$192 Cheap Flights from Madison (MSN) to Cleveland (CLE)

View $192 flight on Tue, May 26, 2026Opens in a new window

Popular airlines from Dane County Regional Airport (MSN) to Cleveland Hopkins International Airport (CLE)

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Cheap Flights from Madison to Cleveland (MSN-CLE)

Prices were available within the past 7 days and start at $192 for one-way flights and $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Sat, Jun 13 - Tue, Jun 16
MSN
Madison
CLE
Cleveland
$267 Roundtrip, found 13 hours ago
$267
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Jun 13 from Madison to Cleveland, returning Tue, Jun 16, priced at $267 found 13 hours ago
United
Sat, Jul 11 - Sat, Jul 18
MSN
Madison
CLE
Cleveland
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago
Select United flight, departing Sat, Jul 11 from Madison to Cleveland, returning Sat, Jul 18, priced at $272 found 4 days ago
United
Tue, Jul 28 - Tue, Aug 4
MSN
Madison
CLE
Cleveland
$273 Roundtrip, found 4 days ago
$273
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 28 from Madison to Cleveland, returning Tue, Aug 4, priced at $273 found 4 days ago
United
Tue, Jul 28 - Tue, Aug 4
MSN
Madison
CLE
Cleveland
$274 Roundtrip, found 4 days ago
$274
Roundtrip
found 4 days ago
Select United flight, departing Tue, Jul 28 from Madison to Cleveland, returning Tue, Aug 4, priced at $274 found 4 days ago
United
Wed, Jul 29 - Wed, Aug 5
MSN
Madison
CLE
Cleveland
$278 Roundtrip, found 4 days ago
$278
Roundtrip
found 4 days ago
Select United flight, departing Wed, Jul 29 from Madison to Cleveland, returning Wed, Aug 5, priced at $278 found 4 days ago
American Airlines
Fri, May 29 - Mon, Jun 1
MSN
Madison
CLE
Cleveland
$278 Roundtrip, found 4 hours ago
$278
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, May 29 from Madison to Cleveland, returning Mon, Jun 1, priced at $278 found 4 hours ago
United
Sat, Jul 4 - Sat, Jul 11
MSN
Madison
CLE
Cleveland
$279 Roundtrip, found 4 days ago
$279
Roundtrip
found 4 days ago
Select United flight, departing Sat, Jul 4 from Madison to Cleveland, returning Sat, Jul 11, priced at $279 found 4 days ago
Delta
Sat, Jun 13 - Tue, Jun 16
MSN
Madison
CLE
Cleveland
$279 Roundtrip, found 13 hours ago
$279
Roundtrip
found 13 hours ago
Select Delta flight, departing Sat, Jun 13 from Madison to Cleveland, returning Tue, Jun 16, priced at $279 found 13 hours ago
United
Sat, Jun 6 - Sat, Jun 13
MSN
Madison
CLE
Cleveland
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select United flight, departing Sat, Jun 6 from Madison to Cleveland, returning Sat, Jun 13, priced at $280 found 4 days ago
United
Sat, Jul 4 - Sat, Jul 11
MSN
Madison
CLE
Cleveland
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select United flight, departing Sat, Jul 4 from Madison to Cleveland, returning Sat, Jul 11, priced at $280 found 4 days ago

Alternative airports near Cleveland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Hopkins Intl. CLE. Cheapest option available. Average driving time to city center is 15 minutes. Flights from $304
CLE
Hopkins Intl.
Cheapest
Average driving time to city center15 min
Flights from $304

Frequently asked questions

How much does a flight from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) cost?
You can find cheap one-way flights and cheap return flights from $267 Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) with Expedia. One-way flights typically cost between $196 and $584, and return flights often range between $311 and $1041. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
April is the cheapest month to fly from Madison (MSN) to Cleveland (CLE), with average round-trip fares around $288. This fare is about 25% lower than the average price throughout the year, as April typically sees a drop in travel demand. Other budget-friendly months include May and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
Enter MSN to CLE and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
Frontier Airlines is one of the cheapest airlines offering connecting flights from Madison, WI (MSN) to Cleveland, OH (CLE), with round-trip tickets starting from around $332. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
To find a cheap flight from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
For flights from Madison (MSN) to Cleveland (CLE), April and September are your best bets. April offers a return flight at about $288, making it an economical choice, while September is popular for travel, ensuring plenty of options. These months provide a nice blend of good prices and favorable travel conditions.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from MSN to CLE. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
The most popular departure times for flights from Madison (MSN-Dane County Regional) to Cleveland (CLE-Hopkins Intl.) are in the early morning, from 6am to 9am. About 32% of passengers prefer this time window. Many major carriers, including United Airlines, American Airlines, and Delta Airlines, offer flights during this window. This timing works well because it allows you to start your day early and arrive in Cleveland with plenty of time to explore.
How long does it take to fly from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
Flights from MSN to CLE with one stop typically take around 5 hours, covering approximately 402 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
First class is available on flights from MSN to CLE. First class cabins are available on:

  • American Airlines
  • Delta Air Lines
  • United Airlines

How do I earn miles on a Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) flight with Expedia?
It's easy to earn miles on a Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Cleveland from Dane County Regional (MSN)?
If you're planning to travel to Cleveland from Dane County Regional (MSN), you can fly into Hopkins Intl. (CLE) Some flights may connect through major hubs like O'Hare Intl. (ORD), Charlotte-Douglas Intl. (CLT), Liberty Intl. (EWR) before reaching Cleveland. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) at the last minute?
Typically, booking a last minute flight from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) flight and hotel package?
Securing a Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) Cleveland Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.)?
If you booked your Madison, WI (MSN-Dane County Regional) to Cleveland, OH (CLE-Hopkins Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Dane County Regional
Destination airport
Hopkins Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
$266
Distance
401 mi

Book with confidence

Madison to Cleveland Flights

The cheapest times to fly from Madison to Cleveland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Madison to Cleveland are during the month of June. You can find some of the cheapest flights from Madison to Cleveland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Madison to Cleveland

Sunday is one of the best days to book for cheap flights from Madison to Cleveland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Madison to Cleveland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Madison to Cleveland in 2026. You can also book with separate airlines for your outbound and return journeys, from $192 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Madison to Cleveland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Madison to Cleveland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Madison to Cleveland Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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