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Midway

$130+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — MDW
Mar 26 — Apr 21
Thu 3/26
Thu 4/2
1 adult, Economy
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Cheap 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 February 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/24. 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 3/167:00 am
CAK
-
MDW
1 stop8h 21m
Multiple Airlines
Wed 3/1811:19 am
MDW
-
CAK
1 stop8h 37m
Multiple Airlines
Deal found 2/24$343
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 5/27:00 am
CAK
-
MDW
1 stop10h 13m
Multiple Airlines
Mon 5/46:00 am
MDW
-
CAK
2 stops30h 52m
Multiple Airlines
Deal found 2/24$348
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 5/1412:33 pm
CAK
-
MDW
2 stops10h 46m
Multiple Airlines
Sun 5/179:14 am
MDW
-
CAK
1 stop12h 28m
Multiple Airlines
Deal found 2/23$353
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 4/106:00 am
CAK
-
MDW
2 stops17h 19m
Multiple Airlines
Sun 4/125:47 pm
MDW
-
CAK
1 stop20h 36m
Multiple Airlines
Deal found 2/24$356
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 3/1211:41 am
CAK
-
MDW
2 stops11h 38m
Multiple Airlines
Tue 3/1711:19 am
MDW
-
CAK
1 stop8h 54m
Multiple Airlines
Deal found 2/24$358
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 8/147:00 am
CAK
-
MDW
1 stop12h 36m
Multiple Airlines
Mon 8/177:41 pm
MDW
-
CAK
1 stop24h 23m
Multiple Airlines
Deal found 2/22$360
This Kiwi.com deal was found by Cheapflights users on 2/21. 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 5/2912:12 pm
CAK
-
MDW
1 stop9h 28m
Multiple Airlines
Mon 6/19:16 pm
MDW
-
CAK
2 stops19h 15m
Multiple Airlines
Deal found 2/21$382
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 4/302:53 pm
CAK
-
MDW
2 stops8h 26m
Multiple Airlines
Sat 5/29:14 am
MDW
-
CAK
1 stop10h 12m
Multiple Airlines
Deal found 2/23$386
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 3/77:00 am
CAK
-
MDW
1 stop7h 08m
Multiple Airlines
Mon 3/96:15 am
MDW
-
CAK
1 stop15h 09m
Multiple Airlines
Deal found 2/23$387
This Kiwi.com deal was found by Cheapflights users on 2/23. 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 5/2912:12 pm
CAK
-
MDW
1 stop9h 28m
Multiple Airlines
Sat 5/309:16 pm
MDW
-
CAK
2 stops13h 32m
Multiple Airlines
Deal found 2/23$389
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 4/2310:07 am
CAK
-
MDW
2 stops27h 23m
Multiple Airlines
Sun 4/265:47 pm
MDW
-
CAK
1 stop20h 36m
Multiple Airlines
Deal found 2/24$390

Find 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 February 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$330
(Kiwi.com)

One-way from

$135
(Kiwi.com)

Popular in

October

Cheapest in

September

Average price

$355
Provider with most accurate pricing for Akron/Canton-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Akron/Canton-Chicago Midway flights.
Search Deals
From Akron/Canton to Chicago Midway
Search Deals
One-way flight from Akron/Canton to Chicago Midway
Search Deals
High demand for flights, 12% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 24, 2026.
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 5/14

12:33 pm-10:19 pm

2 stops10h 46m

Chicago Midway

Sun 5/17

9:14 am-10:42 pm

1 stop12h 28m

$353

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 4/30

2:53 pm-10:19 pm

2 stops8h 26m

Chicago Midway

Sat 5/2

9:14 am-8:26 pm

1 stop10h 12m

$386

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sat 3/7

7:00 am-1:08 pm

1 stop7h 08m

Chicago Midway

Mon 3/9

6:15 am-10:24 pm

1 stop15h 09m

$387

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Wed 3/11

8:00 am-6:13 pm

1 stop11h 13m

Chicago Midway

Sun 3/15

8:43 pm-3:25 pm

1 stop17h 42m

$412

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Tue 7/21

8:00 am-8:06 pm

2 stops13h 06m

Chicago Midway

Sun 7/26

7:41 pm-10:14 pm

1 stop25h 33m

$441

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 3/19

9:22 pm-1:08 pm

1 stop16h 46m

Chicago Midway

Sun 3/22

9:13 pm-3:33 pm

1 stop17h 20m

$451

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 3/23

6:00 am-10:19 pm

2 stops17h 19m

Chicago Midway

Thu 3/26

8:43 pm-3:33 pm

1 stop17h 50m

$460

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 6/5

9:45 am-6:36 pm

1 stop9h 51m

Chicago Midway

Sun 6/7

7:41 pm-8:55 am

1 stop12h 14m

$473

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 3/6

7:00 am-8:53 pm

1 stop14h 53m

Chicago Midway

Mon 3/9

6:05 am-1:52 pm

2 stops30h 47m

$479

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 8/7

7:00 am-6:36 pm

1 stop12h 36m

Chicago Midway

Sun 8/9

7:41 pm-11:28 am

2 stops14h 47m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/24

Showing 1-10 of 15 results
1
2

Compare providers for flights from Akron to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Akron to Midway in February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Akron-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Akron-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Akron-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Akron-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Akron-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, November is the cheapest month in which you can book a flight from Akron to Chicago Midway Airport (average of $76). Flying from Akron to Chicago Midway Airport in February is currently the most expensive (average of $235). 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 February 24, 2026.
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
9,344 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,344 reviews
United Airlines
7.4
Good
9,344 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 $131. Users have found that United Airlines is 51% cheaper than the other options available to this destination.

  • 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, November is the cheapest month in which you can book a flight from Akron to Chicago Midway Airport (average of $76). Flying from Akron to Chicago Midway Airport in February is currently the most expensive (average of $235). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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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 February 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$131Average$284FlexibilityNo cancel feeOn-time69%

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