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$74+ Cheap flights from Midway (MDW) to Iowa

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DSM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from Midway to Iowa

Cheapest flights from Midway to Iowa
Explore the most affordable flight options available from Midway to Iowa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/228:50 pm
MDW
-
DSM
Nonstop1h 20m
Southwest
Wed 4/293:15 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 1/28$157
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1110:05 am
MDW
-
DSM
Nonstop1h 25m
Southwest
Mon 4/135:25 am
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 1/26$171
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/610:45 am
MDW
-
DSM
Nonstop1h 25m
Southwest
Tue 4/73:15 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 1/27$174
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:10 am
MDW
-
DSM
1 stop5h 15m
Southwest
Tue 3/33:20 pm
DSM
-
MDW
1 stop3h 45m
Southwest
Deal found 1/27$177
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:45 pm
MDW
-
DSM
Nonstop1h 20m
Southwest
Mon 4/135:25 am
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 1/26$179
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/1310:45 am
MDW
-
DSM
Nonstop1h 25m
Southwest
Fri 3/204:20 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 1/27$187
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:50 am
MDW
-
DSM
1 stop5h 50m
Delta
Mon 3/26:19 am
DSM
-
MDW
1 stop6h 27m
Delta
Deal found 1/28$191
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:20 pm
MDW
-
CID
1 stop3h 23m
Delta
Tue 3/312:23 pm
CID
-
MDW
1 stop6h 17m
Delta
Deal found 1/27$199
This Delta deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/117:16 pm
MDW
-
CID
1 stop3h 29m
Delta
Sun 2/156:36 am
CID
-
MDW
1 stop4h 27m
Delta
Deal found 1/27$229
This Delta deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:20 pm
MDW
-
CID
1 stop3h 23m
Delta
Sun 2/2212:23 pm
CID
-
MDW
1 stop6h 17m
Delta
Deal found 1/28$249
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:25 am
MDW
-
OMA
Nonstop1h 40m
Southwest
Sat 2/215:00 am
OMA
-
MDW
Nonstop1h 35m
Southwest
Deal found 1/28$250
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/251:20 pm
MDW
-
OMA
Nonstop1h 30m
Southwest
Wed 3/43:25 pm
OMA
-
MDW
1 stop7h 30m
Southwest
Deal found 1/28$255

Find flight deals from Midway to Iowa

Keep the following information in mind while searching for Midway to Iowa flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$157
(Southwest)

One-way from

$74
(Frontier)

Popular in

December

Cheapest in

March

Average price

$334
Provider with most accurate pricing for Chicago (CHI)-Des Moines flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Des Moines flights.
Search Deals
From Chicago Midway to Iowa
Search Deals
One-way flight from Chicago Midway to Iowa
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Iowa that are best for you.

Fly from

Midway

Fly to

Iowa

Route

Depart

Return

Price

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 4/22

8:50 pm-10:10 pm

Nonstop1h 20m

Des Moines

Wed 4/29

3:15 pm-4:35 pm

Nonstop1h 20m

$157

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Sat 4/11

10:05 am-11:30 am

Nonstop1h 25m

Des Moines

Mon 4/13

5:25 am-6:45 am

Nonstop1h 20m

$171

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Mon 4/6

10:45 am-12:10 pm

Nonstop1h 25m

Des Moines

Tue 4/7

3:15 pm-4:35 pm

Nonstop1h 20m

$174

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Fri 4/10

9:45 pm-11:05 pm

Nonstop1h 20m

Des Moines

Mon 4/13

5:25 am-6:45 am

Nonstop1h 20m

$179

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 4/8

1:10 pm-4:54 pm

1 stop3h 44m

Des Moines

Sat 4/11

6:55 am-1:25 pm

1 stop6h 30m

$184

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Fri 3/13

10:45 am-12:10 pm

Nonstop1h 25m

Des Moines

Fri 3/20

4:20 pm-5:40 pm

Nonstop1h 20m

$187

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 2/26

9:50 am-3:40 pm

1 stop5h 50m

Des Moines

Mon 3/2

6:19 am-12:46 pm

1 stop6h 27m

$191

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Tue 2/24

7:20 pm-10:43 pm

1 stop3h 23m

Cedar Rapids

Tue 3/3

12:23 pm-6:40 pm

1 stop6h 17m

$199

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Wed 2/11

7:16 pm-10:45 pm

1 stop3h 29m

Cedar Rapids

Sun 2/15

6:36 am-11:03 am

1 stop4h 27m

$229

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Fri 2/20

9:50 am-3:35 pm

1 stop5h 45m

Cedar Rapids

Sun 2/22

12:23 pm-6:40 pm

1 stop6h 17m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 51 results
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Best time to book a flight from Midway to Iowa

Have a flexible travel schedule? Discover the best time to fly to Iowa from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Iowa
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Iowa. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Iowa?

    Departing from Chicago Midway Airport to Iowa will take you 1h 20m. Airlines will cover a distance of 305 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago Midway Airport to Iowa?

    When deciding which route to take from Chicago Midway Airport to Iowa consider Chicago Midway - Des Moines, Chicago Midway - Omaha Eppley Airfield or Chicago Midway - Cedar Rapids as they are the most popular.

  • Can I find deals for flights from Midway to Iowa that include hotel bookings?

    Yes. In addition to deals on Midway to Iowa flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Iowa?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Iowa.

  • Can I find deals for business class flights from Midway to Iowa?

    Yes. Cheapflights offers flight deals from Midway to Iowa by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Alternative routes for Midway to Iowa

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Denver flights

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