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$88+ Cheap flights from O'Hare Intl (ORD) to Newburgh, NY

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — JFK
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Newburgh

Cheapest flights from O'Hare Intl to Newburgh
Explore the most affordable flight options available from O'Hare Intl to Newburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:12 pm
ORD
-
SWF
1 stop21h 13m
Multiple Airlines
Mon 5/259:41 am
SWF
-
ORD
1 stop23h 22m
Multiple Airlines
Deal found 2/19$267
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/161:27 pm
ORD
-
SWF
1 stop20h 28m
Multiple Airlines
Mon 5/1812:15 pm
SWF
-
ORD
2 stops11h 55m
Multiple Airlines
Deal found 2/22$274
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:16 pm
ORD
-
SWF
1 stop11h 03m
Multiple Airlines
Thu 3/1210:09 am
SWF
-
ORD
1 stop10h 42m
Multiple Airlines
Deal found 2/20$281
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:27 pm
ORD
-
SWF
2 stops21h 08m
Multiple Airlines
Sun 5/1011:45 am
SWF
-
ORD
1 stop13h 29m
Multiple Airlines
Deal found 2/22$340
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:05 am
ORD
-
SWF
2 stops26h 26m
Multiple Airlines
Thu 3/1210:09 am
SWF
-
ORD
1 stop10h 42m
Multiple Airlines
Deal found 2/21$346
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
ORD
-
SWF
2 stops27h 25m
Multiple Airlines
Sun 5/2410:28 am
SWF
-
ORD
1 stop10h 19m
Multiple Airlines
Deal found 2/20$391
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:34 pm
ORD
-
SWF
1 stop15h 04m
Multiple Airlines
Thu 6/258:04 pm
SWF
-
ORD
1 stop19h 15m
Multiple Airlines
Deal found 2/20$405
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:14 pm
ORD
-
SWF
2 stops17h 11m
Multiple Airlines
Wed 7/157:46 pm
SWF
-
ORD
1 stop13h 08m
Multiple Airlines
Deal found 2/20$406
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:34 pm
ORD
-
SWF
1 stop15h 04m
Multiple Airlines
Wed 6/247:56 pm
SWF
-
ORD
1 stop12h 58m
Multiple Airlines
Deal found 2/20$457
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:34 pm
ORD
-
SWF
1 stop15h 04m
Multiple Airlines
Sat 6/278:00 pm
SWF
-
ORD
1 stop12h 54m
Multiple Airlines
Deal found 2/20$463

Find flight deals from O'Hare Intl to Newburgh

Keep the following information in mind while searching for O'Hare Intl to Newburgh flight deals. Data was last updated February 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$267
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$225
Provider with most accurate pricing for Chicago (CHI)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-New York (NYC) flights.
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From Chicago O'Hare Intl to Newburgh
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One-way flight from Chicago O'Hare Intl to Newburgh
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Highest demand for flights based on searches. 5% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Newburgh 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, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Newburgh that are best for you.

Fly from

O'Hare Intl

Fly to

Newburgh

Route

Depart

Return

Price

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 5/15

1:12 pm-11:25 am

1 stop21h 13m

New Windsor Stewart

Mon 5/25

9:41 am-8:03 am

1 stop23h 22m

$267

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sat 3/7

4:44 pm-8:19 am

2 stops14h 35m

New Windsor Stewart

Thu 3/12

10:09 am-11:17 pm

1 stop14h 08m

$326

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 5/7

1:27 pm-11:35 am

2 stops21h 08m

New Windsor Stewart

Sun 5/10

11:45 am-12:14 am

1 stop13h 29m

$340

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 3/8

8:05 am-11:31 am

2 stops26h 26m

New Windsor Stewart

Thu 3/12

10:09 am-7:51 pm

1 stop10h 42m

$346

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 5/22

10:17 am-11:25 am

2 stops24h 08m

New Windsor Stewart

Sun 5/24

10:28 am-7:47 pm

1 stop10h 19m

$422

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 2/26

11:55 am-11:31 am

2 stops22h 36m

New Windsor Stewart

Sun 3/1

11:52 am-11:22 am

1 stop24h 30m

$526

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 3/19

8:05 am-11:31 am

2 stops26h 26m

New Windsor Stewart

Thu 3/26

11:48 am-11:38 pm

1 stop12h 50m

$551

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 3/27

4:44 pm-10:38 am

2 stops16h 54m

New Windsor Stewart

Sun 3/29

8:40 pm-3:56 pm

1 stop20h 16m

$637

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 4/2

4:21 pm-11:31 am

2 stops18h 10m

New Windsor Stewart

Sun 4/5

11:48 am-11:36 pm

1 stop12h 48m

$838

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Wed 4/8

8:10 am-10:55 am

1 stop25h 45m

$96

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 19 results
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Best time to book a flight from O'Hare Intl to Newburgh

Have a flexible travel schedule? Discover the best time to fly to Newburgh from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Newburgh

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Newburgh?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Newburgh (average of $34). Flying from Chicago O'Hare Intl Airport to Newburgh in July is currently the most expensive (average of $103). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to N3W?

Find hourly flight availability from O'Hare Intl to Newburgh. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 23, 2026.

When flying from Chicago O'Hare Intl Airport to Newburgh, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 39% versus a flight at noon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Newburgh?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Newburgh. Price data was last updated on February 17, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Newburgh flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Newburgh

Explore weekly flight availability from O'Hare Intl to Newburgh. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 23, 2026.

The most flights from ORD to N3W are scheduled on a Monday (51 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (33 on average).

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Newburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Newburgh?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Newburgh on time: Qantas Airways (100%), Royal Jordanian (100%), JetBlue (87%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Newburgh?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to Newburgh? While on average our users pay $942, our data indicates the cheapest price to be $28. The most popular route (Chicago O'Hare Intl - New Windsor Stewart), is priced around $274.

  • Can I find deals for flights from O'Hare Intl to Newburgh that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Newburgh flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Newburgh?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Newburgh.

  • Can I find deals for business class flights from O'Hare Intl to Newburgh?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Newburgh by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Newburgh?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Newburgh (average of $34). Flying from Chicago O'Hare Intl Airport to Newburgh in July is currently the most expensive (average of $103). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from O'Hare Intl to Newburgh

Discover the top 6 airlines that operate flights from O'Hare Intl to Newburgh. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$40Average$131FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$84Average$199FlexibilityNo cancel feeOn-time62%
DeltaCheapest$85Average$239FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$138Average$278FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$149Average$324FlexibilityNo cancel feeOn-time71%

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