$54+ 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — CHI
Dec 9 — Dec 161
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 November 9, 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 November 9, 2026.
This Mytrip deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:00 am -
Nonstop1h 35m
Thu 11/2611:15 am -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$111
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:00 am -
Nonstop1h 35m
Tue 11/246:00 pm -
Nonstop1h 25m
Deal found 11/5![Contour logo]()
$112
This Contour deal was found by Cheapflights users on 11/4. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:45 pm -
Nonstop1h 35m
Tue 12/86:00 pm -
Nonstop1h 25m
Deal found 11/4![Contour logo]()
$129
This Booking.com deal was found by Cheapflights users on 11/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:00 am -
Nonstop1h 35m
Tue 12/2212:20 pm -
Nonstop1h 25m
Deal found 11/4![Contour logo]()
$135
This Contour deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:00 am -
Nonstop1h 35m
Mon 12/2812:20 pm -
Nonstop1h 25m
Deal found 11/5![Contour logo]()
$148
This Mytrip deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:00 am -
Nonstop1h 35m
Mon 11/2312:20 pm -
Nonstop1h 25m
Deal found 11/6![Contour logo]()
$151
This Mytrip deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/203:45 pm -
Nonstop1h 35m
Sun 11/226:00 pm -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$152
This Booking.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:00 am -
Nonstop1h 35m
Thu 11/1912:20 pm -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$192
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2311:41 am -
Nonstop1h 34m
Fri 12/254:20 pm -
Nonstop1h 34m
Deal found 11/5![United Airlines logo]()
$198
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:13 am -
Nonstop1h 37m
Sat 12/127:08 am -
Nonstop1h 30m
Deal found 11/7![United Airlines logo]()
$202
This Mytrip deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:45 pm -
Nonstop1h 35m
Thu 11/1912:20 pm -
Nonstop1h 25m
Deal found 11/8![Contour logo]()
$202
This Trip.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:35 pm -
1 stop28h 18m
Thu 12/107:25 am -
1 stop12h 17m
Deal found 11/5![Frontier logo]()
$211
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 November 9, 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 November 9, 2026.
This Gotogate deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:45 pm -
Nonstop1h 35m
Sun 11/296:00 pm -
Nonstop1h 25m
Deal found 11/8![Contour logo]()
$111
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:56 am -
Nonstop1h 43m
Sun 11/291:45 pm -
Nonstop1h 29m
Deal found 11/9![American Airlines logo]()
$223
This Gotogate deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:00 am -
Nonstop1h 35m
Sun 11/296:00 pm -
Nonstop1h 25m
Deal found 11/8![Contour logo]()
$112
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/26:15 am -
Nonstop1h 42m
Wed 12/93:40 pm -
Nonstop1h 34m
Deal found 11/4![United Airlines logo]()
$237
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:00 am -
Nonstop1h 35m
Tue 11/246:00 pm -
Nonstop1h 25m
Deal found 11/5![Contour logo]()
$112
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:01 am -
1 stop5h 42m
Mon 12/76:20 am -
1 stop4h 01m
Deal found 11/5![Delta logo]()
$257
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:10 am -
Nonstop1h 20m
Wed 12/309:55 am -
Nonstop1h 20m
Deal found 11/8![Southwest logo]()
$259
This Contour deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:45 pm -
Nonstop1h 35m
Tue 12/86:00 pm -
Nonstop1h 25m
Deal found 11/6![Contour logo]()
$129
This Contour deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/289:00 am -
Nonstop1h 35m
Sat 12/56:00 pm -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$129
This Mytrip deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:00 am -
Nonstop1h 35m
Mon 11/2312:20 pm -
Nonstop1h 25m
Deal found 11/6![Contour logo]()
$151
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/233:44 pm -
Nonstop1h 42m
Fri 11/2710:15 pm -
Nonstop1h 26m
Deal found 11/8![American Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:29 am -
Nonstop1h 35m
Tue 12/14:20 pm -
Nonstop1h 37m
Deal found 11/7![United Airlines logo]()
$238
This Mytrip deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/203:45 pm -
Nonstop1h 35m
Sun 11/226:00 pm -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$152
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:56 am -
Nonstop1h 43m
Wed 11/251:45 pm -
Nonstop1h 29m
Deal found 11/6![American Airlines logo]()
$224
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/256:55 pm -
