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$100+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — CHI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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

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 September 17, 2025.

Round-trip from

$189
(United Airlines)

One-way from

$100
(Kiwi.com)

Popular in

February

Cheapest in

January

Average price

$320

Good round-trip deal

$302 or less

Good one-way deal

$228 or less
From Akron/Canton to Chicago (CHI)
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One-way flight from Akron/Canton to Chicago (CHI)
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High demand for flights, 6% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Akron/Canton to Chicago (CHI).
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Price to beat on a one-way flight from Akron/Canton to Chicago (CHI).
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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 September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/238:40 amCAK - ORD
Nonstop1h 44mUnited Airlines
Sun 10/267:35 pmORD - CAK
Nonstop1h 38mUnited Airlines
Deal found 9/16$189
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:16 amCAK - ORD
Nonstop1h 51mUnited Airlines
Sat 10/1810:50 amORD - CAK
Nonstop1h 38mUnited Airlines
Deal found 9/15$192
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:40 amCAK - ORD
Nonstop1h 40mUnited Airlines
Mon 11/37:35 pmORD - CAK
Nonstop1h 38mUnited Airlines
Deal found 9/17$193
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:40 amCAK - ORD
Nonstop1h 44mUnited Airlines
Fri 10/109:05 pmORD - CAK
Nonstop1h 39mUnited Airlines
Deal found 9/15$194
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:16 amCAK - ORD
Nonstop1h 51mUnited Airlines
Sun 10/199:05 pmORD - CAK
Nonstop1h 39mUnited Airlines
Deal found 9/15$197
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:45 amCAK - ORD
Nonstop1h 42mAmerican Airlines
Sat 10/257:05 pmORD - CAK
Nonstop1h 35mAmerican Airlines
Deal found 9/15$199
This American Airlines deal was found by Cheapflights users on 9/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:18 pmCAK - ORD
Nonstop1h 41mAmerican Airlines
Sat 11/82:09 pmORD - CAK
Nonstop1h 33mAmerican Airlines
Deal found 9/17$200
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 12/76:12 pmCAK - ORD
1 stop16h 11mMultiple Airlines
Wed 12/105:59 pmORD - CAK
1 stop17h 08mMultiple Airlines
Deal found 9/16$203
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/157:45 amCAK - ORD
Nonstop1h 42mAmerican Airlines
Sat 10/182:00 pmORD - CAK
Nonstop1h 29mAmerican Airlines
Deal found 9/16$204
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/12:05 pmCAK - ORD
Nonstop1h 44mUnited Airlines
Sun 10/56:10 pmORD - CAK
Nonstop1h 50mUnited Airlines
Deal found 9/16$211
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Thu 12/47:00 amCAK - MDW
1 stop7h 10mMultiple Airlines
Mon 12/82:15 pmMDW - CAK
1 stop29h 47mMultiple Airlines
Deal found 9/16$218
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Thu 11/132:55 pmCAK - MDW
2 stops28h 44mMultiple Airlines
Mon 11/179:27 amMDW - CAK
1 stop13h 31mMultiple Airlines
Deal found 9/16$237

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 September 17, 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

Thu 1/1

5:44 pm-6:40 pm

Nonstop1h 56m

Chicago O'Hare Intl

Fri 1/2

10:40 am-1:24 pm

Nonstop1h 44m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 12/20

1:59 pm-2:55 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sat 12/27

6:34 pm-9:28 pm

Nonstop1h 54m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Wed 2/4

2:02 pm-2:55 pm

Nonstop1h 53m

Chicago O'Hare Intl

Sat 2/7

2:35 pm-5:12 pm

Nonstop1h 37m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Sat 11/1

1:58 pm-2:40 pm

Nonstop1h 42m

Chicago O'Hare Intl

Sun 11/2

7:35 pm-10:13 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Mon 12/22

1:59 pm-2:55 pm

Nonstop1h 56m

Chicago O'Hare Intl

Sat 12/27

6:34 pm-9:28 pm

Nonstop1h 54m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 2/13

6:15 pm-6:49 pm

Nonstop1h 34m

Chicago O'Hare Intl

Sun 2/15

9:05 pm-11:30 pm

Nonstop1h 25m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Tue 10/7

5:45 pm-6:35 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sat 10/11

2:30 pm-5:08 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 2/13

7:25 am-7:53 am

Nonstop1h 28m

Chicago O'Hare Intl

Mon 2/16

6:00 pm-8:27 pm

Nonstop1h 27m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Thu 10/23

7:16 am-8:07 am

Nonstop1h 51m

Chicago O'Hare Intl

Sun 11/2

7:35 pm-10:13 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 10/10

5:45 pm-6:35 pm

Nonstop1h 50m

Chicago O'Hare Intl

Mon 10/13

9:05 pm-11:44 pm

Nonstop1h 39m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 36 results
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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 September 12, 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 $245). Flying from Akron to Chicago in March is currently the most expensive (average of $321). 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 September 17, 2025.

It’s optimal to fly from Akron to Chicago in the morning. By choosing this option you can save up to 7% 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 September 17, 2025.

The most flights from CAK to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 September 17, 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
8,926 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 56m. 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, American Airlines ($189), and United Airlines ($192) offers the cheapest pricing from Akron to Chicago. You may be able to fly from Akron to Chicago for 35% 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 (89%), Air New Zealand (71%) and SkyWest Airlines (69%).

  • What are the cheapest flights from Akron to Chicago?

    Looking at all options, your cheapest flight can be booked for $174. While the most popular route (Akron/Canton - Chicago O'Hare Intl) can be booked for $189 on average, our data indicates $1,019 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 $245). Flying from Akron to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$189Average$258FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$284FlexibilityNo cancel feeOn-time69%

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