$90+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MDW
Sep 14 — Sep 211
Round-trip
1 adult, Economy
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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.Cheap flight deals from Iowa to Midway
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Cheapest flights from Iowa to MidwayExplore 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 August 15, 2026.
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 August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/113:50 pm -
Nonstop1h 20m
Mon 9/1410:05 am -
Nonstop1h 20m
Deal found 8/12![Southwest logo]()
$206
This Southwest deal was found by Cheapflights users on 8/11. 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.
Thu 10/15:10 am -
Nonstop1h 20m
Sat 10/310:40 am -
Nonstop1h 20m
Deal found 8/11![Southwest logo]()
$216
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:30 am -
Nonstop1h 15m
Sun 9/611:00 am -
Nonstop1h 20m
Deal found 8/10![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 8/13. 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 12/105:50 am -
Nonstop1h 30m
Sat 12/1211:05 am -
Nonstop1h 30m
Deal found 8/13![Southwest logo]()
$221
This Southwest deal was found by Cheapflights users on 8/11. 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.
Mon 9/75:40 am -
Nonstop1h 20m
Wed 9/96:40 am -
1 stop7h 15m
Deal found 8/11![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 8/9. 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.
Thu 9/175:40 am -
Nonstop1h 20m
Sat 9/196:50 am -
1 stop7h 20m
Deal found 8/9![Southwest logo]()
$226
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/95:50 am -
Nonstop1h 25m
Wed 9/164:40 pm -
1 stop5h 30m
Deal found 8/12![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/11. 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 9/157:15 am -
2 stops9h 45m
Wed 9/168:35 pm -
Nonstop1h 25m
Deal found 8/11![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 8/13. 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 10/11:45 pm -
Nonstop1h 25m
Mon 10/56:05 am -
1 stop4h 55m
Deal found 8/13![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 8/9. 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 9/227:15 am -
2 stops9h 45m
Thu 9/2410:05 am -
Nonstop1h 20m
Deal found 8/9![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1412:25 pm -
1 stop7h 10m
Thu 10/152:10 pm -
Nonstop1h 30m
Deal found 8/10![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 8/11. 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 9/112:20 pm -
2 stops7h 50m
Wed 9/302:40 pm -
Nonstop1h 25m
Deal found 8/11![Southwest logo]()
$234
Best flights from Iowa to MidwayDiscover carefully curated flight deals from Iowa to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
Discover carefully curated flight deals from Iowa to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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 9/113:50 pm -
Nonstop1h 20m
Mon 9/148:50 pm -
Nonstop1h 25m
Deal found 8/13![Southwest logo]()
$206
This Delta deal was found by Cheapflights users on 8/13. 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 9/1912:10 pm -
1 stop5h 49m
Sun 12/610:22 am -
1 stop5h 46m
Deal found 8/13![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 8/12. 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.
Sat 11/1412:45 pm -
Nonstop1h 25m
Mon 11/168:40 pm -
Nonstop1h 20m
Deal found 8/12![Southwest logo]()
$215
This Southwest deal was found by Cheapflights users on 8/9. 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.
Thu 9/175:40 am -
Nonstop1h 20m
Sat 9/196:50 am -
1 stop7h 20m
Deal found 8/9![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 8/12. 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.
Sat 9/2612:10 pm -
1 stop5h 49m
Sat 10/37:13 pm -
1 stop3h 46m
Deal found 8/12![Delta logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:44 am -
2 stops13h 14m
Sun 10/1811:38 am -
1 stop30h 10m
Deal found 8/10![Multiple Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/95:50 am -
Nonstop1h 25m
Wed 9/164:40 pm -
1 stop5h 30m
Deal found 8/12![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 8/13. 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 9/1912:10 pm -
1 stop5h 49m
Tue 12/85:25 pm -
1 stop5h 58m
Deal found 8/13![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 8/13. 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 10/15:50 pm -
1 stop7h 20m
Sat 10/36:35 am -
1 stop6h 45m
Deal found 8/13![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 8/11. 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 9/17:10 am -
2 stops10h 00m
Wed 9/304:40 pm -
1 stop5h 30m
Deal found 8/11![Southwest logo]()
$244
This Delta deal was found by Cheapflights users on 8/13. 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 10/36:00 am -
1 stop6h 39m
Mon 10/51:19 pm -
1 stop4h 00m
Deal found 8/13![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:30 pm -
Nonstop1h 20m
Fri 10/239:45 am -
Nonstop1h 25m
Deal found 8/10![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 8/14. 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 11/121:30 pm -
Nonstop1h 25m
Sat 11/146:10 pm -
Nonstop1h 35m
Deal found 8/14![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 8/12. 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 10/1311:00 am -
1 stop5h 47m
Tue 10/205:31 pm -
1 stop5h 29m
Deal found 8/12![Delta logo]()
$344
This Delta deal was found by Cheapflights users on 8/13. 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 9/1912:10 pm -
1 stop5h 49m
Sat 12/51:22 pm -
2 stops10h 01m
Deal found 8/13![Delta logo]()
$353
This Southwest deal was found by Cheapflights users on 8/14. 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 10/135:15 am -
Nonstop1h 25m
Wed 10/2110:05 am -
1 stop5h 05m
Deal found 8/14![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 8/14. 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 9/285:35 am -
Nonstop1h 25m
Mon 10/54:30 pm -
2 stops6h 35m
Deal found 8/14![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 8/10. 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.
