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Cheap flights from Akron to Chicago from $130

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 6/8. 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 Akron to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
6:00 am - 11:12 am
CAK
-
MDW
30h 12m
2 stops
Multiple Airlines Logo
9:15 pm - 8:54 pm
MDW
-
CAK
22h 39m
1 stop
$237Multiple Airlines
Mon, Jun 29 - Fri, Jul 3
Multiple Airlines Logo
1:21 pm - 10:11 pm
CAK
-
MDW
9h 50m
2 stops
Multiple Airlines Logo
9:15 pm - 8:54 pm
MDW
-
CAK
22h 39m
1 stop
$250Multiple Airlines
Tue, Jun 30 - Fri, Jul 3
Multiple Airlines Logo
7:00 am - 10:11 pm
CAK
-
MDW
16h 11m
2 stops
Multiple Airlines Logo
9:15 pm - 8:54 pm
MDW
-
CAK
22h 39m
1 stop
$271Multiple Airlines
Wed, Jul 1 - Fri, Jul 3
Multiple Airlines Logo
1:45 pm - 11:12 am
CAK
-
MDW
22h 27m
2 stops
Multiple Airlines Logo
9:11 am - 7:54 pm
MDW
-
CAK
9h 43m
1 stop
$283Multiple Airlines
Mon, Jun 1 - Thu, Jun 4
Multiple Airlines Logo
7:00 am - 10:02 pm
CAK
-
MDW
16h 02m
2 stops
Multiple Airlines Logo
9:11 am - 7:54 pm
MDW
-
CAK
9h 43m
1 stop
$310Multiple Airlines
Wed, Jun 3 - Thu, Jun 4
Allegiant Air Logo
9:43 pm - 8:31 pm
CAK
-
MDW
23h 48m
1 stop
Allegiant Air Logo
9:08 am - 7:53 pm
MDW
-
CAK
9h 45m
1 stop
$314Allegiant Air
Thu, Jul 23 - Sun, Jul 26
Multiple Airlines Logo
7:00 am - 10:02 pm
CAK
-
MDW
16h 02m
2 stops
Multiple Airlines Logo
9:23 pm - 9:01 pm
MDW
-
CAK
22h 38m
1 stop
$316Multiple Airlines
Wed, Jun 3 - Fri, Jun 5
Multiple Airlines Logo
5:15 pm - 11:09 am
CAK
-
MDW
18h 54m
2 stops
Multiple Airlines Logo
9:11 am - 7:54 pm
MDW
-
CAK
9h 43m
1 stop
$318Multiple Airlines
Thu, May 28 - Thu, Jun 4
Allegiant Air Logo
9:43 pm - 8:31 pm
CAK
-
MDW
23h 48m
1 stop
Allegiant Air Logo
9:08 am - 7:53 pm
MDW
-
CAK
9h 45m
1 stop
$323Allegiant Air
Thu, Jul 30 - Sun, Aug 2
Multiple Airlines Logo
8:10 am - 10:02 pm
CAK
-
MDW
14h 52m
2 stops
Multiple Airlines Logo
9:23 pm - 9:01 pm
MDW
-
CAK
22h 38m
1 stop
$324Multiple Airlines
Tue, Jun 2 - Fri, Jun 5

Allegiant Air flights from Akron to Chicago Midway Airport

Our best Allegiant Air deals on Akron to Chicago Midway Airport flight tickets
Allegiant Air
Jul 23
CAK9:43 pmAkron/Canton
23h 48m
1 stop
MDW8:31 pmChicago Midway
Jul 26
MDW9:08 amChicago Midway
9h 45m
1 stop
CAK7:53 pmAkron/Canton
$314
Allegiant Air
Jul 30
CAK9:43 pmAkron/Canton
23h 48m
1 stop
MDW8:31 pmChicago Midway
Aug 2
MDW9:08 amChicago Midway
9h 45m
1 stop
CAK7:53 pmAkron/Canton
$323
Allegiant Air
Jul 5
CAK9:55 pmAkron/Canton
23h 35m
1 stop
MDW8:30 pmChicago Midway
Jul 19
MDW2:48 pmChicago Midway
29h 43m
2 stops
CAK9:31 pmAkron/Canton
$339

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 May 8, 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

Cheapest round-trip

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 6/29

6:00 am-11:12 am

2 stops30h 12m

Chicago Midway

Fri 7/3

9:15 pm-8:54 pm

1 stop22h 39m

$237

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Tue 6/30

1:21 pm-10:11 pm

2 stops9h 50m

Chicago Midway

Fri 7/3

9:15 pm-8:54 pm

1 stop22h 39m

$250

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 7/1

7:00 am-10:11 pm

2 stops16h 11m

Chicago Midway

Fri 7/3

9:15 pm-8:54 pm

1 stop22h 39m

$271

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 6/1

1:45 pm-11:12 am

2 stops22h 27m

Chicago Midway

Thu 6/4

9:11 am-7:54 pm

1 stop9h 43m

$283
Quickest round-trip

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 6/3

7:00 am-10:02 pm

2 stops16h 02m

Chicago Midway

Thu 6/4

9:11 am-7:54 pm

1 stop9h 43m

$310

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 7/23

9:43 pm-8:31 pm

1 stop23h 48m

Chicago Midway

Sun 7/26

9:08 am-7:53 pm

1 stop9h 45m

$314

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 6/3

7:00 am-10:02 pm

2 stops16h 02m

Chicago Midway

Fri 6/5

9:23 pm-9:01 pm

1 stop22h 38m

$316

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 5/28

5:15 pm-11:09 am

2 stops18h 54m

Chicago Midway

Thu 6/4

9:11 am-7:54 pm

1 stop9h 43m

$318

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 7/30

9:43 pm-8:31 pm

1 stop23h 48m

Chicago Midway

Sun 8/2

9:08 am-7:53 pm

1 stop9h 45m

$323

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Tue 6/2

8:10 am-10:02 pm

2 stops14h 52m

Chicago Midway

Fri 6/5

9:23 pm-9:01 pm

1 stop22h 38m

$324

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 airline that flies from Akron/Canton to Chicago Midway?

Allegiant Air is the most popular carrier operating from Akron/Canton to Chicago Midway

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

8h 48m

Direct flights

None
The fastest flight from Akron to Chicago Midway Airport takes 8h 48m
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

Frequently asked questions about flying from Akron to Chicago Midway Airport

  • 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 8h 48m, 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
9,694 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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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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