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$82+ Cheap flights from South Dakota 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap flight deals from South Dakota to Midway

Keep the following information in mind while searching for South Dakota to Midway flight deals. Data was last updated August 17, 2025.

Round-trip from

$209
(Delta)

One-way from

$82
(Priceline)

Popular in

March

Cheapest in

January

Average price

$294
From South Dakota to Chicago Midway
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One-way flight from South Dakota to Chicago Midway
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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 August 2025
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Find flight deals from South Dakota to Midway

Cheapest flights from South Dakota to Midway
Explore the most affordable flight options available from South Dakota to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This Delta deal was found by Cheapflights users on 8/14. 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
Sat 9/207:15 pmMDW - FSD
1 stop3h 29mDelta
Deal found 8/14$209
This Delta deal was found by Cheapflights users on 8/15. 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 8/3012:56 pmFSD - MDW
1 stop4h 41mDelta
Wed 9/37:17 pmMDW - FSD
1 stop4h 29mDelta
Deal found 8/15$239
This Delta deal was found by Cheapflights users on 8/16. 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 8/3012:56 pmFSD - MDW
1 stop4h 41mDelta
Mon 9/17:17 pmMDW - FSD
1 stop4h 29mDelta
Deal found 8/16$259
This Delta deal was found by Cheapflights users on 8/15. 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 12/105:15 amFSD - MDW
1 stop3h 31mDelta
Sat 12/136:45 pmMDW - FSD
1 stop4h 04mDelta
Deal found 8/15$264
This Delta deal was found by Cheapflights users on 8/16. 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 8/2310:55 amRAP - MDW
1 stop5h 42mDelta
Sat 8/307:17 pmMDW - RAP
1 stop4h 15mDelta
Deal found 8/16$279
This Delta deal was found by Cheapflights users on 8/16. 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 11/221:20 pmFSD - MDW
1 stop4h 47mDelta
Mon 12/16:45 pmMDW - FSD
1 stop4h 04mDelta
Deal found 8/16$289
This Delta deal was found by Cheapflights users on 8/15. 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 - MDW
2 stops7h 28mDelta
Sat 8/307:17 pmMDW - FSD
1 stop4h 29mDelta
Deal found 8/15$294
This Frontier deal was found by Cheapflights users on 8/16. 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 8/16$309
This FlightHub deal was found by Cheapflights users on 8/16. 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 10/107:28 pmFSD - MDW
1 stop4h 56mFrontier
Sun 10/126:24 pmMDW - FSD
1 stop24h 09mFrontier
Deal found 8/16$352
This Delta deal was found by Cheapflights users on 8/15. 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 9/55:00 amFSD - MDW
1 stop3h 50mDelta
Sat 9/67:17 pmMDW - FSD
1 stop4h 29mDelta
Deal found 8/15$374
This FlightHub deal was found by Cheapflights users on 8/16. 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 8/222:08 pmFSD - MDW
1 stop10h 16mFrontier
Sun 8/246:31 pmMDW - FSD
2 stops18h 52mFrontier
Deal found 8/16$389
This Delta deal was found by Cheapflights users on 8/15. 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 9/2011:00 amRAP - MDW
1 stop5h 35mDelta
Sat 9/277:15 pmMDW - RAP
1 stop4h 15mDelta
Deal found 8/15$525

Cheapflights Fare Finder

 
Customize your flight search to find flights from South Dakota 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 August 17, 2025.
Use the filters below to find and compare flights from South Dakota to Chicago Midway Airport that are best for you.

Fly from

South Dakota

Fly to

Midway

Route

Depart

Return

Price

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 9/13

12:56 pm-5:35 pm

1 stop4h 39m

Chicago Midway

Sat 9/20

7:15 pm-10:44 pm

1 stop3h 29m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 8/30

12:56 pm-5:37 pm

1 stop4h 41m

Chicago Midway

Wed 9/3

7:17 pm-11:46 pm

1 stop4h 29m

$239

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 11/12

5:15 am-8:46 am

1 stop3h 31m

Chicago Midway

Sat 11/15

6:45 pm-10:49 pm

1 stop4h 04m

$259

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 8/30

12:56 pm-5:37 pm

1 stop4h 41m

Chicago Midway

Mon 9/1

7:17 pm-11:46 pm

1 stop4h 29m

$259

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 12/10

5:15 am-8:46 am

1 stop3h 31m

Chicago Midway

Sat 12/13

6:45 pm-10:49 pm

1 stop4h 04m

$264

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 11/22

1:20 pm-6:07 pm

1 stop4h 47m

Chicago Midway

Mon 12/1

6:45 pm-10:49 pm

1 stop4h 04m

$289

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Tue 11/11

5:15 am-8:46 am

1 stop3h 31m

Chicago Midway

Sat 11/15

6:45 pm-10:49 pm

1 stop4h 04m

$289

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 9/20

11:00 am-5:35 pm

1 stop5h 35m

Chicago Midway

Sat 9/27

7:15 pm-10:30 pm

1 stop4h 15m

$525

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 9/27

6:27 am-1:03 pm

1 stop5h 36m

Chicago Midway

Wed 10/8

9:20 am-3:50 pm

1 stop7h 30m

$550

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 10/17

6:05 am-1:08 pm

1 stop6h 03m

Chicago Midway

Mon 10/20

9:20 am-3:50 pm

1 stop7h 30m

$670

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 27 results
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Best time to book a flight from South Dakota to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from South Dakota 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 South Dakota to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from South Dakota to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most popular routes from South Dakota to Chicago Midway Airport?

    Most travelers choose Sioux Falls Joe Foss Field - Chicago Midway, Rapid City - Chicago Midway or Aberdeen - Chicago Midway when deciding on the best route from South Dakota to Chicago Midway Airport.

  • Can I find deals for flights from South Dakota to Midway that include hotel bookings?

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

  • How can I find direct flights from South Dakota to Midway?

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

  • Can I find deals for business class flights from South Dakota to Midway?

    Yes. Cheapflights offers flight deals from South Dakota 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 South Dakota to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from South Dakota to Chicago Midway Airport (average of $160). Flying from South Dakota 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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