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$55+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CLE
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
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 January 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Delta)

One-way from

$55
(Frontier)

Popular in

August

Cheapest in

June

Average price

$456

Good round-trip deal

$255 or less

Good one-way deal

$149 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
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Highest demand for flights based on searches. 25% potential increase in price ($109 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 21, 2025.

This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/181:26 pmMDW - CLE
2 stops8h 21mDelta
Tue 2/257:05 amCLE - MDW
2 stops7h 00mDelta
Deal found 1/21$187
This Mytrip deal was found by Cheapflights users on 1/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/37:15 amMDW - CLE
1 stop15h 37mFrontier
Wed 2/57:27 pmCLE - MDW
1 stop17h 17mFrontier
Deal found 1/21$189
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1512:50 pmMDW - CLE
Nonstop1h 10mSouthwest
Wed 2/197:05 amCLE - MDW
Nonstop1h 30mSouthwest
Deal found 1/20$197

Find flights from Midway to Cleveland within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 2/18

1:26 pm-10:47 pm

2 stops8h 21m

Cleveland Hopkins Intl

Tue 2/25

7:05 am-1:05 pm

2 stops7h 00m

$187

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Mon 2/3

7:15 am-11:52 pm

1 stop15h 37m

Cleveland Hopkins Intl

Wed 2/5

7:27 pm-11:44 am

1 stop17h 17m

$189

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 2/15

12:50 pm-3:00 pm

Nonstop1h 10m

Cleveland Hopkins Intl

Wed 2/19

7:05 am-7:35 am

Nonstop1h 30m

$197

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 2/22

4:19 pm-1:28 am

1 stop8h 09m

$55

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Mon 2/24

6:20 pm-8:35 pm

Nonstop1h 15m

$79

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 4/24

9:30 am-1:31 pm

1 stop3h 01m

$89

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Mon 4/7

10:59 am-12:19 pm

3 stops24h 20m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 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 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 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 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.

Travel insights for flights from Midway to Cleveland

Get recent, data-driven insights about flights from Midway to Cleveland including ideal travel times, pricing trends, and more.

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 January 21, 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 morning, which can drop the price by up to 13% versus a flight in the afternoon.

Weekly flight availability from Chicago Midway Airport to Cleveland

Explore weekly flight availability from Midway to Cleveland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from MDW to CLE are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 January 21, 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
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.1
Okay
3,443 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Overall

8.1

Food

7.2

Crew

8.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Delta is currently your cheapest option to Cleveland, with prices starting at $187. Additional round-trip tickets that might be worth considering are offered by Southwest and Frontier, with the lowest prices starting at $197 and $206, respectively. Delta is 42% 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 $55. Southwest flights start at $79 while deals on Delta start at $89 one-way.

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

    On average you can expect to pay $233 for a flight from Chicago Midway Airport to Cleveland. The cheapest flight overall is $94 while the most popular route, (Chicago Midway - Cleveland Hopkins Intl) is currently priced at $157.

  • 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
Painesville
North Olmsted
Mansfield
Willoughby
Elyria
Kent
Medina
Cleveland Heights
Macedonia
Independence
Strongsville
Cuyahoga Falls
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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$188Average$400FlexibilityNo cancel feeOn-time63%
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