$109+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — CHI
Nov 7 — Nov 141
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
Cheapest
Best
Last-minute
One-way
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 October 8, 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 October 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Wed 11/1112:25 pm -
2 stops28h 12m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Mon 11/166:37 am -
2 stops13h 08m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 11/178:10 am -
2 stops35h 20m
Sun 11/224:00 pm -
1 stop17h 13m
Deal found 10/6![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 10/2812:25 pm -
2 stops28h 12m
Sat 10/319:51 am -
1 stop12h 21m
Deal found 10/7![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 10/317:10 am -
1 stop9h 27m
Wed 11/47:35 pm -
2 stops45h 00m
Deal found 10/3![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Wed 10/217:10 am -
1 stop9h 20m
Wed 10/287:28 pm -
2 stops44h 52m
Deal found 10/6![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 10/208:10 am -
2 stops32h 20m
Wed 10/289:51 am -
1 stop12h 21m
Deal found 10/6![Multiple Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 10/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:07 pm -
Nonstop1h 53m
Mon 11/166:45 pm -
Nonstop1h 40m
Deal found 10/7![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sat 10/247:10 am -
1 stop9h 20m
Wed 10/287:28 pm -
2 stops44h 52m
Deal found 10/6![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Fri 11/136:37 am -
2 stops10h 00m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Mon 10/263:27 pm -
2 stops28h 18m
Fri 10/309:51 am -
1 stop12h 08m
Deal found 10/7![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/126:55 am -
2 stops12h 50m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$306
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 October 8, 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 October 8, 2026.
This United Airlines deal was found by Cheapflights users on 10/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/316:45 am -
Nonstop2h 10m
Tue 1/510:25 am -
Nonstop1h 48m
Deal found 10/3![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:45 am -
Nonstop2h 10m
Sun 12/206:08 pm -
Nonstop1h 56m
Deal found 10/3![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/7. 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 12/36:51 am -
Nonstop1h 59m
Sun 12/69:24 pm -
Nonstop1h 35m
Deal found 10/7![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/5. 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 12/231:48 pm -
Nonstop2h 07m
Tue 12/296:08 pm -
Nonstop1h 56m
Deal found 10/5![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/5. 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 10/2810:17 am -
Nonstop1h 56m
Sat 10/316:25 pm -
Nonstop1h 50m
Deal found 10/5![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/7. 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 12/45:00 am -
Nonstop1h 59m
Mon 12/76:05 pm -
Nonstop1h 52m
Deal found 10/7![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/5. 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 2/265:59 pm -
Nonstop1h 53m
Sun 2/282:10 pm -
Nonstop1h 41m
Deal found 10/5![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/4. 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 3/32:00 pm -
Nonstop1h 38m
Sat 3/65:50 pm -
Nonstop1h 27m
Deal found 10/4![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/7. 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 10/287:04 am -
Nonstop1h 56m
Sun 11/16:29 pm -
Nonstop1h 50m
Deal found 10/7![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 12/236:45 am -
Nonstop2h 10m
Sat 12/266:08 pm -
Nonstop1h 56m
Deal found 10/6![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/7. 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 12/310:15 am -
Nonstop1h 59m
Mon 12/79:24 pm -
Nonstop1h 35m
Deal found 10/7![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Thu 12/105:00 am -
Nonstop1h 59m
Sat 12/1210:30 am -
Nonstop1h 42m
Deal found 10/5![United Airlines logo]()
$299
Last-minute flights from Akron to ChicagoDiscover last-minute flight deals from Akron to Chicago. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Akron to Chicago. Data last updated October 8, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 10/208:10 am -
2 stops32h 20m
Wed 10/289:51 am -
1 stop12h 21m
Deal found 10/6![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Wed 10/217:10 am -
1 stop9h 20m
Wed 10/287:28 pm -
2 stops44h 52m
Deal found 10/6![Multiple Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sat 10/247:10 am -
1 stop9h 20m
Wed 10/287:28 pm -
2 stops44h 52m
Deal found 10/6![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Mon 10/263:27 pm -
2 stops28h 18m
Fri 10/309:51 am -
1 stop12h 08m
Deal found 10/7![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 10/2812:25 pm -
2 stops28h 12m
Sat 10/319:51 am -
1 stop12h 21m
Deal found 10/7![Multiple Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 10/317:10 am -
1 stop9h 27m
Wed 11/47:35 pm -
2 stops45h 00m
Deal found 10/3![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Wed 11/1112:25 pm -
2 stops28h 12m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 11/126:55 am -
2 stops12h 50m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 10/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:07 pm -
Nonstop1h 53m
Mon 11/166:45 pm -
Nonstop1h 40m
Deal found 10/7![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Fri 11/136:37 am -
2 stops10h 00m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Mon 11/166:37 am -
2 stops13h 08m
Thu 11/197:55 am -
1 stop25h 18m
Deal found 10/5![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Tue 11/178:10 am -
2 stops35h 20m
Sun 11/224:00 pm -
1 stop17h 13m
Deal found 10/6![Multiple Airlines logo]()
$262
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 October 8, 2026.
Search for one-way flight options from Akron to Chicago. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 12/912:40 pm -
2 stops26h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Sun 12/66:00 am -
2 stops50h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 12/46:37 am -
2 stops37h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 1/67:00 am -
1 stop27h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Tue 12/88:22 pm -
2 stops42h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Sat 12/53:04 pm -
2 stops17h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/47:10 am -
3 stops26h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Mon 12/77:40 am -
1 stop16h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$145
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 October 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $209 (Kiwi.com) |
One-way from | $109 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $279 |
Good round-trip deal | $371 or less |
Good one-way deal | $338 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 October 8, 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 - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Wed 1/6
7:00 am-12:55 am
3 stops18h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$209
Quickest round-trip
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Tue 3/30
7:00 am-7:48 am
Nonstop1h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Tue 12/8
6:06 pm-7:05 pm
Nonstop1h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Mon 11/2
6:09 pm-7:05 pm
Nonstop1h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Sat 4/3
7:00 am-7:48 am
Nonstop1h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Sun 1/3
1:48 pm-2:55 pm
Nonstop2h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Tue 4/6
10:12 am-11:02 am
Nonstop1h 50m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Fri 4/2
7:00 am-7:48 am
Nonstop1h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$269
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Thu 12/31
6:45 am-7:55 am
Nonstop2h 10m
Chicago O'Hare Intl
Tue 1/5
10:25 am-1:13 pm
Nonstop1h 48m
$299
AkronChicago
CAK Akron/Canton - ORD Chicago O'Hare Intl
CAKORD
Akron/Canton
Fri 12/18
6:45 am-7:55 am
Nonstop2h 10m
Chicago O'Hare Intl
Sun 12/20
6:08 pm-9:04 pm
Nonstop1h 56m
$299
Showing 1-10 of 20 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 October.
| 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-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-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 $232). Flying from Akron to Chicago in July is currently the most expensive (average of $320). 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 October 8, 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 October 8, 2026.
The most flights from CAK to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (11 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 $314 in November.The cheapest round-trip price found within the last 5 days was $209 on Multiple Airlines (Nov 11-Nov 19).
How far ahead should I book a flight from Akron to Chicago?
The best time to book flights from Akron to Chicago is 86 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 October 3, 2026.
Travelers seeking maximum savings on their Akron to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings 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 October 8, 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.
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.4
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.4
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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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 October 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$289 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$209 | Average$270 | FlexibilityNo cancel fee | On-time71% |