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Cheap flights from Cleveland to Madison from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to Madison departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cleveland to Madison

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:17 am - 2:41 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
5h 24m1 stop Chicago O'Hare Intl
American Airlines Logo
3:11 pm - 9:55 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
5h 44m1 stop Chicago O'Hare Intl
$277American Airlines
Sat, Dec 5 - Sat, Dec 12
United Airlines Logo
5:30 am - 8:59 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
4h 29m1 stop Chicago O'Hare Intl
United Airlines Logo
6:30 am - 11:27 amMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
3h 57m1 stop Chicago O'Hare Intl
$277United Airlines
Tue, Sep 8 - Tue, Sep 15
United Airlines Logo
4:23 pm - 7:07 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
3h 44m1 stop Chicago O'Hare Intl
United Airlines Logo
3:49 pm - 8:38 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
3h 49m1 stop Chicago O'Hare Intl
$277United Airlines
Sat, Oct 31 - Sat, Nov 7
United Airlines Logo
5:55 pm - 9:40 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
4h 45m1 stop Chicago O'Hare Intl
United Airlines Logo
2:59 pm - 8:42 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
4h 43m1 stop Chicago O'Hare Intl
$277United Airlines
Tue, Dec 22 - Tue, Dec 29
American Airlines Logo
8:49 pm - 12:17 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
4h 28m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 12:34 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
6h 34m1 stop Chicago O'Hare Intl
$288American Airlines
Thu, Sep 24 - Sat, Sep 26
American Airlines Logo
5:30 am - 8:14 amCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
3h 44m1 stop Chicago O'Hare Intl
American Airlines Logo
5:00 am - 12:33 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
6h 33m1 stop Chicago O'Hare Intl
$288American Airlines
Sat, Sep 19 - Mon, Sep 21
Delta Logo
2:20 pm - 5:18 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
3h 58m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 pm - 11:46 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
4h 46m1 stop Detroit Metropolitan Wayne County
$299Delta
Thu, Oct 15 - Mon, Oct 19
Delta Logo
4:00 pm - 9:19 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
6h 19m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:32 am - 1:40 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
3h 08m1 stop Detroit Metropolitan Wayne County
$299Delta
Fri, Oct 2 - Mon, Oct 5
Multiple Airlines Logo
9:47 pm - 5:25 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
20h 38m1 stop Orlando
Multiple Airlines Logo
7:55 pm - 7:56 amMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
11h 01m1 stop Orlando
$302Multiple Airlines
Tue, Aug 25 - Sat, Aug 29
Multiple Airlines Logo
9:47 pm - 5:25 pmCLE  Cleveland Hopkins Intl-MSN Madison Truax Field
20h 38m1 stop Orlando
Multiple Airlines Logo
7:55 pm - 10:31 pmMSN  Madison Truax Field-CLE Cleveland Hopkins Intl
25h 36m2 stops Orlando Atlanta Hartsfield-Jackson
$318Multiple Airlines
Tue, Aug 25 - Sat, Aug 29

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American Airlines flights from Cleveland to Madison

Our best American Airlines deals on Cleveland to Madison flight tickets
American Airlines
Sep 10
CLE1:04 pmCleveland Hopkins Intl
6h 20m
1 stop
MSN6:24 pmMadison Truax Field
Sep 16
MSN5:00 amMadison Truax Field
6h 33m
1 stop
CLE12:33 pmCleveland Hopkins Intl
$288
American Airlines
Oct 16
CLE5:12 amCleveland Hopkins Intl
3h 59m
1 stop
MSN8:11 amMadison Truax Field
Oct 18
MSN5:00 amMadison Truax Field
3h 46m
1 stop
CLE9:46 amCleveland Hopkins Intl
$322
American Airlines
Oct 15
CLE5:12 amCleveland Hopkins Intl
3h 54m
1 stop
MSN8:06 amMadison Truax Field
Oct 18
MSN7:05 pmMadison Truax Field
3h 59m
1 stop
CLE12:04 amCleveland Hopkins Intl
$357

United Airlines flights from Cleveland to Madison

Our best United Airlines deals on Cleveland to Madison flight tickets
United Airlines
Sep 8
CLE5:30 amCleveland Hopkins Intl
4h 29m
1 stop
MSN8:59 amMadison Truax Field
Sep 15
MSN6:30 amMadison Truax Field
3h 57m
1 stop
CLE11:27 amCleveland Hopkins Intl
$277
United Airlines
Sep 3
CLE8:23 amCleveland Hopkins Intl
4h 40m
1 stop
MSN12:03 pmMadison Truax Field
Sep 7
MSN8:10 amMadison Truax Field
3h 59m
1 stop
CLE1:09 pmCleveland Hopkins Intl
$299
United Airlines
Aug 18
CLE5:30 amCleveland Hopkins Intl
5h 34m
1 stop
MSN10:04 amMadison Truax Field
Aug 22
MSN8:10 amMadison Truax Field
3h 59m
1 stop
CLE1:09 pmCleveland Hopkins Intl
$345

momondo 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, momondo users made 832,500 searches. Data last updated August 13, 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 Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Sat 12/5

