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Cheap flights from Chicago Midway Airport to Iowa from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Iowa departing on 2/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Iowa

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:20 pm - 11:35 pmMDW-DSM
4h 15m1 stop
Southwest Logo
5:45 am - 9:55 amDSM-MDW
4h 10m1 stop
$209Southwest
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Fri, Dec 12 - Sun, Dec 14
Delta Logo
9:34 am - 4:19 pmMDW-DSM
6h 45m1 stop
Delta Logo
6:17 am - 12:34 pmDSM-MDW
6h 17m1 stop
$239Delta
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Fri, Nov 14 - Sun, Nov 16
Southwest Logo
6:45 am - 11:00 amMDW-DSM
4h 15m1 stop
Southwest Logo
8:00 am - 3:45 pmDSM-MDW
7h 45m2 stops
$248Southwest
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Fri, Dec 12 - Sun, Dec 14
Delta Logo
7:02 pm - 11:04 pmMDW-CID
4h 02m1 stop
Delta Logo
7:00 am - 1:07 pmCID-MDW
6h 07m1 stop
$249Delta
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Sat, Nov 22 - Sun, Nov 23
Southwest Logo
6:20 am - 11:25 amMDW-DSM
5h 05m1 stop
Southwest Logo
4:15 pm - 8:45 pmDSM-MDW
4h 30m1 stop
$269Southwest
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Mon, Nov 17 - Thu, Nov 20
Southwest Logo
4:25 pm - 5:55 pmMDW-OMA
1h 30mnonstop
Southwest Logo
6:50 pm - 8:20 pmOMA-MDW
1h 30mnonstop
$277Southwest
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Sat, Nov 22 - Mon, Nov 24
Frontier Logo
12:30 pm - 8:06 pmMDW-OMA
7h 36m1 stop
Frontier Logo
8:51 pm - 11:38 amOMA-MDW
14h 47m2 stops
$305Frontier
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Fri, Nov 14 - Mon, Nov 17
Frontier Logo
6:15 am - 4:28 pmMDW-OMA
10h 13m1 stop
Frontier Logo
2:18 pm - 11:08 amOMA-MDW
20h 50m1 stop
$322Frontier
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Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
5:30 pm - 2:06 pmMDW-DSM
20h 36m1 stop
Multiple Airlines Logo
8:19 pm - 2:31 pmDSM-MDW
18h 12m1 stop
$332Multiple Airlines
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Wed, Nov 26 - Sun, Nov 30
Multiple Airlines Logo
3:47 pm - 9:01 amMDW-DSM
17h 14m2 stops
Multiple Airlines Logo
8:19 pm - 2:31 pmDSM-MDW
18h 12m1 stop
$350Multiple Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30

Frontier flights from Chicago Midway Airport to Iowa

Our best Frontier deals on Chicago Midway Airport to Iowa flight tickets
Frontier
Nov 14
MDW12:30 pmChicago Midway
7h 36m
1 stop
OMA8:06 pmOmaha Eppley Airfield
Nov 17
OMA8:51 pmOmaha Eppley Airfield
14h 47m
2 stops
MDW11:38 amChicago Midway
$305
Find similar
Frontier
Dec 5
MDW6:15 amChicago Midway
10h 13m
1 stop
OMA4:28 pmOmaha Eppley Airfield
Dec 7
OMA2:18 pmOmaha Eppley Airfield
20h 50m
1 stop
MDW11:08 amChicago Midway
$322
Find similar
Frontier
Nov 14
MDW12:30 pmChicago Midway
7h 36m
1 stop
OMA8:06 pmOmaha Eppley Airfield
Nov 16
OMA7:46 pmOmaha Eppley Airfield
26h 25m
2 stops
MDW10:11 pmChicago Midway
$358
Find similar

Southwest flights from Chicago Midway Airport to Iowa

Our best Southwest deals on Chicago Midway Airport to Iowa flight tickets
Southwest
Dec 12
MDW7:20 pmChicago Midway
4h 15m
1 stop
DSM11:35 pmDes Moines
Dec 14
DSM5:45 amDes Moines
4h 10m
1 stop
MDW9:55 amChicago Midway
$209
Find similar
Southwest
Dec 12
MDW6:45 amChicago Midway
4h 15m
1 stop
DSM11:00 amDes Moines
Dec 14
DSM8:00 amDes Moines
7h 45m
2 stops
MDW3:45 pmChicago Midway
$248
Find similar
Southwest
Nov 17
MDW6:20 amChicago Midway
5h 05m
1 stop
DSM11:25 amDes Moines
Nov 20
DSM4:15 pmDes Moines
4h 30m
1 stop
MDW8:45 pmChicago Midway
$269
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momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Iowa that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 2, 2025.
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

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Fri 12/12

7:20 pm-11:35 pm

1 stop4h 15m

Des Moines

Sun 12/14

5:45 am-9:55 am

1 stop4h 10m

$209

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Fri 11/14

9:34 am-4:19 pm

1 stop6h 45m

Des Moines

Sun 11/16

6:17 am-12:34 pm

1 stop6h 17m

$239

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Fri 12/12

6:45 am-11:00 am

1 stop4h 15m

Des Moines

Sun 12/14

8:00 am-3:45 pm

2 stops7h 45m

$248

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Sat 11/22

7:02 pm-11:04 pm

1 stop4h 02m

Cedar Rapids

Sun 11/23

7:00 am-1:07 pm

1 stop6h 07m

$249

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Mon 11/17

6:20 am-11:25 am

1 stop5h 05m

Des Moines

Thu 11/20

4:15 pm-8:45 pm

1 stop4h 30m

$269

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Sat 11/22

4:25 pm-5:55 pm

Nonstop1h 30m

Omaha Eppley Airfield

Mon 11/24

6:50 pm-8:20 pm

Nonstop1h 30m

$277

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Fri 11/14

12:30 pm-8:06 pm

1 stop7h 36m

Omaha Eppley Airfield

Mon 11/17

8:51 pm-11:38 am

2 stops14h 47m

$305

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Fri 12/5

6:15 am-4:28 pm

1 stop10h 13m

Omaha Eppley Airfield

Sun 12/7

2:18 pm-11:08 am

1 stop20h 50m

$322

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 11/26

5:30 pm-2:06 pm

1 stop20h 36m

Des Moines

Sun 11/30

8:19 pm-2:31 pm

1 stop18h 12m

$332

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 11/26

3:47 pm-9:01 am

2 stops17h 14m

Des Moines

Sun 11/30

8:19 pm-2:31 pm

1 stop18h 12m

$350

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 Iowa from

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

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

You could potentially save up to 30% 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

Fastest flight time

1h 25m

Direct flights

Every day

Airports in Iowa

2 airports
The fastest flight from Chicago Midway Airport to Iowa takes 1h 25m
Direct flights go from Chicago Midway Airport to Iowa every day.
There are 2 airports near Iowa: Omaha Eppley Airfield (OMA), Des Moines (DSM)
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  • 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?

  • 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.

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.

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