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Cheap flights from New Windsor to Cleveland from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Windsor to Cleveland departing on 8/13. 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

Find the cheapest flights from New Windsor to Cleveland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:31 pm - 3:00 pm
SWF
-
CLE
19h 29m
1 stop
Multiple Airlines Logo
8:10 am - 6:41 pm
CLE
-
SWF
10h 31m
1 stop
$236Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
12:05 pm - 10:31 pm
SWF
-
CLE
10h 26m
2 stops
Multiple Airlines Logo
8:10 am - 6:41 pm
CLE
-
SWF
10h 31m
1 stop
$244Multiple Airlines
Sat, Aug 29 - Sun, Aug 30
Multiple Airlines Logo
1:00 pm - 11:29 pm
SWF
-
CLE
10h 29m
1 stop
Multiple Airlines Logo
8:10 am - 6:41 pm
CLE
-
SWF
10h 31m
1 stop
$253Multiple Airlines
Sun, Aug 23 - Thu, Aug 27
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
$262Multiple Airlines
Thu, Jul 16 - Sat, Jul 18
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
$265Multiple Airlines
Thu, Jul 16 - Sat, Jul 18
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
$276Multiple Airlines
Thu, Jul 23 - Wed, Jul 29
Multiple Airlines Logo
7:31 pm - 12:44 pm
SWF
-
CLE
17h 13m
2 stops
Multiple Airlines Logo
8:10 am - 6:41 pm
CLE
-
SWF
10h 31m
1 stop
$282Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
Multiple Airlines Logo
5:51 pm - 9:38 am
CLE
-
SWF
39h 47m
2 stops
$285Multiple Airlines
Thu, Jul 16 - Tue, Jul 21
Multiple Airlines Logo
12:05 pm - 5:15 pm
SWF
-
CLE
5h 10m
1 stop
Multiple Airlines Logo
8:10 am - 6:41 pm
CLE
-
SWF
10h 31m
1 stop
$287Multiple Airlines
Sat, Aug 29 - Sun, Aug 30
Multiple Airlines Logo
10:33 am - 8:42 pm
SWF
-
CLE
10h 09m
1 stop
Multiple Airlines Logo
8:10 am - 6:41 pm
CLE
-
SWF
10h 31m
1 stop
$293Multiple Airlines
Thu, Aug 27 - Sun, Aug 30

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momondo Fare Finder

 
Customize your flight search to find flights from New Windsor to Cleveland 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 July 6, 2026.
Use the filters below to find and compare flights from New Windsor to Cleveland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/27

7:31 pm-3:00 pm

1 stop19h 29m

Cleveland Hopkins Intl

Sun 8/30

8:10 am-6:41 pm

1 stop10h 31m

$236

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sat 8/29

12:05 pm-10:31 pm

2 stops10h 26m

Cleveland Hopkins Intl

Sun 8/30

8:10 am-6:41 pm

1 stop10h 31m

$244

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sun 8/23

1:00 pm-11:29 pm

1 stop10h 29m

Cleveland Hopkins Intl

Thu 8/27

8:10 am-6:41 pm

1 stop10h 31m

$253

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 7/16

10:28 am-10:57 pm

1 stop12h 29m

Cleveland Hopkins Intl

Sat 7/18

4:05 pm-9:38 am

1 stop17h 33m

$262

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 7/16

10:28 am-10:57 pm

1 stop12h 29m

Cleveland Hopkins Intl

Sat 7/18

4:05 pm-9:38 am

1 stop17h 33m

$265

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 7/23

10:28 am-10:57 pm

1 stop12h 29m

Cleveland Hopkins Intl

Wed 7/29

4:05 pm-9:38 am

1 stop17h 33m

$276

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/27

7:31 pm-12:44 pm

2 stops17h 13m

Cleveland Hopkins Intl

Sun 8/30

8:10 am-6:41 pm

1 stop10h 31m

$282

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 7/16

10:28 am-10:57 pm

1 stop12h 29m

Cleveland Hopkins Intl

Tue 7/21

5:51 pm-9:38 am

2 stops39h 47m

$285
Quickest round-trip

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Sat 8/29

12:05 pm-5:15 pm

1 stop5h 10m

Cleveland Hopkins Intl

Sun 8/30

8:10 am-6:41 pm

1 stop10h 31m

$287

New WindsorCleveland

SWF - CLE

SWFCLE

New Windsor Stewart

Thu 8/27

10:33 am-8:42 pm

1 stop10h 09m

Cleveland Hopkins Intl

Sun 8/30

8:10 am-6:41 pm

1 stop10h 31m

$293

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 Cleveland from

How to get the cheapest flight ticket from New Windsor to Cleveland

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 cheapest day to depart on your flight to Cleveland?

The cheapest day to depart from New Windsor to Cleveland is on a Thursday when prices can be found for as low as $235. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Sunday is $294.

What is the cheapest time of day to depart on your flight to Cleveland?

Our data shows that the cheapest New Windsor to Cleveland flights are usually those with departure times in the afternoon. Our users have found flights to Cleveland in the afternoon for as low as $230. In contrast, the most expensive time of day to depart to Cleveland is at noon when prices are around $270.

When to book flights from New Windsor to Cleveland

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

Cheap New Windsor to Cleveland (SWF to CLE) flight deals and tips

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

Fastest flight time

4h 38m

Direct flights

None
The fastest flight from New Windsor to Cleveland takes 4h 38m
There are no direct flights from New Windsor to Cleveland. There are no popular flight routes from New Windsor to Cleveland.
Search flight deals

Frequently asked questions about flying from New Windsor to Cleveland

  • How far is New Windsor Stewart to Cleveland Hopkins Intl by plane?

    New Windsor Stewart and Cleveland Hopkins Intl are 396.6 mi apart from one another. By plane, this route typically takes 4h 38m.

  • When did momondo last update prices for flights from New Windsor Stewart Airport to Cleveland Hopkins Intl Airport?

    Prices for flights from New Windsor Stewart Airport to Cleveland Hopkins Intl Airport are updated daily.

  • How old do you have to be to fly from New Windsor Stewart Airport to Cleveland Hopkins Intl 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 New Windsor Stewart Airport to Cleveland Hopkins Intl Airport.

  • What documentation or ID do you need to fly to Cleveland Hopkins Intl Airport?

    The required travel and health documents for your Cleveland Hopkins Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cleveland Hopkins Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Mansfield
Beachwood
Westlake
Independence
Mentor
Elyria
Kent
Willoughby
Geneva-on-the-Lake
Painesville
Medina
Streetsboro
Cuyahoga Falls
Macedonia
Wooster
Ashland
North Olmsted
Lakewood
Avon

Why use momondo?

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

Finding the right flight to Cleveland from New Windsor is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cleveland quick and easy, saving you time and money.

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

All flight searches from New Windsor to Cleveland on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from New Windsor to Cleveland?

momondo helps you find the best flight between New Windsor and Cleveland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from New Windsor to Cleveland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cleveland and let you know when they change.

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