, returning Sat, Dec 6, priced at $508 found 5 days ago
United
Sun, Nov 16 - Sat, Dec 6
ORD
Chicago
PIR
Pierre
$510 Roundtrip, found 5 days ago
$510
Roundtrip
found 5 days ago
Select United flight, departing Sun, Nov 16 from Chicago to Pierre, returning Sat, Dec 6, priced at $510 found 5 days ago
United
Sat, Dec 6 - Sat, Dec 20
ORD
Chicago
PIR
Pierre
$518 Roundtrip, found 5 days ago
$518
Roundtrip
found 5 days ago
Select United flight, departing Sat, Dec 6 from Chicago to Pierre, returning Sat, Dec 20, priced at $518 found 5 days ago
United
Sun, Nov 16 - Thu, Dec 4
ORD
Chicago
PIR
Pierre
$519 Roundtrip, found 5 days ago
$519
Roundtrip
found 5 days ago
Select United flight, departing Sun, Nov 16 from Chicago to Pierre, returning Thu, Dec 4, priced at $519 found 5 days ago
Flights from Chicago (ORD) to Pierre (PIR)
Origin airport
O'Hare Intl.
Destination airport
Pierre Regional
Roundtrip price
$483
Distance
645 mi

Chicago to Pierre Flights

The cheapest times to fly from Chicago to Pierre

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Pierre are during the month of November. You can find some of the cheapest flights from Chicago to Pierre with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Pierre

Sunday is one of the best days to book for cheap flights from Chicago to Pierre: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Pierre

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Pierre in 2025. You can also book with separate airlines for your outbound and return journeys, from $263 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Pierre flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Pierre airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

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

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR) cost?
Secure a cheap one-way flight from $263 or cheap return flight from $484 from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR)?
Planning your trip for November may help you find better deals, as it's the cheapest month for flights between ORD and PIR. You'll usually find the lowest prices during the off-season.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest ORD to PIR flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR)?
You'll have to hop on a flight with a layover when traveling from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR). Direct flights don't operate daily on this route. However, just filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from ORD to PIR?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays are often the quietest.* But this can vary based on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR) route, aim to fly before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR) last-minute?
Last-minute bookings from ORD to PIR are typically more expensive. To lock in the best rates, start looking for flights well ahead of time. That being said, if you're flexible with your travel plans, it's possible to score a cheap fare right before you leave.
Is it cheaper to book an ORD to PIR flight and hotel package?
Securing an ORD to PIR flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Choose from our wide range of stays and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Pierre Regional Airport (PIR)?
It's generally possible to reschedule or cancel your ORD to PIR flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.