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Midway

$122+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — MDW
Aug 21 — Aug 281
Fri 8/21
Fri 8/28
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 July 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/19. 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 10/110:12 pm
CAK
-
MDW
1 stop23h 22m
Multiple Airlines
Wed 10/712:03 pm
MDW
-
CAK
2 stops22h 24m
Multiple Airlines
Deal found 7/19$287
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 10/110:12 pm
CAK
-
MDW
1 stop23h 22m
Multiple Airlines
Tue 10/612:03 pm
MDW
-
CAK
2 stops24h 34m
Multiple Airlines
Deal found 7/19$310
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 10/110:12 pm
CAK
-
MDW
1 stop23h 22m
Multiple Airlines
Mon 10/57:25 am
MDW
-
CAK
2 stops14h 34m
Multiple Airlines
Deal found 7/19$340
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/1610:04 pm
CAK
-
MDW
1 stop23h 31m
Multiple Airlines
Sun 8/236:05 am
MDW
-
CAK
2 stops16h 52m
Multiple Airlines
Deal found 7/19$360
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Thu 8/1310:04 pm
CAK
-
MDW
1 stop23h 31m
Multiple Airlines
Tue 8/1811:50 am
MDW
-
CAK
2 stops26h 05m
Multiple Airlines
Deal found 7/20$377
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Thu 8/1310:04 pm
CAK
-
MDW
1 stop23h 31m
Multiple Airlines
Wed 8/1911:50 am
MDW
-
CAK
2 stops22h 58m
Multiple Airlines
Deal found 7/20$383
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Sun 8/1610:04 pm
CAK
-
MDW
1 stop23h 31m
Multiple Airlines
Wed 8/196:05 am
MDW
-
CAK
2 stops16h 54m
Multiple Airlines
Deal found 7/20$402
This Kiwi.com deal was found by Cheapflights users on 7/18. 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 8/1310:04 pm
CAK
-
MDW
1 stop23h 31m
Multiple Airlines
Sun 8/1611:06 am
MDW
-
CAK
2 stops11h 51m
Multiple Airlines
Deal found 7/18$408
This Kiwi.com deal was found by Cheapflights users on 7/18. 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.
Sun 7/269:56 pm
CAK
-
MDW
1 stop23h 34m
Multiple Airlines
Fri 7/313:28 pm
MDW
-
CAK
2 stops22h 27m
Multiple Airlines
Deal found 7/18$429
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 10/110:12 pm
CAK
-
MDW
1 stop23h 22m
Multiple Airlines
Sun 10/47:25 am
MDW
-
CAK
2 stops13h 32m
Multiple Airlines
Deal found 7/19$444
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
Tue 8/111:21 pm
CAK
-
MDW
2 stops21h 30m
Multiple Airlines
Sun 8/169:14 am
MDW
-
CAK
1 stop9h 51m
Multiple Airlines
Deal found 7/20$445

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 July 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$287
(Kiwi.com)

One-way from

$122
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$305
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. 9% potential increase in price ($28 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 July 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 July 22, 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

Sun 8/16

10:04 pm-8:35 pm

1 stop23h 31m

Chicago Midway

Sun 8/23

6:05 am-11:57 pm

2 stops16h 52m

$360

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sun 8/16

10:04 pm-8:35 pm

1 stop23h 31m

Chicago Midway

Fri 8/21

11:50 am-11:59 pm

2 stops35h 09m

$408

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 8/13

10:04 pm-8:35 pm

1 stop23h 31m

Chicago Midway

Sun 8/16

11:06 am-11:57 pm

2 stops11h 51m

$408

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 8/14

6:00 am-10:03 pm

2 stops17h 03m

Chicago Midway

Sun 8/16

9:14 am-8:05 pm

1 stop9h 51m

$473

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 8/13

10:04 pm-8:35 pm

1 stop23h 31m

Chicago Midway

Sun 8/16

9:14 am-8:05 pm

1 stop9h 51m

$474

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Thu 8/6

10:04 pm-8:35 pm

1 stop23h 31m

Chicago Midway

Sun 8/9

6:05 am-7:15 pm

2 stops12h 10m

$498

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Tue 8/11

8:00 am-10:03 pm

2 stops15h 03m

Chicago Midway

Thu 8/13

9:14 am-8:05 pm

1 stop9h 51m

$542

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Sat 8/8

8:15 am-10:03 pm

2 stops14h 48m

Chicago Midway

Sun 8/9

9:14 am-8:05 pm

1 stop9h 51m

$547

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Fri 8/7

6:00 am-10:03 pm

2 stops17h 03m

Chicago Midway

Sun 8/9

9:14 am-8:05 pm

1 stop9h 51m

$571
Quickest round-trip

AkronChicago

CAK - MDW

CAKMDW

Akron/Canton

Mon 8/10

6:00 am-2:59 pm

2 stops9h 59m

Chicago Midway

Thu 8/13

9:14 am-8:05 pm

1 stop9h 51m

$579

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 20 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 July.
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 July 22, 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
10,020 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.7

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
10,020 reviews
United Airlines
7.4
Good
10,020 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.7

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.

  • 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 31m. 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
Valparaiso
Hammond
Saint Joseph
Porter

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 July 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$131Average$284FlexibilityNo cancel feeOn-time69%

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