$94+ Cheap flights from Iowa to Chicago (CHI)
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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
Oct 10 — Oct 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Iowa to Chicago 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 Chicago
Cheapest
Best
Last-minute
One-way
Cheapest flights from Iowa to ChicagoExplore the most affordable flight options available from Iowa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from Iowa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 pm -
Nonstop1h 32m
Wed 10/287:09 am -
Nonstop1h 30m
Deal found 9/6![United Airlines logo]()
$202
This Trip.com deal was found by Cheapflights users on 9/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:22 pm -
1 stop28h 02m
Wed 10/286:30 am -
1 stop12h 57m
Deal found 9/6![Frontier logo]()
$224
This Super.com deal was found by Cheapflights users on 9/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:51 pm -
1 stop27h 33m
Mon 10/266:30 am -
1 stop13h 44m
Deal found 9/8![Frontier logo]()
$226
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 10/245:50 am -
Nonstop1h 25m
Mon 10/265:50 pm -
1 stop5h 20m
Deal found 9/8![Southwest logo]()
$227
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:51 pm -
1 stop27h 33m
Sat 10/176:30 am -
1 stop13h 36m
Deal found 9/8![Frontier logo]()
$227
This Trip.com deal was found by Cheapflights users on 9/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:22 pm -
1 stop28h 02m
Sat 10/176:30 am -
1 stop13h 36m
Deal found 9/8![Frontier logo]()
$231
This Southwest deal was found by Cheapflights users on 9/8. 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 10/203:45 pm -
Nonstop1h 25m
Tue 10/277:55 am -
2 stops8h 00m
Deal found 9/8![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 9/7. 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 10/71:25 pm -
1 stop9h 50m
Wed 10/148:50 pm -
Nonstop1h 35m
Deal found 9/7![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 10/35:50 am -
Nonstop1h 20m
Wed 10/78:35 pm -
Nonstop1h 25m
Deal found 9/8![Southwest logo]()
$237
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/79:55 am -
Nonstop1h 39m
Mon 11/94:00 pm -
Nonstop1h 28m
Deal found 9/8![United Airlines logo]()
$237
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 11/178:14 am -
1 stop3h 34m
Sat 1/1612:15 pm -
1 stop4h 47m
Deal found 9/10![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:05 am -
Nonstop1h 55m
Mon 10/510:40 pm -
Nonstop1h 34m
Deal found 9/10![American Airlines logo]()
$239
Best flights from Iowa to ChicagoDiscover carefully curated flight deals from Iowa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from Iowa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:00 pm -
Nonstop1h 32m
Sun 10/114:45 pm -
Nonstop1h 38m
Deal found 9/6![United Airlines logo]()
$202
This Southwest deal was found by Cheapflights users on 9/8. 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 10/203:45 pm -
Nonstop1h 25m
Tue 10/277:55 am -
2 stops8h 00m
Deal found 9/8![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 9/8. 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 10/208:15 am -
1 stop3h 25m
Tue 10/276:20 am -
1 stop3h 57m
Deal found 9/8![Delta logo]()
$237
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:20 am -
Nonstop1h 16m
Tue 11/109:40 am -
Nonstop1h 10m
Deal found 9/5![American Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:05 am -
1 stop22h 33m
Sun 11/1510:30 am -
1 stop23h 10m
Deal found 9/8![Allegiant Air logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:59 pm -
2 stops23h 09m
Sun 10/2510:20 am -
1 stop23h 20m
Deal found 9/7![Multiple Airlines logo]()
$389
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 pm -
Nonstop1h 32m
Mon 10/267:09 am -
Nonstop1h 30m
Deal found 9/6![United Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1710:12 am -
Nonstop1h 33m
Mon 10/194:45 pm -
Nonstop1h 38m
Deal found 9/9![United Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2210:12 am -
Nonstop1h 33m
Tue 10/277:09 am -
Nonstop1h 30m
Deal found 9/6![United Airlines logo]()
$202
This Delta deal was found by Cheapflights users on 9/8. 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.
Sat 10/34:20 pm -
1 stop5h 18m
Wed 10/79:59 am -
1 stop4h 26m
Deal found 9/8![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 10/2112:25 pm -
1 stop7h 10m
Fri 10/236:05 am -
1 stop7h 00m
Deal found 9/9![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 9/10. 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.
