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$152+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$279
(Delta)

One-way from

$152
(Delta)

Popular in

March

Cheapest in

January

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. 13% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 5/145:00 amFSD - MDW
1 stop3h 36mDelta
Sat 5/176:30 pmMDW - FSD
1 stop4h 27mDelta
Deal found 4/30$279
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/72:57 pmFSD - MDW
1 stop5h 57mFrontier
Mon 8/1112:35 pmMDW - FSD
1 stop5h 57mFrontier
Deal found 4/30$292
This Delta deal was found by Cheapflights users on 4/30. 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 6/146:35 amRAP - MDW
1 stop5h 31mDelta
Sat 6/217:21 pmMDW - RAP
1 stop4h 10mDelta
Deal found 4/30$344
This Delta deal was found by Cheapflights users on 4/30. 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.
Thu 7/316:45 amABR - MDW
1 stop6h 21mDelta
Sat 8/21:09 pmMDW - ABR
2 stops8h 19mDelta
Deal found 4/30$720

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 May 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

Wed 5/14

5:00 am-8:36 am

1 stop3h 36m

Chicago Midway

Sat 5/17

6:30 pm-10:57 pm

1 stop4h 27m

$279

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 8/7

2:57 pm-8:54 pm

1 stop5h 57m

Chicago Midway

Mon 8/11

12:35 pm-6:32 pm

1 stop5h 57m

$292

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 6/14

6:35 am-1:06 pm

1 stop5h 31m

Chicago Midway

Sat 6/21

7:21 pm-10:31 pm

1 stop4h 10m

$344

AberdeenChicago

ABR - MDW

ABRMDW

Aberdeen

Thu 7/31

6:45 am-1:06 pm

1 stop6h 21m

Chicago Midway

Sat 8/2

1:09 pm-9:28 pm

2 stops8h 19m

$720

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 8/20

6:20 am-1:02 pm

1 stop5h 42m

$152

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 5/17

5:00 am-8:36 am

1 stop3h 36m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Frontier
6.0
Okay
3,287 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 South Dakota?

Book flights to South Dakota if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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