$59 Cheap Flights from Chicago (MDW) to Sioux Falls (FSD)

View $59 flight on Mon, Oct 27, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Sioux Falls Regional Airport (FSD)

Cheap Flights from Chicago to Sioux Falls (MDW-FSD)

Prices were available within the past 7 days and start at $59 for one-way flights and $118 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Oct 27 - Thu, Oct 30
MDW
Chicago
FSD
Sioux Falls
$118 Roundtrip, found 20 hours ago
$118
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Chicago to Sioux Falls, returning Thu, Oct 30, priced at $118 found 20 hours ago
Frontier Airlines
Mon, Oct 27 - Sun, Nov 9
MDW
Chicago
FSD
Sioux Falls
$201 Roundtrip, found 20 hours ago
$201
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Mon, Oct 27 from Chicago to Sioux Falls, returning Sun, Nov 9, priced at $201 found 20 hours ago
Delta
Fri, Dec 12 - Mon, Dec 15
MDW
Chicago
FSD
Sioux Falls
$209 Roundtrip, found 1 day ago
$209
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 12 from Chicago to Sioux Falls, returning Mon, Dec 15, priced at $209 found 1 day ago
Delta
Tue, Oct 28 - Tue, Nov 4
MDW
Chicago
FSD
Sioux Falls
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 28 from Chicago to Sioux Falls, returning Tue, Nov 4, priced at $214 found 1 day ago
Delta
Fri, Oct 31 - Sat, Nov 1
MDW
Chicago
FSD
Sioux Falls
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 31 from Chicago to Sioux Falls, returning Sat, Nov 1, priced at $214 found 1 day ago
Delta
Tue, Oct 21 - Sat, Oct 25
MDW
Chicago
FSD
Sioux Falls
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Oct 21 from Chicago to Sioux Falls, returning Sat, Oct 25, priced at $219 found 6 days ago
Delta
Tue, Oct 28 - Sat, Nov 1
MDW
Chicago
FSD
Sioux Falls
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 28 from Chicago to Sioux Falls, returning Sat, Nov 1, priced at $219 found 1 day ago
Delta
Wed, Dec 24 - Thu, Jan 8
MDW
Chicago
FSD
Sioux Falls
$234 Roundtrip, found 5 days ago
$234
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Dec 24 from Chicago to Sioux Falls, returning Thu, Jan 8, priced at $234 found 5 days ago
Frontier Airlines
Sun, Oct 19 - Thu, Oct 30
MDW
Chicago
FSD
Sioux Falls
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Oct 19 from Chicago to Sioux Falls, returning Thu, Oct 30, priced at $238 found 1 day ago
Delta
Tue, Oct 28 - Sun, Nov 2
MDW
Chicago
FSD
Sioux Falls
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Oct 28 from Chicago to Sioux Falls, returning Sun, Nov 2, priced at $244 found 1 day ago

Find the cheapest month to fly from Chicago (MDW) to Sioux Falls (FSD)

February is typically the cheapest month to fly

From $118 - $500 per traveler.

Alternative airports near Sioux Falls

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Sioux Falls Regional FSD. Cheapest and Closest option available. Average driving time to city center is 6 minutes. Flights from $239
FSD
Sioux Falls Regional
CheapestClosest
Average driving time to city center6 min
Flights from $239

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD) cost?
Get a cheap one-way flight from $59 or cheap return flight from $118 from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD)?
The cheapest month to fly from MDW to FSD is October, when there's less demand. Off-peak months are generally when you'll find cheap fares for travel between these airports.
Which airlines fly direct from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD)?
Direct flights aren't available from Chicago, IL (MDW-Midway Intl.) to Sioux Falls Regional Airport (FSD). However, there are other airports that have nonstop flights. Board your plane at O'Hare Intl. Airport (ORD) and fly straight to Sioux Falls without layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest MDW to FSD flight.
How many flights per day from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD)?
You'll need to take a flight with a layover when traveling from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from MDW to FSD?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can change depending on various factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD)?
Choose a flight from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD) that leaves before 3 PM to reduce the likelihood of delays. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD) last-minute?
Holding off until just before your trip to book a ticket from MDW to FSD often results in higher prices. While you may come across some last-minute deals, they aren't always guaranteed. Be flexible with your travel plans to boost your chances of getting a bargain.
Is it cheaper to book a MDW to FSD flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to FSD flight and hotel package with Expedia could result in significant savings. Better still, having it all in one place takes the hassle out of planning your trip. Simply secure your flights and select from our wide range of stays, then customize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Sioux Falls Regional Airport (FSD)?
In most instances, you're able to cancel or reschedule your MDW to FSD flight. However, additional fees may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you need further details, go to our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Sioux Falls Regional
Airlines serving
Delta, Frontier Airlines
Roundtrip price
$118
Distance
472 mi

Book with confidence

Chicago to Sioux Falls Flights

The cheapest times to fly from Chicago to Sioux Falls

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Sioux Falls are during the month of October. You can find some of the cheapest flights from Chicago to Sioux Falls with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Sioux Falls

Sunday is one of the best days to book for cheap flights from Chicago to Sioux Falls: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Sioux Falls

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Sioux Falls in 2025. You can also book with separate airlines for your outbound and return journeys, from $59 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Sioux Falls flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Sioux Falls airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Sioux Falls Flights

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*Available to One Key members.