Fri 11/1311:00 am -
1 stop5h 39m
Sun 11/1510:22 am -
1 stop5h 46m
Deal found 8/10![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 8/13. 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 9/1212:10 pm -
1 stop3h 50m
Mon 9/149:59 am -
1 stop5h 40m
Deal found 8/13![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 8/11. 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.
Sat 9/512:10 pm -
Nonstop1h 20m
Mon 9/710:05 am -
Nonstop1h 20m
Deal found 8/11![Southwest logo]()
$282
This Delta deal was found by Cheapflights users on 8/13. 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 9/912:10 pm -
1 stop6h 09m
Mon 9/149:59 am -
1 stop5h 40m
Deal found 8/13![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:30 am -
Nonstop1h 35m
Sun 11/810:05 am -
Nonstop1h 35m
Deal found 8/10![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 8/12. 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.
Thu 9/1012:10 pm -
1 stop6h 09m
Mon 9/147:13 pm -
1 stop3h 46m
Deal found 8/12![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/256:20 pm -
Nonstop1h 25m
Fri 10/210:00 pm -
Nonstop1h 30m
Deal found 8/11![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 8/11. 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.
Fri 8/286:50 am -
1 stop6h 20m
Sun 8/309:59 am -
1 stop5h 36m
Deal found 8/11![Delta logo]()
$379
Last-minute flights from Iowa to MidwayDiscover last-minute flight deals from Iowa to Midway. Data last updated August 15, 2026 and is based on user searches.
Discover last-minute flight deals from Iowa to Midway. Data last updated August 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/11. 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 9/112:20 pm -
2 stops7h 50m
Wed 9/302:40 pm -
Nonstop1h 25m
Deal found 8/11![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 9/21:47 pm -
1 stop4h 14m
Sat 9/59:59 am -
1 stop6h 58m
Deal found 8/12![Delta logo]()
$238
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:30 am -
Nonstop1h 15m
Sun 9/611:00 am -
Nonstop1h 20m
Deal found 8/10![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 8/11. 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.
Mon 9/75:40 am -
Nonstop1h 20m
Wed 9/96:40 am -
1 stop7h 15m
Deal found 8/11![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/95:50 am -
Nonstop1h 25m
Wed 9/164:40 pm -
1 stop5h 30m
Deal found 8/12![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/13. 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 9/98:20 am -
2 stops7h 05m
Thu 9/108:35 pm -
Nonstop1h 35m
Deal found 8/13![Southwest logo]()
$242
This Southwest deal was found by Cheapflights users on 8/13. 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 9/1012:25 pm -
1 stop9h 50m
Thu 9/1712:05 pm -
Nonstop1h 30m
Deal found 8/13![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/113:50 pm -
Nonstop1h 20m
Mon 9/1410:05 am -
Nonstop1h 20m
Deal found 8/12![Southwest logo]()
$206
This Southwest deal was found by Cheapflights users on 8/13. 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 9/1212:50 pm -
1 stop6h 30m
Sat 9/196:35 am -
1 stop3h 10m
Deal found 8/13![Southwest logo]()
$240
This Southwest deal was found by Cheapflights users on 8/11. 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 9/157:15 am -
2 stops9h 45m
Wed 9/168:35 pm -
Nonstop1h 25m
Deal found 8/11![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 8/13. 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 9/232:40 pm -
Nonstop1h 25m
Fri 9/258:50 pm -
Nonstop1h 25m
Deal found 8/13![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 8/12. 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.
Sat 9/2612:25 pm -
1 stop5h 57m
Sat 10/39:59 am -
1 stop4h 07m
Deal found 8/12![Delta logo]()
$235
One-way flights from Iowa to MidwaySearch for one-way flight options from Iowa to Midway. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
Search for one-way flight options from Iowa to Midway. Find affordable one-way fares based on user searches. Data last updated August 15, 2026.
