$117+ Cheap flights from Akron (CAK) 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — CHI
Oct 3 — Oct 101
Round-trip
1 adult, Economy
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Find cheap flights from Akron 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.Cheapflights Tip: The best prices from Akron/Canton to Chicago are usually found in January or February, booked 69 days in advance, depart on a Friday or Saturday and return on a Wednesday
Cheap flight deals from Akron to Chicago
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Cheapest flights from Akron to ChicagoExplore the most affordable flight options available from Akron to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 3, 2026.
Explore the most affordable flight options available from Akron to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/77:10 am -
1 stop9h 10m
Wed 10/148:04 am -
2 stops26h 23m
Deal found 8/29![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/77:10 am -
1 stop9h 10m
Tue 10/138:04 am -
1 stop28h 33m
Deal found 8/29![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/77:10 am -
1 stop9h 10m
Thu 10/88:04 am -
2 stops14h 35m
Deal found 9/2![Multiple Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/247:28 pm -
Nonstop2h 02m
Sun 9/279:00 pm -
Nonstop1h 38m
Deal found 8/31![American Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/95:24 pm -
Nonstop1h 46m
Sun 10/117:30 pm -
Nonstop1h 39m
Deal found 9/2![American Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Sat 10/37:10 am -
1 stop9h 10m
Fri 11/68:00 am -
1 stop28h 37m
Deal found 9/3![Multiple Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Sun 9/66:09 pm -
Nonstop1h 56m
Mon 9/284:15 pm -
Nonstop1h 36m
Deal found 8/30![American Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/95:47 pm -
1 stop6h 13m
Mon 10/122:05 pm -
Nonstop1h 37m
Deal found 9/2![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Sat 10/107:10 am -
1 stop9h 20m
Wed 10/148:04 am -
2 stops26h 23m
Deal found 8/29![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/110:12 pm -
1 stop23h 22m
Mon 10/56:46 pm -
2 stops23h 25m
Deal found 8/30![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/110:12 pm -
1 stop23h 22m
Sun 10/46:25 am -
2 stops14h 32m
Deal found 8/31![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 10/2410:50 am -
1 stop21h 58m
Tue 10/276:42 pm -
2 stops27h 30m
Deal found 9/1![Multiple Airlines logo]()
$411
Best flights from Akron to ChicagoDiscover carefully curated flight deals from Akron to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
Discover carefully curated flight deals from Akron to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
This United Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/161:55 pm -
Nonstop1h 52m
Sun 10/189:30 pm -
Nonstop1h 29m
Deal found 8/30![United Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/110:12 pm -
1 stop23h 22m
Mon 10/56:46 pm -
2 stops23h 25m
Deal found 8/30![Multiple Airlines logo]()
$330
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/117:21 pm -
Nonstop2h 02m
Sun 9/135:18 am -
1 stop7h 25m
Deal found 9/2![American Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/26:00 am -
Nonstop1h 51m
Sat 10/2410:30 am -
Nonstop1h 43m
Deal found 9/2![United Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/176:15 pm -
Nonstop1h 50m
Mon 10/195:55 pm -
Nonstop1h 46m
Deal found 8/29![United Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/186:00 am -
Nonstop1h 47m
Sun 9/206:10 pm -
Nonstop1h 47m
Deal found 8/29![United Airlines logo]()
$294
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/186:15 pm -
Nonstop1h 50m
Sat 9/1910:35 am -
Nonstop1h 43m
Deal found 8/29![United Airlines logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/110:12 pm -
1 stop23h 22m
Sun 10/46:25 am -
2 stops14h 32m
Deal found 8/31![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 10/2410:50 am -
1 stop21h 58m
Tue 10/276:42 pm -
2 stops27h 30m
Deal found 9/1![Multiple Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Tue 9/296:00 am -
Nonstop1h 51m
Thu 10/89:30 pm -
Nonstop1h 29m
Deal found 9/1![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Sat 10/1010:50 am -
1 stop24h 58m
Mon 10/126:15 am -
2 stops9h 19m
Deal found 9/2![Multiple Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/31:55 pm -
Nonstop1h 52m
Tue 10/65:55 pm -
Nonstop1h 46m
Deal found 9/1![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 12/38:00 am -
1 stop12h 02m
Fri 12/48:07 pm -
1 stop17h 12m
Deal found 9/1![Multiple Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/26:00 am -
Nonstop1h 51m
Sat 10/32:35 pm -
Nonstop1h 45m
Deal found 9/1![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/56:13 pm -
1 stop16h 35m
Mon 11/912:20 pm -
2 stops30h 22m
Deal found 8/29![Multiple Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/316:15 am -
Nonstop1h 56m
Wed 11/46:58 am -
Nonstop1h 37m
Deal found 8/29![United Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/11:55 pm -
Nonstop1h 52m
Tue 10/62:35 pm -
Nonstop1h 45m
