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Cheap flights from Chicago O'Hare Intl Airport to New York from $85

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 6/17. 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
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
1:50 pm - 11:25 am
ORD
-
SWF
20h 35m
2 stops
Multiple Airlines Logo
9:41 am - 10:14 pm
SWF
-
ORD
13h 33m
1 stop
$269Multiple Airlines
Fri, May 29 - Mon, Jun 1
Multiple Airlines Logo
5:26 pm - 9:38 am
ORD
-
SWF
15h 12m
1 stop
Multiple Airlines Logo
1:00 pm - 12:25 pm
SWF
-
ORD
24h 25m
1 stop
$322Multiple Airlines
Wed, Aug 12 - Sun, Aug 23
Multiple Airlines Logo
5:11 pm - 8:51 am
ORD
-
SWF
14h 40m
1 stop
Multiple Airlines Logo
8:10 pm - 12:23 pm
SWF
-
ORD
17h 13m
1 stop
$323Multiple Airlines
Thu, May 28 - Sun, May 31
Multiple Airlines Logo
8:27 pm - 10:27 am
ORD
-
SWF
13h 00m
1 stop
Multiple Airlines Logo
1:00 pm - 12:25 pm
SWF
-
ORD
24h 25m
1 stop
$333Multiple Airlines
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
5:11 pm - 8:58 am
ORD
-
SWF
14h 47m
1 stop
Multiple Airlines Logo
8:04 pm - 12:23 pm
SWF
-
ORD
17h 19m
1 stop
$347Multiple Airlines
Wed, Jun 3 - Sun, Jun 7
Multiple Airlines Logo
5:25 pm - 8:49 am
ORD
-
SWF
14h 24m
1 stop
Multiple Airlines Logo
8:04 pm - 7:39 pm
SWF
-
ORD
24h 35m
1 stop
$352Multiple Airlines
Thu, Jun 18 - Sun, Jun 21
Multiple Airlines Logo
1:59 pm - 11:25 am
ORD
-
SWF
20h 26m
2 stops
Multiple Airlines Logo
11:45 am - 11:13 pm
SWF
-
ORD
12h 28m
1 stop
$380Multiple Airlines
Fri, May 15 - Mon, May 18
Multiple Airlines Logo
1:50 pm - 9:38 am
ORD
-
SWF
18h 48m
2 stops
Multiple Airlines Logo
8:04 pm - 7:39 pm
SWF
-
ORD
24h 35m
1 stop
$385Multiple Airlines
Wed, Jun 17 - Sun, Jun 21
Multiple Airlines Logo
5:30 pm - 10:55 am
ORD
-
SWF
16h 25m
1 stop
Multiple Airlines Logo
12:17 pm - 12:23 pm
SWF
-
ORD
25h 06m
2 stops
$394Multiple Airlines
Thu, May 7 - Mon, May 11
Multiple Airlines Logo
5:25 pm - 8:58 am
ORD
-
SWF
14h 33m
1 stop
Multiple Airlines Logo
8:04 pm - 7:39 pm
SWF
-
ORD
24h 35m
1 stop
$397Multiple Airlines
Wed, Jun 17 - Sun, Jun 21

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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 April 20, 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 - SWF

ORDSWF

Chicago O'Hare Intl

Fri 5/29

1:50 pm-11:25 am

2 stops20h 35m

New Windsor Stewart

Mon 6/1

9:41 am-10:14 pm

1 stop13h 33m

$269

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 8/12

5:26 pm-9:38 am

1 stop15h 12m

New Windsor Stewart

Sun 8/23

1:00 pm-12:25 pm

1 stop24h 25m

$322
Quickest round-trip

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 5/28

5:11 pm-8:51 am

1 stop14h 40m

New Windsor Stewart

Sun 5/31

8:10 pm-12:23 pm

1 stop17h 13m

$323

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 8/19

8:27 pm-10:27 am

1 stop13h 00m

New Windsor Stewart

Sun 8/23

1:00 pm-12:25 pm

1 stop24h 25m

$333

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 6/3

5:11 pm-8:58 am

1 stop14h 47m

New Windsor Stewart

Sun 6/7

8:04 pm-12:23 pm

1 stop17h 19m

$347

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 6/18

5:25 pm-8:49 am

1 stop14h 24m

New Windsor Stewart

Sun 6/21

8:04 pm-7:39 pm

1 stop24h 35m

$352

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 5/15

1:59 pm-11:25 am

2 stops20h 26m

New Windsor Stewart

Mon 5/18

11:45 am-11:13 pm

1 stop12h 28m

$380

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 6/17

1:50 pm-9:38 am

2 stops18h 48m

New Windsor Stewart

Sun 6/21

8:04 pm-7:39 pm

1 stop24h 35m

$385

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 5/7

5:30 pm-10:55 am

1 stop16h 25m

New Windsor Stewart

Mon 5/11

12:17 pm-12:23 pm

2 stops25h 06m

$394

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 6/17

5:25 pm-8:58 am

1 stop14h 33m

New Windsor Stewart

Sun 6/21

8:04 pm-7:39 pm

1 stop24h 35m

$397

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 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 Spirit Airlines 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 45% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 6 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 45m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to New Windsor takes 9h 45m
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 45m, 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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