Cheap Flight Deals From Akron (CLE) to Chicago (CHI) Starting at $66

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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, Sep 30 - Mon, Oct 2
CAK
Akron-Canton
ORD
O'Hare Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 30 from Akron-Canton to O'Hare Intl., returning Mon, Oct 2, priced at $249 found 1 day ago
Sun, Oct 1 - Sun, Oct 8
CLE
Hopkins Intl.
MDW
Midway Intl.
$398 Roundtrip, found 3 days ago
$398
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Oct 1 from Hopkins Intl. to Midway Intl., returning Sun, Oct 8, priced at $398 found 3 days ago
Sat, Sep 30 - Wed, Oct 4
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$498 Roundtrip, just found
$498
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 30 from Hopkins Intl. to O'Hare Intl., returning Wed, Oct 4, priced at $498 just found

Airfares from $66 One Way, $111 Round Trip from Akron to Chicago

Prices starting at $111 for return flights and $66 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.

Sat, Oct 21 - Wed, Nov 1
CLE
Cleveland
ORD
Chicago
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Oct 21 from Cleveland to Chicago, returning Wed, Nov 1, priced at $111 found 1 day ago
Sat, Oct 14 - Tue, Oct 24
CLE
Cleveland
ORD
Chicago
$118 Roundtrip, found 23 hours ago
$118
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Sat, Oct 14 from Cleveland to Chicago, returning Tue, Oct 24, priced at $118 found 23 hours ago
Sun, Jan 28 - Sun, Feb 4
CLE
Cleveland
ORD
Chicago
$132 Roundtrip, just found
$132
Roundtrip
just found
Select United flight, departing Sun, Jan 28 from Cleveland to Chicago, returning Sun, Feb 4, priced at $132 just found
Sat, Nov 11 - Mon, Nov 13
CAK
Akron
ORD
Chicago
$148 Roundtrip, found 2 hours ago
$148
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Nov 11 from Akron to Chicago, returning Mon, Nov 13, priced at $148 found 2 hours ago
Sat, Nov 11 - Mon, Nov 13
CAK
Akron
ORD
Chicago
$164 Roundtrip, found 2 hours ago
$164
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Nov 11 from Akron to Chicago, returning Mon, Nov 13, priced at $164 found 2 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
315 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Austrian, Aer Lingus, Emirates, Copa Airlines, SWISS, Air New Zealand, United Airlines, Alaska Airlines, Turkish Airlines, SAS, Royal Jordanian, Iberia, ANA, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival
10:28AM UTC
Latest Flight Arrival
11:31PM UTC

Akron to Chicago

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You can always find affordable flights from Akron to Chicago on Orbitz. Use different airlines to book arrival and departure flights, take advantage of vacation package deals, and secure exclusive rewards.

Frequently asked questions

Am I able to catch a flight from Akron to Chicago now?
The Covid-19 Travel Advisor will help you with queries about travel restrictions and quarantine when flying from Akron to Chicago.
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.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
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.