South Dakota

$111+ Cheap flights from Chicago (CHI) to South Dakota

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FSD
Jan 22 — Jan 291
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Cheap flight deals from Chicago to South Dakota

Cheapest flights from Chicago to South Dakota
Explore the most affordable flight options available from Chicago to South Dakota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This United Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/298:50 amORD - FSD
Nonstop2h 02mUnited Airlines
Mon 1/56:16 pmFSD - ORD
Nonstop2h 04mUnited Airlines
Deal found 12/22$249
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:21 amORD - FSD
1 stop7h 07mAmerican Airlines
Mon 1/57:29 pmFSD - ORD
Nonstop2h 01mAmerican Airlines
Deal found 12/22$259
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:07 pmORD - FSD
Nonstop1h 52mAmerican Airlines
Sun 1/47:29 pmFSD - ORD
Nonstop2h 01mAmerican Airlines
Deal found 12/22$279
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:59 pmMDW - FSD
1 stop5h 09mDelta
Fri 2/131:00 pmFSD - MDW
1 stop5h 40mDelta
Deal found 12/21$309
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:50 pmORD - FSD
Nonstop1h 55mAmerican Airlines
Sat 12/277:11 amFSD - ORD
Nonstop1h 59mAmerican Airlines
Deal found 12/20$334
This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/228:15 amORD - FSD
Nonstop2h 01mAmerican Airlines
Fri 12/267:11 amFSD - ORD
Nonstop1h 59mAmerican Airlines
Deal found 12/21$389
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:13 amORD - FSD
Nonstop1h 58mAmerican Airlines
Mon 12/297:29 pmFSD - ORD
Nonstop2h 01mAmerican Airlines
Deal found 12/22$390
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Mon 12/225:50 pmORD - FSD
1 stop6h 05mUnited Airlines
Fri 12/266:16 pmFSD - ORD
Nonstop2h 04mUnited Airlines
Deal found 12/21$399
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:00 amORD - FSD
2 stops8h 45mDelta
Fri 12/265:00 amFSD - ORD
1 stop4h 25mDelta
Deal found 12/21$414
This United Airlines deal was found by Cheapflights users on 12/21. 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.
Wed 12/2412:35 pmORD - FSD
Nonstop1h 52mUnited Airlines
Wed 12/317:30 amFSD - ORD
Nonstop2h 00mUnited Airlines
Deal found 12/21$429
This Delta deal was found by Cheapflights users on 12/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:35 pmORD - RAP
2 stops10h 06mDelta
Thu 12/254:14 pmRAP - ORD
1 stop4h 20mDelta
Deal found 12/21$464
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Mon 12/2212:45 pmORD - RAP
1 stop7h 27mUnited Airlines
Thu 12/251:27 pmRAP - ORD
Nonstop2h 36mUnited Airlines
Deal found 12/22$519

Find flight deals from Chicago to South Dakota

Keep the following information in mind while searching for Chicago to South Dakota flight deals. Data was last updated December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(American Airlines)

One-way from

$111
(Kiwi.com)

Popular in

June

Cheapest in

September

Average price

$338

Good round-trip deal

$198 or less

Good one-way deal

$213 or less
Provider with most accurate pricing for Chicago (CHI)-Sioux Falls Joe Foss Field flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Sioux Falls Joe Foss Field flights.
From Chicago (CHI) to South Dakota
One-way flight from Chicago (CHI) to South Dakota
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Chicago (CHI) to South Dakota.
Price to beat on a one-way flight from Chicago (CHI) to South Dakota.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to South Dakota 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 December 23, 2025.
Use the filters below to find and compare flights from Chicago to South Dakota that are best for you.

