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$129+ Cheap flights from Sioux Falls (FSD) 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
May 24 — May 311
Sun 5/24
Sun 5/31
1 adult, Economy
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1. Tell us where you want to go

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Cheap flight deals from Sioux Falls to Midway

Cheapest flights from Sioux Falls to Midway
Explore the most affordable flight options available from Sioux Falls to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2026.

This Delta deal was found by Cheapflights users on 4/23. 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 6/38:19 am
FSD
-
MDW
1 stop5h 00m
Delta
Sat 6/69:23 am
MDW
-
FSD
1 stop3h 26m
Delta
Deal found 4/23$269
This Delta deal was found by Cheapflights users on 4/22. 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 8/105:15 am
FSD
-
MDW
2 stops7h 15m
Delta
Fri 8/216:45 pm
MDW
-
FSD
1 stop4h 01m
Delta
Deal found 4/22$274
This Delta deal was found by Cheapflights users on 4/23. 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 5/231:35 pm
FSD
-
MDW
1 stop4h 21m
Delta
Tue 5/267:13 pm
MDW
-
FSD
1 stop3h 58m
Delta
Deal found 4/23$324
This Delta deal was found by Cheapflights users on 4/21. 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 4/288:05 am
FSD
-
MDW
2 stops9h 53m
Delta
Tue 5/267:13 pm
MDW
-
FSD
1 stop3h 58m
Delta
Deal found 4/21$329
This Delta deal was found by Cheapflights users on 4/22. 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 8/1310:58 am
FSD
-
MDW
2 stops7h 33m
Delta
Thu 8/209:30 am
MDW
-
FSD
2 stops5h 58m
Delta
Deal found 4/22$335
This Delta deal was found by Cheapflights users on 4/20. 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 5/11:44 pm
FSD
-
MDW
1 stop4h 52m
Delta
Tue 5/59:29 am
MDW
-
FSD
1 stop3h 34m
Delta
Deal found 4/20$339
This Delta deal was found by Cheapflights users on 4/20. 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 8/185:15 am
FSD
-
MDW
1 stop3h 23m
Delta
Fri 8/216:45 pm
MDW
-
FSD
1 stop4h 01m
Delta
Deal found 4/20$357
This Delta deal was found by Cheapflights users on 4/23. 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 5/218:19 am
FSD
-
MDW
1 stop5h 00m
Delta
Thu 5/289:23 am
MDW
-
FSD
1 stop3h 26m
Delta
Deal found 4/23$364

Find flight deals from Sioux Falls to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Sioux Falls (FSD) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Delta)

One-way from

$129
(Kiwi.com)

Popular in

April

Cheapest in

January

Average price

$344
Provider with most accurate pricing for Sioux Falls Joe Foss Field-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sioux Falls Joe Foss Field-Chicago Midway flights.
Search Deals
From Sioux Falls Joe Foss Field to Chicago Midway
Search Deals
One-way flight from Sioux Falls Joe Foss Field to Chicago Midway
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sioux Falls 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 April 24, 2026.
Use the filters below to find and compare flights from Sioux Falls to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 8/14

1:20 pm-6:05 pm

1 stop4h 45m

Chicago Midway

Fri 8/21

6:45 pm-10:46 pm

1 stop4h 01m

$269

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 8/15

1:20 pm-9:46 pm

2 stops8h 26m

Chicago Midway

Fri 8/21

6:45 pm-10:46 pm

1 stop4h 01m

$274

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 8/21

1:20 pm-6:05 pm

1 stop4h 45m

Chicago Midway

Sun 8/23

6:45 pm-10:46 pm

1 stop4h 01m

$324

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 8/12

5:15 am-12:30 pm

2 stops7h 15m

Chicago Midway

Wed 8/19

9:30 am-3:28 pm

2 stops5h 58m

$374

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 8/12

5:15 am-8:38 am

1 stop3h 23m

Chicago Midway

Mon 8/17

2:00 pm-10:46 pm

1 stop8h 46m

$380
Quickest round-trip

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 5/13

5:00 am-8:42 am

1 stop3h 42m

Chicago Midway

Fri 5/15

7:13 pm-11:11 pm

1 stop3h 58m

$388

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sun 8/9

8:23 am-1:09 pm

1 stop4h 46m

Chicago Midway

Mon 8/17

6:45 pm-10:46 pm

1 stop4h 01m

$429

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sun 5/10

8:19 am-1:19 pm

1 stop5h 00m

Chicago Midway

Thu 5/14

1:59 pm-7:27 pm

1 stop5h 28m

$468

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 8/19

5:15 am-12:30 pm

2 stops7h 15m

Chicago Midway

Fri 8/21

9:30 am-3:28 pm

2 stops5h 58m

$482

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 5/28

5:00 am-12:42 pm

2 stops7h 42m

Chicago Midway

Fri 5/29

7:13 pm-11:11 pm

1 stop3h 58m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 22 resultsSorted by cheapest first
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3

Compare providers for flights from Sioux Falls to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sioux Falls to Midway in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Sioux Falls-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Sioux Falls-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Sioux Falls-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Sioux Falls-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Sioux Falls-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Sioux Falls to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sioux Falls 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.

Related info for your journey

Find useful and relevant information for your journey from Sioux Falls to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Sioux Falls to Chicago Midway?

    If you book a flight to Chicago Midway from Sioux Falls, you will be flying from Joe Foss Field, which is the city’s only airport. Sioux Falls Joe Foss Field (FSD) is located 2.6 mi from the center of Sioux Falls. There are 0 flights from Joe Foss Field to Chicago Midway per day from 0 different airlines.

  • How long is the flight from Sioux Falls to Chicago Midway Airport?

    There are many flights that can get you from Sioux Falls to Chicago Midway Airport in 4h 45m. Fly via Delta to get the fastest option. Sioux Falls and Chicago Midway Airport are separated by a distance of 473 mi.

  • Can I find deals for flights from Sioux Falls to Midway that include hotel bookings?

    Yes. In addition to deals on Sioux Falls to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sioux Falls to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sioux Falls to Midway.

  • Can I find deals for business class flights from Sioux Falls to Midway?

    Yes. Cheapflights offers flight deals from Sioux Falls 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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