$119+ Cheap flights from Midway (MDW) to Iowa
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DSM
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Iowa with Cheapflights
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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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Iowa
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Best
Last-minute
One-way
Cheapest flights from Midway to IowaExplore 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 November 10, 2026.
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 November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/5. 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 12/38:40 pm -
Nonstop1h 25m
Mon 12/73:25 pm -
Nonstop1h 30m
Deal found 11/5![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 11/5. 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 12/115:30 pm -
1 stop4h 01m
Mon 12/1411:01 am -
1 stop5h 49m
Deal found 11/5![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 12/18:40 pm -
Nonstop1h 25m
Wed 12/23:30 pm -
Nonstop1h 30m
Deal found 11/9![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 11/5. 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 12/410:05 am -
Nonstop1h 20m
Fri 12/114:25 pm -
Nonstop1h 20m
Deal found 11/5![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 11/9. 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 12/56:10 pm -
Nonstop1h 30m
Mon 12/73:25 pm -
Nonstop1h 30m
Deal found 11/9![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 11/6. 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 12/810:24 am -
1 stop5h 47m
Sat 12/1212:38 pm -
1 stop4h 12m
Deal found 11/6![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 11/7. 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 12/56:05 am -
1 stop7h 35m
Sat 12/125:20 am -
Nonstop1h 25m
Deal found 11/7![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 11/6. 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 12/1010:24 am -
1 stop5h 47m
Sat 12/1212:38 pm -
1 stop4h 12m
Deal found 11/6![Delta logo]()
$294
Best flights from Midway to IowaDiscover carefully curated flight deals from Midway to Iowa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Midway to Iowa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/5. 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 12/1110:05 am -
Nonstop1h 25m
Mon 12/146:00 am -
Nonstop1h 25m
Deal found 11/5![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 11/6. 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 12/810:24 am -
1 stop5h 47m
Sat 12/1212:38 pm -
1 stop4h 12m
Deal found 11/6![Delta logo]()
$279
This Southwest deal was found by Cheapflights users on 11/7. 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 12/910:05 am -
Nonstop1h 20m
Wed 12/235:10 am -
Nonstop1h 20m
Deal found 11/7![Southwest logo]()
$259
This Delta deal was found by Cheapflights users on 11/7. 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 12/1210:24 am -
1 stop5h 47m
Mon 12/2112:36 pm -
1 stop4h 48m
Deal found 11/7![Delta logo]()
$294
This Southwest deal was found by Cheapflights users on 11/9. 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 12/56:10 pm -
Nonstop1h 30m
Mon 12/73:25 pm -
Nonstop1h 30m
Deal found 11/9![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 11/7. 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 12/1010:24 am -
1 stop5h 47m
Mon 12/2112:36 pm -
1 stop4h 48m
Deal found 11/7![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 11/5. 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 12/310:05 am -
Nonstop1h 20m
Mon 12/77:00 am -
2 stops10h 05m
Deal found 11/5![Southwest logo]()
$282
This Southwest deal was found by Cheapflights users on 11/6. 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 12/86:05 am -
1 stop8h 10m
Sat 12/127:00 am -
2 stops10h 05m
Deal found 11/6![Southwest logo]()
$299
Last-minute flights from Midway to IowaDiscover last-minute flight deals from Midway to Iowa. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Iowa. Data last updated November 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 12/18:40 pm -
Nonstop1h 25m
Wed 12/23:30 pm -
Nonstop1h 30m
Deal found 11/9![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 11/5. 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 12/38:40 pm -
Nonstop1h 25m
Mon 12/73:25 pm -
Nonstop1h 30m
Deal found 11/5![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 11/5. 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 12/410:05 am -
Nonstop1h 20m
Fri 12/114:25 pm -
Nonstop1h 20m
Deal found 11/5![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 11/9. 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 12/56:10 pm -
Nonstop1h 30m
Mon 12/73:25 pm -
Nonstop1h 30m
Deal found 11/9![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 11/7. 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 12/56:05 am -
1 stop7h 35m
Sat 12/125:20 am -
Nonstop1h 25m
Deal found 11/7![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 11/6. 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 12/810:24 am -
1 stop5h 47m
