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$125+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DSM
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
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 May 13, 2026.

This Southwest deal was found by Cheapflights users on 5/11. 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 6/28:50 pm
MDW
-
DSM
Nonstop1h 20m
Southwest
Wed 6/35:30 am
DSM
-
MDW
Nonstop1h 25m
Southwest
Deal found 5/11$257
This Delta deal was found by Cheapflights users on 5/12. 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 8/257:25 pm
MDW
-
CID
1 stop3h 35m
Delta
Thu 9/1012:05 pm
CID
-
MDW
1 stop6h 00m
Delta
Deal found 5/12$259
This Southwest deal was found by Cheapflights users on 5/9. 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 6/110:20 am
MDW
-
DSM
Nonstop1h 25m
Southwest
Tue 6/23:10 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 5/9$263
This Southwest deal was found by Cheapflights users on 5/12. 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.
Thu 6/410:05 pm
MDW
-
DSM
Nonstop1h 25m
Southwest
Mon 6/84:40 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 5/12$269
This Delta deal was found by Cheapflights users on 5/8. 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 5/297:13 pm
MDW
-
CID
1 stop3h 54m
Delta
Sun 5/3111:59 am
CID
-
MDW
1 stop5h 57m
Delta
Deal found 5/8$269
This Delta deal was found by Cheapflights users on 5/9. 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 6/99:54 am
MDW
-
DSM
1 stop4h 11m
Delta
Wed 6/106:50 am
DSM
-
MDW
1 stop6h 19m
Delta
Deal found 5/9$277
This Southwest deal was found by Cheapflights users on 5/9. 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 6/62:15 pm
MDW
-
DSM
1 stop7h 40m
Southwest
Mon 6/84:40 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 5/9$279
This Delta deal was found by Cheapflights users on 5/10. 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.
Mon 8/39:59 am
MDW
-
DSM
1 stop6h 48m
Delta
Tue 8/46:55 am
DSM
-
MDW
1 stop6h 13m
Delta
Deal found 5/10$283
This Southwest deal was found by Cheapflights users on 5/12. 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 6/910:15 am
MDW
-
OMA
Nonstop1h 25m
Southwest
Tue 6/165:20 am
OMA
-
MDW
Nonstop1h 25m
Southwest
Deal found 5/12$287
This Southwest deal was found by Cheapflights users on 5/8. 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 6/22:40 pm
MDW
-
OMA
Nonstop1h 30m
Southwest
Sat 6/610:40 am
OMA
-
MDW
Nonstop1h 25m
Southwest
Deal found 5/8$289
This Delta deal was found by Cheapflights users on 5/11. 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.
Sat 6/69:23 am
MDW
-
DSM
1 stop6h 21m
Delta
Sat 6/136:08 am
DSM
-
MDW
1 stop6h 38m
Delta
Deal found 5/11$289
This Delta deal was found by Cheapflights users on 5/12. 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 5/267:13 pm
MDW
-
CID
1 stop3h 54m
Delta
Sat 5/3011:59 am
CID
-
MDW
1 stop5h 57m
Delta
Deal found 5/12$289

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 May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(Southwest)

One-way from

$125
(Kiwi.com)

Popular in

May

Cheapest in

October

Average price

$469

Good one-way deal

$164 or less
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. 24% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a one-way flight from Chicago Midway to Iowa.
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 May 13, 2026.
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

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Tue 8/25

7:25 pm-11:00 pm

1 stop3h 35m

Cedar Rapids

Thu 9/10

12:05 pm-6:05 pm

1 stop6h 00m

$259
Quickest round-trip

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 6/4

10:10 am-11:30 am

Nonstop1h 20m

Des Moines

Mon 6/8

4:40 pm-6:00 pm

Nonstop1h 20m

$269

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Fri 5/29

7:13 pm-11:07 pm

1 stop3h 54m

Cedar Rapids

Sun 5/31

11:59 am-5:56 pm

1 stop5h 57m

$269

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 6/18

1:26 pm-5:23 pm

1 stop3h 57m

Des Moines

Sat 6/20

6:08 am-12:46 pm

1 stop6h 38m

$289

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Tue 5/26

7:13 pm-11:07 pm

1 stop3h 54m

Cedar Rapids

Sat 5/30

11:59 am-5:56 pm

1 stop5h 57m

$289

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Mon 8/3

10:05 pm-11:30 pm

Nonstop1h 25m

Des Moines

Tue 8/4

2:40 pm-4:00 pm

Nonstop1h 20m

$293

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Tue 6/9

5:50 pm-7:15 pm

Nonstop1h 25m

Omaha Eppley Airfield

Tue 6/16

8:25 pm-5:10 am

1 stop8h 45m

$297

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Sat 5/30

9:23 am-3:44 pm

1 stop6h 21m

Des Moines

Wed 6/3

6:15 am-12:42 pm

1 stop6h 27m

$299

ChicagoCedar Rapids

MDW - CID

MDWCID

Chicago Midway

Wed 6/3

9:23 am-3:31 pm

1 stop6h 08m

Cedar Rapids

Sat 6/6

11:59 am-5:56 pm

1 stop5h 57m

$304

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Wed 7/1

1:10 pm-11:35 pm

2 stops10h 25m

Omaha Eppley Airfield

Wed 7/8

11:00 am-5:00 pm

2 stops6h 00m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 58 resultsSorted by cheapest first
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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

What is the cheapest time of day to fly from MDW to IA?

Find hourly flight availability from Midway to Iowa. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 13, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Iowa as you normally would.

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 - Omaha Eppley Airfield, Chicago Midway - Des Moines or Chicago Midway - Cedar Rapids as they are the most popular.

  • What are the cheapest flights from Chicago Midway Airport to Iowa?

    While on average a flight from Chicago Midway Airport to Iowa is generally $229, our data shows the cheapest flight currently is $151. When looking at the most popular route, (Chicago Midway - Omaha Eppley Airfield), you can expect to pay $287 for that flight.

  • 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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O'Hare Intl to San Antonio flights
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