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Madison

$156+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — MSN
Sep 1 — Sep 81
Tue 9/1
Tue 9/8
1 adult, Economy
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Cheap 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 August 2, 2026.

This Delta deal was found by Cheapflights users on 7/30. 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.
Sat 9/54:09 pm
CLE
-
MSN
1 stop6h 10m
Delta
Sat 9/129:32 am
MSN
-
CLE
1 stop3h 08m
Delta
Deal found 7/30$277
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:47 pm
CLE
-
MSN
1 stop20h 38m
Multiple Airlines
Sat 9/1210:33 am
MSN
-
CLE
1 stop24h 38m
Multiple Airlines
Deal found 7/30$278
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:01 am
CLE
-
MSN
1 stop9h 24m
Multiple Airlines
Sat 9/1210:33 am
MSN
-
CLE
1 stop24h 38m
Multiple Airlines
Deal found 7/30$283
This Delta deal was found by Cheapflights users on 7/30. 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.
Sat 9/54:09 pm
CLE
-
MSN
1 stop6h 10m
Delta
Tue 9/81:30 pm
MSN
-
CLE
1 stop4h 06m
Delta
Deal found 7/30$287
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:15 am
CLE
-
MSN
1 stop5h 02m
American Airlines
Wed 9/29:48 am
MSN
-
CLE
1 stop3h 32m
American Airlines
Deal found 7/29$288
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
CLE
-
MSN
1 stop12h 25m
Multiple Airlines
Fri 8/216:50 pm
MSN
-
CLE
1 stop21h 25m
Multiple Airlines
Deal found 7/29$295
This Delta deal was found by Cheapflights users on 7/30. 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.
Tue 9/110:24 am
CLE
-
MSN
1 stop3h 23m
Delta
Wed 9/99:32 am
MSN
-
CLE
1 stop3h 08m
Delta
Deal found 7/30$297
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Mon 9/75:15 am
CLE
-
MSN
1 stop5h 02m
American Airlines
Sat 9/127:15 am
MSN
-
CLE
1 stop6h 10m
American Airlines
Deal found 7/30$298
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:51 pm
CLE
-
MSN
1 stop6h 28m
American Airlines
Sat 8/225:00 am
MSN
-
CLE
1 stop6h 00m
American Airlines
Deal found 7/29$299
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:01 am
CLE
-
MSN
1 stop9h 24m
Multiple Airlines
Wed 9/910:33 am
MSN
-
CLE
2 stops26h 57m
Multiple Airlines
Deal found 7/30$302
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:47 pm
CLE
-
MSN
1 stop20h 38m
Multiple Airlines
Sun 9/138:00 pm
MSN
-
CLE
1 stop23h 39m
Multiple Airlines
Deal found 7/30$307
This Delta deal was found by Cheapflights users on 7/30. 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.
Thu 9/38:18 am
CLE
-
MSN
1 stop5h 29m
Delta
Tue 9/81:30 pm
MSN
-
CLE
1 stop4h 06m
Delta
Deal found 7/30$308

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 August 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Delta)

One-way from

$156
(Frontier)

Popular in

August

Cheapest in

September

Average price

$643
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
One-way flight from Cleveland Hopkins Intl to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
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 August 2, 2026.
Use the filters below to find and compare flights from Cleveland to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Tue 9/1

10:24 am-12:47 pm

1 stop3h 23m

Madison Truax Field

Wed 9/9

9:32 am-1:40 pm

1 stop3h 08m

$297

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 9/11

10:27 am-12:35 pm

1 stop3h 08m

Madison Truax Field

Fri 9/18

1:30 pm-6:36 pm

1 stop4h 06m

$298

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 8/21

3:49 pm-9:19 pm

1 stop6h 30m

Madison Truax Field

Tue 8/25

1:35 pm-6:36 pm

1 stop4h 01m

$314

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Wed 8/5

8:18 am-12:47 pm

1 stop5h 29m

Madison Truax Field

Sun 8/9

7:03 am-1:40 pm

1 stop5h 37m

$357

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Wed 9/2

10:52 am-1:42 pm

1 stop3h 50m

Madison Truax Field

Sat 9/5

6:30 am-11:16 am

1 stop3h 46m

$367
Quickest round-trip

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Mon 9/7

6:43 am-8:52 am

1 stop3h 09m

Madison Truax Field

Fri 9/11

9:32 am-1:40 pm

1 stop3h 08m

$367

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Mon 9/7

8:18 am-12:47 pm

1 stop5h 29m

Madison Truax Field

Thu 9/10

9:32 am-1:40 pm

1 stop3h 08m

$367

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Tue 9/8

8:28 am-12:44 pm

1 stop5h 16m

Madison Truax Field

Fri 9/11

9:32 am-1:40 pm

1 stop3h 08m

$367

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Fri 8/7

3:49 pm-9:19 pm

1 stop6h 30m

Madison Truax Field

Sun 8/9

7:03 am-1:40 pm

1 stop5h 37m

$404
Cheapest one-way

ClevelandMadison

CLE - MSN

CLEMSN

Cleveland Hopkins Intl

Sun 8/16

6:41 am-8:25 am

2 stops26h 44m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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 August.
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 Cleveland-Madison flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Madison flight deals on Cheapflights vs. FlightHub >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 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 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 $288). Flying from Cleveland to Madison in August is currently the most expensive (average of $643). 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.

How much does it cost to fly round-trip from Cleveland to Madison?

Airfare is below average for this route at the moment.

Cleveland to Madison flights typically cost between $451 and $880 in September.
The cheapest round-trip price found within the last 5 days was $277 on Delta (Sep 5-Sep 12).

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 August 2, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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
7.8
Good
8,493 reviews

Comfort

7.8

Overall

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,493 reviews
Delta
7.8
Good
8,493 reviews

Comfort

7.8

Overall

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
10,061 reviews
Delta
7.8
Good
8,493 reviews

Comfort

7.8

Overall

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,846 reviews
Delta
7.8
Good
8,493 reviews

Comfort

7.8

Overall

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 3h 23m. Delta provides one of the quickest options available for as low as $297. There are 400 mi between Cleveland and Madison.

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

    Our cheapest airline available from Cleveland to Madison is American Airlines. Our recent data shows that you can find tickets from as low as $248 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $249 and $249 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 Delta ($148), American Airlines ($173), and United Airlines ($178).

  • 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 $288). Flying from Cleveland to Madison in August is currently the most expensive (average of $643). 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
Sun Prairie
Middleton
Baraboo
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

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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 August 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$376FlexibilityNo cancel feeOn-time71%
DeltaCheapest$249Average$456FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$249Average$318FlexibilityNo cancel feeOn-time69%

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