Sat 10/104:01 pm -
1 stop5h 26m
Sat 10/176:20 am -
1 stop3h 51m
Deal found 9/10![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 9/10. 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 12/116:40 am -
1 stop5h 20m
Mon 12/148:05 am -
1 stop6h 10m
Deal found 9/10![Southwest logo]()
$267
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:00 pm -
Nonstop1h 32m
Mon 10/127:25 am -
Nonstop1h 30m
Deal found 9/7![United Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 9/10. 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 12/114:53 pm -
1 stop4h 42m
Mon 12/145:33 pm -
1 stop3h 58m
Deal found 9/10![Delta logo]()
$267
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:57 pm -
Nonstop2h 03m
Sun 9/2710:30 pm -
Nonstop1h 34m
Deal found 9/5![American Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 9/307:15 am -
2 stops9h 45m
Wed 10/148:35 pm -
Nonstop1h 25m
Deal found 9/9![Southwest logo]()
$288
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:53 pm -
Nonstop1h 37m
Mon 11/307:09 am -
Nonstop1h 30m
Deal found 9/5![United Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:40 am -
1 stop9h 15m
Thu 11/51:08 pm -
1 stop25h 28m
Deal found 9/5![Allegiant Air logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:12 am -
Nonstop1h 33m
Sun 10/187:25 am -
Nonstop1h 30m
Deal found 9/6![United Airlines logo]()
$242
This Delta deal was found by Cheapflights users on 9/7. 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.
Fri 10/165:59 pm -
1 stop3h 28m
Wed 10/216:20 am -
1 stop3h 52m
Deal found 9/7![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 9/302:40 pm -
Nonstop1h 25m
Sun 10/49:55 am -
Nonstop1h 25m
Deal found 9/9![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:19 pm -
Nonstop1h 52m
Sat 9/2610:40 pm -
Nonstop1h 33m
Deal found 9/5![American Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 am -
Nonstop1h 51m
Tue 10/209:20 pm -
Nonstop1h 39m
Deal found 9/7![United Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:44 am -
1 stop10h 24m
Sun 11/151:08 pm -
1 stop21h 42m
Deal found 9/8![Allegiant Air logo]()
$402
This Delta deal was found by Cheapflights users on 9/7. 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.
Mon 10/125:05 pm -
1 stop4h 22m
Tue 10/206:20 am -
1 stop3h 52m
Deal found 9/7![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sun 10/45:30 am -
Nonstop1h 20m
Wed 10/148:35 pm -
Nonstop1h 25m
Deal found 9/9![Southwest logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:29 pm -
2 stops24h 44m
Wed 10/149:34 am -
1 stop22h 41m
Deal found 9/7![Multiple Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:00 am -
Nonstop1h 51m
Fri 10/99:40 pm -
Nonstop1h 39m
Deal found 9/8![United Airlines logo]()
$246
This Delta deal was found by Cheapflights users on 9/8. 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.
Fri 10/165:59 pm -
1 stop3h 28m
Sat 10/176:20 am -
1 stop3h 52m
Deal found 9/8![Delta logo]()
$309
Last-minute flights from Iowa to ChicagoDiscover last-minute flight deals from Iowa to Chicago. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from Iowa to Chicago. Data last updated September 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 10/35:50 am -
Nonstop1h 20m
Wed 10/78:35 pm -
Nonstop1h 25m
Deal found 9/8![Southwest logo]()
$237
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:57 pm -
Nonstop2h 03m
Wed 10/75:16 pm -
Nonstop1h 40m
Deal found 9/9![American Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 9/7. 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 10/71:25 pm -
1 stop9h 50m
Wed 10/148:50 pm -
Nonstop1h 35m
Deal found 9/7![Southwest logo]()
$233
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:51 pm -
1 stop27h 33m
Sat 10/176:30 am -
1 stop13h 36m
Deal found 9/8![Frontier logo]()
$227
This Southwest deal was found by Cheapflights users on 9/10. 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.
Mon 10/127:20 pm -
1 stop5h 00m
Tue 10/137:40 am -
1 stop5h 30m
Deal found 9/10![Southwest logo]()
$237
This Trip.com deal was found by Cheapflights users on 9/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:22 pm -
1 stop28h 02m
Sat 10/176:30 am -
1 stop13h 36m
Deal found 9/8![Frontier logo]()
$231
This Southwest deal was found by Cheapflights users on 9/8. 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 10/203:45 pm -
Nonstop1h 25m
Tue 10/277:55 am -
2 stops8h 00m
Deal found 9/8![Southwest logo]()
$232
This Trip.com deal was found by Cheapflights users on 9/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:22 pm -
1 stop28h 02m
Wed 10/286:30 am -
1 stop12h 57m
Deal found 9/6![Frontier logo]()
$224
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 pm -
Nonstop1h 32m
Wed 10/287:09 am -
Nonstop1h 30m
Deal found 9/6![United Airlines logo]()
$202
This Super.com deal was found by Cheapflights users on 9/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/248:51 pm -
1 stop27h 33m
Mon 10/266:30 am -
1 stop13h 44m
Deal found 9/8![Frontier logo]()
$226
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 10/245:50 am -
Nonstop1h 25m
Mon 10/265:50 pm -
1 stop5h 20m
Deal found 9/8![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 9/8. 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.
