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$123+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$209
(Delta)

One-way from

$123
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$308
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. 3% potential increase in price ($12 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 October 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 October 14, 2025.

This Delta deal was found by Cheapflights users on 10/12. 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.
Mon 11/245:18 amFSD - MDW
1 stop3h 43mDelta
Fri 11/287:02 pmMDW - FSD
1 stop3h 58mDelta
Deal found 10/12$209
This Delta deal was found by Cheapflights users on 10/11. 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 11/228:01 amFSD - MDW
1 stop5h 06mDelta
Mon 12/17:02 pmMDW - FSD
1 stop3h 58mDelta
Deal found 10/11$239
This Delta deal was found by Cheapflights users on 10/11. 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 11/2110:58 amFSD - MDW
2 stops7h 16mDelta
Mon 12/17:02 pmMDW - FSD
1 stop3h 58mDelta
Deal found 10/11$274
This Delta deal was found by Cheapflights users on 10/12. 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 12/237:00 amFSD - MDW
1 stop4h 06mDelta
Tue 12/305:59 pmMDW - FSD
1 stop5h 09mDelta
Deal found 10/12$304
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:28 pmFSD - MDW
2 stops27h 52mFrontier
Thu 10/3012:30 pmMDW - FSD
1 stop25h 17mFrontier
Deal found 10/13$319
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:28 pmFSD - MDW
2 stops18h 10mFrontier
Thu 10/236:24 pmMDW - FSD
1 stop24h 09mFrontier
Deal found 10/12$355
This Delta deal was found by Cheapflights users on 10/12. 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.
Sat 10/186:05 amRAP - MDW
1 stop6h 03mDelta
Tue 10/219:20 amMDW - RAP
1 stop7h 30mDelta
Deal found 10/12$369
This Delta deal was found by Cheapflights users on 10/13. 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.
Tue 10/141:35 pmFSD - MDW
1 stop4h 08mDelta
Sat 10/189:20 amMDW - FSD
1 stop3h 35mDelta
Deal found 10/13$379
This Frontier deal was found by Cheapflights users on 10/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:13 pmFSD - MDW
1 stop21h 17mFrontier
Sun 11/912:30 pmMDW - FSD
1 stop25h 17mFrontier
Deal found 10/14$381
This Delta deal was found by Cheapflights users on 10/11. 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 11/15:30 amFSD - MDW
2 stops12h 25mDelta
Sun 11/25:04 pmMDW - FSD
1 stop5h 52mDelta
Deal found 10/11$386
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:40 pmFSD - MDW
2 stops24h 52mMultiple Airlines
Fri 12/126:00 amMDW - FSD
1 stop13h 46mMultiple Airlines
Deal found 10/13$390
This Delta deal was found by Cheapflights users on 10/12. 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 10/2810:33 amRAP - MDW
1 stop6h 10mDelta
Sat 11/19:20 amMDW - RAP
1 stop5h 25mDelta
Deal found 10/12$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 October 14, 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

Thu 12/11

5:14 am-9:19 am

1 stop4h 05m

Chicago Midway

Mon 12/15

1:50 pm-7:40 pm

1 stop5h 50m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 1/9

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Mon 2/9

2:00 pm-7:18 pm

1 stop5h 18m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 2/6

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Mon 2/9

2:00 pm-7:18 pm

1 stop5h 18m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 2/6

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Sun 2/8

6:45 pm-10:58 pm

1 stop4h 13m

$274

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 3/28

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Wed 4/1

2:00 pm-7:18 pm

1 stop5h 18m

$304

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 2/5

5:15 am-8:54 am

1 stop3h 39m

Chicago Midway

Sun 2/8

6:45 pm-10:58 pm

1 stop4h 13m

$304

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 10/18

6:05 am-1:08 pm

1 stop6h 03m

Chicago Midway

Tue 10/21

9:20 am-3:50 pm

1 stop7h 30m

$369

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 12/11

5:14 am-9:19 am

1 stop4h 05m

Chicago Midway

Sun 12/14

7:02 pm-11:12 pm

1 stop4h 10m

$374

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 1/15

1:20 pm-6:08 pm

1 stop4h 48m

Chicago Midway

Mon 1/19

9:20 am-3:33 pm

1 stop6h 13m

$374

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 11/6

2:13 pm-11:30 am

1 stop21h 17m

Chicago Midway

Sun 11/9

12:30 pm-1:47 pm

1 stop25h 17m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 30 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 4h 05m. 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor
Chesterton

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Alternative routes for South Dakota to Midway

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