$70 Cheap Flights from Chicago (MDW) to Des Moines (DSM)

View $70 flight on Wed, Jan 14, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Des Moines International Airport (DSM)

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Cheap Flights from Chicago to Des Moines (MDW-DSM)

Prices were available within the past 7 days and start at $70 for one-way flights and $156 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Dec 9 - Sat, Dec 13
MDW
Chicago
DSM
Des Moines
$156 Roundtrip, found 5 days ago
$156
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to Des Moines, returning Sat, Dec 13, priced at $156 found 5 days ago
Southwest Airlines
Sun, Nov 2 - Tue, Nov 4
MDW
Chicago
DSM
Des Moines
$161 Roundtrip, found 5 days ago
$161
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Chicago to Des Moines, returning Tue, Nov 4, priced at $161 found 5 days ago
Southwest Airlines
Wed, Oct 8 - Wed, Oct 15
MDW
Chicago
DSM
Des Moines
$175 Roundtrip, found 5 days ago
$175
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 8 from Chicago to Des Moines, returning Wed, Oct 15, priced at $175 found 5 days ago
Southwest Airlines
Tue, Dec 9 - Sat, Dec 13
MDW
Chicago
DSM
Des Moines
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to Des Moines, returning Sat, Dec 13, priced at $188 found 5 days ago
Southwest Airlines
Wed, Oct 8 - Wed, Oct 15
MDW
Chicago
DSM
Des Moines
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Oct 8 from Chicago to Des Moines, returning Wed, Oct 15, priced at $195 found 5 days ago
Southwest Airlines
Tue, Dec 9 - Sat, Dec 13
MDW
Chicago
DSM
Des Moines
$195 Roundtrip, found 5 days ago
$195
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to Des Moines, returning Sat, Dec 13, priced at $195 found 5 days ago
Southwest Airlines
Fri, Oct 17 - Mon, Oct 20
MDW
Chicago
DSM
Des Moines
$196 Roundtrip, found 3 days ago
$196
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Fri, Oct 17 from Chicago to Des Moines, returning Mon, Oct 20, priced at $196 found 3 days ago
Southwest Airlines
Sun, Nov 2 - Tue, Nov 4
MDW
Chicago
DSM
Des Moines
$202 Roundtrip, found 5 days ago
$202
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sun, Nov 2 from Chicago to Des Moines, returning Tue, Nov 4, priced at $202 found 5 days ago
Delta
Mon, Nov 24 - Tue, Nov 25
MDW
Chicago
DSM
Des Moines
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Nov 24 from Chicago to Des Moines, returning Tue, Nov 25, priced at $213 found 1 day ago
Frontier Airlines
Thu, Oct 9 - Thu, Oct 23
MDW
Chicago
DSM
Des Moines
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Oct 9 from Chicago to Des Moines, returning Thu, Oct 23, priced at $312 found 1 day ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM) cost?
Snag a cheap one-way flight from $70 or cheap return flight from $156 from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM)?
Planning your getaway for December is a good way to save, as it's the cheapest month for flights between MDW and DSM. You'll usually find the lowest prices during off-peak months.
Which airlines fly direct from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM)?
There's no direct route from Chicago, IL (MDW-Midway Intl.) to Des Moines Intl. Airport (DSM). However, you'll find other airports that have nonstop flights. Begin your journey at O'Hare Intl. Airport (ORD) and head straight to Des Moines without layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM)?
To find the cheapest airline flying from MDW to DSM, use Expedia's filter tool. Customize your search based on what's important to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM)?
You'll need to book a flight with a layover if you're traveling from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from MDW to DSM?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can vary depending on a range of factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM)?
Book a flight from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM) last-minute?
Waiting until just before your trip to book a ticket from MDW to DSM often results in higher prices. While you may come across some last-minute deals, there's no guarantee. Allow some flexibility in your schedule for a better chance of landing a bargain.
Is it cheaper to book a MDW to DSM flight and hotel package?
You'll typically save money by booking a MDW to DSM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After choosing your ideal accommodations and flights, consider other add-ons like car rentals, tours and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Des Moines Intl. Airport (DSM)?
You can usually cancel or reschedule your MDW to DSM flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Des Moines Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$155
Distance
305 mi

Book with confidence

Book with confidence

Chicago to Des Moines Flights

The cheapest times to fly from Chicago to Des Moines

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Des Moines are during the month of December. You can find some of the cheapest flights from Chicago to Des Moines with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Des Moines

Sunday is one of the best days to book for cheap flights from Chicago to Des Moines: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Des Moines

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Des Moines in 2025. You can also book with separate airlines for your outbound and return journeys, from $70 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Des Moines flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Des Moines airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Des Moines Flights

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*Available to One Key members.