Sat 12/1212:38 pm -
1 stop4h 12m
Deal found 11/6![Delta logo]()
$279
This Delta deal was found by Cheapflights users on 11/6. 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 12/1010:24 am -
1 stop5h 47m
Sat 12/1212:38 pm -
1 stop4h 12m
Deal found 11/6![Delta logo]()
$294
This Delta deal was found by Cheapflights users on 11/5. 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 12/115:30 pm -
1 stop4h 01m
Mon 12/1411:01 am -
1 stop5h 49m
Deal found 11/5![Delta logo]()
$257
One-way flights from Midway to IowaSearch for one-way flight options from Midway to Iowa. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Midway to Iowa. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Southwest deal was found by Cheapflights users on 11/5. 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 11/2610:05 am -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 11/5. 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 1/99:56 am -
1 stop6h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 11/8. 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 12/1510:05 am -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$130
This Southwest deal was found by Cheapflights users on 11/5. 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 1/135:20 am -
2 stops8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Southwest logo]()
$134
This Delta deal was found by Cheapflights users on 11/8. 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.
Tue 12/155:30 pm -
1 stop4h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$140
This Southwest deal was found by Cheapflights users on 11/8. 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.
Mon 1/189:45 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$145
This Southwest deal was found by Cheapflights users on 11/7. 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 1/222:05 pm -
1 stop6h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 11/8. 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.
Mon 12/710:15 am -
2 stops10h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$166
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 November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (Southwest) |
One-way from | $119 (Southwest) |
Popular in | August |
Cheapest in | February |
Average price | $434 |
Good round-trip deal | $565 or less |
Good one-way deal | $183 or less |
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 7,457,451 searches. Data last updated November 10, 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
Cheapest round-trip
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Thu 11/26
10:05 am-11:30 am
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Wed 1/13
6:15 am-2:10 pm
1 stop7h 55m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Mon 1/18
9:45 pm-11:10 pm
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
Quickest round-trip
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Thu 12/24
10:05 am-11:25 am
Nonstop1h 20m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Mon 12/7
8:40 pm-10:05 pm
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Fri 1/1
8:40 pm-10:05 pm
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Fri 1/22
8:10 pm-9:35 pm
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Fri 12/11
10:05 am-11:30 am
Nonstop1h 25m
Des Moines
Mon 12/14
6:00 am-7:25 am
Nonstop1h 25m
$237
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Wed 12/9
10:05 am-11:25 am
Nonstop1h 20m
Des Moines
Wed 12/23
5:10 am-6:30 am
Nonstop1h 20m
$259
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Sat 12/5
6:10 pm-7:40 pm
Nonstop1h 30m
Des Moines
Mon 12/7
3:25 pm-4:55 pm
Nonstop1h 30m
$274
Showing 1-10 of 15 resultsSorted by cheapest first
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.
MDW-DSM
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
MDW-USIA
MDW-DSM
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 November 10, 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.
Reviews of airlines servicing Iowa
Get insights into the airlines that provide service to Iowa. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Iowa. Reviews last updated November 10, 2026.
Get a feel of what it's like to fly with Southwest from Chicago Midway Airport to Iowa by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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.
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Alternative routes for Midway to Iowa
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Complete your trip
Complete your trip to Iowa by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Midway to Iowa, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Iowa flights
Browse other Midway and Iowa flight options. Last updated on November 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Midway to Iowa flights
Consider these flights traveling from Midway to Iowa.
Top airline flying from Midway to Iowa
Discover the top airline that operate flights from Midway to Iowa. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$237 | Average$517 | FlexibilityNo cancel fee | On-time63% |