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Midway

$117+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — MDW
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
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 May 9, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/296:00 am
CAK
-
MDW
2 stops30h 12m
Multiple Airlines
Fri 7/39:15 pm
MDW
-
CAK
1 stop22h 39m
Multiple Airlines
Deal found 5/7$237
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Tue 6/301:21 pm
CAK
-
MDW
2 stops9h 50m
Multiple Airlines
Fri 7/39:15 pm
MDW
-
CAK
1 stop22h 39m
Multiple Airlines
Deal found 5/7$250
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 7/17:00 am
CAK
-
MDW
2 stops16h 11m
Multiple Airlines
Fri 7/39:15 pm
MDW
-
CAK
1 stop22h 39m
Multiple Airlines
Deal found 5/7$271
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/11:45 pm
CAK
-
MDW
2 stops22h 27m
Multiple Airlines
Thu 6/49:11 am
MDW
-
CAK
1 stop9h 43m
Multiple Airlines
Deal found 5/8$283
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Tue 8/41:21 pm
CAK
-
MDW
2 stops9h 47m
Multiple Airlines
Thu 8/139:14 am
MDW
-
CAK
1 stop9h 51m
Multiple Airlines
Deal found 5/9$296
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/37:00 am
CAK
-
MDW
2 stops16h 02m
Multiple Airlines
Thu 6/49:11 am
MDW
-
CAK
1 stop9h 43m
Multiple Airlines
Deal found 5/7$310
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Tue 6/21:21 pm
CAK
-
MDW
2 stops22h 48m
Multiple Airlines
Fri 6/59:23 pm
MDW
-
CAK
1 stop22h 38m
Multiple Airlines
Deal found 5/9$314
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/37:00 am
CAK
-
MDW
2 stops16h 02m
Multiple Airlines
Fri 6/59:23 pm
MDW
-
CAK
1 stop22h 38m
Multiple Airlines
Deal found 5/7$316
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 5/285:15 pm
CAK
-
MDW
2 stops18h 54m
Multiple Airlines
Thu 6/49:11 am
MDW
-
CAK
1 stop9h 43m
Multiple Airlines
Deal found 5/7$318
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 7/309:43 pm
CAK
-
MDW
1 stop23h 48m
Allegiant Air
Sun 8/29:08 am
MDW
-
CAK
1 stop9h 45m
Allegiant Air
Deal found 5/6$323
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/285:15 pm
CAK
-
MDW
2 stops18h 54m
Multiple Airlines
Sun 5/319:14 am
MDW
-
CAK
1 stop9h 02m
Multiple Airlines
Deal found 5/5$325

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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$237
(Kiwi.com)

One-way from

$117
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$264
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
Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 9, 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

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

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 7/5

9:55 pm-8:30 pm

1 stop23h 35m

Chicago Midway

Sun 7/19

2:48 pm-9:31 pm

2 stops29h 43m

$339
Quickest round-trip

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Tue 8/4

1:21 pm-10:08 pm

2 stops9h 47m

Chicago Midway

Sun 8/9

9:14 am-8:05 pm

1 stop9h 51m

$349

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 8/2

9:53 pm-8:30 pm

1 stop23h 37m

Chicago Midway

Sat 8/8

12:11 pm-8:27 am

2 stops19h 16m

$350

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 5/29

12:12 pm-8:40 pm

1 stop9h 28m

Chicago Midway

Tue 6/2

12:27 pm-2:55 pm

2 stops25h 28m

$353

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 6/7

10:03 pm-8:33 pm

1 stop23h 30m

Chicago Midway

Thu 6/11

6:00 am-11:57 pm

2 stops16h 57m

$358

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Tue 6/30

1:21 pm-11:09 am

2 stops22h 48m

Chicago Midway

Thu 7/2

9:08 am-7:53 pm

1 stop9h 45m

$361

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 6/4

10:02 pm-8:33 pm

1 stop23h 31m

Chicago Midway

Wed 6/10

12:04 pm-10:55 pm

2 stops9h 51m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Showing 1-10 of 18 resultsSorted by cheapest first
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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 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.

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 May 9, 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
9,692 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

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
9,692 reviews
United Airlines
7.4
Good
9,692 reviews

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

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.

  • How long is the flight from Akron to Chicago Midway Airport?

    Airlines like Allegiant Air fly from Akron to Chicago Midway Airport in about 23h 35m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 332 mi.

  • 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.

  • 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.

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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$131Average$309FlexibilityNo cancel feeOn-time69%

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