$84 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, Apr 5 - Wed, Apr 9
CLE
Hopkins Intl.
MDW
Midway Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Apr 5 from Hopkins Intl. to Midway Intl., returning Wed, Apr 9, priced at $191 found 3 days ago
Fri, Apr 4 - Mon, Apr 7
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$229 Roundtrip, found 3 hours ago
$229
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Apr 4 from Hopkins Intl. to O'Hare Intl., returning Mon, Apr 7, priced at $229 found 3 hours ago
Sat, Apr 5 - Sun, Apr 6
CAK
Akron-Canton
ORD
O'Hare Intl.
$241 Roundtrip, found 2 days ago
$241
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Apr 5 from Akron-Canton to O'Hare Intl., returning Sun, Apr 6, priced at $241 found 2 days ago

Airfares from $84 One Way, $168 Round Trip from Akron to Chicago

Prices starting at $168 for return flights and $84 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.

Mon, Apr 21 - Thu, Apr 24
CLE
Cleveland
MDW
Chicago
$168 Roundtrip, found 10 hours ago
$168
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Mon, Apr 21 from Cleveland to Chicago, returning Thu, Apr 24, priced at $168 found 10 hours ago
Fri, May 16 - Sun, May 18
CLE
Cleveland
ORD
Chicago
$168 Roundtrip, found 6 hours ago
$168
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Fri, May 16 from Cleveland to Chicago, returning Sun, May 18, priced at $168 found 6 hours ago
Thu, May 15 - Fri, May 16
CLE
Cleveland
ORD
Chicago
$169 Roundtrip, found 4 hours ago
$169
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Thu, May 15 from Cleveland to Chicago, returning Fri, May 16, priced at $169 found 4 hours ago
Sat, Apr 19 - Mon, Apr 21
CLE
Cleveland
ORD
Chicago
$178 Roundtrip, found 20 hours ago
$178
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Apr 19 from Cleveland to Chicago, returning Mon, Apr 21, priced at $178 found 20 hours ago
Sun, Apr 13 - Fri, Apr 18
CLE
Cleveland
MDW
Chicago
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Apr 13 from Cleveland to Chicago, returning Fri, Apr 18, priced at $179 found 2 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile
4.0-star property

Eurostars Magnificent Mile

8.8/10 Excellent! (2,929 reviews)

May 16 - May 18

2 night stay

Akron (CAK) to Chicago (ORD)

United • Roundtrip • Coach
per person
found 12 hours ago
Very nice comfortable room. We arrived very early and were so tired, very happy that they could give us a room that was ready even though it was an upgrade. It really made for a great day!

Reviewed on Mar 10, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (1,605 reviews)

May 16 - May 18

2 night stay

Akron (CAK) to Chicago (ORD)

United • Roundtrip • Coach
Save 100% on your flight
per person
found 11 hours ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,546 reviews)

May 16 - May 18

2 night stay

Akron (CAK) to Chicago (ORD)

United • Roundtrip • Coach
per person
found 12 hours ago
Loved their spa facility

Reviewed on Mar 21, 2025

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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, Swiss, Air New Zealand, United Airlines, Alaska Airlines, Avianca, Cathay Pacific, Turkish Airlines, Finnair, Royal Jordanian, Iberia, ANA, Lufthansa, Gulf Air, British Airways
Earliest Flight Arrival
6:25AM UTC
Latest Flight Arrival
1:25AM UTC

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.