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Cheap flights from Akron to Chicago from $131

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Akron to Chicago departing on 3/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Akron to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:00 am - 10:19 pm
CAK
-
MDW
17h 19m
2 stops
Multiple Airlines Logo
9:16 am - 4:51 pm
MDW
-
CAK
6h 35m
1 stop
$294Multiple Airlines
Mon, May 11 - Thu, May 14
Multiple Airlines Logo
6:00 am - 10:26 pm
CAK
-
MDW
17h 26m
2 stops
Multiple Airlines Logo
9:14 am - 10:24 pm
MDW
-
CAK
12h 10m
1 stop
$312Multiple Airlines
Fri, Apr 24 - Mon, Apr 27
Multiple Airlines Logo
6:00 am - 10:19 pm
CAK
-
MDW
17h 19m
2 stops
Multiple Airlines Logo
5:47 pm - 3:23 pm
MDW
-
CAK
20h 36m
1 stop
$316Multiple Airlines
Fri, Apr 10 - Sun, Apr 12
Multiple Airlines Logo
8:05 am - 10:19 pm
CAK
-
MDW
15h 14m
2 stops
Multiple Airlines Logo
5:47 pm - 3:23 pm
MDW
-
CAK
20h 36m
1 stop
$320Multiple Airlines
Wed, Apr 8 - Sun, Apr 12
Multiple Airlines Logo
10:07 am - 10:19 pm
CAK
-
MDW
13h 12m
2 stops
Multiple Airlines Logo
9:14 am - 10:24 pm
MDW
-
CAK
12h 10m
1 stop
$326Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
8:05 am - 10:19 pm
CAK
-
MDW
15h 14m
2 stops
Multiple Airlines Logo
9:14 am - 10:24 pm
MDW
-
CAK
12h 10m
1 stop
$327Multiple Airlines
Wed, Apr 8 - Fri, Apr 17
Multiple Airlines Logo
8:05 am - 8:07 pm
CAK
-
MDW
13h 02m
2 stops
Multiple Airlines Logo
5:47 pm - 3:23 pm
MDW
-
CAK
20h 36m
1 stop
$344Multiple Airlines
Wed, Apr 8 - Sun, Apr 12
Multiple Airlines Logo
5:15 pm - 10:19 pm
CAK
-
MDW
30h 04m
2 stops
Multiple Airlines Logo
9:16 am - 4:51 pm
MDW
-
CAK
6h 35m
1 stop
$347Multiple Airlines
Thu, May 14 - Sun, May 17
Multiple Airlines Logo
6:00 am - 6:36 pm
CAK
-
MDW
13h 36m
2 stops
Multiple Airlines Logo
9:14 am - 7:16 pm
MDW
-
CAK
9h 02m
1 stop
$348Multiple Airlines
Fri, May 29 - Sun, May 31
Multiple Airlines Logo
6:00 am - 8:04 am
CAK
-
MDW
27h 04m
1 stop
Multiple Airlines Logo
5:47 pm - 3:23 pm
MDW
-
CAK
20h 36m
1 stop
$350Multiple Airlines
Wed, May 13 - Sun, May 17

Allegiant Air flights from Akron to Chicago Midway Airport

Our best Allegiant Air deals on Akron to Chicago Midway Airport flight tickets
Allegiant Air
May 29
CAK12:12 pmAkron/Canton
9h 28m
1 stop
MDW8:40 pmChicago Midway
May 31
MDW9:14 amChicago Midway
9h 02m
1 stop
CAK7:16 pmAkron/Canton
$366
Allegiant Air
Jun 4
CAK9:53 pmAkron/Canton
23h 40m
1 stop
MDW8:33 pmChicago Midway
Jun 7
MDW9:11 amChicago Midway
9h 43m
1 stop
CAK7:54 pmAkron/Canton
$459

momondo Fare Finder

 
Customize your flight search to find flights from Akron to Chicago Midway Airport 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 March 3, 2026.
Use the filters below to find and compare flights from Akron to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 5/11

6:00 am-10:19 pm

2 stops17h 19m

Chicago Midway

Thu 5/14

9:16 am-4:51 pm

1 stop6h 35m

$294

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 4/24

6:00 am-10:26 pm

2 stops17h 26m

Chicago Midway

Mon 4/27

9:14 am-10:24 pm

1 stop12h 10m

$312

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 4/10

6:00 am-10:19 pm

2 stops17h 19m

Chicago Midway

Sun 4/12

5:47 pm-3:23 pm

1 stop20h 36m

$316

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 4/8

8:05 am-10:19 pm

2 stops15h 14m

Chicago Midway

Sun 4/12

5:47 pm-3:23 pm

1 stop20h 36m

$320

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 4/16

10:07 am-10:19 pm

2 stops13h 12m

Chicago Midway

Mon 4/20

9:14 am-10:24 pm

1 stop12h 10m

$326

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 4/8

8:05 am-10:19 pm

2 stops15h 14m

Chicago Midway

Fri 4/17

9:14 am-10:24 pm

1 stop12h 10m

$327

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 4/8

8:05 am-8:07 pm

2 stops13h 02m

Chicago Midway

Sun 4/12

5:47 pm-3:23 pm

1 stop20h 36m

$344

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 5/14

5:15 pm-10:19 pm

2 stops30h 04m

Chicago Midway

Sun 5/17

9:16 am-4:51 pm

1 stop6h 35m

$347

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 5/29

6:00 am-6:36 pm

2 stops13h 36m

Chicago Midway

Sun 5/31

9:14 am-7:16 pm

1 stop9h 02m

$348

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 5/13

6:00 am-8:04 am

1 stop27h 04m

Chicago Midway

Sun 5/17

5:47 pm-3:23 pm

1 stop20h 36m

$350

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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 Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Akron. The lowest ticket price found for a Tuesday departure recently was $360. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Akron because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $404.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Akron in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $323 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $393. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Akron to Chicago Midway Airport

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

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

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

Fastest flight time

11h 13m

Direct flights

None
The fastest flight from Akron to Chicago Midway Airport takes 11h 13m
There are no direct flights from Akron to Chicago Midway Airport. There are no popular flight routes from Akron to Chicago Midway Airport.
Search flight deals

  • How far is Akron/Canton to Chicago Midway by plane?

    Chicago Midway is 325.9 mi away from Akron/Canton. Flights usually cover this in 11h 13m, depending on flying conditions and air traffic around both airports.

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

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

  • How many operators does momondo search for flights from Akron/Canton Airport to Chicago Midway Airport?

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Akron/Canton Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Akron to Chicago Midway Airport?

Best airlines flying from Akron to Chicago Midway Airport

Compare and see reviews for airlines that fly from Akron to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $131Free CancellationRating
7.4
9,377 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Crown Point
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Porter
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Saint John

Why use momondo?

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

It is quick and easy to find Akron to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Akron with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Akron. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Akron to Chicago 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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