$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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DSM
Oct 26 — Nov 21
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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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 September 26, 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 September 26, 2026.
This Southwest deal was found by Cheapflights users on 9/24. 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 10/159:45 am -
Nonstop1h 25m
Mon 10/194:30 pm -
Nonstop1h 20m
Deal found 9/24![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 9/23. 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.
Tue 10/271:05 pm -
2 stops7h 35m
Thu 10/294:30 pm -
Nonstop1h 20m
Deal found 9/23![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 9/23. 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.
Fri 10/309:50 pm -
Nonstop1h 25m
Thu 11/55:25 am -
Nonstop1h 30m
Deal found 9/23![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 9/23. 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 10/148:35 pm -
Nonstop1h 25m
Fri 10/167:10 pm -
1 stop5h 10m
Deal found 9/23![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 9/23. 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 10/2110:05 am -
Nonstop1h 25m
Wed 10/287:05 am -
2 stops9h 00m
Deal found 9/23![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:31 pm -
1 stop3h 29m
Sat 10/3110:57 am -
1 stop5h 50m
Deal found 9/25![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 10/239:45 am -
Nonstop1h 25m
Fri 10/307:10 pm -
1 stop5h 10m
Deal found 9/25![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 9/22. 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.
Fri 11/612:45 pm -
2 stops9h 20m
Fri 11/134:25 pm -
Nonstop1h 20m
Deal found 9/22![Southwest logo]()
$292
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 September 26, 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 September 26, 2026.
This Southwest deal was found by Cheapflights users on 9/22. 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.
Wed 12/26:05 am -
1 stop8h 10m
Thu 12/33:30 pm -
Nonstop1h 30m
Deal found 9/22![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 9/22. 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.
Wed 12/210:24 am -
1 stop5h 47m
Thu 12/36:41 am -
1 stop5h 18m
Deal found 9/22![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 9/21. 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.
Tue 10/2010:12 am -
1 stop4h 13m
Tue 10/2710:57 am -
1 stop5h 50m
Deal found 9/21![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 9/23. 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 10/1410:05 am -
Nonstop1h 25m
Fri 10/164:30 pm -
Nonstop1h 20m
Deal found 9/23![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 9/26. 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 10/239:50 pm -
Nonstop1h 25m
Mon 10/264:30 pm -
Nonstop1h 20m
Deal found 9/26![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 9/21. 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.
Sat 11/219:30 pm -
Nonstop1h 30m
Thu 11/265:10 am -
Nonstop1h 20m
Deal found 9/21![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 9/22. 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.
Fri 11/610:05 am -
Nonstop1h 25m
Fri 11/135:25 am -
Nonstop1h 30m
Deal found 9/22![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 9/21. 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.
Tue 10/201:05 pm -
2 stops7h 35m
Tue 10/277:05 am -
2 stops9h 00m
Deal found 9/21![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 9/25. 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.
Wed 11/1810:05 am -
Nonstop1h 20m
Sun 11/225:25 am -
Nonstop1h 30m
Deal found 9/25![Southwest logo]()
$308
Last-minute flights from Midway to IowaDiscover last-minute flight deals from Midway to Iowa. Data last updated September 26, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Iowa. Data last updated September 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/23. 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 10/148:35 pm -
Nonstop1h 25m
Fri 10/167:10 pm -
1 stop5h 10m
Deal found 9/23![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 9/24. 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 10/159:45 am -
Nonstop1h 25m
Mon 10/194:30 pm -
Nonstop1h 20m
Deal found 9/24![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 9/23. 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 10/2110:05 am -
Nonstop1h 25m
Wed 10/287:05 am -
2 stops9h 00m
Deal found 9/23![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 9/25. 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.
Fri 10/239:45 am -
Nonstop1h 25m
Fri 10/307:10 pm -
1 stop5h 10m
Deal found 9/25![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 9/26. 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 10/236:05 am -
1 stop7h 15m
Mon 10/267:10 pm -
1 stop5h 10m
Deal found 9/26![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 9/23. 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.
Tue 10/271:05 pm -
2 stops7h 35m
Thu 10/294:30 pm -
Nonstop1h 20m
Deal found 9/23![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 9/23. 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.
Fri 10/309:50 pm -
Nonstop1h 25m
Thu 11/55:25 am -
Nonstop1h 30m
Deal found 9/23![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 9/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:31 pm -
1 stop3h 29m
Sat 10/3110:57 am -
1 stop5h 50m
Deal found 9/25![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 9/23. 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.
Fri 10/304:50 pm -
1 stop5h 30m
Tue 11/33:30 pm -
Nonstop1h 25m
Deal found 9/23![Southwest logo]()
$293
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 September 26, 2026.
Search for one-way flight options from Midway to Iowa. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
This Southwest deal was found by Cheapflights users on 9/24. 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.
Mon 10/199:50 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Southwest logo]()
$119
This Delta deal was found by Cheapflights users on 9/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:29 pm -
1 stop3h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 9/22. 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.
Wed 10/217:55 am -
2 stops6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 9/23. 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.
Fri 10/239:45 am -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 9/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:21 am -
2 stops32h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 9/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
2 stops32h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Multiple Airlines logo]()
$163
This Southwest deal was found by Cheapflights users on 9/23. 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.
Mon 11/239:35 pm -
Nonstop1h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:22 am -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$169
This Southwest deal was found by Cheapflights users on 9/23. 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 10/226:05 am -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$175
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 September 26, 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 | $329 |
Good round-trip deal | $391 or less |
Good one-way deal | $219 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 September 26, 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
Tue 10/27
8:35 pm-10:00 pm
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
Quickest round-trip
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Sat 10/24
10:40 am-12:00 pm
Nonstop1h 20m
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
Thu 10/22
9:45 am-11:10 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 10/14
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
Mon 11/23
10:34 am-2:08 pm
1 stop3h 34m
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
Fri 10/23
9:45 am-11:10 am
Nonstop1h 25m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Wed 12/23
9:55 am-11:15 am
Nonstop1h 20m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Wed 10/14
6:21 am-2:42 pm
2 stops32h 21m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$173
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Wed 10/14
12:27 pm-7:11 pm
1 stop6h 44m
Des Moines
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$190
ChicagoDes Moines
MDW Chicago Midway - DSM Des Moines
MDWDSM
Chicago Midway
Wed 12/2
6:05 am-2:15 pm
1 stop8h 10m
Des Moines
Thu 12/3
3:30 pm-5:00 pm
Nonstop1h 30m
$247
Showing 1-10 of 18 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 September 26, 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 September 26, 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
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
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 September 26, 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 September 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$209 | Average$463 | FlexibilityNo cancel fee | On-time63% |