Fly from

Chicago

Fly to

South Dakota

Route

Depart

Return

Price

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Fri 1/23

3:53 pm-5:45 pm

Nonstop1h 52m

Sioux Falls Joe Foss Field

Thu 1/29

6:15 pm-8:13 pm

Nonstop1h 58m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Thu 1/15

7:58 pm-9:50 pm

Nonstop1h 52m

Sioux Falls Joe Foss Field

Tue 1/20

3:11 pm-5:10 pm

Nonstop1h 59m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Thu 2/5

3:53 pm-5:45 pm

Nonstop1h 52m

Sioux Falls Joe Foss Field

Thu 2/12

7:52 pm-9:40 pm

Nonstop1h 48m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Wed 1/21

3:35 pm-5:18 pm

Nonstop1h 43m

Sioux Falls Joe Foss Field

Wed 1/28

11:22 am-1:15 pm

Nonstop1h 53m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Fri 1/23

6:15 am-10:22 am

1 stop4h 07m

Sioux Falls Joe Foss Field

Mon 1/26

4:17 pm-9:43 pm

1 stop5h 26m

$209

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Thu 3/12

6:00 am-12:53 pm

1 stop6h 53m

Sioux Falls Joe Foss Field

Sun 3/15

1:34 pm-7:49 pm

1 stop6h 15m

$209

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Fri 1/23

6:15 am-10:22 am

1 stop4h 07m

Sioux Falls Joe Foss Field

Thu 1/29

1:02 pm-5:55 pm

1 stop4h 53m

$209

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Tue 1/6

3:35 pm-5:18 pm

Nonstop1h 43m

Sioux Falls Joe Foss Field

Sat 1/10

7:30 am-9:32 am

Nonstop2h 02m

$219

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

Wed 1/7

7:35 pm-9:35 pm

Nonstop2h 00m

Sioux Falls Joe Foss Field

Sun 1/11

6:00 am-8:05 am

Nonstop2h 05m

$219

ChicagoSioux Falls

MDW - FSD

MDWFSD

Chicago Midway

Thu 1/8

1:49 pm-7:30 pm

1 stop5h 41m

Sioux Falls Joe Foss Field

Sun 1/11

5:00 am-9:08 am

1 stop4h 08m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 57 results
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Best time to book a flight from Chicago to South Dakota

Have a flexible travel schedule? Discover the best time to fly to South Dakota 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 South Dakota

What is the cheapest month to book a flight from Chicago to South Dakota?

Currently, January is the cheapest month in which you can book a flight from Chicago to South Dakota (average of $189). Flying from Chicago to South Dakota in April is currently the most expensive (average of $223). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SD?

Find hourly flight availability from Chicago to South Dakota. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

It’s optimal to fly from Chicago to South Dakota at noon. By choosing this option you can save up to 49% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Chicago to South Dakota?

Use this chart to determine the cheapest time to fly round-trip from Chicago to South Dakota. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to South Dakota flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to South Dakota

Explore weekly flight availability from Chicago to South Dakota. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 23, 2025.

The most flights from CHI to USSD are scheduled on a Monday (18 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Chicago to South Dakota?

Reviews of airlines servicing South Dakota

Get insights into the airlines that provide service to South Dakota. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to South Dakota. Reviews last updated December 23, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Chicago to South Dakota by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Entertainment

7.9

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chicago to South Dakota. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago to South Dakota?

    For as low as $189, American Airlines can have you in South Dakota from Chicago in 1h 52m. The distance from Chicago to South Dakota is about 461 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago to South Dakota?

  • What are the most reliable airlines from Chicago to South Dakota?

    The top 3 most reliable airlines when flying from Chicago to South Dakota are GoJet (63%), United Airlines (60%) and Alaska Airlines (59%).

  • What are the cheapest flights from Chicago to South Dakota?

    On average you can expect to pay $306 for a flight from Chicago to South Dakota. The cheapest flight overall is $189 while the most popular route, (Chicago O'Hare Intl - Rapid City) is currently priced at $229.

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

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

  • How can I find direct flights from Chicago to South Dakota?

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

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

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

  • What is the cheapest month to book a flight from Chicago to South Dakota?

    Currently, January is the cheapest month in which you can book a flight from Chicago to South Dakota (average of $189). Flying from Chicago to South Dakota in April is currently the most expensive (average of $223). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to South Dakota

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Chicago to South Dakota

Discover the top 4 airlines that operate flights from Chicago to South Dakota. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
Denver Air ConnectionCheapest$164Average$196FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$189Average$274FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$194Average$344FlexibilityNo cancel feeOn-time69%
DeltaCheapest$228Average$298FlexibilityNo cancel feeOn-timeN/A

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