How many flights depart from Chicago Midway Airport to Iowa on average per week?

4 flights are operational weekly from Chicago Midway Airport to Iowa as of October 2026. The most popular departure day for this route is Fri, with 50% of flights per week taking off on this day.

What is the cheapest airline that flies from Chicago Midway to Iowa?

Southwest is the most popular carrier operating from Chicago Midway to Iowa

When did momondo last update prices for flights from Chicago Midway Airport to Iowa?

Prices for flights from Chicago Midway Airport to Iowa refresh daily.

How many operators does momondo search for flights from Chicago Midway Airport to Iowa?

As of October 2026, there is 1 operator available to choose from for flights from Chicago Midway Airport to Iowa.

How old do you have to be to fly from Chicago Midway Airport to Iowa?

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 Chicago Midway Airport to Iowa.

What documentation or ID do you need to fly to Iowa?

The travel and health documents required for your trip to Iowa can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Iowa. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$119 Cheap Flights from Chicago Midway Airport to Iowa in 2026/27

Find the cheapest flights from Chicago Midway Airport to Iowa

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:50 pm - 11:15 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

5:10 am - 6:30 amDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$237Southwest

Thu, Oct 22 - Mon, Oct 26

8:35 pm - 10:00 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

3:30 pm - 4:55 pmDSM Des Moines-MDW Chicago Midway

1h 25mnonstop

$237Southwest

Tue, Oct 27 - Tue, Nov 3

9:45 am - 11:10 amMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

5:10 am - 6:30 amDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$237Southwest

Thu, Oct 22 - Mon, Oct 26

10:05 am - 11:25 amMDW Chicago Midway-DSM Des Moines

1h 20mnonstop

3:30 pm - 4:55 pmDSM Des Moines-MDW Chicago Midway

1h 25mnonstop

$237Southwest

Tue, Dec 15 - Tue, Dec 15

8:35 pm - 10:00 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

3:00 pm - 4:20 pmDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$237Southwest

Tue, Oct 20 - Wed, Oct 21

9:50 pm - 11:15 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

5:25 am - 6:55 amDSM Des Moines-MDW Chicago Midway

1h 30mnonstop

$237Southwest

Thu, Oct 29 - Thu, Nov 5

8:35 pm - 10:00 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

3:30 pm - 4:55 pmDSM Des Moines-MDW Chicago Midway

1h 25mnonstop

$237Southwest

Wed, Oct 28 - Tue, Nov 3

10:05 am - 11:25 amMDW Chicago Midway-DSM Des Moines

1h 20mnonstop

3:30 pm - 5:00 pmDSM Des Moines-MDW Chicago Midway

1h 30mnonstop

$237Southwest

Tue, Nov 17 - Wed, Nov 18

10:24 am - 4:11 pmMDW Chicago Midway-DSM Des Moines

5h 47m1 stop Minneapolis St Paul

11:01 am - 4:50 pmDSM Des Moines-MDW Chicago Midway

5h 49m1 stop Minneapolis St Paul

$257Delta

Tue, Dec 1 - Wed, Dec 2

10:12 am - 2:25 pmMDW Chicago Midway-DSM Des Moines

4h 13m1 stop Minneapolis St Paul

10:57 am - 4:47 pmDSM Des Moines-MDW Chicago Midway

5h 50m1 stop Minneapolis St Paul

$257Delta

Sat, Oct 24 - Sat, Oct 31

Cheap last minute flights

Enter your travel dates to find the best prices.

9:45 am - 11:10 amMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

3:30 pm - 5:00 pmDSM Des Moines-MDW Chicago Midway

1h 30mnonstop

$402Southwest

Thu, Oct 8 - Wed, Nov 4

11:20 am - 6:30 pmMDW Chicago Midway-DSM Des Moines

7h 10m1 stop Phoenix Sky Harbor Intl

6:00 am - 7:25 amDSM Des Moines-MDW Chicago Midway

1h 25mnonstop

$412Southwest

Thu, Oct 8 - Wed, Nov 4

9:50 pm - 11:15 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

7:00 am - 5:05 pmDSM Des Moines-MDW Chicago Midway

10h 05m2 stops Denver Intl Birmingham

$417Southwest

Thu, Oct 8 - Wed, Nov 4

6:05 am - 1:20 pmMDW Chicago Midway-DSM Des Moines

7h 15m1 stop Denver Intl

7:00 am - 5:05 pmDSM Des Moines-MDW Chicago Midway

10h 05m2 stops Denver Intl Birmingham

$427Southwest

Thu, Oct 8 - Wed, Nov 4

9:50 pm - 11:15 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

5:10 am - 6:30 amDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$517Southwest

