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Cheap flights from Chicago Midway Airport to Cleveland from $127

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Cleveland departing on 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:32 am - 11:58 pmMDW-CAK
13h 26m1 stop
Multiple Airlines Logo
8:00 am - 11:55 pmCAK-MDW
16h 55m2 stops
$240Multiple Airlines
Find Deal
Fri, Oct 31 - Tue, Nov 4
Multiple Airlines Logo
3:27 pm - 11:58 pmMDW-CAK
7h 31m1 stop
Multiple Airlines Logo
6:00 am - 12:30 amCAK-MDW
19h 30m1 stop
$286Multiple Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Multiple Airlines Logo
6:15 am - 5:54 pmMDW-CAK
10h 39m2 stops
Multiple Airlines Logo
6:00 am - 12:30 amCAK-MDW
19h 30m1 stop
$294Multiple Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Multiple Airlines Logo
3:27 pm - 11:58 pmMDW-CAK
7h 31m1 stop
Multiple Airlines Logo
6:00 am - 12:30 amCAK-MDW
19h 30m1 stop
$297Multiple Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Multiple Airlines Logo
11:36 am - 8:48 pmMDW-CAK
8h 12m1 stop
Multiple Airlines Logo
6:00 am - 6:39 pmCAK-MDW
13h 39m2 stops
$304Multiple Airlines
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Sat, Nov 1 - Mon, Nov 3
Multiple Airlines Logo
10:12 am - 10:49 pmMDW-CAK
11h 37m1 stop
Multiple Airlines Logo
6:00 am - 5:49 pmCAK-MDW
12h 49m2 stops
$315Multiple Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
Multiple Airlines Logo
5:30 pm - 10:49 pmMDW-CAK
28h 19m1 stop
Multiple Airlines Logo
6:19 pm - 11:30 amCAK-MDW
18h 11m2 stops
$738Multiple Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30
Multiple Airlines Logo
5:30 pm - 10:49 pmMDW-CAK
28h 19m1 stop
Multiple Airlines Logo
6:19 pm - 11:30 amCAK-MDW
18h 11m2 stops
$743Multiple Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30
Multiple Airlines Logo
6:05 am - 5:19 pmMDW-CAK
34h 14m2 stops
Multiple Airlines Logo
7:00 am - 4:30 pmCAK-MDW
10h 30m1 stop
$1,205Multiple Airlines
Find Deal
Tue, Nov 25 - Sun, Nov 30

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Akron 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, momondo users made 832,500 searches. Data last updated October 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Akron that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Fri 10/31

9:32 am-11:58 pm

1 stop13h 26m

Akron/Canton

Tue 11/4

8:00 am-11:55 pm

2 stops16h 55m

$240

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Fri 11/14

3:27 pm-11:58 pm

1 stop7h 31m

Akron/Canton

Sun 11/16

6:00 am-12:30 am

1 stop19h 30m

$286

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Fri 11/14

6:15 am-5:54 pm

2 stops10h 39m

Akron/Canton

Sun 11/16

6:00 am-12:30 am

1 stop19h 30m

$294

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Fri 11/14

3:27 pm-11:58 pm

1 stop7h 31m

Akron/Canton

Sun 11/16

6:00 am-12:30 am

1 stop19h 30m

$297

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Sat 11/1

11:36 am-8:48 pm

1 stop8h 12m

Akron/Canton

Mon 11/3

6:00 am-6:39 pm

2 stops13h 39m

$304

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Thu 10/30

10:12 am-10:49 pm

1 stop11h 37m

Akron/Canton

Mon 11/3

6:00 am-5:49 pm

2 stops12h 49m

$315

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Wed 11/26

5:30 pm-10:49 pm

1 stop28h 19m

Akron/Canton

Sun 11/30

6:19 pm-11:30 am

2 stops18h 11m

$738

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Wed 11/26

5:30 pm-10:49 pm

1 stop28h 19m

Akron/Canton

Sun 11/30

6:19 pm-11:30 am

2 stops18h 11m

$743

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Tue 11/25

6:05 am-5:19 pm

2 stops34h 14m

Akron/Canton

Sun 11/30

7:00 am-4:30 pm

1 stop10h 30m

$1,205

ChicagoAkron

MDW - CAK

MDWCAK

Chicago Midway

Mon 11/3

9:32 am-11:58 pm

1 stop13h 26m

$127

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Cleveland from

How to get the cheapest flight ticket from Chicago Midway Airport to Akron

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Akron?

The cheapest day to depart on your flight to Akron is on a Wednesday when prices can be found for as low as $274. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $369. These prices are subject to change though, so be sure to set up a Price Alert for flights to Akron.

What is the cheapest time of day to depart on your flight to Akron?

Our most recent data shows that the best time of day to fly to Akron is in the evening. Flights from Chicago Midway Airport to Akron during this time can be as low as $292. In the afternoon is when there is more demand to fly to Akron, so prices are often more expensive at around $349 per ticket.

When to book flights from Chicago Midway Airport to Akron

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Akron according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Akron (MDW to CAK) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Akron

Direct flights

None
There are no direct flights from Chicago Midway Airport to Akron. There are no popular flight routes from Chicago Midway Airport to Akron.
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  • How far is Chicago Midway to Akron/Canton by plane?

    The straight-line distance from Chicago Midway to Akron/Canton is 325.9 mi. By plane, this route typically takes 7h 31m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Akron/Canton Airport?

    Prices for flights from Chicago Midway Airport to Akron/Canton Airport are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Akron/Canton Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Akron/Canton Airport.

  • What documentation or ID do you need to fly to Akron/Canton Airport?

    The required travel and health documents for your Akron/Canton Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Akron/Canton Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Canton
Millersburg
Walnut Creek
New Philadelphia
Alliance
Uniontown
Dover

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Akron?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Akron for you.

Can I find flights from Chicago to Akron with flexible booking policies on momondo?

Flights from Chicago to Akron with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Akron?

Once all potential Chicago to Akron flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Akron right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Akron flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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