$55 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, Jun 8 - Wed, Jun 12
CLE
Hopkins Intl.
MDW
Midway Intl.
$118 Roundtrip, found 7 hours ago
$118
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sat, Jun 8 from Hopkins Intl. to Midway Intl., returning Wed, Jun 12, priced at $118 found 7 hours ago
Sun, Jun 9 - Tue, Jun 11
CLE
Hopkins Intl.
ORD
O'Hare Intl.
$167 Roundtrip, found 4 hours ago
$167
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Sun, Jun 9 from Hopkins Intl. to O'Hare Intl., returning Tue, Jun 11, priced at $167 found 4 hours ago
Sat, Jun 8 - Mon, Jul 1
CAK
Akron-Canton
ORD
O'Hare Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jun 8 from Akron-Canton to O'Hare Intl., returning Mon, Jul 1, priced at $248 found 1 day ago

Airfares from $55 One Way, $110 Round Trip from Akron to Chicago

Prices starting at $110 for return flights and $55 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.

Tue, Jun 11 - Wed, Jun 12
CLE
Cleveland
MDW
Chicago
$110 Roundtrip, found 20 hours ago
$110
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Cleveland to Chicago, returning Wed, Jun 12, priced at $110 found 20 hours ago
Tue, Aug 27 - Tue, Sep 10
CLE
Cleveland
ORD
Chicago
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 27 from Cleveland to Chicago, returning Tue, Sep 10, priced at $112 found 1 day ago
Tue, Aug 27 - Wed, Aug 28
CLE
Cleveland
ORD
Chicago
$125 Roundtrip, found 5 days ago
$125
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Tue, Aug 27 from Cleveland to Chicago, returning Wed, Aug 28, priced at $125 found 5 days ago
Wed, Jul 10 - Mon, Jul 29
CLE
Cleveland
ORD
Chicago
$135 Roundtrip, found 1 hour ago
$135
Roundtrip
found 1 hour ago
Select Sun Country Airlines flight, departing Wed, Jul 10 from Cleveland to Chicago, returning Mon, Jul 29, priced at $135 found 1 hour ago
Thu, Jul 4 - Fri, Jul 5
CLE
Cleveland
ORD
Chicago
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Jul 4 from Cleveland to Chicago, returning Fri, Jul 5, priced at $157 found 3 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago
4.5-star property

The Westin Michigan Avenue Chicago

8.6/10 Excellent! (1,006 reviews)

Jul 12 - Jul 14

2 night stay

Akron (CAK) to Chicago (ORD)

United • Roundtrip • Coach
per person
found 1 day ago
Nice location. Friendly staff

Reviewed on Mar 18, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.2/10 Wonderful! (1,200 reviews)

Jul 12 - Jul 14

2 night stay

Akron (CAK) to Chicago (ORD)

United • Roundtrip • Coach
per person
found 1 day ago
Everything was outstanding

Reviewed on Apr 2, 2024

JW Marriott Chicago
4.5-star property

JW Marriott Chicago

9.2/10 Wonderful! (1,005 reviews)

Jul 12 - Jul 14

2 night stay

Akron (CAK) to Chicago (ORD)

United • Roundtrip • Coach
per person
found 1 day ago
We had a nice stay. Clean, quiet room.

Reviewed on May 21, 2024

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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, Copa Airlines, 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
10:30AM UTC
Latest Flight Arrival
10:25PM UTC

Akron to Chicago

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Orbitz offers free mobile apps for iPhone and Android devices—a great way to find fantastic deals on flights from Akron to Chicago. Not only that, but you can check the status of your flight or even book low cost hotel rooms with the apps or on m.orbitz.com.

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Discount Travel Planning Made Simple

You will have no problems finding budget flights from Akron to Chicago on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.

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.