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$100+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
FSD — MDW
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 12/55:14 amFSD - MDW
1 stop4h 05mDelta
Sun 12/77:02 pmMDW - FSD
1 stop4h 10mDelta
Deal found 10/28$209
This Delta deal was found by Cheapflights users on 10/27. 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 11/155:18 amFSD - MDW
1 stop3h 43mDelta
Mon 11/175:34 pmMDW - FSD
1 stop5h 35mDelta
Deal found 10/27$214
This Delta deal was found by Cheapflights users on 10/26. 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 12/41:30 pmFSD - MDW
1 stop4h 48mDelta
Sat 12/67:02 pmMDW - FSD
1 stop4h 10mDelta
Deal found 10/26$244
This Delta deal was found by Cheapflights users on 10/27. 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 11/115:18 amFSD - MDW
1 stop3h 43mDelta
Sat 11/157:02 pmMDW - FSD
1 stop3h 58mDelta
Deal found 10/27$259
This Delta deal was found by Cheapflights users on 10/27. 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 11/258:01 amFSD - MDW
1 stop5h 06mDelta
Tue 12/27:02 pmMDW - FSD
1 stop4h 10mDelta
Deal found 10/27$279

Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$209
(Delta)

One-way from

$100
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$308
Provider with most accurate pricing for Sioux Falls Joe Foss Field-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Sioux Falls Joe Foss Field-Chicago Midway flights.
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From Sioux Falls Joe Foss Field to Chicago Midway
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One-way flight from Sioux Falls Joe Foss Field to Chicago Midway
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Highest demand for flights based on searches. 3% potential increase in price ($11 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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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 October 28, 2025.
Use the filters below to find and compare flights from Sioux Falls to Chicago Midway Airport that are best for you.

Fly from

Sioux Falls

Fly to

Midway

Route

Depart

Return

Price

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 12/5

5:14 am-9:19 am

1 stop4h 05m

Chicago Midway

Sun 12/7

7:02 pm-11:12 pm

1 stop4h 10m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 12/3

5:14 am-9:19 am

1 stop4h 05m

Chicago Midway

Sat 12/6

1:50 pm-7:40 pm

1 stop5h 50m

$209

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 12/13

5:14 am-12:34 pm

2 stops7h 20m

Chicago Midway

Mon 12/15

7:02 pm-11:12 pm

1 stop4h 10m

$214

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sat 11/15

3:00 pm-11:40 pm

2 stops8h 40m

Chicago Midway

Mon 11/17

5:34 pm-11:09 pm

1 stop5h 35m

$214

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 11/19

5:18 am-12:34 pm

2 stops7h 16m

Chicago Midway

Sat 11/22

7:02 pm-11:00 pm

1 stop3h 58m

$219

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Tue 11/25

8:01 am-1:07 pm

1 stop5h 06m

Chicago Midway

Tue 12/2

7:02 pm-11:12 pm

1 stop4h 10m

$279

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 11/26

5:18 am-9:01 am

1 stop3h 43m

Chicago Midway

Fri 11/28

7:02 pm-11:00 pm

1 stop3h 58m

$279

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Wed 2/18

5:15 am-12:35 pm

2 stops7h 20m

Chicago Midway

Sat 2/21

9:30 am-3:33 pm

2 stops6h 03m

$294

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Sun 11/16

2:18 pm-11:30 am

1 stop21h 12m

$100

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 11/13

2:13 pm-11:30 am

1 stop21h 17m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 16 results
1
2

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Sioux Falls-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 05m. 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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