CLE - MSN

$127 Find Cheap Flights from Cleveland to Madison - Compare and Save

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Everything you should know

Cheapest round-trip
$277
Typical prices: $300-$456
American Airlines
Wed 11/7Sat 11/10
CLE - MSN • 1 stop
Cheapest one-way
$127
Typical prices: $198-$305
Multiple Airlines
Fri 10/19
CLE - MSN • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Cleveland and Madison. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
September
Cheapest • 15% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Chicago O'Hare Intl (ORD)
Cheapest • Avg $374 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 3h 47m (one-way)
Insights
Insights
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Booking Insights
Flight Deals

Cheap Flights from Cleveland to Madison (CLE-MSN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cleveland to Madison

Sat, Nov 7 - Tue, Nov 10
American Airlines Logo
5:06 am - 8:10 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
4h 04m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 12:05 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
6h 05m1 stop Chicago O'Hare Intl
$277American Airlines
Wed, Oct 28 - Wed, Nov 4
American Airlines Logo
8:44 pm - 11:12 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
3h 28m1 stop Chicago O'Hare Intl
American Airlines Logo
7:09 pm - 11:53 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
3h 44m1 stop Chicago O'Hare Intl
$296American Airlines
Wed, Oct 28 - Wed, Nov 4
American Airlines Logo
5:12 am - 10:52 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
6h 40m1 stop Chicago O'Hare Intl
American Airlines Logo
7:09 pm - 11:53 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
3h 44m1 stop Chicago O'Hare Intl
$296American Airlines
Wed, Nov 11 - Sat, Nov 14
United Airlines Logo
5:55 pm - 9:05 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
4h 10m1 stop Chicago O'Hare Intl
United Airlines Logo
8:15 am - 1:22 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
4h 07m1 stop Chicago O'Hare Intl
$297United Airlines
Wed, Oct 28 - Wed, Nov 4
Delta Logo
6:10 am - 8:47 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
3h 37m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:27 am - 1:39 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
3h 12m1 stop Detroit Metropolitan Wayne County
$297Delta
Tue, Oct 27 - Tue, Nov 3
Delta Logo
10:27 am - 12:35 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
3h 08m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:00 am - 1:39 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
5h 39m1 stop Detroit Metropolitan Wayne County
$297Delta
Mon, Oct 12 - Sun, Oct 18
Multiple Airlines Logo
9:59 pm - 9:50 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
12h 51m1 stop Orlando
Multiple Airlines Logo
6:00 pm - 8:57 amMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
13h 57m1 stop Orlando
$298Multiple Airlines
Mon, Dec 21 - Fri, Dec 25
United Airlines Logo
5:56 pm - 9:41 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
4h 45m1 stop Chicago O'Hare Intl
United Airlines Logo
3:00 pm - 8:53 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
4h 53m1 stop Chicago O'Hare Intl
$299United Airlines
Fri, Jan 1 - Sat, Jan 30
Delta Logo
4:09 pm - 8:59 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
5h 50m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:00 am - 1:35 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
5h 35m1 stop Detroit Metropolitan Wayne County
$308Delta
Mon, Oct 19 - Wed, Oct 21
Multiple Airlines Logo
6:00 am - 9:50 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
28h 50m1 stop Orlando
Multiple Airlines Logo
10:38 am - 9:59 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
10h 21m1 stop Tampa
$312Multiple Airlines
Booking Insights

Price, demand and travel trends for Cleveland to Madison flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Cleveland to Madison with more confidence.

How much is a round-trip flight from Cleveland to Madison?

Round-trip flights from Cleveland to Madison start at $277. Prices are below average for this route right now, with typical round-trip fares ranging from $300 to $456. The lowest price found in the past 5 days was $277 on American Airlines.

What's the cheapest day of the week to fly from Cleveland to Madison?

Friday is the cheapest day of the week to fly from Cleveland to Madison, it is 15% cheaper than the average day. Sunday is the most expensive day with flight prices 78% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Cleveland to Madison?

  • September is the cheapest month to fly from Cleveland to Madison at $308 round-trip.
  • January ($571) and August ($466) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 85% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Cleveland to Madison flights

Low season

February

Cheapest flight

$127
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Cleveland to Madison

When to book flights from Cleveland to Madison

Are your dates flexible? Find out the best times to travel from Cleveland to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Cleveland to Madison flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Cleveland to Madison?

    Flights from Cleveland to Madison usually depart from Cleveland Hopkins Intl (CLE) and arrive at Madison Truax Field (MSN).

  • What cabin classes can I book on flights from Cleveland to Madison?

    Two cabin classes are available on flights from Cleveland to Madison:

    • Economy Class
    • First Class

  • Which airports do connecting flights from Cleveland to Madison pass through?

    One-stop flights from Cleveland to Madison most commonly connect through:

    • Chicago O'Hare Intl (ORD) - 74% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 20% of one-stop connections
    • Minneapolis St Paul (MSP) - 5% of one-stop connections

    Chicago O'Hare Intl (ORD) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Cleveland to Madison?

    Yes. Being flexible with your travel dates can save you up to 53% on the Cleveland to Madison route. Friday is the cheapest departure day at $312 round-trip on average, while Sunday is the most expensive at $651, a difference of $339. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How long is a flight from Cleveland to Madison?

    A nonstop flight from Cleveland to Madison takes 0h 00m, covering 400 miles.

  • Do I need a passport to fly from Cleveland to Madison?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Cleveland to Madison changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $277 to $1,049. That means the highest observed fare was about 4x higher than the lowest one.

  • How are flight prices from Cleveland to Madison looking right now?

    One-way fares from Cleveland to Madison are currently higher than usual. Average one-way flight prices are about $279, which is 19% above the typical average for this route.

  • How much time can I save by choosing a different layover airport from Cleveland to Madison?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 47m, compared with 4h 10m via Chicago O'Hare Intl (ORD) and 5h 15m via Minneapolis St Paul (MSP).

  • What is the time difference between Cleveland and Madison?

    Madison is 1 hour behind Cleveland (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Madison Truax Field Airport (MSN)?

    Madison Truax Field Airport (MSN) hosts 5 major car rental companies, with daily rates starting from around $31 for economy cars. Top options include:
    • Hertz
    • Alamo
    • Enterprise Rent-A-Car
    • Avis
    • Budget

  • How much should I expect to pay for a Cleveland to Madison flight?

    Round-trip flights from Cleveland to Madison range from $300 to $456, with an average of $364 over the past 12 months. Anything below $300 counts as a good deal.

Your guide to booking Cleveland to Madison flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Sunday. On this route, Friday flights average $312 - about $339 less than Sunday (52% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Cleveland to Madison trip for September. Fares historically average $308 round-trip in that month - typically $263 less than the most expensive month, which is January (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Madison Truax Field Airport.
    - Doubletree by Hilton East Madison East
    - Best Western East Towne Suites
    - Holiday Inn Madison At The American Center By IHG

More options for your flight from Cleveland to Madison

Complete your trip to Madison with a hotel stay or car rental

Car rentals in Madison
Hotels in Madison
Vacations in Madison