$59 Cheap flight deals from Akron (CLE) to Chicago (CHI)

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This Weekend's Flight Deals from Akron to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Nov 30 - Mon, Dec 2
CAK
Akron-Canton
ORD
O'Hare Intl.
$279 Roundtrip, found 4 days ago
$279
Roundtrip
found 4 days ago
Select United flight, departing Sat, Nov 30 from Akron-Canton to O'Hare Intl., returning Mon, Dec 2, priced at $279 found 4 days ago
Fri, Nov 29 - Thu, Dec 5
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$293 Roundtrip, found 14 hours ago
$293
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Nov 29 from Hopkins Intl. to O'Hare Intl., returning Thu, Dec 5, priced at $293 found 14 hours ago
Fri, Nov 29 - Thu, Dec 5
CLE
Hopkins Intl.
MDW
Midway Intl.
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 29 from Hopkins Intl. to Midway Intl., returning Thu, Dec 5, priced at $323 found 1 day ago

Airfares from $59 One Way, $118 Round Trip from Akron to Chicago

Prices starting at $118 for return flights and $59 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jan 23 - Thu, Jan 30
CLE
Cleveland
MDW
Chicago
$118 Roundtrip, found 9 hours ago
$118
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Cleveland to Chicago, returning Thu, Jan 30, priced at $118 found 9 hours ago
Wed, Dec 18 - Mon, Jan 20
CLE
Cleveland
ORD
Chicago
$118 Roundtrip, found 6 hours ago
$118
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Dec 18 from Cleveland to Chicago, returning Mon, Jan 20, priced at $118 found 6 hours ago
Sat, Dec 21 - Thu, Jan 9
CLE
Cleveland
ORD
Chicago
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Dec 21 from Cleveland to Chicago, returning Thu, Jan 9, priced at $127 found 4 days ago
Tue, Dec 24 - Tue, Dec 31
CLE
Cleveland
ORD
Chicago
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Dec 24 from Cleveland to Chicago, returning Tue, Dec 31, priced at $157 found 10 hours ago
Tue, Dec 24 - Tue, Dec 31
CLE
Cleveland
ORD
Chicago
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Dec 24 from Cleveland to Chicago, returning Tue, Dec 31, priced at $157 found 10 hours ago

More About Flying To Chicago from Akron

Route Information for Flights from Akron to Chicago

Origin Airport IATA Code
CLE
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Akron to Chicago

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Frequently asked questions

Are there non-stop flights from Akron to Chicago?
There are two airlines that offer nonstop flights from Cleveland Hopkins Intl. Airport to O’Hare Intl. Airport (ORD). Lock in your seat now with United Airlines or American Airlines.
What is the shortest flight from Akron to Chicago?
The trip from Akron to Chicago can be as fast as 1 hour and 24 minutes. With a short and sweet flight time like this, why not round up some friends and take off on a spur-of-the-moment getaway?
What airlines fly from Akron to Chicago most frequently?
There are a couple of airlines offering the most frequent flights from CLE to Chicago, IL (ORD-O’Hare Intl.), including United Airlines (UA). A top pick for many travelers, it operates 221 flights on this route each month. American Airlines (AA) also operates services from Akron to Chicago. It’s another excellent choice and has 160 flights every month.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.