HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$67+ Cheap flights from Iowa to Midway (MDW)

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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MDW
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Iowa to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Iowa to Midway

Cheapest flights from Iowa to Midway
Explore the most affordable flight options available from Iowa to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 23, 2025.

This Delta deal was found by Cheapflights users on 10/21. 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.
sáb. 12/66:25 amCID - MDW
1 stop6h 43mDelta
sáb. 12/137:02 pmMDW - CID
1 stop4h 17mDelta
Deal found 10/21$199
This Delta deal was found by Cheapflights users on 10/21. 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.
sáb. 12/66:17 amDSM - MDW
1 stop6h 17mDelta
sáb. 12/139:59 amMDW - DSM
1 stop4h 27mDelta
Deal found 10/21$204
This Delta deal was found by Cheapflights users on 10/22. 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.
mié. 11/192:45 pmDSM - MDW
1 stop3h 33mDelta
sáb. 11/229:41 amMDW - DSM
1 stop4h 27mDelta
Deal found 10/22$209
This Southwest deal was found by Cheapflights users on 10/22. 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.
jue. 12/43:40 pmOMA - MDW
Nonstop1h 30mSouthwest
lun. 12/88:35 amMDW - OMA
Nonstop1h 30mSouthwest
Deal found 10/22$211
This Southwest deal was found by Cheapflights users on 10/20. 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.
vie. 12/55:25 amOMA - MDW
1 stop9h 35mSouthwest
sáb. 12/67:35 pmMDW - OMA
Nonstop1h 30mSouthwest
Deal found 10/20$218
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:17 amDSM - MDW
1 stop6h 17mDelta
vie. 12/129:34 amMDW - DSM
1 stop6h 42mDelta
Deal found 10/20$236
This Southwest deal was found by Cheapflights users on 10/20. 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.
jue. 12/43:40 pmOMA - MDW
Nonstop1h 30mSouthwest
vie. 12/58:35 amMDW - OMA
Nonstop1h 30mSouthwest
Deal found 10/20$236
This Delta deal was found by Cheapflights users on 10/22. 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.
mié. 10/297:00 amCID - MDW
1 stop6h 08mDelta
sáb. 11/19:20 amMDW - CID
1 stop3h 25mDelta
Deal found 10/22$239
This Southwest deal was found by Cheapflights users on 10/23. 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.
vie. 12/126:50 pmOMA - MDW
Nonstop1h 30mSouthwest
dom. 12/148:00 amMDW - OMA
Nonstop1h 35mSouthwest
Deal found 10/23$242
This Southwest deal was found by Cheapflights users on 10/21. 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.
mar. 11/184:15 pmDSM - MDW
1 stop4h 30mSouthwest
dom. 11/236:45 amMDW - DSM
1 stop4h 15mSouthwest
Deal found 10/21$243
This Delta deal was found by Cheapflights users on 10/21. 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.
jue. 11/136:50 amDSM - MDW
1 stop6h 17mDelta
sáb. 11/159:41 amMDW - DSM
1 stop4h 27mDelta
Deal found 10/21$244
This Southwest deal was found by Cheapflights users on 10/20. 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.
mié. 12/247:45 amOMA - MDW
Nonstop1h 30mSouthwest
sáb. 12/2710:40 pmMDW - OMA
Nonstop1h 30mSouthwest
Deal found 10/20$248

Cheap flight deals from Iowa to Midway

Keep the following information in mind while searching for Iowa to Midway flight deals. Data was last updated octubre 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$190
(Southwest)

One-way from

$67
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$271

Good round-trip deal

$651 or less

Good one-way deal

$244 or less
Provider with most accurate pricing for Des Moines-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Des Moines-Chicago (CHI) flights.
Search Deals
From Iowa to Chicago Midway
Search Deals
One-way flight from Iowa to Chicago Midway
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Iowa to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Iowa to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Iowa to Midway 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 octubre 23, 2025.
Use the filters below to find and compare flights from Iowa to Chicago Midway Airport that are best for you.

