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Cheap flights from Chicago O'Hare Intl Airport to New York from $81

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to New York departing on 10/21. 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 Chicago O'Hare Intl Airport to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:04 am - 11:03 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
25h 59m1 stop Fort Lauderdale
Multiple Airlines Logo
10:38 am - 3:36 pmSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
29h 58m1 stop Fort Lauderdale
$224Multiple Airlines
Sat, Oct 17 - Thu, Oct 22
Multiple Airlines Logo
8:04 am - 9:28 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
24h 24m1 stop Fort Lauderdale
Multiple Airlines Logo
7:01 pm - 6:31 pmSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
24h 30m2 stops Orlando Sanford Intl Atlanta Hartsfield-Jackson
$229Multiple Airlines
Wed, Oct 14 - Mon, Oct 19
Multiple Airlines Logo
8:04 am - 9:28 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
24h 24m1 stop Fort Lauderdale
Multiple Airlines Logo
10:38 am - 3:36 pmSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
29h 58m1 stop Fort Lauderdale
$230Multiple Airlines
Wed, Oct 14 - Thu, Oct 22
Multiple Airlines Logo
8:04 am - 11:03 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
25h 59m1 stop Fort Lauderdale
Multiple Airlines Logo
7:01 pm - 7:31 amSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
13h 30m1 stop Orlando Sanford Intl
$242Multiple Airlines
Sat, Oct 17 - Mon, Oct 19
Multiple Airlines Logo
7:11 am - 10:58 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
26h 47m1 stop Fort Lauderdale
Multiple Airlines Logo
10:18 am - 3:36 pmSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
30h 18m1 stop Fort Lauderdale
$242Multiple Airlines
Sat, Oct 3 - Thu, Oct 8
Multiple Airlines Logo
8:04 am - 11:03 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
25h 59m1 stop Fort Lauderdale
Multiple Airlines Logo
10:38 am - 12:26 amSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
14h 48m2 stops Fort Lauderdale Dallas/Fort Worth
$244Multiple Airlines
Sat, Oct 17 - Thu, Oct 22
Multiple Airlines Logo
7:11 am - 9:38 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
25h 27m1 stop Fort Lauderdale
Multiple Airlines Logo
10:18 am - 3:36 pmSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
30h 18m1 stop Fort Lauderdale
$246Multiple Airlines
Wed, Sep 30 - Thu, Oct 8
Multiple Airlines Logo
8:04 am - 9:28 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
24h 24m1 stop Fort Lauderdale
Multiple Airlines Logo
7:01 pm - 7:31 amSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
13h 30m1 stop Orlando Sanford Intl
$248Multiple Airlines
Wed, Oct 14 - Mon, Oct 19
Multiple Airlines Logo
7:11 am - 9:38 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
25h 27m1 stop Fort Lauderdale
Multiple Airlines Logo
12:39 pm - 12:23 amSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
12h 44m2 stops Raleigh-Durham Denver Intl
$249Multiple Airlines
Wed, Sep 30 - Wed, Oct 7
Multiple Airlines Logo
8:04 am - 9:28 amORD  Chicago O'Hare Intl-SWF New Windsor Stewart
24h 24m1 stop Fort Lauderdale
Multiple Airlines Logo
10:38 am - 12:26 amSWF  New Windsor Stewart-ORD Chicago O'Hare Intl
14h 48m2 stops Fort Lauderdale Dallas/Fort Worth
$250Multiple Airlines
Wed, Oct 14 - Thu, Oct 22

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Customize your flight search to find flights from Chicago O'Hare Intl Airport 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 August 17, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Sat 10/17

8:04 am-11:03 am

1 stop25h 59m

New Windsor Stewart

Thu 10/22

10:38 am-3:36 pm

1 stop29h 58m

$224

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 10/14

8:04 am-9:28 am

1 stop24h 24m

New Windsor Stewart

Mon 10/19

7:01 pm-6:31 pm

2 stops24h 30m

$229

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 10/14

8:04 am-9:28 am

1 stop24h 24m

New Windsor Stewart

Thu 10/22

10:38 am-3:36 pm

1 stop29h 58m

$230

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Sat 10/17

8:04 am-11:03 am

1 stop25h 59m

New Windsor Stewart

Mon 10/19

7:01 pm-7:31 am

1 stop13h 30m

$242

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Sat 10/3

7:11 am-10:58 am

1 stop26h 47m

New Windsor Stewart

Thu 10/8

10:18 am-3:36 pm

1 stop30h 18m

$242

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Sat 10/17

8:04 am-11:03 am

1 stop25h 59m

New Windsor Stewart

Thu 10/22

10:38 am-12:26 am

2 stops14h 48m

$244

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 9/30

7:11 am-9:38 am

1 stop25h 27m

New Windsor Stewart

Thu 10/8

10:18 am-3:36 pm

1 stop30h 18m

$246
Quickest round-trip

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 10/14

8:04 am-9:28 am

1 stop24h 24m

New Windsor Stewart

Mon 10/19

7:01 pm-7:31 am

1 stop13h 30m

$248

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 9/30

7:11 am-9:38 am

1 stop25h 27m

New Windsor Stewart

Wed 10/7

12:39 pm-12:23 am

2 stops12h 44m

$249

ChicagoNew Windsor

ORD Chicago O'Hare Intl - SWF New Windsor Stewart

ORDSWF

Chicago O'Hare Intl

Wed 10/14

8:04 am-9:28 am

1 stop24h 24m

New Windsor Stewart

Thu 10/22

10:38 am-12:26 am

2 stops14h 48m

$250

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to New Windsor from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 5 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 Chicago O'Hare Intl Airport to New Windsor

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

Cheap Chicago O'Hare Intl Airport to New Windsor (ORD to SWF) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to New Windsor

Fastest flight time

9h 36m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to New Windsor takes 9h 36m
There are no direct flights from Chicago O'Hare Intl Airport to New Windsor. There are no popular flight routes from Chicago O'Hare Intl Airport to New Windsor.
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to New Windsor

  • How far is Chicago O'Hare Intl to New Windsor Stewart by plane?

    The straight-line distance from Chicago O'Hare Intl to New Windsor Stewart is 715.3 mi. Flights usually cover this in 9h 36m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to New Windsor Stewart Airport?

    Prices for flights from Chicago O'Hare Intl Airport to New Windsor Stewart Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to New Windsor Stewart Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare 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 required for your trip to New Windsor Stewart Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New Windsor Stewart Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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 Chicago to New Windsor?

Finding the right flight to New Windsor from Chicago 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 New Windsor quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Chicago to New Windsor flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to New Windsor.

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

Yes. momondo can track prices for Chicago to New Windsor flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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