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$145+ 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 2/13. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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 January 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(Delta)

One-way from

$145
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$249
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. 2% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 15, 2026.

This Delta deal was found by Cheapflights users on 1/14. 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.
Fri 2/68:03 am
FSD
-
MDW
1 stop5h 03m
Delta
Tue 2/101:51 pm
MDW
-
FSD
1 stop6h 02m
Delta
Deal found 1/14$209
This Delta deal was found by Cheapflights users on 1/14. 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.
Wed 4/228:05 am
FSD
-
MDW
2 stops9h 49m
Delta
Sun 4/267:18 pm
MDW
-
FSD
1 stop3h 44m
Delta
Deal found 1/14$214
This Delta deal was found by Cheapflights users on 1/14. 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.
Thu 2/55:00 am
FSD
-
MDW
1 stop4h 08m
Delta
Sun 2/85:00 pm
MDW
-
FSD
1 stop6h 04m
Delta
Deal found 1/14$224
This Delta deal was found by Cheapflights users on 1/14. 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.
Thu 2/56:00 am
RAP
-
MDW
1 stop6h 06m
Delta
Sun 2/85:00 pm
MDW
-
RAP
1 stop6h 28m
Delta
Deal found 1/14$229
This Delta deal was found by Cheapflights users on 1/13. 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 2/68:03 am
FSD
-
MDW
1 stop5h 03m
Delta
Sat 2/75:00 pm
MDW
-
FSD
1 stop6h 04m
Delta
Deal found 1/13$229
This Delta deal was found by Cheapflights users on 1/13. 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 3/45:00 am
FSD
-
MDW
2 stops7h 46m
Delta
Sun 3/87:20 pm
MDW
-
FSD
1 stop3h 39m
Delta
Deal found 1/13$234
This Delta deal was found by Cheapflights users on 1/14. 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.
Thu 2/55:00 am
FSD
-
MDW
1 stop4h 08m
Delta
Tue 2/109:33 am
MDW
-
FSD
2 stops6h 01m
Delta
Deal found 1/14$244
This Delta deal was found by Cheapflights users on 1/14. 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.
Fri 2/1310:54 am
RAP
-
MDW
1 stop6h 46m
Delta
Mon 2/169:50 am
MDW
-
RAP
1 stop6h 54m
Delta
Deal found 1/14$249
This Delta deal was found by Cheapflights users on 1/15. 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 4/156:00 am
RAP
-
MDW
2 stops10h 54m
Delta
Sun 4/197:18 pm
MDW
-
RAP
1 stop4h 02m
Delta
Deal found 1/15$254
This Delta deal was found by Cheapflights users on 1/15. 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 2/111:07 pm
FSD
-
MDW
1 stop5h 29m
Delta
Wed 2/189:50 am
MDW
-
FSD
1 stop5h 44m
Delta
Deal found 1/15$254
This Delta deal was found by Cheapflights users on 1/12. 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 1/278:03 am
FSD
-
MDW
1 stop5h 06m
Delta
Sat 1/315:00 pm
MDW
-
FSD
1 stop6h 04m
Delta
Deal found 1/12$259
This Delta deal was found by Cheapflights users on 1/14. 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.
Wed 1/286:00 am
RAP
-
MDW
1 stop6h 09m
Delta
Sat 1/3111:45 am
MDW
-
RAP
1 stop4h 40m
Delta
Deal found 1/14$269

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 January 15, 2026.
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 2/7

11:00 am-4:16 pm

1 stop5h 16m

Chicago Midway

Mon 2/9

7:16 pm-11:04 pm

1 stop3h 48m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 2/6

8:03 am-1:06 pm

1 stop5h 03m

Chicago Midway

Tue 2/10

1:51 pm-7:53 pm

1 stop6h 02m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 2/6

8:03 am-1:06 pm

1 stop5h 03m

Chicago Midway

Mon 2/9

7:16 pm-11:04 pm

1 stop3h 48m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 4/3

8:00 am-1:25 pm

1 stop5h 25m

Chicago Midway

Tue 4/7

7:20 pm-10:59 pm

1 stop3h 39m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 2/6

8:03 am-1:06 pm

1 stop5h 03m

Chicago Midway

Sun 2/8

5:00 pm-11:04 pm

1 stop6h 04m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 2/5

5:00 am-9:08 am

1 stop4h 08m

Chicago Midway

Sun 2/8

5:00 pm-11:04 pm

1 stop6h 04m

$224

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 2/5

5:00 am-9:08 am

1 stop4h 08m

Chicago Midway

Tue 2/10

1:51 pm-7:53 pm

1 stop6h 02m

$224

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 2/13

10:54 am-6:40 pm

1 stop6h 46m

Chicago Midway

Sun 2/15

11:45 am-3:44 pm

1 stop4h 59m

$229

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Thu 2/5

6:00 am-1:06 pm

1 stop6h 06m

Chicago Midway

Sun 2/8

5:00 pm-10:28 pm

1 stop6h 28m

$229

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 3/4

5:00 am-12:46 pm

2 stops7h 46m

Chicago Midway

Sun 3/8

7:20 pm-10:59 pm

1 stop3h 39m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

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.

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

    Departing from South Dakota to Chicago Midway Airport will take you 5h 16m. 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
Merrillville
Hammond
Porter
Benton Harbor

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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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