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$89+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — CHI
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 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 July 29, 2025.

Round-trip from

$189
(American Airlines)

One-way from

$89
(Frontier)

Popular in

March

Cheapest in

January

Average price

$300

Good round-trip deal

$341 or less

Good one-way deal

$239 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 ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Frontier deal was found by Cheapflights users on 7/27. 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.
Sun 8/32:57 pmFSD - ORD
1 stop9h 35mFrontier
Wed 8/67:00 amORD - FSD
1 stop11h 54mFrontier
Deal found 7/27$188
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:00 amFSD - ORD
Nonstop1h 46mAmerican Airlines
Sun 8/2410:20 pmORD - FSD
Nonstop2h 08mAmerican Airlines
Deal found 7/29$189
This United Airlines deal was found by Cheapflights users on 7/27. 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 9/266:10 pmFSD - ORD
Nonstop1h 59mUnited Airlines
Mon 9/298:30 pmORD - FSD
Nonstop1h 52mUnited Airlines
Deal found 7/27$192
This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/157:32 pmFSD - MDW
1 stop25h 22mFrontier
Mon 8/1812:35 pmMDW - FSD
1 stop6h 02mFrontier
Deal found 7/27$205
This Delta deal was found by Cheapflights users on 7/28. 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 8/275:00 amFSD - ORD
1 stop3h 24mDelta
Sat 8/306:10 amORD - FSD
1 stop6h 06mDelta
Deal found 7/28$209
This Delta deal was found by Cheapflights users on 7/29. 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.
Wed 8/205:00 amFSD - MDW
2 stops7h 28mDelta
Sat 8/237:17 pmMDW - FSD
1 stop4h 29mDelta
Deal found 7/29$214
This Mytrip deal was found by Cheapflights users on 7/27. 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.
Fri 9/267:37 pmFSD - ORD
2 stops22h 02mMultiple Airlines
Sun 9/286:44 pmORD - FSD
2 stops21h 28mMultiple Airlines
Deal found 7/27$284

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 July 29, 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 8/21

6:00 am-7:46 am

Nonstop1h 46m

Chicago O'Hare Intl

Sun 8/24

10:20 pm-12:28 am

Nonstop2h 08m

$189

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 9/26

6:10 pm-8:09 pm

Nonstop1h 59m

Chicago O'Hare Intl

Mon 9/29

8:30 pm-10:22 pm

Nonstop1h 52m

$192

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 8/27

3:07 pm-9:42 pm

1 stop6h 35m

Chicago O'Hare Intl

Sun 8/31

6:00 am-1:23 pm

1 stop7h 23m

$195

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Mon 9/8

5:02 pm-10:43 am

2 stops17h 41m

Chicago O'Hare Intl

Thu 9/11

6:44 pm-6:58 pm

2 stops24h 14m

$205

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 8/15

7:32 pm-8:54 pm

1 stop25h 22m

Chicago Midway

Mon 8/18

12:35 pm-6:37 pm

1 stop6h 02m

$205

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Sat 9/6

12:56 pm-5:04 pm

1 stop4h 08m

Chicago O'Hare Intl

Tue 9/9

8:25 am-1:50 pm

1 stop5h 25m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 8/27

12:56 pm-5:37 pm

1 stop4h 41m

Chicago Midway

Sat 8/30

7:17 pm-11:46 pm

1 stop4h 29m

$234

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Wed 8/27

3:07 pm-9:42 pm

1 stop6h 35m

$89

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 8/14

2:57 pm-8:54 pm

1 stop5h 57m

$99

Sioux FallsChicago

FSD - ORD

FSDORD

Sioux Falls Joe Foss Field

Fri 9/26

7:37 pm-5:39 pm

2 stops22h 02m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 14 results
1
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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 July 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 July 29, 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 53% 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 July 29, 2025.

The most flights from FSD to CHI are scheduled on a Tuesday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 July 29, 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
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

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
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

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
8,899 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

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
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

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!
Frontier
5.9
Fair
3,238 reviews
Delta
8.0
Very good
7,977 reviews

Food

7.3

Crew

8.5

Boarding

8.2

Overall

8.0

Entertainment

7.9

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 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 $189. Other airlines that can offer you cheap pricing are United Airlines, from $192, and Frontier, from $195. These flights start at 33% lower than the current average price 3 months from now.

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

    $89 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $167 and $201, 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 (90%), Envoy Air (86%), Air New Zealand (72%).

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

    While on average a flight from Sioux Falls to Chicago is generally $1,404, our data shows the cheapest flight currently is $159. 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
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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$179Average$256FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$193Average$295FlexibilityNo cancel feeOn-time69%
DeltaCheapest$208Average$263FlexibilityNo cancel feeOn-timeN/A

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