Thu, Oct 8 - Mon, Oct 12

9:45 am - 11:10 amMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

5:10 am - 6:30 amDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$517Southwest

Fri, Oct 9 - Mon, Oct 12

9:50 pm - 11:15 pmMDW Chicago Midway-DSM Des Moines

1h 25mnonstop

5:35 am - 6:55 amDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$517Southwest

Thu, Oct 8 - Wed, Oct 14

6:05 am - 1:20 pmMDW Chicago Midway-DSM Des Moines

7h 15m1 stop Denver Intl

5:35 am - 6:55 amDSM Des Moines-MDW Chicago Midway

1h 20mnonstop

$527Southwest

Thu, Oct 8 - Wed, Oct 14

9:59 am - 4:48 pmMDW Chicago Midway-DSM Des Moines

6h 49m1 stop Minneapolis St Paul

6:00 am - 12:47 pmDSM Des Moines-MDW Chicago Midway

6h 47m1 stop Detroit Metropolitan Wayne County

$553Delta

Mon, Oct 5 - Thu, Oct 8

5:31 pm - 9:00 pmMDW Chicago Midway-DSM Des Moines

3h 29m1 stop Minneapolis St Paul

6:00 am - 12:47 pmDSM Des Moines-MDW Chicago Midway

6h 47m1 stop Detroit Metropolitan Wayne County

$587Delta

Fri, Oct 9 - Sun, Oct 11

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Southwest flights from Chicago Midway Airport to Iowa

