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South Dakota

$86+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FSD
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap 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 septiembre 17, 2025.

Round-trip from

$148
(Priceline)

One-way from

$86
(Trip.com)

Popular in

January

Cheapest in

September

Average price

$219

Good round-trip deal

$250 or less

Good one-way deal

$258 or less
From Chicago (CHI) to South Dakota
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One-way flight from Chicago (CHI) to South Dakota
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Highest demand for flights based on searches. 11% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to South Dakota.
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Price to beat on a one-way flight from Chicago (CHI) to South Dakota.
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Find 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 septiembre 17, 2025.

This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/236:50 amORD - FSD
1 stop7h 34mFrontier
lun. 10/277:28 pmFSD - ORD
1 stop5h 31mFrontier
Deal found 9/16$148
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/146:00 amORD - FSD
1 stop7h 47mFrontier
dom. 11/162:23 pmFSD - ORD
1 stop9h 52mFrontier
Deal found 9/15$158
This Priceline deal was found by Cheapflights users on 9/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2410:51 amORD - FSD
1 stop7h 42mFrontier
lun. 10/277:28 pmFSD - ORD
1 stop5h 31mFrontier
Deal found 9/16$174
This American Airlines deal was found by Cheapflights users on 9/15. 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.
vie. 11/148:29 amORD - FSD
Nonstop1h 58mAmerican Airlines
dom. 11/165:30 amFSD - ORD
Nonstop1h 57mAmerican Airlines
Deal found 9/15$189
This American Airlines deal was found by Cheapflights users on 9/15. 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.
jue. 10/98:45 pmORD - FSD
Nonstop1h 57mAmerican Airlines
dom. 10/126:27 pmFSD - ORD
Nonstop1h 54mAmerican Airlines
Deal found 9/15$190
This American Airlines deal was found by Cheapflights users on 9/15. 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.
vie. 12/195:07 pmORD - FSD
Nonstop1h 45mAmerican Airlines
jue. 1/17:29 pmFSD - ORD
Nonstop2h 01mAmerican Airlines
Deal found 9/15$194
This American Airlines deal was found by Cheapflights users on 9/14. 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.
mar. 9/304:11 pmORD - FSD
Nonstop1h 53mAmerican Airlines
sáb. 10/46:00 amFSD - ORD
Nonstop1h 53mAmerican Airlines
Deal found 9/14$199
This Delta deal was found by Cheapflights users on 9/15. 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.
sáb. 11/227:02 pmMDW - FSD
1 stop3h 58mDelta
vie. 11/285:18 amFSD - MDW
1 stop3h 43mDelta
Deal found 9/15$209
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/56:25 pmORD - FSD
2 stops19h 13mFrontier
jue. 11/132:23 pmFSD - ORD
1 stop9h 52mFrontier
Deal found 9/16$214
This United Airlines deal was found by Cheapflights users on 9/16. 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.
mié. 12/2412:35 pmORD - FSD
Nonstop1h 52mUnited Airlines
sáb. 1/36:16 pmFSD - ORD
Nonstop2h 04mUnited Airlines
Deal found 9/16$217
This Delta deal was found by Cheapflights users on 9/14. 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.
mar. 9/308:52 amORD - FSD
1 stop3h 19mDelta
sáb. 10/45:00 amFSD - ORD
1 stop3h 28mDelta
Deal found 9/14$219
This United Airlines deal was found by Cheapflights users on 9/15. 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.
jue. 10/98:45 amORD - RAP
Nonstop2h 28mUnited Airlines
mar. 10/1412:56 pmRAP - ORD
1 stop6h 29mUnited Airlines
Deal found 9/15$219

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 septiembre 17, 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

vie. 10/24

10:51 am-6:33 pm

1 stop7h 42m

Sioux Falls Joe Foss Field

lun. 10/27

7:28 pm-12:59 am

1 stop5h 31m

$174

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

sáb. 11/22

10:05 pm-11:59 pm

Nonstop1h 54m

Sioux Falls Joe Foss Field

vie. 11/28

7:16 pm-9:14 pm

Nonstop1h 58m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

vie. 12/12

8:04 pm-9:50 pm

Nonstop1h 46m

Sioux Falls Joe Foss Field

dom. 12/14

6:08 pm-8:05 pm

Nonstop1h 57m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

vie. 11/14

8:29 am-10:27 am

Nonstop1h 58m

Sioux Falls Joe Foss Field

dom. 11/16

5:30 am-7:27 am

Nonstop1h 57m

$189

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

jue. 10/9

8:45 pm-10:42 pm

Nonstop1h 57m

Sioux Falls Joe Foss Field

dom. 10/12

6:27 pm-8:21 pm

Nonstop1h 54m

$190

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

jue. 10/23

6:50 am-2:24 pm

1 stop7h 34m

Sioux Falls Joe Foss Field

lun. 10/27

7:28 pm-11:14 am

2 stops15h 46m

$193

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

sáb. 11/22

2:30 pm-11:00 pm

2 stops8h 30m

Sioux Falls Joe Foss Field

vie. 11/28

5:18 am-11:39 am

1 stop6h 21m

$214

ChicagoSioux Falls

ORD - FSD

ORDFSD

Chicago O'Hare Intl

mar. 9/30

8:52 am-12:11 pm

1 stop3h 19m

Sioux Falls Joe Foss Field

sáb. 10/4

5:00 am-8:28 am

1 stop3h 28m

$219

ChicagoRapid City

ORD - RAP

ORDRAP

Chicago O'Hare Intl

jue. 10/9

8:45 am-10:13 am

Nonstop2h 28m

Rapid City

mar. 10/14

12:56 pm-8:25 pm

1 stop6h 29m

$219

ChicagoSioux Falls

MDW - FSD

MDWFSD

Chicago Midway

jue. 10/9

6:24 pm-6:33 pm

1 stop24h 09m

Sioux Falls Joe Foss Field

dom. 10/12

2:23 pm-9:31 am

1 stop19h 08m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 59 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, September is the cheapest month in which you can book a flight from Chicago to South Dakota (average of $334). Flying from Chicago to South Dakota in December is currently the most expensive (average of $446). 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 septiembre 17, 2025.

When flying from Chicago to South Dakota, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 septiembre 17, 2025.

The most flights from CHI to USSD are scheduled on a Monday (16 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

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 septiembre 17, 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.
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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, Frontier can have you in South Dakota from Chicago in 1h 46m. The distance from Chicago to South Dakota is about 461 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to South Dakota one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $119. Delta flights start at $170 while deals on United Airlines start at $176 one-way.

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

    The most popular route from Chicago to South Dakota is Chicago O'Hare Intl - Rapid City. You may also consider Chicago O'Hare Intl - Sioux Falls Joe Foss Field or Chicago Midway - Sioux Falls Joe Foss Field.

  • 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 (79%), Alaska Airlines (70%) and United Airlines (70%).

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

    On average you can expect to pay $341 for a flight from Chicago to South Dakota. The cheapest flight overall is $128 while the most popular route, (Chicago O'Hare Intl - Rapid City) is currently priced at $259.

  • 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, September is the cheapest month in which you can book a flight from Chicago to South Dakota (average of $334). Flying from Chicago to South Dakota in December is currently the most expensive (average of $446). 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.
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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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Denver Air ConnectionCheapest$164Average$188FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$189Average$273FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$194Average$342FlexibilityNo cancel feeOn-time69%
DeltaCheapest$228Average$298FlexibilityNo cancel feeOn-timeN/A

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