Deal found 9/1![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 12/147:00 am -
1 stop13h 02m
Thu 12/1711:36 am -
2 stops9h 21m
Deal found 8/30![Multiple Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/256:00 am -
Nonstop1h 51m
Mon 9/289:30 pm -
Nonstop1h 29m
Deal found 8/31![United Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 12/38:00 am -
1 stop12h 02m
Sat 12/55:20 pm -
2 stops19h 29m
Deal found 9/1![Multiple Airlines logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 11/213:04 pm -
2 stops28h 22m
Sat 11/281:29 pm -
1 stop8h 43m
Deal found 9/1![Multiple Airlines logo]()
$670
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/277:00 am -
1 stop13h 47m
Sun 11/298:42 pm -
1 stop25h 17m
Deal found 9/2![Multiple Airlines logo]()
$690
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 12/117:00 am -
1 stop13h 02m
Sun 12/138:07 pm -
2 stops19h 27m
Deal found 8/30![Multiple Airlines logo]()
$806
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 12/106:00 am -
1 stop14h 02m
Fri 12/188:07 pm -
2 stops14h 48m
Deal found 8/30![Multiple Airlines logo]()
$851
Last-minute flights from Akron to ChicagoDiscover last-minute flight deals from Akron to Chicago. Data last updated September 3, 2026 and is based on user searches.
Discover last-minute flight deals from Akron to Chicago. Data last updated September 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Sun 9/66:09 pm -
Nonstop1h 56m
Mon 9/284:15 pm -
Nonstop1h 36m
Deal found 8/30![American Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/247:28 pm -
Nonstop2h 02m
Sun 9/279:00 pm -
Nonstop1h 38m
Deal found 8/31![American Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 10/110:12 pm -
1 stop23h 22m
Mon 10/56:46 pm -
2 stops23h 25m
Deal found 8/30![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/110:12 pm -
1 stop23h 22m
Sun 10/46:25 am -
2 stops14h 32m
Deal found 8/31![Multiple Airlines logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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.
Sat 10/37:10 am -
1 stop9h 10m
Fri 11/68:00 am -
1 stop28h 37m
Deal found 9/3![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/77:10 am -
1 stop9h 10m
Wed 10/148:04 am -
2 stops26h 23m
Deal found 8/29![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/77:10 am -
1 stop9h 10m
Tue 10/138:04 am -
1 stop28h 33m
Deal found 8/29![Multiple Airlines logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/77:10 am -
1 stop9h 10m
Thu 10/88:04 am -
2 stops14h 35m
Deal found 9/2![Multiple Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/95:24 pm -
Nonstop1h 46m
Sun 10/117:30 pm -
Nonstop1h 39m
Deal found 9/2![American Airlines logo]()
$279
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/95:47 pm -
1 stop6h 13m
Mon 10/122:05 pm -
Nonstop1h 37m
Deal found 9/2![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Sat 10/107:10 am -
1 stop9h 20m
Wed 10/148:04 am -
2 stops26h 23m
Deal found 8/29![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 10/2410:50 am -
1 stop21h 58m
Tue 10/276:42 pm -
2 stops27h 30m
Deal found 9/1![Multiple Airlines logo]()
$411
One-way flights from Akron to ChicagoSearch for one-way flight options from Akron to Chicago. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
Search for one-way flight options from Akron to Chicago. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/2311:03 am -
1 stop14h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/29![Multiple Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/2812:20 pm -
2 stops28h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/29![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/2812:54 pm -
2 stops27h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/29![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/512:54 pm -
2 stops27h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Sat 10/37:10 am -
1 stop9h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/1![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/23:27 pm -
2 stops22h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/217:10 am -
1 stop9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 12/26:05 am -
1 stop31h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Sat 9/267:45 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/29![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Tue 11/178:00 am -
2 stops10h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/47:10 am -
2 stops17h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/29![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/217:10 am -
3 stops17h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$179
Find flight deals from Akron to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Akron (CAK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $253 (Kiwi.com) |
One-way from | $117 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $279 |
Good round-trip deal | $343 or less |
Good one-way deal | $363 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Akron 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 3, 2026.
