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$100+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$209
(Delta)

One-way from

$100
(Trip.com)

Popular in

March

Cheapest in

January

Average price

$364
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. 9% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This FlightHub deal was found by Cheapflights users on 6/16. 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.
Wed 6/257:48 pmFSD - MDW
1 stop25h 05mFrontier
Sat 6/282:44 pmMDW - FSD
1 stop23h 18mFrontier
Deal found 6/16$190
This Delta deal was found by Cheapflights users on 6/18. 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 7/1911:12 amFSD - MDW
1 stop5h 58mDelta
Sat 7/267:21 pmMDW - FSD
1 stop4h 23mDelta
Deal found 6/18$209
This Delta deal was found by Cheapflights users on 6/16. 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.
Fri 7/411:51 amRAP - MDW
1 stop4h 49mDelta
Mon 7/79:24 amMDW - RAP
1 stop5h 21mDelta
Deal found 6/16$211
This Delta deal was found by Cheapflights users on 6/17. 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 8/226:25 amABR - MDW
1 stop6h 38mDelta
Sun 8/249:15 amMDW - ABR
1 stop5h 04mDelta
Deal found 6/17$452
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/283:30 pmRAP - MDW
2 stops26h 49mAllegiant Air
Thu 7/38:14 pmMDW - RAP
2 stops20h 35mAllegiant Air
Deal found 6/16$625

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 June 18, 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 7/19

11:12 am-5:10 pm

1 stop5h 58m

Chicago Midway

Sat 7/26

7:21 pm-11:44 pm

1 stop4h 23m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sun 6/29

2:57 pm-11:40 am

1 stop20h 43m

Chicago Midway

Thu 7/3

2:44 pm-6:32 pm

1 stop27h 48m

$210

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Fri 7/4

11:51 am-5:40 pm

1 stop4h 49m

Chicago Midway

Mon 7/7

9:24 am-1:45 pm

1 stop5h 21m

$211

AberdeenChicago

ABR - MDW

ABRMDW

Aberdeen

Fri 8/22

6:25 am-1:03 pm

1 stop6h 38m

Chicago Midway

Sun 8/24

9:15 am-2:19 pm

1 stop5h 04m

$452

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Sat 6/28

3:30 pm-7:19 pm

2 stops26h 49m

Chicago Midway

Thu 7/3

8:14 pm-3:49 pm

2 stops20h 35m

$625

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 6/25

7:48 pm-8:53 pm

1 stop25h 05m

$100

Rapid CityChicago

RAP - MDW

RAPMDW

Rapid City

Wed 8/20

6:20 am-1:03 pm

1 stop5h 43m

$120

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 7/16

1:01 pm-5:39 pm

1 stop4h 38m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

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 June 18, 2025.
Peruse reviews from past customers who have flown with Delta, Allegiant Air and Frontier from South Dakota to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Allegiant Air
7.3
Good
722 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,301 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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