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$103+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — CHI
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Sioux Falls Joe Foss Field to Chicago are usually found in January or May, booked 84 days in advance, depart on a Friday or Saturday and return on a Friday

Cheap 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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$169
(American Airlines)

One-way from

$103
(Trip.com)

Popular in

March

Cheapest in

January

Average price

$249

Good round-trip deal

$339 or less

Good one-way deal

$239 or less
Provider with most accurate pricing for Sioux Falls Joe Foss Field-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Sioux Falls Joe Foss Field-Chicago (CHI) flights.
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From Sioux Falls Joe Foss Field to Chicago (CHI)
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One-way flight from Sioux Falls Joe Foss Field to Chicago (CHI)
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Highest demand for flights based on searches. 13% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Sioux Falls Joe Foss Field to Chicago (CHI).
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Price to beat on a one-way flight from Sioux Falls Joe Foss Field to Chicago (CHI).
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Find 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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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 7/175:58 pmFSD - ORD
Nonstop1h 46mAmerican Airlines
Thu 8/710:15 amORD - FSD
Nonstop2h 03mAmerican Airlines
Deal found 4/30$169
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 6/75:00 amFSD - ORD
1 stop3h 34mDelta
Mon 6/96:00 amORD - FSD
1 stop4h 14mDelta
Deal found 4/29$189
This Delta deal was found by Cheapflights users on 4/29. 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.
Tue 8/266:00 amFSD - MDW
2 stops6h 30mDelta
Thu 9/46:45 pmMDW - FSD
1 stop4h 02mDelta
Deal found 4/29$194
This Frontier deal was found by Cheapflights users on 4/30. 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.
Fri 6/63:58 pmFSD - ORD
1 stop8h 01mFrontier
Sun 6/86:00 amORD - FSD
1 stop8h 58mFrontier
Deal found 4/30$220
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/306:35 pmFSD - ORD
Nonstop1h 50mUnited Airlines
Thu 6/58:00 pmORD - FSD
Nonstop1h 52mUnited Airlines
Deal found 4/29$249
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/192:57 pmFSD - MDW
1 stop20h 43mFrontier
Sat 6/212:44 pmMDW - FSD
1 stop23h 18mFrontier
Deal found 4/29$323
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/712:25 pmFSD - ORD
3 stops46h 30mMultiple Airlines
Mon 6/94:35 pmORD - FSD
1 stop16h 38mMultiple Airlines
Deal found 4/29$398

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 May 1, 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 7/17

5:58 pm-7:44 pm

Nonstop1h 46m

Chicago O'Hare Intl

Thu 8/7

10:20 pm-12:27 am

Nonstop2h 07m

$169

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sat 6/7

5:00 am-8:34 am

1 stop3h 34m

Chicago O'Hare Intl

Mon 6/9

6:00 am-10:14 am

1 stop4h 14m

$189

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Tue 8/26

6:00 am-12:30 pm

2 stops6h 30m

Chicago Midway

Thu 9/4

6:45 pm-10:47 pm

1 stop4h 02m

$194

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 6/6

3:58 pm-11:59 pm

1 stop8h 01m

Chicago O'Hare Intl

Sun 6/8

6:00 am-2:58 pm

1 stop8h 58m

$220

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 5/30

6:35 pm-8:25 pm

Nonstop1h 50m

Chicago O'Hare Intl

Thu 6/5

8:00 pm-9:52 pm

Nonstop1h 52m

$249

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 6/19

2:57 pm-11:40 am

1 stop20h 43m

Chicago Midway

Sat 6/21

2:44 pm-2:02 pm

1 stop23h 18m

$323

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sat 6/7

12:25 pm-10:55 am

3 stops46h 30m

Chicago O'Hare Intl

Mon 6/9

4:35 pm-9:13 am

1 stop16h 38m

$398

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 5/16

9:58 am-6:59 pm

1 stop9h 01m

$103

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sun 5/25

3:58 pm-11:52 pm

1 stop7h 54m

$109

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sun 7/6

2:57 pm-8:54 pm

1 stop5h 57m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 14 results
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Sioux Falls-Chicago flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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 April 25, 2025.

The best time to book flights from Sioux Falls to Chicago is 84 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, August is the cheapest month in which you can book a flight from Sioux Falls to Chicago (average of $245). Flying from Sioux Falls to Chicago in March is currently the most expensive (average of $321). 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 May 1, 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 55% on your trip compared to booking a flight in the afternoon.

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 May 1, 2025.

The most flights from FSD to CHI are scheduled on a Thursday (17 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 May 1, 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
8.0
Very good
7,934 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Frontier
6.0
Okay
3,287 reviews
Delta
8.0
Very good
7,934 reviews

Food

7.3

Boarding

8.2

Crew

8.5

Entertainment

7.9

Comfort

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 12 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Sioux Falls Joe Foss Field on a regular basis.

  • 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 $169. Other airlines that can offer you cheap pricing are Delta, from $189, and Frontier, from $220. These flights start at 41% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Sioux Falls to Chicago one-way?

    $109 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $220 and $223, respectively.

  • 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: Copa Airlines (84%), Air Wisconsin (80%), Alaska Airlines (71%).

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

    While on average a flight from Sioux Falls to Chicago is generally $628, our data shows the cheapest flight currently is $129. When looking at the most popular route, (Sioux Falls Joe Foss Field - Chicago O'Hare Intl), you can expect to pay $169 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, August is the cheapest month in which you can book a flight from Sioux Falls to Chicago (average of $245). Flying from Sioux Falls to Chicago in March is currently the most expensive (average of $321). 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 Sioux Falls?

Book flights to Sioux Falls if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$289FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$284FlexibilityNo cancel feeOn-time69%
DeltaCheapest$208Average$263FlexibilityNo cancel feeOn-timeN/A

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