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$131+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
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 December 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(Delta)

One-way from

$131
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$314
Provider with most accurate pricing for Sioux Falls Joe Foss Field-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Sioux Falls Joe Foss Field-Chicago (CHI) flights.
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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. 5% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in December 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 December 1, 2025.

This Delta deal was found by Cheapflights users on 11/29. 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 12/175:14 amFSD - MDW
1 stop4h 05mDelta
Wed 1/71:49 pmMDW - FSD
1 stop5h 41mDelta
Deal found 11/29$224
This Delta deal was found by Cheapflights users on 11/28. 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.
Sat 12/135:14 amFSD - MDW
1 stop4h 05mDelta
Wed 12/179:59 amMDW - FSD
1 stop5h 46mDelta
Deal found 11/28$239
This Delta deal was found by Cheapflights users on 11/30. 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 12/136:05 amRAP - MDW
1 stop6h 05mDelta
Tue 12/167:02 pmMDW - RAP
1 stop4h 44mDelta
Deal found 11/30$269
This Delta deal was found by Cheapflights users on 11/28. 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.
Tue 12/168:01 amFSD - MDW
1 stop5h 09mDelta
Fri 1/97:16 pmMDW - FSD
1 stop3h 48mDelta
Deal found 11/28$269
This Delta deal was found by Cheapflights users on 11/29. 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.
Sat 12/275:00 amFSD - MDW
1 stop6h 06mDelta
Sat 1/35:59 pmMDW - FSD
1 stop5h 09mDelta
Deal found 11/29$344
This Delta deal was found by Cheapflights users on 11/29. 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.
Fri 12/261:25 pmFSD - MDW
1 stop3h 54mDelta
Mon 12/295:59 pmMDW - FSD
1 stop16h 27mDelta
Deal found 11/29$422
This Delta deal was found by Cheapflights users on 11/29. 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.
Sat 12/133:05 pmABR - MDW
2 stops8h 42mDelta
Tue 12/169:59 amMDW - ABR
1 stop4h 30mDelta
Deal found 11/29$442
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 12/198:50 pmFSD - MDW
2 stops12h 29mFrontier
Sun 12/2110:50 pmMDW - FSD
1 stop21h 05mFrontier
Deal found 11/30$468
This Delta deal was found by Cheapflights users on 11/29. 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.
Sun 12/2811:06 amFSD - MDW
1 stop6h 13mDelta
Sun 1/45:59 pmMDW - FSD
1 stop5h 09mDelta
Deal found 11/29$489
This Delta deal was found by Cheapflights users on 11/28. 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.
Tue 12/237:00 amFSD - MDW
1 stop4h 06mDelta
Sun 12/285:59 pmMDW - FSD
1 stop5h 09mDelta
Deal found 11/28$509
This Delta deal was found by Cheapflights users on 11/29. 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.
Sun 12/1411:02 amRAP - MDW
1 stop6h 16mDelta
Thu 12/189:59 amMDW - RAP
1 stop5h 10mDelta
Deal found 11/29$511
This Delta deal was found by Cheapflights users on 11/30. 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 12/191:30 pmFSD - MDW
1 stop4h 48mDelta
Mon 12/225:59 pmMDW - FSD
1 stop5h 09mDelta
Deal found 11/30$519

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 December 1, 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

Fri 3/27

1:34 pm-6:40 pm

1 stop5h 06m

Chicago Midway

Sun 3/29

2:03 pm-7:20 pm

1 stop5h 17m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 2/18

5:00 am-9:06 am

1 stop4h 06m

Chicago Midway

Sat 2/21

11:45 am-3:35 pm

1 stop3h 50m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 2/19

1:00 pm-6:37 pm

1 stop5h 37m

Chicago Midway

Sat 2/21

11:45 am-3:35 pm

1 stop3h 50m

$224

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 3/13

1:34 pm-6:40 pm

1 stop5h 06m

Chicago Midway

Sun 3/15

7:20 pm-11:08 pm

1 stop3h 48m

$224

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Tue 1/20

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Tue 1/27

7:16 pm-10:28 pm

1 stop4h 12m

$229

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 12/13

5:14 am-9:19 am

1 stop4h 05m

Chicago Midway

Wed 12/17

9:59 am-3:45 pm

1 stop5h 46m

$239

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 1/17

10:54 am-4:16 pm

1 stop4h 22m

Chicago Midway

Sun 1/18

7:16 pm-10:28 pm

1 stop4h 12m

$249

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 1/9

1:02 pm-6:32 pm

1 stop5h 30m

Chicago Midway

Sun 1/11

1:49 pm-7:30 pm

1 stop5h 41m

$254

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 1/14

5:00 am-12:48 pm

2 stops7h 48m

Chicago Midway

Sun 1/18

1:49 pm-7:30 pm

1 stop5h 41m

$259

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 12/13

6:05 am-1:10 pm

1 stop6h 05m

Chicago Midway

Tue 12/16

7:02 pm-10:46 pm

1 stop4h 44m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/27

Showing 1-10 of 18 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.

  • How long is the flight from South Dakota to Chicago Midway Airport?

    Departing from South Dakota to Chicago Midway Airport will take you 5h 06m. There are 473 mi between South Dakota and Chicago Midway Airport.

  • 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.

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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for South Dakota to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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