10:17 am-2:41 pm

1 stop5h 24m

Madison Truax Field

Sat 12/12

3:11 pm-9:55 pm

1 stop5h 44m

$277

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Tue 9/8

5:30 am-8:59 am

1 stop4h 29m

Madison Truax Field

Tue 9/15

6:30 am-11:27 am

1 stop3h 57m

$277
Quickest round-trip

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Sat 10/31

4:23 pm-7:07 pm

1 stop3h 44m

Madison Truax Field

Sat 11/7

3:49 pm-8:38 pm

1 stop3h 49m

$277

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Tue 12/22

5:55 pm-9:40 pm

1 stop4h 45m

Madison Truax Field

Tue 12/29

2:59 pm-8:42 pm

1 stop4h 43m

$277

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Thu 9/24

8:49 pm-12:17 am

1 stop4h 28m

Madison Truax Field

Sat 9/26

5:00 am-12:34 pm

1 stop6h 34m

$288

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Sat 9/19

5:30 am-8:14 am

1 stop3h 44m

Madison Truax Field

Mon 9/21

5:00 am-12:33 pm

1 stop6h 33m

$288

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Thu 10/15

2:20 pm-5:18 pm

1 stop3h 58m

Madison Truax Field

Mon 10/19

6:00 pm-11:46 pm

1 stop4h 46m

$299

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Fri 10/2

4:00 pm-9:19 pm

1 stop6h 19m

Madison Truax Field

Mon 10/5

9:32 am-1:40 pm

1 stop3h 08m

$299

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Tue 8/25

9:47 pm-5:25 pm

1 stop20h 38m

Madison Truax Field

Sat 8/29

7:55 pm-7:56 am

1 stop11h 01m

$302

ClevelandMadison

CLE Cleveland Hopkins Intl - MSN Madison Truax Field

CLEMSN

Cleveland Hopkins Intl

Tue 8/25

9:47 pm-5:25 pm

1 stop20h 38m

Madison Truax Field

Sat 8/29

7:55 pm-10:31 pm

2 stops25h 36m

$318

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Madison from

How to get the cheapest flight ticket from Cleveland to Madison

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Cleveland and Madison?

Prices are currently low for flights on this route.

Typical prices usually range from $423 to $643.
The lowest price recently found on this route was $277.

What is the cheapest month to fly to Madison?

The month of September is, on average, the cheapest month to fly to Madison from Cleveland, with most prices found around $288. If you’re not able to fly to Madison in September, then November is your next best option. Flight prices from Cleveland to Madison during November average around $319.

How have Cleveland to Madison flight prices changed over time?

When to book flights from Cleveland to Madison

Are you open to changing your travel dates? Check out the ideal times to fly from Cleveland to Madison according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cleveland to Madison (CLE to MSN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Madison

Fastest flight time

3h 14m

Direct flights

None
The fastest flight from Cleveland to Madison takes 3h 14m
There are no direct flights from Cleveland to Madison. There are no popular flight routes from Cleveland to Madison.
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Frequently asked questions about flying from Cleveland to Madison

  • How far is Cleveland Hopkins Intl to Madison Truax Field by plane?

    A flight from Cleveland Hopkins Intl to Madison Truax Field will travel around 408.2 mi. Flights usually cover this in 3h 14m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Madison Truax Field Airport?

    Prices for flights from Cleveland Hopkins Intl Airport to Madison Truax Field Airport are updated daily.

  • How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Madison Truax Field Airport?

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Madison Truax Field Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Cleveland Hopkins Intl Airport to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The travel and health documents you'll need for your trip to Madison Truax Field Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Madison Truax Field Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Cleveland to Madison?

Best airlines flying from Cleveland to Madison

Compare and see reviews for airlines that fly from Cleveland to Madison with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.1
11,923 reviews
Search American Airlines flights
DeltaPriceFrom $249Free CancellationRating
7.8
8,502 reviews
Search Delta flights
United AirlinesPriceFrom $249Free CancellationRating
7.4
10,111 reviews
Search United Airlines flights

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Portage
Sun Prairie
Middleton
Fitchburg
Windsor
Evansville
Cambridge
Oxford

Why use momondo?

Why should I use momondo to find a flight deal from Cleveland to Madison?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Cleveland to Madison. momondo saves you time and could save you money on your trip.

Can I find flights from Cleveland to Madison with flexible booking policies on momondo?

momondo does allow users to show only those flights to Madison from Cleveland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Cleveland to Madison?

Once you have performed a search for Cleveland to Madison flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Cleveland to Madison right now. Can momondo alert me if prices change?

Price alerts on flights to Madison from Cleveland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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