Sat 10/246:54 am -
1 stop4h 46m
Tue 10/276:20 am -
1 stop5h 40m
Deal found 9/8![Delta logo]()
$237
One-way flights from Iowa to ChicagoSearch for one-way flight options from Iowa to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from Iowa to Chicago. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Super.com deal was found by Cheapflights users on 9/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:51 pm -
1 stop27h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$94
This CheapOair deal was found by Cheapflights users on 9/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:59 pm -
1 stop27h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Frontier logo]()
$96
This Southwest deal was found by Cheapflights users on 9/10. 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.
Mon 10/195:05 am -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Southwest logo]()
$109
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:07 am -
Nonstop1h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![American Airlines logo]()
$109
This CheapOair deal was found by Cheapflights users on 9/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:51 pm -
1 stop27h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$112
This Southwest deal was found by Cheapflights users on 9/9. 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.
Wed 10/75:35 am -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$119
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:27 am -
Nonstop1h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![United Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/610:58 am -
1 stop5h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:55 pm -
1 stop3h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$119
This Trip.com deal was found by Cheapflights users on 9/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:30 pm -
1 stop27h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$120
This Southwest deal was found by Cheapflights users on 9/8. 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.
Sat 11/77:25 am -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:29 pm -
1 stop28h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$124
Find flight deals from Iowa to Chicago
Keep the following information in mind while searching for Iowa to Chicago flight deals. Data was last updated September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $202 (United Airlines) |
One-way from | $94 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $290 |
Good round-trip deal | $116 or less |
Good one-way deal | $59 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Iowa to Chicago 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 10, 2026.
Use the filters below to find and compare flights from Iowa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Sat 10/24
10:25 am-11:50 am
Nonstop1h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
OmahaChicago
OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl
OMAORD
Omaha Eppley Airfield
Tue 9/29
6:30 pm-8:25 pm
Nonstop1h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Sat 12/5
12:49 pm-4:50 pm
1 stop4h 01m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Thu 11/5
5:25 am-6:55 am
Nonstop1h 30m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
Des MoinesChicago
DSM Des Moines - ORD Chicago O'Hare Intl
DSMORD
Des Moines
Wed 10/7
11:27 am-1:06 pm
Nonstop1h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - MDW Chicago Midway
OMAMDW
Omaha Eppley Airfield
Wed 11/11
8:14 am-11:50 am
1 stop3h 36m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
OmahaChicago
OMA Omaha Eppley Airfield - ORD Chicago O'Hare Intl
OMAORD
Omaha Eppley Airfield
Tue 12/8
8:10 am-2:53 pm
1 stop6h 43m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Fri 12/4
3:30 pm-4:55 pm
Nonstop1h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Thu 10/1
7:10 pm-12:15 am
1 stop5h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
Des MoinesChicago
DSM Des Moines - ORD Chicago O'Hare Intl
DSMORD
Des Moines
Wed 11/4
4:01 pm-9:27 pm
1 stop5h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Iowa to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Iowa with our price prediction graph.
OMA-MDW
OMA-ORD
OMA-RFD
DSM-ORD
DSM-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
USIA-CHI
OMA-MDW
OMA-ORD
OMA-RFD
DSM-ORD
What is the cheapest month to book a flight from Iowa to Chicago?
Currently, February is the cheapest month in which you can book a flight from Iowa to Chicago (average of $244). Flying from Iowa to Chicago in July is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IA to CHI?
Find hourly flight availability from Iowa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 10, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 35% on flights from Iowa to Chicago by exploring options for tickets in the morning.
Weekly flight availability from Iowa to Chicago
Explore weekly flight availability from Iowa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 10, 2026.
The most flights from USIA to CHI are scheduled on a Wednesday (48 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (21 on average).
How much does it cost to fly round-trip from Iowa to Chicago?
Airfare is below average for this route at the moment.
Iowa to Chicago flights typically cost between $239 and $406 in October.The cheapest round-trip price found within the last 5 days was $237 on Southwest (Oct 3-Oct 7).
How far ahead should I book a flight from Iowa to Chicago?
To ensure you get the cheapest price possible for a flight from Iowa to Chicago, you should look to book at least 18 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Iowa to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Iowa to Chicago. Price data was last updated on September 5, 2026.
Travelers seeking maximum savings on their Iowa to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Iowa to Chicago. 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?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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
Chicago flight routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Iowa to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 10, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Iowa to Chicago by cabin class
Find flights from Iowa to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Iowa and Chicago flights
Browse other Iowa and Chicago flight options. Last updated on September 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Iowa to Chicago flights
Consider these flights traveling from Iowa to Chicago.
Top 3 airlines flying from Iowa to Chicago
Discover the top 3 airlines that operate flights from Iowa to Chicago. 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$100 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$290 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$308 | FlexibilityNo cancel fee | On-time69% |