Our best Southwest deals on Chicago Midway Airport to Iowa flight tickets

Southwest

Oct 22

MDW9:50 pmChicago Midway

1h 25m

DSM11:15 pmDes Moines

Oct 26

DSM5:10 amDes Moines

1h 20m

MDW6:30 amChicago Midway

$237

Southwest

Oct 22

MDW9:50 pmChicago Midway

1h 25m

DSM11:15 pmDes Moines

Oct 26

DSM7:10 pmDes Moines

5h 10m

1 stop

MDW12:20 amChicago Midway

$247

Southwest

Oct 27

MDW1:05 pmChicago Midway

7h 35m

2 stops

DSM8:40 pmDes Moines

Nov 3

DSM6:00 amDes Moines

1h 25m

MDW7:25 amChicago Midway

$252

Delta flights from Chicago Midway Airport to Iowa

Our best Delta deals on Chicago Midway Airport to Iowa flight tickets

Delta

Dec 1

MDW10:24 amChicago Midway

5h 47m

1 stop

DSM4:11 pmDes Moines

Dec 3

DSM11:01 amDes Moines

5h 49m

1 stop

MDW4:50 pmChicago Midway

$257

Delta

Nov 16

MDW5:29 pmChicago Midway

3h 44m

1 stop

DSM9:13 pmDes Moines

Nov 17

DSM11:00 amDes Moines

5h 39m

1 stop

MDW4:39 pmChicago Midway

$294

Delta

Dec 1

MDW10:24 amChicago Midway

5h 47m

1 stop

DSM4:11 pmDes Moines

Dec 4

DSM4:53 pmDes Moines

16h 02m

1 stop

MDW8:55 amChicago Midway

$321

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Thu 10/22

9:50 pm-11:15 pm

Nonstop1h 25m

Des Moines

Mon 10/26

5:10 am-6:30 am

Nonstop1h 20m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Tue 10/27

8:35 pm-10:00 pm

Nonstop1h 25m

Des Moines

Tue 11/3

3:30 pm-4:55 pm

Nonstop1h 25m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Thu 10/22

9:45 am-11:10 am

Nonstop1h 25m

Des Moines

Mon 10/26

5:10 am-6:30 am

Nonstop1h 20m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Tue 12/15

10:05 am-11:25 am

Nonstop1h 20m

Des Moines

Tue 12/15

3:30 pm-4:55 pm

Nonstop1h 25m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Tue 10/20

8:35 pm-10:00 pm

Nonstop1h 25m

Des Moines

Wed 10/21

3:00 pm-4:20 pm

Nonstop1h 20m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Thu 10/29

9:50 pm-11:15 pm

Nonstop1h 25m

Des Moines

Thu 11/5

5:25 am-6:55 am

Nonstop1h 30m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Wed 10/28

8:35 pm-10:00 pm

Nonstop1h 25m

Des Moines

Tue 11/3

3:30 pm-4:55 pm

Nonstop1h 25m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Tue 11/17

10:05 am-11:25 am

Nonstop1h 20m

Des Moines

Wed 11/18

3:30 pm-5:00 pm

Nonstop1h 30m

$237

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Tue 12/1

10:24 am-4:11 pm

1 stop5h 47m

Des Moines

Wed 12/2

11:01 am-4:50 pm

1 stop5h 49m

$257

ChicagoDes Moines

MDW Chicago Midway - DSM Des Moines

MDWDSM

Chicago Midway

Sat 10/24

10:12 am-2:25 pm

1 stop4h 13m

Des Moines

Sat 10/31

10:57 am-4:47 pm

1 stop5h 50m

$257

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 Chicago Midway Airport to Iowa

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

Prices

Airlines

Other information

What is the cheapest day to depart on your flight to Iowa?

The cheapest day to depart from Chicago Midway Airport to Iowa is on a Friday when prices can be found for as low as $259. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $563. These prices are subject to change though, so be sure to set up a Price Alert for flights to Iowa.

What is the cheapest time of day to depart on your flight to Iowa?

Our most recent data shows that the best time of day to fly to Iowa is in the morning. Flights from Chicago Midway Airport to Iowa during this time can be as low as $392. Try not to purchase tickets in the evening because they tend to be around $530. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago Midway to Iowa flight route?

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

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

There is only 1 cabin class available to choose from on Chicago Midway Airport to Iowa 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 Chicago Midway Airport to Iowa flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Iowa flight.

Cheap Chicago Midway Airport to Iowa flight deals and tips

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

Best Price Found	$119
Fastest flight time	1h 20m
Direct flights	Every day
Airports in Iowa	41 airports

The best one-way flight to Iowa from Chicago Midway Airport in the past 72 hours is $119. The best round-trip flight deal from Chicago Midway Airport to Iowa found on momondo in the last 72 hours is $237.

The fastest flight from Chicago Midway Airport to Iowa takes 1h 20m

Direct flights go from Chicago Midway Airport to Iowa every day.

There are 41 airports in Iowa. From Chicago Midway Airport there are direct flights to Des Moines (DSM).

Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Iowa

When did momondo last update prices for flights from Chicago Midway Airport to Iowa?
Prices for flights from Chicago Midway Airport to Iowa refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Iowa?
As of October 2026, there is 1 operator available to choose from for flights from Chicago Midway Airport to Iowa.
How old do you have to be to fly from Chicago Midway Airport to Iowa?
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 Chicago Midway Airport to Iowa.
What documentation or ID do you need to fly to Iowa?
The travel and health documents required for your trip to Iowa can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Iowa. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago Midway Airport to Iowa?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago Midway Airport to Iowa is Boeing 737 MAX 8 (15.65% of total bookings). The next most popular plane models are Embraer 175 (12.24%), Canadair (Bombardier) Regional Jet 700 (12.24%), and Airbus A319 (11.56%).

Best airlines flying from Chicago Midway Airport to Iowa

Compare and see reviews for airlines that fly from Chicago Midway Airport to Iowa with momondo

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $209	Free Cancellation	Rating 7.9 4,215 reviews		Search Southwest flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Iowa from Chicago.

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

Yes. All flights to Iowa from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Iowa?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Iowa from Chicago.

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

If you are not ready to book a flight from Chicago to Iowa now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Iowa and let you know when they change.