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$87+ Cheap flights from Sioux Falls (FSD) to Chicago (CHI)

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — CHI
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheapflights Tip: The best prices from Sioux Falls Joe Foss Field to Chicago are usually found in September or January, booked 36 days in advance, depart on a Friday or Saturday and return on a Saturday

Cheap flight deals from Sioux Falls to Chicago

Cheapest flights from Sioux Falls to Chicago
Explore the most affordable flight options available from Sioux Falls to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. 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.
Tue 12/307:29 pmFSD - ORD
Nonstop2h 01mAmerican Airlines
Sat 1/38:13 amORD - FSD
Nonstop1h 58mAmerican Airlines
Deal found 12/11$204
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/257:30 amFSD - ORD
Nonstop2h 00mUnited Airlines
Mon 12/297:55 pmORD - FSD
Nonstop2h 01mUnited Airlines
Deal found 12/10$219
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/176:08 pmFSD - ORD
Nonstop1h 57mUnited Airlines
Sat 1/107:58 pmORD - FSD
Nonstop1h 52mUnited Airlines
Deal found 12/10$234
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/215:16 pmFSD - ORD
1 stop6h 02mAmerican Airlines
Sat 1/38:13 amORD - FSD
Nonstop1h 58mAmerican Airlines
Deal found 12/10$244
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/247:11 amFSD - ORD
Nonstop1h 59mAmerican Airlines
Sat 12/278:13 amORD - FSD
Nonstop1h 58mAmerican Airlines
Deal found 12/11$249
This Delta deal was found by Cheapflights users on 12/10. 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.
Wed 12/175:14 amFSD - ORD
1 stop3h 26mDelta
Sat 1/106:45 pmORD - FSD
1 stop4h 19mDelta
Deal found 12/10$254
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Tue 12/307:29 pmFSD - ORD
Nonstop2h 01mAmerican Airlines
Fri 1/22:50 pmORD - FSD
1 stop6h 27mAmerican Airlines
Deal found 12/11$259
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Fri 12/197:11 amFSD - ORD
Nonstop1h 59mAmerican Airlines
Sun 12/218:15 amORD - FSD
Nonstop2h 01mAmerican Airlines
Deal found 12/11$279
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/147:19 pmFSD - ORD
Nonstop2h 04mAmerican Airlines
Fri 1/93:53 pmORD - FSD
Nonstop1h 52mAmerican Airlines
Deal found 12/10$289
This Delta deal was found by Cheapflights users on 12/10. 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.
Sun 12/211:25 pmFSD - MDW
1 stop3h 54mDelta
Sat 1/35:59 pmMDW - FSD
1 stop5h 09mDelta
Deal found 12/10$304
This Delta deal was found by Cheapflights users on 12/10. 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.
Sun 12/214:25 pmFSD - ORD
1 stop5h 09mDelta
Sat 1/36:35 amORD - FSD
1 stop5h 58mDelta
Deal found 12/10$304
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/116:00 amFSD - ORD
1 stop5h 29mUnited Airlines
Wed 12/3112:35 pmORD - FSD
Nonstop1h 52mUnited Airlines
Deal found 12/10$312

Find flight deals from Sioux Falls to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Sioux Falls (FSD) to Chicago (CHI). 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(American Airlines)

One-way from

$87
(Frontier)

Popular in

December

Cheapest in

September

Average price

$349

Good round-trip deal

$311 or less

Good one-way deal

$276 or less
Provider with most accurate pricing for Sioux Falls Joe Foss Field-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sioux Falls Joe Foss Field-Chicago (CHI) flights.
Search Deals
From Sioux Falls Joe Foss Field to Chicago (CHI)
Search Deals
One-way flight from Sioux Falls Joe Foss Field to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Sioux Falls Joe Foss Field to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Sioux Falls Joe Foss Field to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sioux Falls to Chicago 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 12, 2025.
Use the filters below to find and compare flights from Sioux Falls to Chicago that are best for you.

Fly from

Sioux Falls

Fly to

Chicago

Route

Depart

Return

Price

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Thu 1/29

7:30 am-9:32 am

Nonstop2h 02m

Chicago O'Hare Intl

Mon 2/2

7:58 pm-9:50 pm

Nonstop1h 52m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Thu 3/12

7:41 pm-9:34 pm

Nonstop1h 53m

Chicago O'Hare Intl

Tue 3/17

9:44 am-11:40 am

Nonstop1h 56m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sat 1/10

7:30 am-9:32 am

Nonstop2h 02m

Chicago O'Hare Intl

Mon 1/12

7:58 pm-9:50 pm

Nonstop1h 52m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 1/23

7:30 am-9:32 am

Nonstop2h 02m

Chicago O'Hare Intl

Sat 1/24

8:45 am-10:47 am

Nonstop2h 02m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 4/10

6:30 pm-8:25 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sun 4/12

8:23 pm-10:14 pm

Nonstop1h 51m

$202

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 3/26

8:05 am-1:23 pm

1 stop5h 18m

Chicago Midway

Mon 3/30

7:20 pm-11:08 pm

1 stop3h 48m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 1/30

1:02 pm-6:36 pm

1 stop5h 34m

Chicago Midway

Sun 2/1

7:16 pm-11:04 pm

1 stop3h 48m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 3/13

1:34 pm-6:40 pm

1 stop5h 06m

Chicago Midway

Sun 3/15

7:20 pm-11:08 pm

1 stop3h 48m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 2/18

5:00 am-9:06 am

1 stop4h 06m

Chicago Midway

Sat 2/21

11:45 am-3:35 pm

1 stop3h 50m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 1/10

10:50 am-4:16 pm

1 stop5h 26m

Chicago Midway

Sat 1/17

11:45 am-3:37 pm

1 stop3h 52m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 35 results
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Compare providers for flights from Sioux Falls to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sioux Falls to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Sioux Falls-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Sioux Falls-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Sioux Falls-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Sioux Falls-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Sioux Falls-Chicago 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 Sioux Falls to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sioux Falls 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 Sioux Falls to Chicago

How far ahead should I book a flight from Sioux Falls to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Sioux Falls to Chicago. Price data was last updated on December 5, 2025.

The best time to book flights from Sioux Falls to Chicago is 36 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Sioux Falls to Chicago?

Currently, March is the cheapest month in which you can book a flight from Sioux Falls to Chicago (average of $187). Flying from Sioux Falls to Chicago in June is currently the most expensive (average of $224). 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 FSD to CHI?

Find hourly flight availability from Sioux Falls to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Sioux Falls to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Sioux Falls to Chicago?

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

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

Weekly flight availability from Sioux Falls to Chicago

Explore weekly flight availability from Sioux Falls to Chicago. 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 12, 2025.

The most flights from FSD to CHI are scheduled on a Thursday (19 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (10 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 12, 2025.
Read through reviews of airlines operating flights from Sioux Falls to Chicago, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

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.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

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.
United Airlines
7.4
Good
9,095 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

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.
American Airlines
7.2
Good
11,050 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.1

Overall

7.9

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 Sioux Falls to Chicago. 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 from for flights from Sioux Falls to Chicago?

    For a flight from Sioux Falls to Chicago, you will be flying from Joe Foss Field. Sioux Falls Joe Foss Field (FSD) is just 2.6 mi from the center of the city. Joe Foss Field is the only Sioux Falls airport and it handles 15 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Sioux Falls Joe Foss Field on a regular basis.

  • How long is the flight from Sioux Falls to Chicago?

    For as low as $189, United Airlines can have you in Chicago from Sioux Falls in 1h 53m. Airlines will cover a distance of 461 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Sioux Falls to Chicago round-trip?

    Cheapflights users have booked flights from Sioux Falls to Chicago round-trip from $189. Other airlines that can offer you cheap pricing are United Airlines, from $189, and Delta, from $208. These flights start at 37% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Sioux Falls to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Sioux Falls to Chicago on time: GoJet (84%), Copa Airlines (82%), Air New Zealand (80%).

  • What are the cheapest flights from Sioux Falls to Chicago?

    While on average a flight from Sioux Falls to Chicago is generally $727, our data shows the cheapest flight currently is $156. When looking at the most popular route, (Sioux Falls Joe Foss Field - Chicago O'Hare Intl), you can expect to pay $189 for that flight.

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

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

  • How can I find direct flights from Sioux Falls to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Sioux Falls to Chicago 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 Sioux Falls to Chicago?

    Currently, March is the cheapest month in which you can book a flight from Sioux Falls to Chicago (average of $187). Flying from Sioux Falls to Chicago in June is currently the most expensive (average of $224). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Top 3 airlines flying from Sioux Falls to Chicago

Discover the top 3 airlines that operate flights from Sioux Falls to Chicago. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$215FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$304FlexibilityNo cancel feeOn-time69%
DeltaCheapest$208Average$263FlexibilityNo cancel feeOn-timeN/A

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