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$143+ Cheap flights from Cleveland to Madison (CLE - MSN)

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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MSN
oct. 17 — oct. 241
ven. 10/17
ven. 10/24
1 adult, Economy
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Cheap 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 septembre 17, 2025.

Round-trip from

$229
(Delta)

One-way from

$143
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$321
From Cleveland Hopkins Intl to Madison Truax Field
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One-way flight from Cleveland Hopkins Intl to Madison Truax Field
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Highest demand for flights based on searches. 14% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Cleveland to Madison

Cheapest flights from Cleveland to Madison
Explore the most affordable flight options available from Cleveland to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septembre 17, 2025.

This Delta deal was found by Cheapflights users on 9/16. 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.
mar. 10/78:20 amCLE - MSN
1 stop5h 14mDelta
jeu. 10/161:19 pmMSN - CLE
1 stop4h 31mDelta
Deal found 9/16$229
This American Airlines deal was found by Cheapflights users on 9/17. 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.
mar. 10/289:30 amCLE - MSN
1 stop5h 24mAmerican Airlines
sam. 11/12:14 pmMSN - CLE
2 stops7h 21mAmerican Airlines
Deal found 9/17$234
This United Airlines deal was found by Cheapflights users on 9/16. 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.
mer. 10/18:40 amCLE - MSN
1 stop4h 05mUnited Airlines
dim. 10/58:15 amMSN - CLE
1 stop4h 04mUnited Airlines
Deal found 9/16$239
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/248:43 amCLE - MSN
1 stop6h 11mUnited Airlines
ven. 12/265:00 amMSN - CLE
1 stop3h 53mUnited Airlines
Deal found 9/15$245
This Delta deal was found by Cheapflights users on 9/14. 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.
jeu. 10/305:20 amCLE - MSN
1 stop4h 20mDelta
jeu. 11/67:00 amMSN - CLE
1 stop5h 46mDelta
Deal found 9/14$254
This American Airlines deal was found by Cheapflights users on 9/16. 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.
mar. 9/304:34 pmCLE - MSN
1 stop7h 36mAmerican Airlines
ven. 10/102:14 pmMSN - CLE
1 stop5h 09mAmerican Airlines
Deal found 9/16$264
This American Airlines deal was found by Cheapflights users on 9/17. 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.
ven. 9/266:53 pmCLE - MSN
1 stop5h 04mAmerican Airlines
dim. 9/285:00 amMSN - CLE
1 stop5h 48mAmerican Airlines
Deal found 9/17$269
This United Airlines deal was found by Cheapflights users on 9/16. 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.
ven. 10/107:00 amCLE - MSN
1 stop5h 45mUnited Airlines
mar. 10/146:30 amMSN - CLE
1 stop5h 49mUnited Airlines
Deal found 9/16$277
This Delta deal was found by Cheapflights users on 9/16. 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.
mar. 10/75:20 amCLE - MSN
1 stop4h 20mDelta
mar. 10/149:20 amMSN - CLE
1 stop3h 26mDelta
Deal found 9/16$278
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/225:50 pmCLE - MSN
1 stop4h 13mUnited Airlines
dim. 12/286:40 amMSN - CLE
1 stop5h 38mUnited Airlines
Deal found 9/15$289
This American Airlines deal was found by Cheapflights users on 9/16. 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.
sam. 11/84:14 pmCLE - MSN
2 stops8h 38mAmerican Airlines
sam. 11/1510:58 amMSN - CLE
1 stop5h 00mAmerican Airlines
Deal found 9/16$292
This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/2312:03 pmCLE - MSN
1 stop5h 20mDelta
mer. 12/245:03 pmMSN - CLE
1 stop4h 35mDelta
Deal found 9/15$297

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 septembre 17, 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

mar. 10/7

8:20 am-12:34 pm

1 stop5h 14m

Madison Truax Field

jeu. 10/16

1:19 pm-6:50 pm

1 stop4h 31m

$229

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

mar. 10/14

8:40 am-11:45 am

1 stop4h 05m

Madison Truax Field

mar. 10/21

6:30 am-1:19 pm

1 stop5h 49m

$229

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

mar. 10/14

8:20 am-12:34 pm

1 stop5h 14m

Madison Truax Field

mar. 10/21

7:00 am-1:46 pm

1 stop5h 46m

$229

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

sam. 10/11

4:30 pm-10:29 pm

1 stop6h 59m

Madison Truax Field

jeu. 10/16

1:19 pm-6:50 pm

1 stop4h 31m

$229

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

mar. 10/7

8:20 am-12:34 pm

1 stop5h 14m

Madison Truax Field

sam. 10/11

7:00 am-1:46 pm

1 stop5h 46m

$229

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

mar. 10/28

7:05 am-10:18 am

1 stop4h 13m

Madison Truax Field

sam. 11/1

7:00 am-1:46 pm

1 stop5h 46m

$229

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

mar. 10/28

9:30 am-1:54 pm

1 stop5h 24m

Madison Truax Field

sam. 11/1

2:14 pm-10:35 pm

2 stops7h 21m

$234

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

mer. 10/1

8:40 am-11:45 am

1 stop4h 05m

Madison Truax Field

dim. 10/5

8:15 am-1:19 pm

1 stop4h 04m

$239

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

jeu. 10/30

5:20 am-8:40 am

1 stop4h 20m

Madison Truax Field

jeu. 11/6

7:00 am-1:46 pm

1 stop5h 46m

$254

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

ven. 10/24

7:05 am-11:25 am

1 stop5h 20m

Madison Truax Field

dim. 10/26

7:45 pm-11:49 pm

1 stop3h 04m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 22 results
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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, January is the cheapest month in which you can book a flight from Cleveland to Madison (average of $338). Flying from Cleveland to Madison in March is currently the most expensive (average of $422). 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 CLE to MSN?

Find hourly flight availability from Cleveland to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septembre 17, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 21% on flights from Cleveland to Madison by exploring options for tickets in the afternoon.

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 septembre 17, 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
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Comfort

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 4h 05m. Delta provides one of the quickest options available for as low as $229. 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 $228 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 35% 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 Frontier ($143), Delta ($164), and United Airlines ($164).

  • 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, January is the cheapest month in which you can book a flight from Cleveland to Madison (average of $338). Flying from Cleveland to Madison in March is currently the most expensive (average of $422). 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 septembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$228Average$299FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$391FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$336FlexibilityNo cancel feeOn-time69%

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