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$249+ Cheap flights from Cleveland to Madison (CLE - MSN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MSN
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap flight deals from Cleveland to Madison

Best flights from Cleveland to Madison
Discover carefully curated flight deals from Cleveland to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 31, 2025.

This United Airlines deal was found by Cheapflights users on 12/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/237:13 pmCLE - MSN
1 stop5h 31mUnited Airlines
Sun 1/253:48 pmMSN - CLE
1 stop5h 26mUnited Airlines
Deal found 12/29$249
This Delta deal was found by Cheapflights users on 12/31. 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.
Wed 1/2810:20 amCLE - MSN
1 stop6h 24mDelta
Wed 2/44:30 pmMSN - CLE
1 stop6h 26mDelta
Deal found 12/31$249
This American Airlines deal was found by Cheapflights users on 12/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2812:44 pmCLE - MSN
2 stops7h 00mAmerican Airlines
Wed 2/45:22 pmMSN - CLE
1 stop3h 34mAmerican Airlines
Deal found 12/31$254
This United Airlines deal was found by Cheapflights users on 12/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:14 pmCLE - MSN
1 stop6h 02mUnited Airlines
Sun 4/128:30 amMSN - CLE
1 stop5h 48mUnited Airlines
Deal found 12/30$249
This Delta deal was found by Cheapflights users on 12/30. 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.
Fri 3/276:30 amCLE - MSN
1 stop3h 21mDelta
Sun 3/296:00 amMSN - CLE
1 stop4h 15mDelta
Deal found 12/30$269
This American Airlines deal was found by Cheapflights users on 12/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:30 amCLE - MSN
1 stop3h 41mAmerican Airlines
Sun 3/85:00 amMSN - CLE
1 stop3h 21mAmerican Airlines
Deal found 12/30$298
This Delta deal was found by Cheapflights users on 12/31. 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.
Sun 1/116:30 amCLE - MSN
1 stop4h 49mDelta
Sat 1/177:00 amMSN - CLE
1 stop5h 46mDelta
Deal found 12/31$279
This Delta deal was found by Cheapflights users on 12/30. 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.
Fri 6/128:29 amCLE - MSN
1 stop5h 25mDelta
Sun 6/146:15 amMSN - CLE
1 stop5h 33mDelta
Deal found 12/30$284
This Delta deal was found by Cheapflights users on 12/31. 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.
Fri 6/268:29 amCLE - MSN
1 stop5h 25mDelta
Sun 6/286:15 amMSN - CLE
1 stop5h 33mDelta
Deal found 12/31$284

Find flight deals from Cleveland to Madison

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Madison (MSN). 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 December 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(United Airlines)

Popular in

August

Cheapest in

February

Average price

$364
Provider with most accurate pricing for Cleveland Hopkins Intl-Madison Truax Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Madison Truax Field flights.
Search Deals
From Cleveland Hopkins Intl to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland to Madison 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 December 31, 2025.
Use the filters below to find and compare flights from Cleveland to Madison that are best for you.

Fly from

Cleveland

Fly to

Madison

Route

Depart

Return

Price

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 1/23

7:13 pm-11:44 pm

1 stop5h 31m

Madison Truax Field

Sun 1/25

3:48 pm-10:14 pm

1 stop5h 26m

$249

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Wed 1/28

10:20 am-3:44 pm

1 stop6h 24m

Madison Truax Field

Wed 2/4

4:30 pm-11:56 pm

1 stop6h 26m

$249

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 4/10

4:14 pm-9:16 pm

1 stop6h 02m

Madison Truax Field

Sun 4/12

8:30 am-3:18 pm

1 stop5h 48m

$249

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Wed 1/28

12:44 pm-6:44 pm

2 stops7h 00m

Madison Truax Field

Wed 2/4

5:22 pm-9:56 pm

1 stop3h 34m

$254

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 3/27

6:30 am-8:51 am

1 stop3h 21m

Madison Truax Field

Sun 3/29

6:00 am-11:15 am

1 stop4h 15m

$269

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Sun 1/11

6:30 am-10:19 am

1 stop4h 49m

Madison Truax Field

Sat 1/17

7:00 am-1:46 pm

1 stop5h 46m

$279

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 6/12

8:29 am-12:54 pm

1 stop5h 25m

Madison Truax Field

Sun 6/14

6:15 am-12:48 pm

1 stop5h 33m

$284

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 6/26

8:29 am-12:54 pm

1 stop5h 25m

Madison Truax Field

Sun 6/28

6:15 am-12:48 pm

1 stop5h 33m

$284

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 3/6

6:30 am-9:11 am

1 stop3h 41m

Madison Truax Field

Sun 3/8

5:00 am-9:21 am

1 stop3h 21m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Compare providers for flights from Cleveland to Madison

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 Cleveland to Madison in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 Cleveland-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Cleveland-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Cleveland-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Madison 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 Cleveland-Madison 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 Cleveland to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Cleveland 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 Cleveland to Madison

What is the cheapest month to book a flight from Cleveland to Madison?

Currently, September is the cheapest month in which you can book a flight from Cleveland to Madison (average of $54). Flying from Cleveland to Madison in March is currently the most expensive (average of $243). 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 Madison

Get insights into the airlines that provide service to Madison. 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 Madison. Reviews last updated December 31, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Cleveland to Madison 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.
Delta
7.9
Good
8,013 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,013 reviews
Delta
7.9
Good
8,013 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,129 reviews
Delta
7.9
Good
8,013 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,069 reviews
Delta
7.9
Good
8,013 reviews

Food

7.2

Entertainment

7.8

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Cleveland to Madison?

    A quick flight from Cleveland to Madison can take about 5h 31m. United Airlines provides one of the quickest options available for as low as $249. There are 400 mi between Cleveland and Madison. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Cleveland to Madison round-trip?

    Our cheapest airline available from Cleveland to Madison is Delta. Our recent data shows that you can find tickets from as low as $218 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $228 and $228 round-trip. You may be able to fly from Cleveland to Madison for 37% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Cleveland to Madison one-way?

    The cheapest airlines for a one-way flight from Cleveland to Madison are American Airlines ($148), Delta ($148), and United Airlines ($189).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland to Madison 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 Cleveland to Madison?

    Currently, September is the cheapest month in which you can book a flight from Cleveland to Madison (average of $54). Flying from Cleveland to Madison in March is currently the most expensive (average of $243). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Top 3 airlines flying from Cleveland to Madison

Discover the top 3 airlines that operate flights from Cleveland to Madison. 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 December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$218Average$381FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$429FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$315FlexibilityNo cancel feeOn-time69%

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