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/116:20 pm -
Nonstop1h 25m
Deal found 8/12![Southwest logo]()
$90
This Southwest deal was found by Cheapflights users on 8/12. 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.
Fri 9/115:40 am -
Nonstop1h 20m
Deal found 8/12![Southwest logo]()
$98
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/308:10 am -
2 stops6h 45m
Deal found 8/10![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 8/11. 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.
Thu 9/103:50 pm -
Nonstop1h 20m
Deal found 8/11![Southwest logo]()
$108
This Southwest deal was found by Cheapflights users on 8/14. 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 9/95:50 am -
Nonstop1h 25m
Deal found 8/14![Southwest logo]()
$110
This Southwest deal was found by Cheapflights users on 8/9. 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 9/223:05 pm -
Nonstop1h 25m
Deal found 8/9![Southwest logo]()
$111
This Southwest deal was found by Cheapflights users on 8/12. 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 2/115:10 am -
Nonstop1h 20m
Deal found 8/12![Southwest logo]()
$114
This Delta deal was found by Cheapflights users on 8/14. 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 9/1212:25 pm -
1 stop4h 32m
Deal found 8/14![Delta logo]()
$118
This Delta deal was found by Cheapflights users on 8/10. 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.
Fri 10/3012:40 pm -
1 stop4h 07m
Deal found 8/10![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 9/91:30 pm -
1 stop4h 49m
Deal found 8/12![Delta logo]()
$120
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:15 am -
2 stops9h 45m
Deal found 8/10![Southwest logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Mon 9/148:30 pm -
2 stops45h 21m
Deal found 8/14![Frontier logo]()
$124
Find flight deals from Iowa to Midway
Keep the following information in mind while searching for Iowa to Midway flight deals. Data was last updated August 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $206 (Southwest) |
One-way from | $90 (Southwest) |
Popular in | July |
Cheapest in | September |
Average price | $343 |
Good round-trip deal | $353 or less |
Good one-way deal | $223 or less |
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 August 15, 2026.
Use the filters below to find and compare flights from Iowa to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Fri 9/11
3:50 pm-5:10 pm
Nonstop1h 20m
Chicago Midway
Mon 9/14
8:50 pm-10:15 pm
Nonstop1h 25m
$206
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Sat 11/14
12:45 pm-2:10 pm
Nonstop1h 25m
Chicago Midway
Mon 11/16
8:40 pm-10:00 pm
Nonstop1h 20m
$215
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Thu 9/17
5:40 am-7:00 am
Nonstop1h 20m
Chicago Midway
Sat 9/19
6:50 am-2:10 pm
1 stop7h 20m
$226
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Wed 9/9
5:50 am-7:15 am
Nonstop1h 25m
Chicago Midway
Wed 9/16
4:40 pm-10:10 pm
1 stop5h 30m
$229
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Thu 10/1
5:50 pm-1:10 am
1 stop7h 20m
Chicago Midway
Sat 10/3
6:35 am-1:20 pm
1 stop6h 45m
$240
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Tue 9/1
7:10 am-5:10 pm
2 stops10h 00m
Chicago Midway
Wed 9/30
4:40 pm-10:10 pm
1 stop5h 30m
$244
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Thu 10/22
4:30 pm-5:50 pm
Nonstop1h 20m
Chicago Midway
Fri 10/23
9:45 am-11:10 am
Nonstop1h 25m
$247
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Thu 11/12
1:30 pm-2:55 pm
Nonstop1h 25m
Chicago Midway
Sat 11/14
6:10 pm-7:45 pm
Nonstop1h 35m
$257
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Tue 10/13
5:15 am-6:40 am
Nonstop1h 25m
Chicago Midway
Wed 10/21
10:05 am-3:10 pm
1 stop5h 05m
$267
Cedar RapidsChicago
CID Cedar Rapids - MDW Chicago Midway
CIDMDW
Cedar Rapids
Sat 9/19
12:10 pm-5:59 pm
1 stop5h 49m
Chicago Midway
Sun 12/6
10:22 am-4:08 pm
1 stop5h 46m
$269
Showing 1-10 of 55 resultsSorted by cheapest first
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.
DSM-MDW
CID-MDW
MLI-MDW
OMA-MDW
LSE-MDW
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
USIA-MDW
DSM-MDW
CID-MDW
MLI-MDW
OMA-MDW
What is the cheapest time of day to fly from IA to MDW?
Find hourly flight availability from Iowa to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 15, 2026.
A simple way to save on the total cost of your ticket is to fly from Iowa to Chicago Midway Airport at noon. If you’re flexible enough to do this you can expect to save up to 57% on your trip compared to booking a flight in the evening.
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.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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