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$99+ Cheap flights from Midway (MDW) to Des Moines (DSM)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DSM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Midway to Des Moines

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Des Moines (DSM). 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 September 17, 2025.

Round-trip from

$197
(Southwest)

One-way from

$99
(Delta)

Popular in

February

Cheapest in

March

Average price

$259
From Chicago Midway to Des Moines
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One-way flight from Chicago Midway to Des Moines
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Highest demand for flights based on searches. 12% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Des Moines

Cheapest flights from Midway to Des Moines
Explore the most affordable flight options available from Midway to Des Moines. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:45 amMDW - DSM
1 stop3h 45mSouthwest
Tue 10/74:45 pmDSM - MDW
1 stop5h 20mSouthwest
Deal found 9/15$197
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/307:40 amMDW - DSM
1 stop3h 20mSouthwest
Sun 11/25:45 amDSM - MDW
1 stop4h 10mSouthwest
Deal found 9/15$209
This Delta deal was found by Cheapflights users on 9/15. 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 9/279:20 amMDW - DSM
1 stop4h 34mDelta
Tue 9/307:00 amDSM - MDW
1 stop6h 03mDelta
Deal found 9/15$244
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:35 amMDW - DSM
1 stop8h 25mSouthwest
Mon 9/295:30 pmDSM - MDW
1 stop2h 55mSouthwest
Deal found 9/15$249
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/238:20 amMDW - DSM
1 stop6h 20mSouthwest
Thu 9/255:30 pmDSM - MDW
1 stop2h 55mSouthwest
Deal found 9/15$269
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:55 pmMDW - DSM
1 stop4h 35mSouthwest
Wed 10/84:45 pmDSM - MDW
1 stop5h 20mSouthwest
Deal found 9/15$273
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/223:35 pmMDW - DSM
2 stops7h 15mSouthwest
Thu 9/255:30 pmDSM - MDW
1 stop2h 55mSouthwest
Deal found 9/15$274

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Des Moines 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Des Moines that are best for you.

Fly from

Midway

Fly to

Des Moines

Route

Depart

Return

Price

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Tue 10/7

5:45 am-9:30 am

1 stop3h 45m

Des Moines

Tue 10/7

4:45 pm-10:05 pm

1 stop5h 20m

$197

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Sat 9/27

9:20 am-1:54 pm

1 stop4h 34m

Des Moines

Tue 9/30

7:00 am-1:03 pm

1 stop6h 03m

$244

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Mon 10/6

6:55 pm-11:30 pm

1 stop4h 35m

Des Moines

Wed 10/8

4:45 pm-10:05 pm

1 stop5h 20m

$273

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Mon 9/22

3:35 pm-10:50 pm

2 stops7h 15m

Des Moines

Thu 9/25

5:30 pm-8:25 pm

1 stop2h 55m

$274

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Tue 9/23

5:40 pm-10:20 pm

1 stop4h 40m

Des Moines

Thu 9/25

6:00 am-1:45 pm

2 stops7h 45m

$274

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Sat 9/27

9:45 am-8:20 pm

2 stops10h 35m

Des Moines

Mon 9/29

5:30 pm-8:25 pm

1 stop2h 55m

$289

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 11/19

9:32 am-4:19 pm

1 stop6h 47m

$99

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Tue 10/14

5:45 am-9:30 am

1 stop3h 45m

$99

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 11/12

9:41 am-2:05 pm

1 stop4h 24m

$99

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Tue 12/16

9:34 am-4:16 pm

1 stop6h 42m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 16 results
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Best time to book a flight from Midway to Des Moines

Have a flexible travel schedule? Discover the best time to fly to Des Moines from Midway 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 Midway to Des Moines. 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 into for flights to Des Moines from Chicago Midway?

    For a flight from Chicago Midway to Des Moines, you will be flying into Des Moines. Des Moines (DSM) is just 3.6 mi from the center of the city. Des Moines is the only Des Moines airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to Des Moines from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Des Moines?

    Southwest and Delta can get you from Chicago Midway Airport to Des Moines in just under 3h 45m. Your travel time can differ by up to 49m. The distance between Chicago Midway Airport and Des Moines is about 305 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Midway to Des Moines that include hotel bookings?

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

  • How can I find direct flights from Midway to Des Moines?

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

  • Can I find deals for business class flights from Midway to Des Moines?

    Yes. Cheapflights offers flight deals from Midway to Des Moines 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 Chicago Midway Airport to Des Moines?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Des Moines (average of $336). Flying from Chicago Midway Airport to Des Moines in June is currently the most expensive (average of $402). 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 Des Moines?

Book flights to Des Moines if you plan to visit one of these locations
Johnston
Altoona
Boone
Ames
West Des Moines
Ankeny

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