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$124+ Cheap flights from Akron (CAK) to Midway (MDW)

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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — MDW
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheap flight deals from Akron to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Akron (CAK) to Midway (MDW). 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 August 20, 2025.

Round-trip from

$237
(Kiwi.com)

One-way from

$124
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$187
From Akron/Canton to Chicago Midway
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One-way flight from Akron/Canton to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Akron to Midway

Cheapest flights from Akron to Midway
Explore the most affordable flight options available from Akron to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:19 amCAK - MDW
1 stop24h 13mMultiple Airlines
Sun 11/26:06 pmMDW - CAK
1 stop13h 51mMultiple Airlines
Deal found 8/18$237
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1710:49 amCAK - MDW
2 stops13h 36mMultiple Airlines
Sun 10/1911:07 amMDW - CAK
1 stop21h 07mMultiple Airlines
Deal found 8/18$328
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1811:37 amCAK - MDW
1 stop22h 16mMultiple Airlines
Sun 9/218:06 amMDW - CAK
2 stops10h 14mMultiple Airlines
Deal found 8/19$370
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/37:00 amCAK - MDW
2 stops12h 43mMultiple Airlines
Sun 10/56:21 amMDW - CAK
1 stop24h 56mMultiple Airlines
Deal found 8/19$397
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/126:00 amCAK - MDW
1 stop6h 44mMultiple Airlines
Tue 10/145:56 pmMDW - CAK
2 stops48h 21mMultiple Airlines
Deal found 8/19$409
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/127:00 amCAK - MDW
2 stops12h 43mMultiple Airlines
Mon 9/156:21 amMDW - CAK
1 stop12h 37mMultiple Airlines
Deal found 8/19$430
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:07 amCAK - MDW
2 stops8h 26mAllegiant Air
Thu 10/2311:07 amMDW - CAK
1 stop21h 07mAllegiant Air
Deal found 8/20$443
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:00 amCAK - MDW
1 stop27h 51mMultiple Airlines
Sun 9/288:06 amMDW - CAK
2 stops10h 14mMultiple Airlines
Deal found 8/19$455
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/208:00 amCAK - MDW
1 stop26h 18mMultiple Airlines
Mon 9/229:47 pmMDW - CAK
2 stops22h 15mMultiple Airlines
Deal found 8/20$519
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/127:00 amCAK - MDW
1 stop27h 51mMultiple Airlines
Sun 9/148:06 amMDW - CAK
2 stops10h 14mMultiple Airlines
Deal found 8/19$535

Cheapflights Fare Finder

 
Customize your flight search to find flights from Akron to Midway 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 August 20, 2025.
Use the filters below to find and compare flights from Akron to Chicago Midway Airport that are best for you.

Fly from

Akron

Fly to

Midway

Route

Depart

Return

Price

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 10/30

9:19 am-8:32 am

1 stop24h 13m

Chicago Midway

Sun 11/2

6:06 pm-8:57 am

1 stop13h 51m

$237

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 10/17

10:49 am-11:25 pm

2 stops13h 36m

Chicago Midway

Sun 10/19

11:07 am-9:14 am

1 stop21h 07m

$328

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 9/18

11:37 am-8:53 am

1 stop22h 16m

Chicago Midway

Sun 9/21

8:06 am-7:20 pm

2 stops10h 14m

$370

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 10/3

7:00 am-6:43 pm

2 stops12h 43m

Chicago Midway

Sun 10/5

6:21 am-8:17 am

1 stop24h 56m

$397

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 10/12

6:00 am-11:44 am

1 stop6h 44m

Chicago Midway

Tue 10/14

5:56 pm-7:17 pm

2 stops48h 21m

$409

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 9/12

7:00 am-6:43 pm

2 stops12h 43m

Chicago Midway

Mon 9/15

6:21 am-7:58 pm

1 stop12h 37m

$430

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 10/20

9:07 am-4:33 pm

2 stops8h 26m

Chicago Midway

Thu 10/23

11:07 am-9:14 am

1 stop21h 07m

$443

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 9/26

7:00 am-9:51 am

1 stop27h 51m

Chicago Midway

Sun 9/28

8:06 am-7:20 pm

2 stops10h 14m

$455

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sat 10/11

8:00 am-3:11 pm

1 stop8h 11m

Chicago Midway

Sun 10/12

11:07 am-9:14 am

1 stop21h 07m

$455

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sat 9/20

8:00 am-9:18 am

1 stop26h 18m

Chicago Midway

Mon 9/22

9:47 pm-9:02 pm

2 stops22h 15m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 16 results
1
2

Best time to book a flight from Akron to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

What is the cheapest month to book a flight from Akron to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Akron to Chicago Midway Airport (average of $160). Flying from Akron to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated August 20, 2025.
Peruse reviews from past customers who have flown with United Airlines from Akron to Chicago Midway Airport 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
8,928 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

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
8,928 reviews
United Airlines
7.4
Good
8,928 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

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 Midway. 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 Midway?

    Most people fly from Akron/Canton (CAK) if they book a flight from Akron to Chicago Midway. On average, Akron/Canton has 0 outbound flights to Chicago Midway per day from 1 airline. Akron/Canton is conveniently located just 12.1 mi from Akron’s city center.

  • What is the cheapest airline to fly from Akron to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Akron to Chicago Midway Airport round-trip from $217.

  • Can I find deals for flights from Akron to Midway that include hotel bookings?

    Yes. In addition to deals on Akron to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Akron to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Akron to Midway.

  • Can I find deals for business class flights from Akron to Midway?

    Yes. Cheapflights offers flight deals from Akron to Midway 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 Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Akron to Chicago Midway Airport (average of $160). Flying from Akron to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top airline flying from Akron to Midway

Discover the top airline that operate flights from Akron to Midway. 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$217Average$259FlexibilityNo cancel feeOn-time69%

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