Cheap Flight Tickets from Des Moines (DSM) to Chicago (MDW), Starting at $358

Good to Know: Cheapest and Fastest DSM - MDW Flights

Useful information for finding best airline tickets from Des Moines International to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$368

WN Southwest Airlines • nonstop • 2h

Dec 30 – Jan 02

The cheapest round trip flight from Des Moines to Chicago (DSM-MDW-DSM) is currently $368

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Cheapest Direct Flight

$358

WN Southwest Airlines • nonstop • 2h

Dec 30

The cheapest nonstop flight from Des Moines to Chicago (DSM-MDW) is currently $358

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Fastest Flight

2h

The fastest nonstop flight from Des Moines to Chicago (DSM-MDW) takes 2h

Top Airlines Flying from Des Moines to Chicago

Southwest Airlines-WN

Southwest Airlines

Latest Flight Deals from Des Moines (DSM) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Des Moines to Chicago. Ideal for travelers with confirmed return itineraries.

Dec 30 - Jan 02, Economy
WN
Des Moines → Chicago
2h
5:10 AM - 6:30 AM • nonstop
WN
Des Moines → Chicago
13h 25m
9:10 AM - 5:15 PM • 1 stop
$368
Southwest Airlines
Dec 30 - Jan 02, Economy
WN
Des Moines → Chicago
23h 20m
3:45 PM - 5:45 AM • 1 stop
WN
Des Moines → Chicago
2h 10m
9:30 PM - 11:00 PM • nonstop
$368
Southwest Airlines
Dec 30 - Jan 02, Economy
WN
Des Moines → Chicago
15h 20m
6:40 AM - 4:00 PM • 2 stops
WN
Des Moines → Chicago
2h 10m
9:30 PM - 11:00 PM • nonstop
$373
Southwest Airlines
Dec 30 - Jan 02, Economy
WN
Des Moines → Chicago
22h 35m
6:40 AM - 8:35 PM • 2 stops
WN
Des Moines → Chicago
2h 10m
9:30 PM - 11:00 PM • nonstop
$373
Southwest Airlines
Dec 30 - Jan 02, Economy
WN
Des Moines → Chicago
16h 40m
6:40 AM - 4:40 PM • 2 stops
WN
Des Moines → Chicago
2h 5m
10:00 AM - 11:25 AM • nonstop
$377
Southwest Airlines
Dec 30 - Jan 02, Economy
WN
Des Moines → Chicago
10h 35m
5:40 PM - 12:15 AM • 1 stop
WN
Des Moines → Chicago
8h 30m
8:05 AM - 1:15 PM • 1 stop
$377
Southwest Airlines

Fly from Des Moines to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Des Moines to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Des Moines to Chicago Flights

What are the airports in Des Moines?
DSM
What’s the most popular airline flying from DSM to MDW?
The most popular airline flying from Des Moines to Chicago are
Can I fly from DSM to MDW non-stop?
Yes, you can fly DSM to MDW non-stop on
Which airlines fly nonstop between Des Moines and Chicago?
The non-stop flights between Des Moines and Chicago are .
What’s the earliest departure time from DSM to MDW Airport?
The earliest flight leaves DSM at 5:10 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Des Moines to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from DSM to MDW?
Read the fare rules of the Des Moines to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Des Moines and Chicago?
operate flights between Des Moines and Chicago
How long does a flight from Des Moines to Chicago take?
It takes approximately 1 hour to fly non-stop from DSM to MDW, which is 306.34 miles by air.
Which airlines provide the cheapest flights from Des Moines (DSM) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DSM were found on WN : USD 377
Do I need a passport to fly between DSM and MDW?
No
What’s the latest departure time from DSM to MDW ?
The last flight leaves DSM at 7:15 pm

Des Moines (DSM) to Chicago (MDW): Airport Information

Origin Airport Des Moines International , Des Moines, US
Destination Airport Chicago Midway International , Chicago, US
Distance 306 miles

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