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$106+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Sioux Falls Joe Foss Field to Chicago are usually found in January or September, booked 85 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 September 11, 2025.

Round-trip from

$170
(Priceline)

One-way from

$106
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$249

Good round-trip deal

$304 or less

Good one-way deal

$212 or less
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. 10% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 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 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 September 11, 2025.

This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/107:28 pmFSD - ORD
1 stop5h 31mFrontier
Sun 10/126:50 amORD - FSD
1 stop6h 48mFrontier
Deal found 9/10$170
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/72:32 pmFSD - ORD
1 stop9h 43mFrontier
Sun 11/96:00 amORD - FSD
1 stop7h 38mFrontier
Deal found 9/10$180
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 11/78:00 amFSD - ORD
Nonstop1h 53mUnited Airlines
Mon 11/1012:45 pmORD - FSD
Nonstop1h 55mUnited Airlines
Deal found 9/10$189
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:32 pmFSD - ORD
1 stop9h 44mFrontier
Mon 11/36:00 amORD - FSD
1 stop7h 47mFrontier
Deal found 9/10$198
This United Airlines deal was found by Cheapflights users on 9/10. 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 9/256:10 pmFSD - ORD
Nonstop1h 59mUnited Airlines
Sun 9/288:30 pmORD - FSD
Nonstop1h 52mUnited Airlines
Deal found 9/10$199
This Priceline deal was found by Cheapflights users on 9/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:54 pmFSD - ORD
1 stop9h 05mFrontier
Sun 9/216:00 amORD - FSD
1 stop8h 09mFrontier
Deal found 9/11$204
This Frontier deal was found by Cheapflights users on 9/9. 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 9/262:54 pmFSD - ORD
1 stop9h 05mFrontier
Mon 9/296:00 amORD - FSD
1 stop8h 09mFrontier
Deal found 9/9$215
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:54 pmFSD - ORD
1 stop9h 05mFrontier
Mon 9/226:00 amORD - FSD
1 stop8h 09mFrontier
Deal found 9/10$229
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:28 pmFSD - ORD
1 stop5h 31mFrontier
Mon 10/206:50 amORD - FSD
1 stop11h 43mFrontier
Deal found 9/10$239
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 11/2211:17 amFSD - ORD
Nonstop1h 55mUnited Airlines
Mon 12/18:45 amORD - FSD
Nonstop1h 57mUnited Airlines
Deal found 9/10$249
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/268:00 amFSD - ORD
Nonstop1h 51mUnited Airlines
Tue 9/3012:45 pmORD - FSD
Nonstop1h 52mUnited Airlines
Deal found 9/11$252
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/233:19 pmFSD - MDW
1 stop9h 17mFrontier
Sun 10/269:26 pmMDW - FSD
2 stops21h 07mFrontier
Deal found 9/10$285

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 September 11, 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 10/9

11:19 am-1:14 pm

Nonstop1h 55m

Chicago O'Hare Intl

Sun 10/12

12:45 pm-2:37 pm

Nonstop1h 52m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sat 2/28

5:15 am-8:47 am

1 stop3h 32m

Chicago O'Hare Intl

Wed 3/4

6:00 am-12:35 pm

1 stop6h 35m

$209

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 9/26

8:00 am-9:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Tue 9/30

12:45 pm-2:37 pm

Nonstop1h 52m

$252

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 9/26

8:00 am-9:51 am

Nonstop1h 51m

Chicago O'Hare Intl

Sun 9/28

12:45 pm-2:37 pm

Nonstop1h 52m

$259

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 3/4

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Sat 3/7

6:45 pm-10:58 pm

1 stop4h 13m

$274

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 10/24

11:52 am-5:05 pm

1 stop5h 13m

Chicago O'Hare Intl

Tue 10/28

8:00 pm-9:46 pm

Nonstop1h 46m

$294

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 11/7

6:23 pm-8:20 pm

Nonstop1h 57m

Chicago O'Hare Intl

Mon 11/10

8:00 pm-9:46 pm

Nonstop1h 46m

$301

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Mon 10/13

6:10 pm-8:09 pm

Nonstop1h 59m

Chicago O'Hare Intl

Wed 10/15

8:30 pm-10:22 pm

Nonstop1h 52m

$317

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sun 10/12

6:10 pm-8:09 pm

Nonstop1h 59m

Chicago O'Hare Intl

Wed 10/15

8:30 pm-10:22 pm

Nonstop1h 52m

$317

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 10/9

3:19 pm-12:36 am

1 stop9h 17m

Chicago Midway

Mon 10/13

10:31 am-6:33 pm

1 stop8h 02m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 30 results
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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 August 29, 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 September 11, 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 51% 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 September 11, 2025.

The most flights from FSD to CHI are scheduled on a Monday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

How much does it cost to fly round-trip from Sioux Falls to Chicago?

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 September 11, 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
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

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 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 14 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 55m. 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 $193, and Delta, from $208. These flights start at 33% 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: Copa Airlines (85%), Qatar Airways (78%), Air New Zealand (66%).

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

    While on average a flight from Sioux Falls to Chicago is generally $1,881, our data shows the cheapest flight currently is $137. 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, 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$267FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$193Average$298FlexibilityNo cancel feeOn-time69%
DeltaCheapest$208Average$263FlexibilityNo cancel feeOn-timeN/A

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