Chicago

$139+ Cheap flights from Akron (CAK) to Chicago (CHI)

CAK — CHI
Dec 5 — Dec 121
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Akron/Canton to Chicago are usually found in January or February, booked 69 days in advance, depart on a Friday or Saturday and return on a Tuesday

Cheap flight deals from Akron to Chicago

Cheapest flights from Akron to Chicago

Mon 11/2311:03 am -
1 stop13h 31m
Wed 12/23:55 pm -
2 stops29h 02m
Deal found 11/4$252
Mon 11/2311:03 am -
1 stop13h 31m
Thu 12/36:10 am -
2 stops16h 34m
Deal found 11/4$263
Wed 11/256:22 am -
Nonstop1h 58m
Fri 11/276:40 pm -
Nonstop1h 39m
Deal found 11/2$280
Mon 11/2311:03 am -
1 stop13h 31m
Tue 12/13:55 pm -
2 stops25h 02m
Deal found 11/4$284
Tue 11/244:15 pm -
1 stop8h 19m
Wed 12/23:55 pm -
2 stops29h 02m
Deal found 11/4$294
Tue 11/244:15 pm -
1 stop8h 19m
Thu 12/36:10 am -
2 stops16h 34m
Deal found 11/4$305
Sat 12/128:30 am -
2 stops14h 30m
Wed 1/67:52 pm -
1 stop11h 37m
Deal found 11/2$312

Find flight deals from Akron to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$252
(Kiwi.com)

One-way from

$139
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$294

Good round-trip deal

$398 or less

Good one-way deal

$366 or less
Provider with most accurate pricing for Akron/Canton-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Akron/Canton-Chicago (CHI) flights.
From Akron/Canton to Chicago (CHI)
One-way flight from Akron/Canton to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Akron/Canton to Chicago (CHI).
Price to beat on a one-way flight from Akron/Canton to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Akron to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Sun 12/27

6:45 am-7:55 am

Nonstop2h 10m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$190
Quickest round-trip

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Sat 3/13

2:00 pm-2:53 pm

Nonstop1h 53m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$210

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Wed 3/17

8:52 am-9:45 am

Nonstop1h 53m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$210

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Mon 3/15

7:00 am-7:53 am

Nonstop1h 53m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$235

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Sun 3/14

8:52 am-9:45 am

Nonstop1h 53m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$235

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Sun 1/3

6:45 am-7:55 am

Nonstop2h 10m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$240

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Wed 11/18

6:00 am-5:07 pm

1 stop12h 07m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$248

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Sun 11/29

7:04 am-8:00 am

Nonstop1h 56m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$280

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Thu 11/12

6:22 am-7:17 am

Nonstop1h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$290

AkronChicago

CAK Akron/Canton - ORD Chicago O'Hare Intl

CAKORD

Akron/Canton

Thu 12/24

6:45 am-7:55 am

Nonstop2h 10m

Chicago O'Hare Intl

Mon 12/28

10:25 am-1:11 pm

Nonstop1h 46m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 21 resultsSorted by cheapest first
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Compare providers for flights from Akron to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Akron to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Akron-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Akron-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Akron-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Akron-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Akron-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Akron to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Akron with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Akron to Chicago

What is the cheapest month to book a flight from Akron to Chicago?

Currently, January is the cheapest month in which you can book a flight from Akron to Chicago (average of $231). Flying from Akron to Chicago in October is currently the most expensive (average of $373). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CAK to CHI?

It’s optimal to fly from Akron to Chicago in the evening. By choosing this option you can save up to 14% on the cost of your flight, compared to a flight at noon.

Weekly flight availability from Akron to Chicago

The most flights from CAK to CHI are scheduled on a Wednesday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 on average).

How much does it cost to fly round-trip from Akron to Chicago?

Airfare is below average for this route at the moment.
Akron to Chicago flights typically cost between $273 and $348 in November.
The cheapest round-trip price found within the last 5 days was $252 on Multiple Airlines (Nov 23-Dec 2).

How far ahead should I book a flight from Akron to Chicago?

The best time to book flights from Akron to Chicago is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Akron to Chicago?

Travelers seeking maximum savings on their Akron to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with United Airlines and American Airlines from Akron to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Boarding

7.7

Overall

7.3

Comfort

7.3

Entertainment

7.1

Food

6.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Boarding

7.7

Overall

7.3

Comfort

7.3

Entertainment

7.1

Food

6.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Crew

8.1

Boarding

7.7

Overall

7.3

Comfort

7.3

Entertainment

7.1

Food

6.7

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • What airport do you fly from for flights from Akron to Chicago?

    Akron/Canton (CAK), located 12.1 mi from the city center, is the airport you fly out of when you book flights from Akron to Chicago. 2 airlines have flights from Akron/Canton to Chicago on a regular basis. Booking flights from Akron/Canton to Chicago should not be difficult; the airport handles an average of 10 outbound flights to Chicago per day.

  • How long is the flight from Akron to Chicago?

    A quick flight from Akron to Chicago can take about 2h 10m. United Airlines provides one of the quickest options available for as low as $319. There are 342 mi between Akron and Chicago. Most flights are nonstop.

  • What are the cheapest airlines flying from Akron to Chicago round-trip?

    According to our current data, United Airlines ($131), and American Airlines ($204) offers the cheapest pricing from Akron to Chicago. You may be able to fly from Akron to Chicago for 54% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Akron to Chicago?

    The top 3 most reliable airlines when flying from Akron to Chicago are Emirates (100%), SkyWest Airlines (81%) and United Airlines (81%).

  • What are the cheapest flights from Akron to Chicago?

    Looking at all options, your cheapest flight can be booked for $243. While the most popular route (Akron/Canton - Chicago O'Hare Intl) can be booked for $319 on average, our data indicates $813 when flying from Akron to Chicago.

  • Can I find deals for flights from Akron to Chicago that include hotel bookings?

    Yes. In addition to deals on Akron to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Akron to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Akron to Chicago.

  • Can I find deals for business class flights from Akron to Chicago?

    Yes. Cheapflights offers flight deals from Akron to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Akron to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Akron to Chicago (average of $231). Flying from Akron to Chicago in October is currently the most expensive (average of $373). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Akron to Chicago

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$131Average$297FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$204Average$279FlexibilityNo cancel feeOn-time71%

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