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$70+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DSM
Apr 24 — May 11
Fri 4/24
Fri 5/1
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 March 25, 2026.

This Frontier deal was found by Cheapflights users on 3/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:00 am
MDW
-
OMA
1 stop9h 24m
Frontier
Mon 4/274:19 pm
OMA
-
MDW
1 stop6h 00m
Frontier
Deal found 3/23$201
This Priceline deal was found by Cheapflights users on 3/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:00 am
MDW
-
OMA
1 stop9h 09m
Frontier
Fri 4/244:04 pm
OMA
-
MDW
1 stop6h 22m
Frontier
Deal found 3/20$205
This Southwest deal was found by Cheapflights users on 3/25. 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 5/149:45 pm
MDW
-
DSM
Nonstop1h 20m
Southwest
Tue 5/195:30 am
DSM
-
MDW
Nonstop1h 25m
Southwest
Deal found 3/25$232
This Southwest deal was found by Cheapflights users on 3/20. 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 4/1410:15 am
MDW
-
OMA
Nonstop1h 30m
Southwest
Sat 4/185:15 am
OMA
-
MDW
Nonstop1h 25m
Southwest
Deal found 3/20$247
This Southwest deal was found by Cheapflights users on 3/23. 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 5/710:20 am
MDW
-
DSM
Nonstop1h 25m
Southwest
Thu 5/144:20 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 3/23$255
This Southwest deal was found by Cheapflights users on 3/23. 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 5/210:05 am
MDW
-
OMA
Nonstop1h 30m
Southwest
Mon 5/41:55 pm
OMA
-
MDW
Nonstop1h 25m
Southwest
Deal found 3/23$261
This Southwest deal was found by Cheapflights users on 3/24. 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
-
OMA
Nonstop1h 30m
Southwest
Sat 4/251:20 pm
OMA
-
MDW
Nonstop1h 25m
Southwest
Deal found 3/24$265
This Southwest deal was found by Cheapflights users on 3/23. 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 5/208:50 pm
MDW
-
OMA
Nonstop1h 30m
Southwest
Sun 5/241:00 pm
OMA
-
MDW
Nonstop1h 25m
Southwest
Deal found 3/23$275
This Southwest deal was found by Cheapflights users on 3/24. 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 4/169:45 pm
MDW
-
DSM
Nonstop1h 20m
Southwest
Mon 4/205:25 am
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 3/24$276
This Southwest deal was found by Cheapflights users on 3/24. 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 5/89:45 pm
MDW
-
DSM
Nonstop1h 20m
Southwest
Mon 5/114:20 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 3/24$277
This Southwest deal was found by Cheapflights users on 3/20. 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 5/610:00 am
MDW
-
DSM
Nonstop1h 25m
Southwest
Thu 5/74:20 pm
DSM
-
MDW
Nonstop1h 20m
Southwest
Deal found 3/20$280
This Southwest deal was found by Cheapflights users on 3/20. 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 3/20$291

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 March 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$201
(Frontier)

One-way from

$70
(Expedia)

Popular in

December

Cheapest in

July

Average price

$323

Good round-trip deal

$237 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. 20% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip 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 March 25, 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

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 4/23

10:20 am-11:45 am

Nonstop1h 25m

Des Moines

Thu 4/30

4:20 pm-5:40 pm

Nonstop1h 20m

$255

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Sat 5/2

10:05 am-11:35 am

Nonstop1h 30m

Omaha Eppley Airfield

Mon 5/4

1:55 pm-3:20 pm

Nonstop1h 25m

$261

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Mon 4/20

5:25 am-12:40 pm

1 stop7h 15m

Omaha Eppley Airfield

Mon 4/27

5:20 am-6:45 am

Nonstop1h 25m

$279

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Thu 4/16

3:35 pm-5:05 pm

Nonstop1h 30m

Omaha Eppley Airfield

Mon 4/20

12:30 pm-8:50 pm

1 stop8h 20m

$287

ChicagoOmaha

MDW - OMA

MDWOMA

Chicago Midway

Thu 5/7

4:35 pm-1:00 am

2 stops8h 25m

Omaha Eppley Airfield

Thu 5/14

12:30 pm-10:35 pm

1 stop10h 05m

$291

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 6/4

10:05 pm-11:30 pm

Nonstop1h 25m

Des Moines

Mon 6/8

4:40 pm-6:00 pm

Nonstop1h 20m

$291
Quickest round-trip

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 4/23

9:45 pm-11:05 pm

Nonstop1h 20m

Des Moines

Sun 4/26

5:20 am-6:40 am

Nonstop1h 20m

$292

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Thu 6/11

10:05 pm-11:30 pm

Nonstop1h 25m

Des Moines

Thu 7/16

4:40 pm-6:00 pm

Nonstop1h 20m

$292

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Wed 5/6

9:29 am-3:41 pm

1 stop6h 12m

Des Moines

Thu 5/7

1:04 pm-5:56 pm

1 stop4h 52m

$300

ChicagoDes Moines

MDW - DSM

MDWDSM

Chicago Midway

Sat 5/23

9:23 am-3:44 pm

1 stop6h 21m

Des Moines

Mon 5/25

1:04 pm-5:56 pm

1 stop4h 52m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Showing 1-10 of 52 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 March 25, 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 30m. Airlines will cover a distance of 422 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 $252, our data shows the cheapest flight currently is $209. When looking at the most popular route, (Chicago Midway - Omaha Eppley Airfield), you can expect to pay $247 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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