Fly from

Iowa

Fly to

Midway

Route

Depart

Return

Price

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

jue. 1/8

3:20 pm-10:05 pm

2 stops6h 45m

Chicago Midway

lun. 1/12

6:10 am-11:25 am

1 stop5h 15m

$190

Cedar RapidsChicago

CID - MDW

CIDMDW

Cedar Rapids

sáb. 12/6

6:25 am-1:08 pm

1 stop6h 43m

Chicago Midway

sáb. 12/13

7:02 pm-11:19 pm

1 stop4h 17m

$199

Cedar RapidsChicago

CID - MDW

CIDMDW

Cedar Rapids

mar. 1/20

7:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

mar. 2/24

9:20 am-3:47 pm

1 stop6h 27m

$199

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

sáb. 12/6

6:17 am-12:34 pm

1 stop6h 17m

Chicago Midway

sáb. 12/13

9:59 am-2:26 pm

1 stop4h 27m

$204

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

mar. 11/18

2:45 pm-6:18 pm

1 stop3h 33m

Chicago Midway

sáb. 11/22

9:41 am-2:08 pm

1 stop4h 27m

$209

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

mar. 11/18

2:45 pm-6:18 pm

1 stop3h 33m

Chicago Midway

lun. 11/24

9:34 am-4:19 pm

1 stop6h 45m

$209

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

mié. 11/19

6:17 am-12:34 pm

1 stop6h 17m

Chicago Midway

mié. 11/26

9:34 am-4:19 pm

1 stop6h 45m

$209

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

jue. 11/20

6:50 am-1:07 pm

1 stop6h 17m

Chicago Midway

lun. 11/24

9:34 am-4:19 pm

1 stop6h 45m

$209

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

mié. 11/19

6:50 am-1:07 pm

1 stop6h 17m

Chicago Midway

dom. 11/23

9:34 am-4:19 pm

1 stop6h 45m

$209

Des MoinesChicago

DSM - MDW

DSMMDW

Des Moines

jue. 11/20

6:17 am-12:34 pm

1 stop6h 17m

Chicago Midway

sáb. 11/22

9:41 am-2:08 pm

1 stop4h 27m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 59 results
1
2
3
...
6

Best time to book a flight from Iowa to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Iowa 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 Iowa to Chicago Midway Airport
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 Iowa to Midway. 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 Iowa to Chicago Midway Airport?

    Airlines like Southwest and Delta fly from Iowa to Chicago Midway Airport in about 6h 43m. The time it takes to get you to your destination can typically vary by up to 02m. Iowa and Chicago Midway Airport are separated by a distance of 204 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Iowa to Chicago Midway Airport one-way?

    $78 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $105 and $105, respectively.

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

    The most popular route from Iowa to Chicago Midway Airport is Omaha Eppley Airfield - Chicago Midway. You may also consider Des Moines - Chicago Midway or Cedar Rapids - Chicago Midway.

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

    While on average a flight from Iowa to Chicago Midway Airport is generally $499, our data shows the cheapest flight currently is $182. When looking at the most popular route, (Omaha Eppley Airfield - Chicago Midway), you can expect to pay $161 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Iowa to Midway 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Iowa to Midway

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
LaGuardia to O'Hare Intl flights
Newark to O'Hare Intl flights
Los Angeles to O'Hare Intl flights
San Francisco to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Baltimore to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Dulles Intl to O'Hare Intl flights
Philadelphia to O'Hare Intl flights
Atlanta to O'Hare Intl flights
Seattle to O'Hare Intl flights
John F Kennedy Intl to Midway flights
Denver to O'Hare Intl flights
Boston to O'Hare Intl flights
Atlanta to Midway flights
Ontario to O'Hare Intl flights
LaGuardia to Midway flights
Baltimore to Midway flights
Sky Harbor Intl to O'Hare Intl flights
Philadelphia to Midway flights
Newark to Midway flights
Minneapolis to O'Hare Intl flights
Dulles Intl to Midway flights
George Bush Intcntl to O'Hare Intl flights
Minneapolis to Midway flights
Charlotte to O'Hare Intl flights
Santa Ana to O'Hare Intl flights
Hobby to O'Hare Intl flights
Los Angeles to Midway flights
Denver to Midway flights
Love Field to O'Hare Intl flights
Reagan-National to Midway flights
San Francisco to Midway flights
Orlando to O'Hare Intl flights
Austin to O'Hare Intl flights
Tampa to O'Hare Intl flights
Hobby to Midway flights
Portland to O'Hare Intl flights
Fort Lauderdale to O'Hare Intl flights
Raleigh to O'Hare Intl flights
San Diego to O'Hare Intl flights
Seattle to Midway flights
Hartford to O'Hare Intl flights
Orlando to Midway flights
Cleveland to O'Hare Intl flights
San Jose to O'Hare Intl flights
Miami to O'Hare Intl flights
Detroit to O'Hare Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.