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$143+ Cheap flights from Sioux Falls (FSD) to Midway (MDW)

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Sioux Falls to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Sioux Falls (FSD) to Midway (MDW). 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

$239
(Delta)

One-way from

$143
(Priceline)

Popular in

March

Cheapest in

January

Average price

$249
From Sioux Falls Joe Foss Field to Chicago Midway
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One-way flight from Sioux Falls Joe Foss Field to Chicago Midway
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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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Find flight deals from Sioux Falls to Midway

Cheapest flights from Sioux Falls to Midway
Explore the most affordable flight options available from Sioux Falls to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

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
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 - MDW
1 stop4h 56mFrontier
Mon 10/1310:31 amMDW - FSD
1 stop8h 02mFrontier
Deal found 9/10$302
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.
Thu 10/93:19 pmFSD - MDW
1 stop9h 17mFrontier
Mon 10/1310:31 amMDW - FSD
1 stop8h 02mFrontier
Deal found 9/10$347
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1912:56 pmFSD - MDW
1 stop4h 39mDelta
Mon 9/227:15 pmMDW - FSD
1 stop3h 29mDelta
Deal found 9/11$359
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 - MDW
1 stop4h 56mFrontier
Mon 10/205:10 amMDW - FSD
2 stops13h 23mFrontier
Deal found 9/10$371
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1312:56 pmFSD - MDW
1 stop4h 39mDelta
Mon 9/157:15 pmMDW - FSD
1 stop3h 29mDelta
Deal found 9/11$379
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/88:54 pmFSD - MDW
1 stop19h 11mMultiple Airlines
Wed 10/158:05 amMDW - FSD
2 stops24h 22mMultiple Airlines
Deal found 9/9$420
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:13 pmFSD - MDW
1 stop8h 39mMultiple Airlines
Sun 9/2810:13 amMDW - FSD
2 stops27h 56mMultiple Airlines
Deal found 9/10$446
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/262:54 pmFSD - MDW
2 stops19h 34mFrontier
Sun 9/2810:18 amMDW - FSD
2 stops27h 51mFrontier
Deal found 9/10$452
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/125:20 amFSD - MDW
1 stop3h 35mDelta
Wed 10/159:20 amMDW - FSD
1 stop3h 35mDelta
Deal found 9/11$473

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sioux Falls to Midway 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 Midway Airport that are best for you.

Fly from

Sioux Falls

Fly to

Midway

Route

Depart

Return

Price

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 - 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

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 10/17

7:28 pm-12:24 am

1 stop4h 56m

Chicago Midway

Mon 10/20

5:10 am-6:33 pm

2 stops13h 23m

$371

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 10/8

8:54 pm-4:05 pm

1 stop19h 11m

Chicago Midway

Wed 10/15

8:05 am-8:27 am

2 stops24h 22m

$420

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sun 10/12

5:20 am-8:55 am

1 stop3h 35m

Chicago Midway

Wed 10/15

9:20 am-12:55 pm

1 stop3h 35m

$473

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 9/26

5:00 am-8:53 am

1 stop3h 53m

Chicago Midway

Tue 9/30

9:20 am-1:51 pm

1 stop4h 31m

$479

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 10/22

8:01 am-1:08 pm

1 stop5h 07m

Chicago Midway

Sun 10/26

7:10 pm-10:57 pm

1 stop3h 47m

$489

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 10/9

3:19 pm-12:36 am

1 stop9h 17m

$143

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 11/5

5:20 am-8:55 am

1 stop3h 35m

$224

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 11/5

8:27 pm-2:52 pm

3 stops42h 25m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 13 results
1
2

Best time to book a flight from Sioux Falls to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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.

Related info for your journey

Find useful and relevant information for your journey from Sioux Falls to Midway. 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 Midway?

    If you book a flight to Chicago Midway from Sioux Falls, you will be flying from Joe Foss Field, which is the city’s only airport. Sioux Falls Joe Foss Field (FSD) is located 2.6 mi from the center of Sioux Falls. There are 0 flights from Joe Foss Field to Chicago Midway per day from 0 different airlines.

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

    There are many flights that can get you from Sioux Falls to Chicago Midway Airport in 4h 48m. Fly via Delta or Frontier to get the fastest option. Sioux Falls and Chicago Midway Airport are separated by a distance of 473 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Sioux Falls to Midway 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 Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Sioux Falls to Chicago Midway Airport (average of $160). Flying from Sioux Falls to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway Airport?

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

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