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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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$232
(Kiwi.com)

One-way from

$124
(Kiwi.com)

Popular in

February

Cheapest in

August

Average price

$297
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. 6% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/29:19 amCAK - MDW
1 stop24h 34mMultiple Airlines
Sat 10/411:21 amMDW - CAK
1 stop8h 27mMultiple Airlines
Deal found 9/14$232
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/167:05 amCAK - MDW
2 stops17h 41mMultiple Airlines
Sat 10/1811:31 amMDW - CAK
1 stop8h 17mMultiple Airlines
Deal found 9/15$272
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/36:00 amCAK - MDW
1 stop29h 21mMultiple Airlines
Sun 10/511:07 amMDW - CAK
1 stop21h 07mMultiple Airlines
Deal found 9/14$276
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 12/56:00 amCAK - MDW
2 stops18h 05mMultiple Airlines
Sun 12/710:13 amMDW - CAK
1 stop7h 39mMultiple Airlines
Deal found 9/14$282
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/158:00 amCAK - MDW
1 stop27h 46mMultiple Airlines
Wed 10/228:05 amMDW - CAK
2 stops30h 13mMultiple Airlines
Deal found 9/15$284
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/276:36 pmCAK - MDW
2 stops19h 08mMultiple Airlines
Mon 9/298:19 amMDW - CAK
1 stop12h 09mMultiple Airlines
Deal found 9/14$318
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/136:00 amCAK - MDW
2 stops12h 27mMultiple Airlines
Thu 10/1611:49 amMDW - CAK
1 stop10h 00mMultiple Airlines
Deal found 9/15$330
This Kiwi.com deal was found by Cheapflights users on 9/14. 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
Mon 9/295:15 pmMDW - CAK
2 stops26h 47mMultiple Airlines
Deal found 9/14$335
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/146:00 amCAK - MDW
2 stops17h 10mMultiple Airlines
Sun 11/166:06 pmMDW - CAK
1 stop14h 44mMultiple Airlines
Deal found 9/14$337
This Kiwi.com deal was found by Cheapflights users on 9/14. 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
2 stops14h 46mMultiple Airlines
Sat 9/2710:51 amMDW - CAK
1 stop10h 25mMultiple Airlines
Deal found 9/14$358

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 September 15, 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 10/2

9:19 am-8:53 am

1 stop24h 34m

Chicago Midway

Sat 10/4

11:21 am-8:48 pm

1 stop8h 27m

$232

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 10/16

7:05 am-11:46 pm

2 stops17h 41m

Chicago Midway

Sat 10/18

11:31 am-8:48 pm

1 stop8h 17m

$272

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 10/3

6:00 am-10:21 am

1 stop29h 21m

Chicago Midway

Sun 10/5

11:07 am-9:14 am

1 stop21h 07m

$276

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sat 9/27

6:36 pm-12:44 pm

2 stops19h 08m

Chicago Midway

Mon 9/29

8:19 am-9:28 pm

1 stop12h 09m

$318

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 10/13

6:00 am-5:27 pm

2 stops12h 27m

Chicago Midway

Thu 10/16

11:49 am-10:49 pm

1 stop10h 00m

$330

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 9/26

7:00 am-9:51 am

1 stop27h 51m

Chicago Midway

Mon 9/29

5:15 pm-9:02 pm

2 stops26h 47m

$335

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 11/14

6:00 am-10:10 pm

2 stops17h 10m

Chicago Midway

Sun 11/16

6:06 pm-9:50 am

1 stop14h 44m

$337

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 9/25

11:37 am-4:43 pm

2 stops30h 06m

Chicago Midway

Sat 9/27

10:51 am-10:16 pm

1 stop10h 25m

$363

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 10/2

9:19 am-8:53 am

1 stop24h 34m

$124

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 10/24

6:00 am-4:20 pm

1 stop11h 20m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 13 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 September 15, 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
8,929 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

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
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$217Average$259FlexibilityNo cancel feeOn-time69%

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