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Midway

$110+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — MDW
feb. 14 — feb. 211
sáb. 2/14
sáb. 2/21
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 enero 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$296
(Kiwi.com)

One-way from

$110
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$219
Provider with most accurate pricing for Akron/Canton-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Akron/Canton-Chicago Midway flights.
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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. 10% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 enero 15, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
lun. 2/237:00 am
CAK
-
MDW
1 stop14h 27m
Multiple Airlines
sáb. 2/286:25 am
MDW
-
CAK
2 stops34h 10m
Multiple Airlines
Deal found 1/13$282
This Kiwi.com deal was found by Cheapflights users on 1/12. 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.
lun. 3/96:00 am
CAK
-
MDW
2 stops15h 53m
Multiple Airlines
jue. 3/128:43 pm
MDW
-
CAK
1 stop17h 42m
Multiple Airlines
Deal found 1/12$288
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
mar. 1/278:00 am
CAK
-
MDW
2 stops29h 05m
Multiple Airlines
vie. 1/301:00 pm
MDW
-
CAK
1 stop8h 24m
Multiple Airlines
Deal found 1/15$296
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
lun. 3/26:00 am
CAK
-
MDW
2 stops17h 29m
Multiple Airlines
jue. 3/510:24 am
MDW
-
CAK
1 stop6h 51m
Multiple Airlines
Deal found 1/15$310
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
lun. 1/267:00 am
CAK
-
MDW
2 stops30h 05m
Multiple Airlines
vie. 1/301:00 pm
MDW
-
CAK
1 stop8h 24m
Multiple Airlines
Deal found 1/15$312
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
mié. 1/288:05 am
CAK
-
MDW
2 stops28h 40m
Multiple Airlines
vie. 1/301:00 pm
MDW
-
CAK
1 stop8h 24m
Multiple Airlines
Deal found 1/15$330
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
jue. 3/1211:41 am
CAK
-
MDW
2 stops11h 38m
Multiple Airlines
dom. 3/158:43 pm
MDW
-
CAK
1 stop17h 42m
Multiple Airlines
Deal found 1/15$331
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
mar. 1/278:00 am
CAK
-
MDW
2 stops29h 05m
Multiple Airlines
lun. 2/21:00 pm
MDW
-
CAK
1 stop24h 09m
Multiple Airlines
Deal found 1/15$334
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
lun. 1/267:00 am
CAK
-
MDW
1 stop13h 58m
Multiple Airlines
mié. 1/281:20 pm
MDW
-
CAK
2 stops22h 57m
Multiple Airlines
Deal found 1/15$339
This Kiwi.com deal was found by Cheapflights users on 1/15. 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.
jue. 1/2911:52 am
CAK
-
MDW
2 stops11h 27m
Multiple Airlines
vie. 1/301:00 pm
MDW
-
CAK
1 stop8h 24m
Multiple Airlines
Deal found 1/15$346

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 enero 15, 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

mar. 1/27

8:00 am-12:05 pm

2 stops29h 05m

Chicago Midway

vie. 1/30

1:00 pm-10:24 pm

1 stop8h 24m

$296

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 3/2

6:00 am-10:29 pm

2 stops17h 29m

Chicago Midway

jue. 3/5

10:24 am-6:15 pm

1 stop6h 51m

$310

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 1/26

7:00 am-12:05 pm

2 stops30h 05m

Chicago Midway

vie. 1/30

1:00 pm-10:24 pm

1 stop8h 24m

$312

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

mar. 1/27

8:00 am-12:05 pm

2 stops29h 05m

Chicago Midway

lun. 2/2

1:00 pm-2:09 pm

1 stop24h 09m

$334

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 3/2

7:00 am-8:27 pm

1 stop14h 27m

Chicago Midway

sáb. 3/7

6:00 am-8:37 pm

2 stops37h 37m

$338

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 1/26

7:00 am-7:58 pm

1 stop13h 58m

Chicago Midway

mié. 1/28

1:20 pm-1:17 pm

2 stops22h 57m

$339

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 1/26

7:00 am-12:05 pm

2 stops30h 05m

Chicago Midway

lun. 2/2

1:00 pm-2:09 pm

1 stop24h 09m

$350

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 1/26

7:00 am-7:58 pm

1 stop13h 58m

Chicago Midway

sáb. 1/31

9:38 am-9:37 pm

2 stops34h 59m

$351

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

dom. 3/15

7:05 am-1:08 pm

2 stops31h 03m

Chicago Midway

mié. 3/18

11:19 am-8:56 pm

1 stop8h 37m

$356

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

lun. 1/26

7:00 am-7:58 pm

1 stop13h 58m

Chicago Midway

mar. 2/3

1:20 pm-2:40 pm

2 stops24h 20m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 13 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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Akron-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 $201). 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 enero 15, 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
9,163 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

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
9,163 reviews
United Airlines
7.4
Good
9,163 reviews

Entertainment

7.1

Food

6.6

Comfort

7.3

Boarding

7.7

Overall

7.4

Crew

8.1

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 $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, 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 $201). 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 enero 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$217Average$317FlexibilityNo cancel feeOn-time69%

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