Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Cleveland to New York from $104

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 New York departing on 7/8. 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 Cleveland to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:59 pm - 6:40 pm
CLE
-
SWF
27h 41m
1 stop
Multiple Airlines Logo
11:13 am - 12:36 am
SWF
-
CLE
13h 23m
1 stop
$217Multiple Airlines
Wed, Sep 2 - Thu, Sep 24
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
$223Multiple Airlines
Wed, Jul 8 - Thu, Jul 16
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
$238Multiple Airlines
Sat, Jul 18 - Thu, Jul 30
Multiple Airlines Logo
7:45 am - 9:38 am
CLE
-
SWF
25h 53m
1 stop
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
$242Multiple Airlines
Wed, Jul 8 - Sun, Jul 12
Multiple Airlines Logo
6:20 pm - 11:25 am
CLE
-
SWF
17h 05m
2 stops
Multiple Airlines Logo
10:28 am - 10:57 pm
SWF
-
CLE
12h 29m
1 stop
$262Multiple Airlines
Fri, Jul 31 - Sun, Aug 2
Multiple Airlines Logo
7:45 am - 6:41 pm
CLE
-
SWF
10h 56m
1 stop
Multiple Airlines Logo
11:10 am - 8:37 pm
SWF
-
CLE
9h 27m
2 stops
$265Multiple Airlines
Thu, Aug 27 - Mon, Aug 31
Multiple Airlines Logo
9:42 pm - 9:53 am
CLE
-
SWF
12h 11m
1 stop
Multiple Airlines Logo
10:36 am - 10:35 pm
SWF
-
CLE
11h 59m
1 stop
$266Multiple Airlines
Wed, Sep 2 - Fri, Sep 4
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
Multiple Airlines Logo
11:48 am - 12:42 am
SWF
-
CLE
12h 54m
1 stop
$269Multiple Airlines
Sat, Aug 1 - Tue, Aug 4
Multiple Airlines Logo
4:05 pm - 9:38 am
CLE
-
SWF
17h 33m
1 stop
Multiple Airlines Logo
12:05 pm - 12:27 am
SWF
-
CLE
12h 22m
2 stops
$273Multiple Airlines
Wed, Jul 22 - Wed, Jul 29
Multiple Airlines Logo
7:45 am - 6:40 pm
CLE
-
SWF
10h 55m
1 stop
Multiple Airlines Logo
10:33 am - 8:55 pm
SWF
-
CLE
10h 22m
2 stops
$279Multiple Airlines
Thu, Sep 3 - Sun, Sep 6

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

momondo Fare Finder

 
Customize your flight search to find flights from Cleveland to New Windsor 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 June 12, 2026.
Use the filters below to find and compare flights from Cleveland to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Wed 9/2

2:59 pm-6:40 pm

1 stop27h 41m

New Windsor Stewart

Thu 9/24

11:13 am-12:36 am

1 stop13h 23m

$217

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Wed 7/8

4:05 pm-9:38 am

1 stop17h 33m

New Windsor Stewart

Thu 7/16

10:28 am-10:57 pm

1 stop12h 29m

$223

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Sat 7/18

4:05 pm-9:38 am

1 stop17h 33m

New Windsor Stewart

Thu 7/30

10:28 am-10:57 pm

1 stop12h 29m

$238

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Wed 7/8

7:45 am-9:38 am

1 stop25h 53m

New Windsor Stewart

Sun 7/12

10:28 am-10:57 pm

1 stop12h 29m

$242

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Fri 7/31

6:20 pm-11:25 am

2 stops17h 05m

New Windsor Stewart

Sun 8/2

10:28 am-10:57 pm

1 stop12h 29m

$262
Quickest round-trip

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Thu 8/27

7:45 am-6:41 pm

1 stop10h 56m

New Windsor Stewart

Mon 8/31

11:10 am-8:37 pm

2 stops9h 27m

$265

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Wed 9/2

9:42 pm-9:53 am

1 stop12h 11m

New Windsor Stewart

Fri 9/4

10:36 am-10:35 pm

1 stop11h 59m

$266

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Sat 8/1

4:05 pm-9:38 am

1 stop17h 33m

New Windsor Stewart

Tue 8/4

11:48 am-12:42 am

1 stop12h 54m

$269

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Wed 7/22

4:05 pm-9:38 am

1 stop17h 33m

New Windsor Stewart

Wed 7/29

12:05 pm-12:27 am

2 stops12h 22m

$273

ClevelandNew Windsor

CLE - SWF

CLESWF

Cleveland Hopkins Intl

Thu 9/3

7:45 am-6:40 pm

1 stop10h 55m

New Windsor Stewart

Sun 9/6

10:33 am-8:55 pm

2 stops10h 22m

$279

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to New York from

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

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 airlines fly to New Windsor?

Delta, United Airlines and American Airlines are the top three most popular airlines that fly to New Windsor from Cleveland according to our data. Delta is the first choice among our users, with 40% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 7 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

When to book flights from Cleveland to New Windsor

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

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

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

Fastest flight time

11h 16m

Direct flights

None
The fastest flight from Cleveland to New Windsor takes 11h 16m
There are no direct flights from Cleveland to New Windsor. There are no popular flight routes from Cleveland to New Windsor.
Search flight deals

Frequently asked questions about flying from Cleveland to New Windsor

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

    A flight from Cleveland Hopkins Intl to New Windsor Stewart will travel around 396.6 mi. Flights usually cover this in 11h 16m, depending on flying conditions and air traffic around both airports.

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

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

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

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The travel and health documents you'll need for your trip to New Windsor Stewart 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 New Windsor Stewart Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Cleveland to New Windsor. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Cleveland to New Windsor with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to New Windsor from Cleveland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Cleveland to New Windsor flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your New Windsor trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 7/12
Sun 7/19
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States