Use the filters below to find and compare flights from Akron to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Tue 11/17
8:00 am-5:47 pm
2 stops10h 47m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Wed 10/21
6:00 am-11:43 pm
2 stops18h 43m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$185
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Wed 11/4
12:20 pm-5:47 pm
3 stops30h 27m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$197
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Tue 9/29
8:00 am-5:46 pm
2 stops10h 46m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$202
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Fri 10/2
6:36 pm-11:59 am
3 stops42h 23m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$203
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Sun 11/22
8:00 am-12:24 pm
1 stop29h 24m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$223
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Fri 9/18
6:37 am-5:51 pm
2 stops12h 14m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$224
AkronChicago
CAK Akron/Canton - MDW Chicago Midway
CAKMDW
Akron/Canton
Sat 9/19
5:07 pm-5:51 pm
3 stops49h 44m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$242
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Sun 2/28
10:12 am-11:02 am
Nonstop1h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Quickest round-trip
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Thu 10/1
8:45 am-9:34 am
Nonstop1h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Showing 1-10 of 42 resultsSorted by cheapest first
Compare providers for flights from Akron to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Akron to Chicago in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Akron-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Akron-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Akron-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Akron-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Akron-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Akron to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Akron with our price prediction graph.
CAK-CHI
CAK-MDW
CAK-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 Akron to Chicago
CAK-CHI
CAK-MDW
CAK-ORD
What is the cheapest month to book a flight from Akron to Chicago?
Currently, January is the cheapest month in which you can book a flight from Akron to Chicago (average of $233). Flying from Akron to Chicago in July is currently the most expensive (average of $319). 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 CAK to CHI?
Find hourly flight availability from Akron 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 3, 2026.
It’s optimal to fly from Akron to Chicago in the evening. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Akron to Chicago
Explore weekly flight availability from Akron 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 3, 2026.
The most flights from CAK to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).
How much does it cost to fly round-trip from Akron to Chicago?
Airfare is below average for this route at the moment.
Akron to Chicago flights typically cost between $259 and $319 in October.The cheapest round-trip price found within the last 5 days was $253 on Multiple Airlines (Oct 7-Oct 14).
How far ahead should I book a flight from Akron to Chicago?
The best time to book flights from Akron to Chicago is 51 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Akron to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Akron to Chicago. Price data was last updated on August 29, 2026.
Travelers seeking maximum savings on their Akron to Chicago flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 3, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Akron to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.7
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Food
6.7
Overall
7.4
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Akron 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
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Complete your trip
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Akron and Chicago flights
Browse other Akron and Chicago flight options. Last updated on September 3, 2026.
Other flights from Akron
Browse through other flights departing from Akron. Flights are based on user searches made on Cheapflights and were last updated on September 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Akron to Chicago
Discover the top 2 airlines that operate flights from Akron 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 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$287 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$204 | Average$265 | FlexibilityNo cancel fee | On-time71% |