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$340+ Cheap flights from Chicago (CHI) to Pierre (PIR)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PIR
Mar 22 — Mar 291
Sun 3/22
Sun 3/29
1 adult, Economy
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Cheap flight deals from Chicago to Pierre

Cheapest flights from Chicago to Pierre
Explore the most affordable flight options available from Chicago to Pierre. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2026.

This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:01 am
ORD
-
PIR
2 stops14h 40m
United Airlines
Sun 5/106:15 am
PIR
-
ORD
1 stop16h 43m
United Airlines
Deal found 2/19$511
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:34 pm
ORD
-
PIR
1 stop18h 46m
United Airlines
Sun 5/36:15 am
PIR
-
ORD
1 stop18h 43m
United Airlines
Deal found 2/19$522
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/68:40 am
ORD
-
PIR
1 stop7h 38m
United Airlines
Tue 3/106:15 am
PIR
-
ORD
1 stop5h 04m
United Airlines
Deal found 2/19$535
This United Airlines deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:50 pm
ORD
-
PIR
1 stop5h 38m
United Airlines
Sat 3/76:15 am
PIR
-
ORD
1 stop5h 04m
United Airlines
Deal found 2/16$545
This United Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:00 pm
ORD
-
PIR
1 stop26h 59m
United Airlines
Sat 10/316:22 am
PIR
-
ORD
1 stop28h 21m
United Airlines
Deal found 2/18$554

Find flight deals from Chicago to Pierre

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pierre (PIR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 20, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$511
(United Airlines)

One-way from

$340
(United Airlines)
Provider with most accurate pricing for Chicago (CHI)-Pierre flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Pierre flights.
Search Deals
From Chicago (CHI) to Pierre
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One-way flight from Chicago (CHI) to Pierre
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Pierre that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 20, 2026.
Use the filters below to find and compare flights from Chicago to Pierre that are best for you.

Fly from

Chicago

Fly to

Pierre

Route

Depart

Return

Price

ChicagoPierre

ORD - PIR

ORDPIR

Chicago O'Hare Intl

Fri 5/1

9:34 pm-4:20 pm

1 stop18h 46m

Pierre

Sun 5/3

6:15 am-12:58 am

1 stop18h 43m

$522

ChicagoPierre

ORD - PIR

ORDPIR

Chicago O'Hare Intl

Fri 5/8

2:20 pm-4:20 pm

1 stop26h 00m

Pierre

Sun 5/10

6:15 am-12:58 am

1 stop18h 43m

$522

ChicagoPierre

ORD - PIR

ORDPIR

Chicago O'Hare Intl

Fri 3/6

8:40 am-4:18 pm

1 stop7h 38m

Pierre

Tue 3/10

6:15 am-11:19 am

1 stop5h 04m

$535

ChicagoPierre

ORD - PIR

ORDPIR

Chicago O'Hare Intl

Tue 3/3

5:50 pm-11:28 pm

1 stop5h 38m

Pierre

Sat 3/7

6:15 am-11:19 am

1 stop5h 04m

$545

ChicagoPierre

ORD - PIR

ORDPIR

Chicago O'Hare Intl

Thu 6/18

10:55 pm-4:23 pm

1 stop17h 28m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/17

  • Most accurate provider: When it comes to deals on Chicago-Pierre flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Chicago-Pierre flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Chicago-Pierre flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Pierre flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Pierre flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Pierre

Have a flexible travel schedule? Discover the best time to fly to Pierre from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Pierre
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pierre. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Pierre from Chicago?

    Located just 3.4 mi from the city center, Pierre is the airport most travelers will use when flying to Pierre from Chicago. Booking flights from Chicago to Pierre (PIR) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • How long is the flight from Chicago to Pierre?

    Airlines like United Airlines fly from Chicago to Pierre in about 18h 46m. The time it takes to get you to your destination can typically vary by up to . The distance between Chicago and Pierre is about 644 mi.

  • Can I find deals for flights from Chicago to Pierre that include hotel bookings?

    Yes. In addition to deals on Chicago to Pierre flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Pierre?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Pierre.

  • Can I find deals for business class flights from Chicago to Pierre?

    Yes. Cheapflights offers flight deals from Chicago to Pierre by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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