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Cheap flights from Des Moines to Chicago from $119

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Des Moines to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
3:30 pm - 5:00 pmDSM  Des Moines-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
9:35 pm - 11:05 pmMDW  Chicago Midway-DSM Des Moines
1h 30mnonstop
$195Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
3:30 pm - 5:00 pmDSM  Des Moines-MDW Chicago Midway
1h 30mnonstop
Southwest Logo
5:55 am - 1:10 pmMDW  Chicago Midway-DSM Des Moines
7h 15m1 stop Denver Intl
$205Southwest
Thu, Nov 19 - Mon, Nov 23
Delta Logo
6:41 am - 11:59 amDSM  Des Moines-MDW Chicago Midway
5h 18m1 stop Minneapolis St Paul
Delta Logo
5:30 pm - 9:31 pmMDW  Chicago Midway-DSM Des Moines
4h 01m1 stop Minneapolis St Paul
$215Delta
Sat, Dec 5 - Sat, Dec 5
Southwest Logo
6:00 am - 7:25 amDSM  Des Moines-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
9:35 pm - 11:05 pmMDW  Chicago Midway-DSM Des Moines
1h 30mnonstop
$216Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
7:15 pm - 8:35 pmDSM  Des Moines-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
10:05 am - 11:25 amMDW  Chicago Midway-DSM Des Moines
1h 20mnonstop
$237Southwest
Fri, Dec 18 - Fri, Dec 25
Southwest Logo
6:00 am - 7:25 amDSM  Des Moines-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
8:40 pm - 10:05 pmMDW  Chicago Midway-DSM Des Moines
1h 25mnonstop
$237Southwest
Thu, Dec 3 - Mon, Dec 7
Southwest Logo
5:10 am - 6:30 amDSM  Des Moines-MDW Chicago Midway
1h 20mnonstop
Southwest Logo
10:05 pm - 11:35 pmMDW  Chicago Midway-DSM Des Moines
1h 30mnonstop
$237Southwest
Wed, Dec 23 - Wed, Dec 23
Southwest Logo
12:45 pm - 2:10 pmDSM  Des Moines-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
8:40 pm - 10:05 pmMDW  Chicago Midway-DSM Des Moines
1h 25mnonstop
$237Southwest
Sat, Dec 5 - Mon, Dec 7
Southwest Logo
5:20 am - 6:45 amDSM  Des Moines-MDW Chicago Midway
1h 25mnonstop
Southwest Logo
10:00 am - 11:25 amMDW  Chicago Midway-DSM Des Moines
1h 25mnonstop
$237Southwest
Sat, Nov 21 - Sat, Nov 21
Delta Logo
11:01 am - 4:50 pmDSM  Des Moines-MDW Chicago Midway
5h 49m1 stop Minneapolis St Paul
Delta Logo
5:30 pm - 9:31 pmMDW  Chicago Midway-DSM Des Moines
4h 01m1 stop Minneapolis St Paul
$256Delta
Fri, Dec 4 - Sat, Dec 5

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Southwest flights from Des Moines to Chicago Midway Airport

Our best Southwest deals on Des Moines to Chicago Midway Airport flight tickets
Southwest
Nov 19
DSM3:30 pmDes Moines
1h 30m
MDW5:00 pmChicago Midway
Nov 23
MDW9:35 pmChicago Midway
1h 30m
DSM11:05 pmDes Moines
$195
Southwest
Nov 19
DSM3:30 pmDes Moines
1h 30m
MDW5:00 pmChicago Midway
Nov 23
MDW5:55 amChicago Midway
7h 15m
1 stop
DSM1:10 pmDes Moines
$205
Southwest
Nov 19
DSM6:00 amDes Moines
1h 25m
MDW7:25 amChicago Midway
Nov 23
MDW9:35 pmChicago Midway
1h 30m
DSM11:05 pmDes Moines
$216

Delta flights from Des Moines to Chicago Midway Airport

Our best Delta deals on Des Moines to Chicago Midway Airport flight tickets
Delta
Dec 5
DSM6:41 amDes Moines
5h 18m
1 stop
MDW11:59 amChicago Midway
Dec 5
MDW5:30 pmChicago Midway
4h 01m
1 stop
DSM9:31 pmDes Moines
$215
Delta
Dec 4
DSM11:01 amDes Moines
5h 49m
1 stop
MDW4:50 pmChicago Midway
Dec 5
MDW5:30 pmChicago Midway
4h 01m
1 stop
DSM9:31 pmDes Moines
$256
Delta
Nov 24
DSM11:00 amDes Moines
5h 39m
1 stop
MDW4:39 pmChicago Midway
Dec 1
MDW5:30 pmChicago Midway
4h 01m
1 stop
DSM9:31 pmDes Moines
$257

momondo Fare Finder

 
Use the filters below to find and compare flights from Des Moines to Chicago Midway Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 11/19

3:30 pm-5:00 pm

Nonstop1h 30m

Chicago Midway

Mon 11/23

9:35 pm-11:05 pm

Nonstop1h 30m

$195

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 11/19

3:30 pm-5:00 pm

Nonstop1h 30m

Chicago Midway

Mon 11/23

5:55 am-1:10 pm

1 stop7h 15m

$205

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Sat 12/5

6:41 am-11:59 am

1 stop5h 18m

Chicago Midway

Sat 12/5

5:30 pm-9:31 pm

1 stop4h 01m

$215

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 11/19

6:00 am-7:25 am

Nonstop1h 25m

Chicago Midway

Mon 11/23

9:35 pm-11:05 pm

Nonstop1h 30m

$216
Quickest round-trip

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Fri 12/18

7:15 pm-8:35 pm

Nonstop1h 20m

Chicago Midway

Fri 12/25

10:05 am-11:25 am

Nonstop1h 20m

$237

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Thu 12/3

6:00 am-7:25 am

Nonstop1h 25m

Chicago Midway

Mon 12/7

8:40 pm-10:05 pm

Nonstop1h 25m

$237

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Wed 12/23

5:10 am-6:30 am

Nonstop1h 20m

Chicago Midway

Wed 12/23

10:05 pm-11:35 pm

Nonstop1h 30m

$237

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Sat 12/5

12:45 pm-2:10 pm

Nonstop1h 25m

Chicago Midway

Mon 12/7

8:40 pm-10:05 pm

Nonstop1h 25m

$237

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Sat 11/21

5:20 am-6:45 am

Nonstop1h 25m

Chicago Midway

Sat 11/21

10:00 am-11:25 am

Nonstop1h 25m

$237

Des MoinesChicago

DSM Des Moines - MDW Chicago Midway

DSMMDW

Des Moines

Fri 12/4

11:01 am-4:50 pm

1 stop5h 49m

Chicago Midway

Sat 12/5

5:30 pm-9:31 pm

1 stop4h 01m

$256

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Des Moines to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Des Moines. The lowest ticket price found for a Wednesday departure recently was $387. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Des Moines because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $478.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Des Moines in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $426 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $622. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Des Moines to Chicago Midway flight route?

Fly from Des Moines to Chicago Midway for the best Des Moines - Chicago Midway flight prices

What cabin class options are available on Des Moines to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Des Moines to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Des Moines to Chicago Midway Airport flights?

You could potentially save up to 37% on your flight if you consider stops on a Des Moines to Chicago Midway Airport flight.

When to book flights from Des Moines to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Des Moines to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Des Moines to Chicago Midway Airport (DSM to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Des Moines to Chicago Midway Airport

Best Price Found

$119

Fastest flight time

1h 20m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat
The best one-way flight to Chicago Midway Airport from Des Moines in the past 72 hours is $119. The best round-trip flight deal from Des Moines to Chicago Midway Airport found on momondo in the last 72 hours is $195.
The fastest flight from Des Moines to Chicago Midway Airport takes 1h 20m
Direct flights go from Des Moines to Chicago Midway Airport on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. The only airline offering direct flights is Southwest.
Search flight deals

Frequently asked questions about flying from Des Moines to Chicago Midway Airport

  • How far is Des Moines to Chicago Midway by plane?

    Chicago Midway is 303.6 mi away from Des Moines. 1h 20m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Des Moines Airport to Chicago Midway Airport?

    Prices for flights from Des Moines Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Des Moines Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Des Moines Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Des Moines Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Des Moines to Chicago Midway Airport?

  • What is the most popular airline from Des Moines to Chicago Midway Airport?

Best airlines flying from Des Moines to Chicago Midway Airport

Compare and see reviews for airlines that fly from Des Moines to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $283Free CancellationRating
8.0
4,215 reviews
Search Southwest flights

  • Southwest Flights From Des Moines to Chicago Midway Airport

    Southwest is one of the most popular airlines flying from Des Moines to Chicago Midway Airport, operating 8 flights/week on average for this route. A good Southwest flight deal for Des Moines to Chicago Midway Airport starts from $283 round-trip, up to an average price of $329. Our users have rated Southwest at 8.0/10.

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from Des Moines to Chicago?

Finding the right flight to Chicago from Des Moines is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Des Moines to Chicago with flexible booking policies on momondo?

Flights from Des Moines to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Des Moines to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Des Moines to Chicago.

I’m not ready to book a flight from Des Moines to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Des Moines and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

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