Nonstop1h 30m
Tue 12/296:59 am -
Nonstop1h 41m
Deal found 11/4![United Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:17 pm -
1 stop16h 54m
Sun 12/69:45 am -
1 stop22h 36m
Deal found 11/6![Allegiant Air logo]()
$540
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:56 am -
Nonstop1h 43m
Tue 11/2410:15 pm -
Nonstop1h 26m
Deal found 11/5![American Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/297:15 pm -
Nonstop1h 20m
Tue 12/2910:05 pm -
Nonstop1h 30m
Deal found 11/7![Southwest logo]()
$274
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2312:36 pm -
1 stop5h 53m
Wed 12/303:29 pm -
1 stop4h 30m
Deal found 11/8![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/119:13 am -
Nonstop1h 37m
Sun 12/136:59 am -
Nonstop1h 30m
Deal found 11/9![United Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1811:19 am -
1 stop22h 36m
Sun 1/312:27 pm -
2 stops49h 29m
Deal found 11/8![Multiple Airlines logo]()
$586
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:30 pm -
Nonstop1h 30m
Mon 12/78:05 am -
1 stop6h 10m
Deal found 11/5![Southwest logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/149:00 am -
Nonstop1h 35m
Sat 3/206:00 pm -
Nonstop1h 25m
Deal found 11/8![Contour logo]()
$176
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/114:25 pm -
Nonstop1h 20m
Wed 12/166:05 am -
1 stop8h 10m
Deal found 11/5![Southwest logo]()
$277
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:23 am -
Nonstop1h 37m
Sun 11/297:09 am -
Nonstop1h 30m
Deal found 11/7![United Airlines logo]()
$252
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 11/304:45 pm -
Nonstop1h 33m
Deal found 11/7![United Airlines logo]()
$252
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:04 pm -
1 stop4h 31m
Sun 12/66:20 am -
1 stop4h 00m
Deal found 11/6![Delta logo]()
$339
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:22 am -
Nonstop1h 37m
Mon 11/304:45 pm -
Nonstop1h 33m
Deal found 11/7![United Airlines logo]()
$252
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/35:39 pm -
1 stop3h 57m
Sun 2/146:00 am -
1 stop4h 11m
Deal found 11/6![Delta logo]()
$339
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:44 pm -
Nonstop1h 42m
Sun 11/291:45 pm -
Nonstop1h 29m
Deal found 11/5![American Airlines logo]()
$324
Last-minute flights from Iowa to ChicagoDiscover last-minute flight deals from Iowa to Chicago. Data last updated November 9, 2026 and is based on user searches.
Discover last-minute flight deals from Iowa to Chicago. Data last updated November 9, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:45 pm -
Nonstop1h 35m
Thu 11/1912:20 pm -
Nonstop1h 25m
Deal found 11/8![Contour logo]()
$202
This Booking.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/169:00 am -
Nonstop1h 35m
Thu 11/1912:20 pm -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$192
This Mytrip deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:00 am -
Nonstop1h 35m
Mon 11/2312:20 pm -
Nonstop1h 25m
Deal found 11/6![Contour logo]()
$151
This Mytrip deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/209:00 am -
Nonstop1h 35m
Tue 11/246:00 pm -
Nonstop1h 25m
Deal found 11/5![Contour logo]()
$112
This Mytrip deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/203:45 pm -
Nonstop1h 35m
Sun 11/226:00 pm -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$152
This Mytrip deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:00 am -
Nonstop1h 35m
Thu 11/2611:15 am -
Nonstop1h 25m
Deal found 11/7![Contour logo]()
$111
This Trip.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:35 pm -
1 stop28h 18m
Thu 12/107:25 am -
1 stop12h 17m
Deal found 11/5![Frontier logo]()
$211
This Contour deal was found by Cheapflights users on 11/4. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:45 pm -
Nonstop1h 35m
Tue 12/86:00 pm -
Nonstop1h 25m
Deal found 11/4![Contour logo]()
$129
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:13 am -
Nonstop1h 37m
Sat 12/127:08 am -
Nonstop1h 30m
Deal found 11/7![United Airlines logo]()
$202
This Booking.com deal was found by Cheapflights users on 11/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/99:00 am -
Nonstop1h 35m
Tue 12/2212:20 pm -
Nonstop1h 25m
Deal found 11/4![Contour logo]()
$135
This Contour deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:00 am -
Nonstop1h 35m
Mon 12/2812:20 pm -
Nonstop1h 25m
Deal found 11/5![Contour logo]()
$148
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2311:41 am -
Nonstop1h 34m
Fri 12/254:20 pm -
Nonstop1h 34m
Deal found 11/5![United Airlines logo]()
$198
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 November 9, 2026.
