C$149 Cheap Flights from Akron / Canton Regional to Chicago

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Flight deals from Akron / Canton Regional to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Akron / Canton Regional to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Akron / Canton Regional to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Akron / Canton Regional to Chicago flights are currently cheapest in March.

Direct flights from Akron / Canton Regional to Chicago

Alternative Akron / Canton Regional to Chicago routes

Looking for the cheapest, fastest or easiest route from Akron / Canton Regional to Chicago? You could fly into the following airports instead.

Akron to Chicago: Flight information

The things to know before you go.
Cheapest flight foundC$149
Cheapest month to flyMarch
Average flight time1 hr, 49 mins
Most popular airlineAmerican Airlines
Average flights per week163

Finding cheap flights from Akron / Canton Regional to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Akron / Canton Regional to Chicago is C$256. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 49 minutes is the average flight time from Akron / Canton Regional to Chicago.
American Airlines, PSA Airlines and United fly direct from Akron / Canton Regional to Chicago.
As of February 2026, there are 163 flights per week flying from Akron / Canton Regional to Chicago.
The cheapest month to fly from Akron / Canton Regional to Chicago is usually October.
If you're flying from Akron / Canton Regional Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from C$256.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Akron / Canton Regional Airport to Chicago on Saturday, October 17, 2026.
Yes – the average flight time is 1 hour and 49 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, United offers the cheapest flight tickets to Chicago.

Flying from Akron-Canton Airport (CAK) to Chicago: what you need to know

  • Expect to be in the air for 1 hour 33 minutes. That's the average time for a direct flight from Akron-Canton Airport to Chicago.

  • The timezone in Chicago is UTC-5. The city is 1 hour behind Akron, where Akron-Canton Airport is located.

  • The most popular route is from Akron-Canton Airport (CAK) to O'Hare International Airport (ORD). Choose from 30 services every week between these two airports. If you'd like to get on your way as soon as you can, the earliest flight from CAK to ORD is the 07:15 United service. If you prefer travelling later, the last departure is at 18:15 with United.

  • For stress-free travel, arrive at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to catch your flight from CAK to Chicago.

  • Popular months like July or vacation times such as Christmas and New Year will mean bigger lines at check-in and security. If you're travelling then, play it safe and head to the airport even earlier. Arriving two hours before a domestic flight and up four hours ahead of international flights is wise.

  • You can book a direct flight from Akron-Canton Airport to Chicago that lands at O'Hare International Airport (ORD).

  • Look out for deals with United. This airline operates direct flights from Akron-Canton Airport to Chicago.

  • When flying within United States, you don't need a visa or passport. However, you'll have to show some kind of identification, like a driver's licence or ID card. Once you've booked flight tickets from Akron-Canton Airport to Chicago, make sure your ID is up to date.

  • CAK is around 24 kilometres from central Akron. If you're driving, ride-sharing or catching a cab from the centre, it'll take 19 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the travel time to be approximately 56 minutes.

  • Booked an early flight from Akron-Canton Airport to Chicago? Avoid rushing to the terminal (and get some extra shut-eye) by choosing one of these stays close to CAK:

How to find the cheapest flights from Akron-Canton Airport (CAK) to Chicago

  • C$149 is the cheapest price we've seen for a one-way ticket from Akron-Canton Airport to Chicago. For a return flight on this route, the best price is C$256. Depending on when you book and the availability, these fares may change.

  • Score cheap tickets from CAK to Chicago by booking at least 9 months ahead. According to our research, that's the sweet spot for picking up a bargain.

  • May is the cheapest month for tickets from Akron-Canton Airport to Chicago. If you need to travel at a different time of year, the 'Whole month' tool will give you the lowest prices for every month.

  • Create a Price Alert for cheap tickets from CAK to Chicago. You don't need to check every day to see if prices have fallen. We'll update you when the price changes.

  • Tailor your travel plans with filters. Select your preferred departure and arrival times, airlines and total journey duration. You can also sort results by 'Cheapest,' 'Fastest' or 'Best' flights from Akron-Canton Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) is around 40 kilometres from central Chicago. With your own car rental or in a cab, the drive is around 35 minutes.

  • It typically takes 54 minutes if you're travelling by public transport.

  • If you have a late flight from Akron-Canton Airport to Chicago, few things beat the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and snoozing not long after at one of these hotels near ORD:

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the busiest month for flights from Akron-Canton Airport to Chicago. To avoid the crowds, visit Chicago in February when things are quieter.

  • Before booking a flight from Akron-Canton Airport to Chicago, think about the type of weather you enjoy. July is the warmest month in Chicago, with the temperature ranging from 15ºC to 29ºC.

  • If you want to travel in cooler conditions, look for a cheap flight from CAK to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

  • Once you've booked your flight from Akron-Canton Airport to Chicago, think about where you'd like to stay in this city. Make one of these accommodation options your base for exploring Chicago:

  • Every great journey has to include a little sightseeing. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are attractions you won't want to skip in Chicago.

Complete your Chicago trip with a car rental

  • We use the same magic that helped you find your cheap flight from Akron-Canton Airport to Chicago to track down incredible deals on car rentals. Search for your ride in seconds and compare offers in one place. Plus we give you all the info on car rentals in Chicago, from the most popular rental company to the average daily price.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.