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$75+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — CHI
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 Wednesday and return on a Saturday

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 July 1, 2025.

Round-trip from

$163
(Mytrip)

One-way from

$75
(Mytrip)

Popular in

October

Cheapest in

January

Average price

$289

Good round-trip deal

$333 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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Highest demand for flights based on searches. 6% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 1, 2025.

This Mytrip deal was found by Cheapflights users on 6/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/83:21 pmCAK - ORD
1 stop7h 09mMultiple Airlines
Mon 8/115:05 amORD - CAK
1 stop8h 23mMultiple Airlines
Deal found 6/29$163
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Mon 10/205:19 pmCAK - ORD
Nonstop1h 41mAmerican Airlines
Thu 10/302:00 pmORD - CAK
Nonstop1h 29mAmerican Airlines
Deal found 6/30$189
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Fri 7/255:50 pmCAK - ORD
Nonstop1h 46mUnited Airlines
Fri 8/19:10 pmORD - CAK
Nonstop1h 36mUnited Airlines
Deal found 6/30$194
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/246:00 pmCAK - MDW
1 stop14h 13mAllegiant Air
Sun 7/278:14 pmMDW - CAK
2 stops21h 50mAllegiant Air
Deal found 6/30$470

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 July 1, 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

Fri 8/8

3:21 pm-9:30 pm

1 stop7h 09m

Chicago O'Hare Intl

Mon 8/11

5:05 am-2:28 pm

1 stop8h 23m

$163

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 9/5

5:54 pm-6:44 pm

Nonstop1h 50m

Chicago O'Hare Intl

Sun 9/7

9:05 pm-11:43 pm

Nonstop1h 38m

$189

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Wed 8/13

2:29 pm-8:40 pm

1 stop7h 11m

Chicago O'Hare Intl

Sat 8/16

12:41 pm-8:25 pm

1 stop6h 44m

$209

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 7/24

6:00 pm-7:13 am

1 stop14h 13m

Chicago Midway

Sun 7/27

8:14 pm-7:04 pm

2 stops21h 50m

$470

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Fri 8/1

3:21 pm-9:30 pm

1 stop7h 09m

$75

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Wed 8/27

1:56 pm-2:40 pm

Nonstop1h 44m

$149

AkronChicago

CAK - ORD

CAKORD

Akron/Canton

Wed 8/27

6:33 pm-10:59 pm

1 stop5h 26m

$157

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 9/5

7:00 am-4:43 pm

2 stops10h 43m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 June 27, 2025.

The best time to book flights from Akron to Chicago is 69 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 July 1, 2025.

It’s optimal to fly from Akron to Chicago in the morning. By choosing this option you can save up to 2% 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 July 1, 2025.

The most flights from CAK to CHI are scheduled on a Monday (10 on average). You will have fewer flight options on Friday, 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 July 1, 2025.
Peruse reviews from past customers who have flown with United Airlines, American Airlines, and Allegiant Air 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
8,858 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.0

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
8,858 reviews
United Airlines
7.4
Good
8,858 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.0

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
8,858 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.0

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!
Allegiant Air
7.2
Good
710 reviews
United Airlines
7.4
Good
8,858 reviews

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.0

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.

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

    According to our current data, United Airlines ($189), American Airlines ($209), and Allegiant Air ($470) offers the cheapest pricing from Akron to Chicago. You may be able to fly from Akron to Chicago for 36% 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 (87%), SkyWest Airlines (83%) and United Airlines (83%).

  • What are the cheapest flights from Akron to Chicago?

    Looking at all options, your cheapest flight can be booked for $178. While the most popular route (Akron/Canton - Chicago O'Hare Intl) can be booked for $163 on average our data indicates $850 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 Akron?

Book flights to Akron if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$194Average$298FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$233Average$258FlexibilityNo cancel feeOn-time71%

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