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$102+ Cheap flights from Akron (CAK) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — CHI
Jul 20 — Jul 271
Mon 7/20
Mon 7/27
1 adult, Economy
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Cheapflights Tip: The best prices from Akron/Canton to Chicago are usually found in January or February, booked 90 days in advance, depart on a Friday or Saturday and return on a Wednesday

Cheap flight deals from Akron to Chicago

Cheapest flights from Akron to Chicago
Explore the most affordable flight options available from Akron to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/198:15 am
CAK
-
ORD
1 stop29h 45m
Multiple Airlines
Tue 8/258:05 am
ORD
-
CAK
1 stop29h 50m
Multiple Airlines
Deal found 6/19$204
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:19 pm
CAK
-
ORD
2 stops24h 41m
Multiple Airlines
Tue 8/258:05 am
ORD
-
CAK
1 stop29h 50m
Multiple Airlines
Deal found 6/19$207
This Kiwi.com deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:05 pm
CAK
-
ORD
1 stop17h 10m
Multiple Airlines
Tue 8/118:05 am
ORD
-
CAK
1 stop29h 50m
Multiple Airlines
Deal found 6/17$210
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:05 pm
CAK
-
ORD
1 stop17h 10m
Multiple Airlines
Thu 8/138:05 am
ORD
-
CAK
1 stop10h 10m
Multiple Airlines
Deal found 6/20$217
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:49 pm
CAK
-
ORD
1 stop17h 26m
Multiple Airlines
Wed 7/298:05 am
ORD
-
CAK
2 stops31h 25m
Multiple Airlines
Deal found 6/19$218
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:25 am
CAK
-
ORD
2 stops30h 35m
Multiple Airlines
Tue 8/258:05 am
ORD
-
CAK
1 stop29h 50m
Multiple Airlines
Deal found 6/19$224
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:49 pm
CAK
-
ORD
1 stop17h 26m
Multiple Airlines
Sun 8/28:05 am
ORD
-
CAK
1 stop9h 54m
Multiple Airlines
Deal found 6/19$232
This Kiwi.com deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:49 pm
CAK
-
ORD
1 stop17h 26m
Multiple Airlines
Thu 8/68:05 am
ORD
-
CAK
1 stop10h 10m
Multiple Airlines
Deal found 6/15$235
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:05 pm
CAK
-
ORD
1 stop17h 10m
Multiple Airlines
Tue 8/188:05 am
ORD
-
CAK
1 stop29h 50m
Multiple Airlines
Deal found 6/19$236
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/111:21 pm
CAK
-
ORD
2 stops23h 54m
Multiple Airlines
Thu 8/138:05 am
ORD
-
CAK
1 stop10h 10m
Multiple Airlines
Deal found 6/20$239
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:05 pm
CAK
-
ORD
1 stop17h 10m
Multiple Airlines
Fri 8/148:05 am
ORD
-
CAK
1 stop29h 50m
Multiple Airlines
Deal found 6/20$242
This Kiwi.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/199:56 pm
CAK
-
MDW
1 stop23h 34m
Multiple Airlines
Mon 7/276:05 am
MDW
-
CAK
2 stops14h 26m
Multiple Airlines
Deal found 6/16$297

Find flight deals from Akron to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Akron (CAK) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Kiwi.com)

One-way from

$102
(Kiwi.com)

Popular in

August

Cheapest in

January

Average price

$309

Good round-trip deal

$341 or less

Good one-way deal

$318 or less
Provider with most accurate pricing for Akron/Canton-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Akron/Canton-Chicago (CHI) flights.
Search Deals
From Akron/Canton to Chicago (CHI)
Search Deals
One-way flight from Akron/Canton to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Akron/Canton to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Akron/Canton to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Akron to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 20, 2026.
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 - ORD

CAKORD

Akron/Canton

Wed 9/2

6:00 am-6:47 am

Nonstop1h 47m

Chicago O'Hare Intl

Sat 9/5

10:35 am-1:18 pm

Nonstop1h 43m

$249

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Thu 8/6

6:02 pm-6:55 pm

Nonstop1h 53m

Chicago O'Hare Intl

Tue 8/11

2:50 pm-5:36 pm

Nonstop1h 46m

$249
Quickest round-trip

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 9/18

8:45 am-9:37 am

Nonstop1h 52m

Chicago O'Hare Intl

Fri 9/25

9:30 pm-11:59 pm

Nonstop1h 29m

$249

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 8/15

1:55 pm-2:47 pm

Nonstop1h 52m

Chicago O'Hare Intl

Sat 8/22

2:50 pm-5:36 pm

Nonstop1h 46m

$249

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 7/18

10:00 am-10:49 am

Nonstop1h 49m

Chicago O'Hare Intl

Sat 7/25

5:50 pm-8:33 pm

Nonstop1h 43m

$249

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sun 7/26

7:00 am-7:48 am

Nonstop1h 48m

Chicago O'Hare Intl

Sat 8/1

10:41 am-1:26 pm

Nonstop1h 45m

$249

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 7/17

10:00 am-10:49 am

Nonstop1h 49m

Chicago O'Hare Intl

Mon 7/20

9:20 pm-11:55 pm

Nonstop1h 35m

$304

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 7/19

9:56 pm-8:30 pm

1 stop23h 34m

Chicago Midway

Thu 7/23

6:05 am-11:57 pm

2 stops16h 52m

$305

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 7/19

9:56 pm-8:30 pm

1 stop23h 34m

Chicago Midway

Sat 7/25

6:05 am-3:51 pm

2 stops32h 46m

$319

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 9/18

6:38 pm-7:28 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sat 9/26

6:10 pm-9:01 pm

Nonstop1h 51m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

Showing 1-10 of 42 resultsSorted by cheapest first
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Compare providers for flights from Akron to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Akron to Chicago in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 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
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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, March is the cheapest month in which you can book a flight from Akron to Chicago (average of $151). Flying from Akron to Chicago in July is currently the most expensive (average of $204). 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?

Find hourly flight availability from Akron to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 20, 2026.

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

Explore weekly flight availability from Akron to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 20, 2026.

The most flights from CAK to CHI are scheduled on a Friday (12 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (6 on average).

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

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

The best time to book flights from Akron to Chicago is 68 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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 20, 2026.
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.
United Airlines
7.4
Good
9,865 reviews

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,865 reviews
United Airlines
7.4
Good
9,865 reviews

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,715 reviews
United Airlines
7.4
Good
9,865 reviews

Food

6.6

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Akron to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 9 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 1h 47m. United Airlines provides one of the quickest options available for as low as $249. There are 342 mi between Akron and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, United Airlines ($131), and American Airlines ($189) offers the cheapest pricing from Akron to Chicago. You may be able to fly from Akron to Chicago for 52% 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 Air New Zealand (80%), Envoy Air (78%) and American Airlines (76%).

  • What are the cheapest flights from Akron to Chicago?

    Looking at all options, your cheapest flight can be booked for $255. While the most popular route (Akron/Canton - Chicago O'Hare Intl) can be booked for $249 on average, our data indicates $953 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, March is the cheapest month in which you can book a flight from Akron to Chicago (average of $151). Flying from Akron to Chicago in July is currently the most expensive (average of $204). 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
Lansing
Merrillville
Hammond
Porter

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Top 2 airlines flying from Akron to Chicago

Discover the top 2 airlines that operate flights from Akron to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$131Average$299FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$189Average$264FlexibilityNo cancel feeOn-time71%

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