Search for one-way flight options from Iowa to Chicago. Find affordable one-way fares based on user searches. Data last updated November 9, 2026.
This Booking.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:00 am -
Nonstop1h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Contour logo]()
$54
This deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/193:45 pm -
Nonstop1h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Contour logo]()
$74
This Booking.com deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/203:45 pm -
Nonstop1h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Contour logo]()
$93
This Trip.com deal was found by Cheapflights users on 11/4. 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.
Thu 2/48:26 pm -
1 stop28h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Frontier logo]()
$113
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:15 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Southwest logo]()
$119
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:00 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![United Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:00 am -
1 stop5h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$129
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:45 am -
1 stop5h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:45 pm -
Nonstop1h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$130
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/121:15 pm -
Nonstop1h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![United Airlines logo]()
$130
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:38 pm -
1 stop4h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$140
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:38 pm -
1 stop4h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$140
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 November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $111 (Mytrip) |
One-way from | $54 (Booking.com) |
Popular in | July |
Cheapest in | December |
Average price | $378 |
Good round-trip deal | $109 or less |
Good one-way deal | $149 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 November 9, 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
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Sat 11/21
9:00 am-10:35 am
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$54
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Fri 2/19
3:45 pm-5:20 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$74
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Fri 11/20
3:45 pm-5:20 pm
Nonstop1h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$93
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Wed 11/25
3:45 pm-5:20 pm
Nonstop1h 35m
Chicago O'Hare Intl
Sun 11/29
6:00 pm-7:25 pm
Nonstop1h 25m
$111
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Mon 11/23
9:00 am-10:35 am
Nonstop1h 35m
Chicago O'Hare Intl
Sun 11/29
6:00 pm-7:25 pm
Nonstop1h 25m
$112
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Fri 11/20
9:00 am-10:35 am
Nonstop1h 35m
Chicago O'Hare Intl
Tue 11/24
6:00 pm-7:25 pm
Nonstop1h 25m
$112
Des MoinesChicago
DSM Des Moines - ORD Chicago O'Hare Intl
DSMORD
Des Moines
Thu 2/4
6:15 am-8:00 am
Nonstop1h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Fri 12/4
3:45 pm-5:20 pm
Nonstop1h 35m
Chicago O'Hare Intl
Tue 12/8
6:00 pm-7:25 pm
Nonstop1h 25m
$129
BurlingtonChicago
BRL Burlington - ORD Chicago O'Hare Intl
BRLORD
Burlington
Sat 11/28
9:00 am-10:35 am
Nonstop1h 35m
Chicago O'Hare Intl
Sat 12/5
6:00 pm-7:25 pm
Nonstop1h 25m
$129
Des MoinesChicago
DSM Des Moines - MDW Chicago Midway
DSMMDW
Des Moines
Sat 12/5
12:45 pm-2:10 pm
Nonstop1h 25m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$130
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.
BRL-ORD
DSM-ORD
DSM-MDW
FOD-ORD
MCW-ORD
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
BRL-ORD
DSM-ORD
DSM-MDW
FOD-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 $239). Flying from Iowa to Chicago in September is currently the most expensive (average of $389). 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 November 9, 2026.
Unlike in the evening, when flights are generally more expensive, you can save up to 27% 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 November 9, 2026.
The most flights from USIA to CHI are scheduled on a Friday (47 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (39 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 $322 and $408 in December.The cheapest round-trip price found within the last 5 days was $211 on Frontier (Dec 3-Dec 10).
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 November 7, 2026.
Travelers seeking maximum savings on their Iowa to Chicago flight should consider departing on Saturday afternoons 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 November 9, 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 November 9, 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 4 airlines flying from Iowa to Chicago
Discover the top 4 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 November 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$68 | Average$109 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$300 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$331 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$283 | Average$329 | FlexibilityNo cancel fee | On-time63% |