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$82+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — CHI
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
1 adult, Economy
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Cheapflights Tip: The best prices from Akron/Canton to Chicago are usually found in January or April, booked 71 days in advance, depart on a Friday or Saturday and return on a Wednesday

Find 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 November 5, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/77:05 amCAK - ORD
1 stop5h 23mMultiple Airlines
Wed 12/103:26 pmORD - CAK
1 stop19h 41mMultiple Airlines
Deal found 11/5$158
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/77:05 amCAK - ORD
1 stop5h 23mMultiple Airlines
Thu 12/117:40 amORD - CAK
1 stop12h 43mMultiple Airlines
Deal found 11/4$161
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/56:00 amCAK - ORD
1 stop15h 42mMultiple Airlines
Wed 12/103:26 pmORD - CAK
1 stop19h 41mMultiple Airlines
Deal found 11/4$164
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/56:00 amCAK - ORD
1 stop15h 42mMultiple Airlines
Thu 12/117:40 amORD - CAK
1 stop12h 43mMultiple Airlines
Deal found 11/4$167
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/77:05 amCAK - ORD
1 stop5h 23mMultiple Airlines
Tue 12/93:26 pmORD - CAK
1 stop22h 09mMultiple Airlines
Deal found 11/5$169
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/77:05 amCAK - ORD
1 stop5h 23mMultiple Airlines
Fri 12/1212:15 pmORD - CAK
2 stops27h 46mMultiple Airlines
Deal found 11/5$173
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Fri 12/56:00 amCAK - ORD
1 stop15h 42mMultiple Airlines
Tue 12/93:26 pmORD - CAK
1 stop22h 09mMultiple Airlines
Deal found 11/3$175
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/246:00 amCAK - ORD
1 stop12h 30mMultiple Airlines
Wed 12/33:43 pmORD - CAK
1 stop19h 24mMultiple Airlines
Deal found 11/4$176
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/45:15 pmCAK - ORD
1 stop7h 54mMultiple Airlines
Tue 12/93:26 pmORD - CAK
1 stop22h 09mMultiple Airlines
Deal found 11/3$179
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/412:10 pmCAK - MDW
1 stop10h 48mMultiple Airlines
Fri 12/53:52 pmMDW - CAK
1 stop7h 06mMultiple Airlines
Deal found 11/3$234
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/246:00 amCAK - MDW
1 stop11h 52mMultiple Airlines
Tue 12/22:49 pmMDW - CAK
2 stops44h 18mMultiple Airlines
Deal found 11/3$242
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/246:00 amCAK - MDW
1 stop11h 52mMultiple Airlines
Wed 12/32:49 pmMDW - CAK
2 stops29h 34mMultiple Airlines
Deal found 11/3$244

Cheap 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 November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$158
(Kiwi.com)

One-way from

$82
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$264

Good round-trip deal

$268 or less

Good one-way deal

$263 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. 8% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 5, 2025.
Use the filters below to find and compare flights from Akron to Chicago that are best for you.

Fly from

Akron

Fly to

Chicago

Route

Depart

Return

Price

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 12/20

7:00 am-8:03 am

Nonstop2h 03m

Chicago O'Hare Intl

Sat 12/27

10:40 am-1:24 pm

Nonstop1h 44m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Mon 11/24

7:15 am-8:03 am

Nonstop1h 48m

Chicago O'Hare Intl

Sun 11/30

7:35 pm-10:13 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 11/29

8:40 am-9:20 am

Nonstop1h 40m

Chicago O'Hare Intl

Tue 12/2

5:50 pm-8:19 pm

Nonstop1h 29m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 1/17

7:05 am-8:08 am

Nonstop2h 03m

Chicago O'Hare Intl

Tue 1/20

2:48 pm-5:25 pm

Nonstop1h 37m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 1/9

7:05 am-8:08 am

Nonstop2h 03m

Chicago O'Hare Intl

Sun 1/11

7:45 pm-10:31 pm

Nonstop1h 46m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 1/9

10:25 am-11:28 am

Nonstop2h 03m

Chicago O'Hare Intl

Wed 1/14

10:45 am-1:27 pm

Nonstop1h 42m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 11/28

1:58 pm-2:40 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sun 11/30

7:35 pm-10:13 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Thu 11/27

7:15 am-8:00 am

Nonstop1h 45m

Chicago O'Hare Intl

Sun 11/30

7:35 pm-10:13 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Wed 12/3

7:15 am-8:00 am

Nonstop1h 45m

Chicago O'Hare Intl

Mon 12/8

5:50 pm-8:19 pm

Nonstop1h 29m

$195

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 12/5

1:55 pm-2:37 pm

Nonstop1h 42m

Chicago O'Hare Intl

Tue 12/9

7:39 pm-10:15 pm

Nonstop1h 36m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 36 results
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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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Akron-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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

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

Use this chart to determine the optimal time to book a round-trip flight from Akron to Chicago. Price data was last updated on October 31, 2025.

The best time to book flights from Akron to Chicago is 22 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 month to book a flight from Akron to Chicago?

Currently, August is the cheapest month in which you can book a flight from Akron to Chicago (average of $91). Flying from Akron to Chicago in February is currently the most expensive (average of $153). 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 November 5, 2025.

It’s optimal to fly from Akron to Chicago in the afternoon. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight in the evening.

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 November 5, 2025.

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

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 November 5, 2025.
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
9,002 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

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
9,002 reviews
United Airlines
7.4
Good
9,002 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

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
7.2
Good
11,042 reviews
United Airlines
7.4
Good
9,002 reviews

Boarding

7.7

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Crew

8.1

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 13 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 03m. United Airlines provides one of the quickest options available for as low as $189. 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 ($189), and American Airlines ($189) offers the cheapest pricing from Akron to Chicago. You may be able to fly from Akron to Chicago for 33% 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 Avianca (93%), Qatar Airways (86%) and SkyWest Airlines (85%).

  • What are the cheapest flights from Akron to Chicago?

    Looking at all options, your cheapest flight can be booked for $202. While the most popular route (Akron/Canton - Chicago O'Hare Intl) can be booked for $186 on average, our data indicates $772 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, August is the cheapest month in which you can book a flight from Akron to Chicago (average of $91). Flying from Akron to Chicago in February is currently the most expensive (average of $153). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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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 November 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$254FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$307FlexibilityNo cancel feeOn-time69%

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