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$96+ Cheap flights from Midway (MDW) to Cleveland (CLE)

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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CLE
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
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Cheap flight deals from Midway to Cleveland

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Cleveland (CLE). 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 April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$191
(Frontier)

One-way from

$96
(Mytrip)

Popular in

July

Cheapest in

June

Average price

$259

Good round-trip deal

$243 or less

Good one-way deal

$148 or less
Provider with most accurate pricing for Chicago Midway-Cleveland Hopkins Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Cleveland Hopkins Intl flights.
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From Chicago Midway to Cleveland Hopkins Intl
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One-way flight from Chicago Midway to Cleveland Hopkins Intl
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to Cleveland Hopkins Intl.
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Price to beat on a one-way flight from Chicago Midway to Cleveland Hopkins Intl.
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Find flight deals from Midway to Cleveland

Cheapest flights from Midway to Cleveland
Explore the most affordable flight options available from Midway to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 15, 2025.

This Frontier deal was found by Cheapflights users on 4/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/162:45 pmMDW - CLE
1 stop9h 14mFrontier
Sun 5/182:21 pmCLE - MDW
1 stop10h 33mFrontier
Deal found 4/15$191
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/299:30 amMDW - CLE
Nonstop1h 15mSouthwest
Thu 5/296:50 pmCLE - MDW
Nonstop1h 15mSouthwest
Deal found 4/14$197
This Delta deal was found by Cheapflights users on 4/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/249:16 amMDW - CLE
1 stop3h 13mDelta
Sun 5/252:10 pmCLE - MDW
1 stop5h 35mDelta
Deal found 4/14$217
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/410:31 amMDW - CLE
2 stops24h 24mMultiple Airlines
Sun 7/66:20 pmCLE - MDW
3 stops20h 44mMultiple Airlines
Deal found 4/14$574

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Cleveland 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 April 15, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Cleveland that are best for you.

Fly from

Midway

Fly to

Cleveland

Route

Depart

Return

Price

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Fri 5/16

2:45 pm-12:59 am

1 stop9h 14m

Cleveland Hopkins Intl

Sun 5/18

2:21 pm-11:54 pm

1 stop10h 33m

$191

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 5/29

9:30 am-11:45 am

Nonstop1h 15m

Cleveland Hopkins Intl

Thu 5/29

6:50 pm-7:05 pm

Nonstop1h 15m

$197

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 5/24

9:16 am-1:29 pm

1 stop3h 13m

Cleveland Hopkins Intl

Sun 5/25

2:10 pm-6:45 pm

1 stop5h 35m

$217

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Fri 7/4

10:31 am-11:55 am

2 stops24h 24m

Cleveland Hopkins Intl

Sun 7/6

6:20 pm-2:04 pm

3 stops20h 44m

$574

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 5/24

2:44 pm-11:03 am

1 stop19h 19m

$96

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sun 5/25

9:16 am-1:29 pm

1 stop3h 13m

$109

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 7/12

8:25 pm-10:40 pm

Nonstop1h 15m

$122

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Fri 7/11

10:31 am-12:19 am

3 stops36h 48m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Compare providers for flights from Midway to Cleveland

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 Midway to Cleveland in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 Chicago Midway Airport-Cleveland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Cleveland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Cleveland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Cleveland 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 Chicago Midway Airport-Cleveland 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 Midway to Cleveland

Have a flexible travel schedule? Discover the best time to fly to Cleveland from Midway 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 Chicago Midway Airport to Cleveland

What is the cheapest month to book a flight from Chicago Midway Airport to Cleveland?

Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Cleveland (average of $250). Flying from Chicago Midway Airport to Cleveland in June is currently the most expensive (average of $290). 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.

What is the cheapest time of day to fly from MDW to CLE?

Find hourly flight availability from Midway to Cleveland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 15, 2025.

When flying from Chicago Midway Airport to Cleveland, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 23% versus a flight in the afternoon.

Rainfall in Cleveland by month

Plan your trip to Cleveland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cleveland ranges from 2.3 - 3.8 inches per month. September is typically the wettest month, when rainfall can reach 3.8 in. February is typically the driest time to visit Cleveland when rainfall is around 2.3 in.

Temperature in Cleveland by month

Plan your trip to Cleveland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cleveland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

Reviews of airlines servicing Cleveland

Get insights into the airlines that provide service to Cleveland. 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 Cleveland. Reviews last updated April 15, 2025.
See what other customers who have flown with Southwest, Delta and Frontier from Chicago to Cleveland have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,279 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,279 reviews
Southwest
8.0
Very good
4,279 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,279 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,279 reviews

Entertainment

7.6

Overall

8.0

Comfort

8.0

Food

7.1

Boarding

8.2

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Midway to Cleveland. 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 into for flights to Cleveland from Chicago Midway?

    Located just 10.1 mi from the city center, Cleveland Hopkins Intl is the airport most travelers will use when flying to Cleveland from Chicago Midway. Booking flights from Chicago Midway to Hopkins Intl (CLE) should be relatively easy as there are 2 daily inbound flights from Chicago Midway from 1 airline.

  • What are the cheapest airlines flying from Chicago Midway Airport to Cleveland round-trip?

    Flying on Frontier is currently your cheapest option to Cleveland, with prices starting at $191. Additional round-trip tickets that might be worth considering are offered by Southwest and Delta, with the lowest prices starting at $197 and $217, respectively. Frontier is 48% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Cleveland one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $96. Southwest flights start at $109 while deals on Delta start at $114 one-way.

  • What are the cheapest flights from Chicago Midway Airport to Cleveland?

    On average you can expect to pay $317 for a flight from Chicago Midway Airport to Cleveland. The cheapest flight overall is $118 while the most popular route, (Chicago Midway - Cleveland Hopkins Intl) is currently priced at $197.

  • Can I find deals for flights from Midway to Cleveland that include hotel bookings?

    Yes. In addition to deals on Midway to Cleveland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Cleveland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Cleveland.

  • Can I find deals for business class flights from Midway to Cleveland?

    Yes. Cheapflights offers flight deals from Midway to Cleveland 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 Chicago Midway Airport to Cleveland?

    Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Cleveland (average of $250). Flying from Chicago Midway Airport to Cleveland in June is currently the most expensive (average of $290). 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
Beachwood
Mentor
Sandusky
Wooster
Mansfield
Independence
Painesville
North Olmsted
Willoughby
Kent
Elyria
Cleveland Heights
Macedonia
Strongsville
Cuyahoga Falls
Medina
Westlake

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Top airline flying from Midway to Cleveland

Discover the top airline that operate flights from Midway to Cleveland. 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$187Average$328FlexibilityNo cancel feeOn-time63%

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