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

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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, Dec 28 - Tue, Dec 31
CAK
Akron-Canton
ORD
O'Hare Intl.
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select United flight, departing Sat, Dec 28 from Akron-Canton to O'Hare Intl., returning Tue, Dec 31, priced at $239 found 1 day ago
Fri, Dec 27 - Wed, Jan 1
CLE
Hopkins Intl.
MDW
Midway Intl.
$334 Roundtrip, found 1 day ago
$334
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 27 from Hopkins Intl. to Midway Intl., returning Wed, Jan 1, priced at $334 found 1 day ago
Sun, Dec 29 - Mon, Dec 30
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$551 Roundtrip, found 4 hours ago
$551
Roundtrip
found 4 hours ago
Select United flight, departing Sun, Dec 29 from Hopkins Intl. to O'Hare Intl., returning Mon, Dec 30, priced at $551 found 4 hours 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 9 - Mon, Jan 13
CLE
Cleveland
MDW
Chicago
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 9 from Cleveland to Chicago, returning Mon, Jan 13, priced at $118 just found
Thu, Jan 9 - Mon, Jan 13
CLE
Cleveland
ORD
Chicago
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Jan 9 from Cleveland to Chicago, returning Mon, Jan 13, priced at $118 just found
Sat, Feb 15 - Wed, Feb 19
CLE
Cleveland
ORD
Chicago
$127 Roundtrip, found 2 days ago
$127
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Feb 15 from Cleveland to Chicago, returning Wed, Feb 19, priced at $127 found 2 days ago
Tue, Feb 25 - Wed, Feb 26
CAK
Akron
ORD
Chicago
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select United flight, departing Tue, Feb 25 from Akron to Chicago, returning Wed, Feb 26, priced at $157 found 6 days ago
Tue, Jan 7 - Wed, Jan 8
CLE
Cleveland
ORD
Chicago
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jan 7 from Cleveland to Chicago, returning Wed, Jan 8, priced at $157 found 5 days 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

Looking for guaranteed low prices on Akron to Chicago flights? Orbitz is your source and much more. From cutting-edge mobile tools to great deals, Orbitz makes it easy to book your dream vacation.

Frequent Flyers Earn Miles

Earn frequent flyer miles or points on Orbitz flights from Akron to Chicago. When booking your Akron to Chicago flights, have your frequent flyer number on hand and add it where prompted. Your Orbitz account can store your number for future use, meaning you never miss out on your rewards.

Book Orbitz on the Go

With the Orbitz mobile apps for Android and iPhone, you no longer have to be sitting at your desk to book Akron to Chicago flights. With a few easy clicks, you can book your flights, research hotel rooms, and check your flight status and other important flight information.

Easily Plan Your Vacation

Not only does Orbitz offer great prices on flights from Akron to Chicago, but you will also find fantastic deals on hotels, cruises, and vacation activities. Never miss out on that dream trip or waste hours waiting in long lines—you can buy tickets to attraction in advance with Orbitz to guarantee admission to your favorite places.

Best Deals At Your Fingertips

Orbitz combines low prices on Akron to Chicago flights with discounts on quality hotels. Using Orbitz’s Display Matrix, you can see all your options and savings easily. With our low price guarantee, you know you have the best deals at your fingertips.

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.