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 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.

$89 Cheap Flights from Des Moines to Chicago Midway Airport in 2025

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Find the cheapest flights from Des Moines to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

7:00 am - 1:03 pmDSM-MDW

6h 03m1 stop

1:43 pm - 5:13 pmMDW-DSM

3h 30m1 stop

$177Delta

Find Deal

Tue, Sep 23 - Tue, Sep 30

12:32 pm - 6:35 pmDSM-MDW

6h 03m1 stop

1:48 pm - 5:16 pmMDW-DSM

3h 28m1 stop

$187Delta

Find Deal

Sat, Oct 4 - Tue, Oct 7

10:55 am - 5:35 pmDSM-MDW

6h 40m1 stop

9:20 am - 2:03 pmMDW-DSM

4h 43m1 stop

$197Delta

Find Deal

Sat, Sep 27 - Sat, Oct 4

5:30 pm - 8:25 pmDSM-MDW

2h 55m1 stop

3:10 pm - 10:20 pmMDW-DSM

7h 10m2 stops

$202Southwest

Find Deal

Mon, Sep 22 - Wed, Sep 24

6:20 am - 12:35 pmDSM-MDW

6h 15m1 stop

5:59 pm - 10:13 pmMDW-DSM

4h 14m1 stop

$203Delta

Find Deal

Fri, Jan 9 - Mon, Jan 12

8:25 am - 5:25 pmDSM-MDW

9h 00m2 stops

1:00 pm - 10:20 pmMDW-DSM

9h 20m2 stops

$207Southwest

Find Deal

Tue, Sep 9 - Tue, Sep 16

1:55 pm - 12:05 amDSM-MDW

10h 10m1 stop

6:35 am - 3:00 pmMDW-DSM

8h 25m1 stop

$208Southwest

Find Deal

Thu, Sep 4 - Sat, Sep 6

8:25 am - 5:05 pmDSM-MDW

8h 40m2 stops

4:30 pm - 9:35 pmMDW-DSM

5h 05m1 stop

$213Southwest

Find Deal

Wed, Oct 1 - Fri, Oct 3

5:45 am - 9:55 amDSM-MDW

4h 10m1 stop

6:45 am - 11:00 amMDW-DSM

4h 15m1 stop

$214Southwest

Find Deal

Fri, Nov 14 - Sun, Nov 16

8:44 pm - 3:04 pmDSM-MDW

18h 20m2 stops

9:56 pm - 7:59 pmMDW-DSM

22h 03m2 stops

$293Frontier

Find Deal

Fri, Nov 14 - Sun, Nov 16

Delta flights from Des Moines to Chicago Midway Airport

Our best Delta deals on Des Moines to Chicago Midway Airport flight tickets

Delta

Sep 23

DSM7:00 amDes Moines

6h 03m

1 stop

MDW1:03 pmChicago Midway

Sep 30

MDW1:43 pmChicago Midway

3h 30m

1 stop

DSM5:13 pmDes Moines

$177

Find similar

Delta

Oct 4

DSM12:32 pmDes Moines

6h 03m

1 stop

MDW6:35 pmChicago Midway

Oct 7

MDW1:48 pmChicago Midway

3h 28m

1 stop

DSM5:16 pmDes Moines

$187

Find similar

Delta

Sep 27

DSM10:55 amDes Moines

6h 40m

1 stop

MDW5:35 pmChicago Midway

Oct 4

MDW9:20 amChicago Midway

4h 43m

1 stop

DSM2:03 pmDes Moines

$197

Find similar

Southwest flights from Des Moines to Chicago Midway Airport

Our best Southwest deals on Des Moines to Chicago Midway Airport flight tickets

Southwest

Sep 22

DSM5:30 pmDes Moines

2h 55m

1 stop

MDW8:25 pmChicago Midway

Sep 24

MDW3:10 pmChicago Midway

7h 10m

2 stops

DSM10:20 pmDes Moines

$202

Find similar

Southwest

Sep 9

DSM8:25 amDes Moines

9h 00m

2 stops

MDW5:25 pmChicago Midway

Sep 16

MDW1:00 pmChicago Midway

9h 20m

2 stops

DSM10:20 pmDes Moines

$207

Find similar

Southwest

Sep 4

DSM1:55 pmDes Moines

10h 10m

1 stop

MDW12:05 amChicago Midway

Sep 6

MDW6:35 amChicago Midway

8h 25m

1 stop

DSM3:00 pmDes Moines

$208

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Tue 9/23

7:00 am-1:03 pm

1 stop6h 03m

Chicago Midway

Tue 9/30

1:43 pm-5:13 pm

1 stop3h 30m

$177

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Sat 10/4

12:32 pm-6:35 pm

1 stop6h 03m

Chicago Midway

Tue 10/7

1:48 pm-5:16 pm

1 stop3h 28m

$187

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Sat 9/27

10:55 am-5:35 pm

1 stop6h 40m

Chicago Midway

Sat 10/4

9:20 am-2:03 pm

1 stop4h 43m

$197

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Mon 9/22

5:30 pm-8:25 pm

1 stop2h 55m

Chicago Midway

Wed 9/24

3:10 pm-10:20 pm

2 stops7h 10m

$202

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Fri 1/9

6:20 am-12:35 pm

1 stop6h 15m

Chicago Midway

Mon 1/12

5:59 pm-10:13 pm

1 stop4h 14m

$203

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Tue 9/9

8:25 am-5:25 pm

2 stops9h 00m

Chicago Midway

Tue 9/16

1:00 pm-10:20 pm

2 stops9h 20m

$207

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Thu 9/4

1:55 pm-12:05 am

1 stop10h 10m

Chicago Midway

Sat 9/6

6:35 am-3:00 pm

1 stop8h 25m

$208

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Wed 10/1

8:25 am-5:05 pm

2 stops8h 40m

Chicago Midway

Fri 10/3

4:30 pm-9:35 pm

1 stop5h 05m

$213

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Fri 11/14

5:45 am-9:55 am

1 stop4h 10m

Chicago Midway

Sun 11/16

6:45 am-11:00 am

1 stop4h 15m

$214

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

Fri 11/14

8:44 pm-3:04 pm

2 stops18h 20m

Chicago Midway

Sun 11/16

9:56 pm-7:59 pm

2 stops22h 03m

$293

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 airline that flies from Des Moines to Chicago Midway?

Delta, Southwest, and Frontier are the most popular carriers operating from Des Moines to Chicago Midway

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	$89
Fastest flight time	2h 55m
Direct flights	None

The best one-way flight to Chicago Midway Airport from Des Moines in the past 72 hours is $89. The best round-trip flight deal from Des Moines to Chicago Midway Airport found on momondo in the last 72 hours is $177.

The fastest flight from Des Moines to Chicago Midway Airport takes 2h 55m

There are no direct flights from Des Moines to Chicago Midway Airport. Popular non-direct route for this connection is Des Moines Airport - Chicago Midway Airport.

Search flight deals

How far is Des Moines to Chicago Midway by plane?
Chicago Midway is 303.6 mi away from Des Moines. 2h 55m 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 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.

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Saint Joseph

Lansing

Portage

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Des Moines to Chicago from $89

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Des Moines to Chicago departing on 9/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Des Moines to Chicago

Cheap round-trip flights

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Delta flights from Des Moines to Chicago Midway Airport

Our best Delta deals on Des Moines to Chicago Midway Airport flight tickets

Southwest flights from Des Moines to Chicago Midway Airport

Our best Southwest deals on Des Moines to Chicago Midway Airport flight tickets

momondo Fare Finder

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

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 airline that flies from Des Moines to Chicago Midway?

Delta, Southwest, and Frontier are the most popular carriers operating from Des Moines to Chicago Midway

When to book flights from Des Moines to Chicago Midway Airport

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

Fastest flight time

Direct flights

How far is Des Moines to Chicago Midway by plane?

When did momondo last update prices 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?

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

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo