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$85+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — JFK
May 18 — May 251
Mon 5/18
Mon 5/25
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 April 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/13. 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 4/227:15 pm
ORD
-
SWF
1 stop14h 40m
Multiple Airlines
Sun 4/2611:45 am
SWF
-
ORD
2 stops23h 38m
Multiple Airlines
Deal found 4/13$228
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/291:50 pm
ORD
-
SWF
2 stops20h 35m
Multiple Airlines
Mon 6/19:41 am
SWF
-
ORD
1 stop13h 33m
Multiple Airlines
Deal found 4/17$269
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 8/125:26 pm
ORD
-
SWF
1 stop15h 12m
Multiple Airlines
Sun 8/231:00 pm
SWF
-
ORD
1 stop24h 25m
Multiple Airlines
Deal found 4/15$322
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/285:11 pm
ORD
-
SWF
1 stop14h 40m
Multiple Airlines
Sun 5/318:10 pm
SWF
-
ORD
1 stop17h 13m
Multiple Airlines
Deal found 4/16$323
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 8/198:27 pm
ORD
-
SWF
1 stop13h 00m
Multiple Airlines
Sun 8/231:00 pm
SWF
-
ORD
1 stop24h 25m
Multiple Airlines
Deal found 4/15$333
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 6/35:11 pm
ORD
-
SWF
1 stop14h 47m
Multiple Airlines
Sun 6/78:04 pm
SWF
-
ORD
1 stop17h 19m
Multiple Airlines
Deal found 4/16$347
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 6/185:25 pm
ORD
-
SWF
1 stop14h 24m
Multiple Airlines
Sun 6/218:04 pm
SWF
-
ORD
1 stop24h 35m
Multiple Airlines
Deal found 4/17$352
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/151:59 pm
ORD
-
SWF
2 stops20h 26m
Multiple Airlines
Mon 5/1811:45 am
SWF
-
ORD
1 stop12h 28m
Multiple Airlines
Deal found 4/16$380
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 6/171:50 pm
ORD
-
SWF
2 stops18h 48m
Multiple Airlines
Sun 6/218:04 pm
SWF
-
ORD
1 stop24h 35m
Multiple Airlines
Deal found 4/16$385
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/75:30 pm
ORD
-
SWF
1 stop16h 25m
Multiple Airlines
Mon 5/1112:17 pm
SWF
-
ORD
2 stops25h 06m
Multiple Airlines
Deal found 4/15$394
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 6/247:52 am
ORD
-
SWF
1 stop24h 46m
Multiple Airlines
Mon 6/295:55 pm
SWF
-
ORD
2 stops26h 44m
Multiple Airlines
Deal found 4/15$399

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 April 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$269
(Kiwi.com)

One-way from

$85
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$231
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. 4% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 18, 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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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

Sat 5/30

5:11 pm-8:58 am

1 stop14h 47m

New Windsor Stewart

Sun 5/31

8:10 pm-12:23 pm

1 stop17h 13m

$407

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 5/22

10:49 am-11:25 am

2 stops23h 36m

New Windsor Stewart

Sun 5/24

9:38 am-10:14 pm

1 stop13h 36m

$420

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Fri 7/10

1:50 pm-11:25 am

2 stops20h 35m

New Windsor Stewart

Sun 7/12

10:28 am-11:08 pm

1 stop13h 40m

$485

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Thu 7/2

5:25 pm-4:59 pm

2 stops22h 34m

New Windsor Stewart

Sun 7/5

10:28 am-11:08 pm

1 stop13h 40m

$566

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sun 5/10

10:49 am-11:37 am

2 stops23h 48m

New Windsor Stewart

Thu 5/14

9:38 am-10:14 pm

1 stop13h 36m

$571
Quickest round-trip

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

9:38 am-10:14 pm

1 stop13h 36m

$592

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Tue 5/26

5:11 pm-11:25 am

2 stops17h 14m

New Windsor Stewart

Sun 5/31

9:38 am-10:14 pm

1 stop13h 36m

$628
Cheapest one-way

ChicagoNew Windsor

ORD - SWF

ORDSWF

Chicago O'Hare Intl

Sat 5/2

5:05 am-10:55 am

1 stop28h 50m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/13

Showing 1-10 of 21 resultsSorted by cheapest first
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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 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 April 18, 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 38% 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 April 11, 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 afternoons 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 April 18, 2026.

The most flights from ORD to N3W are scheduled on a Wednesday (51 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (31 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: Cathay Pacific (100%), Kenya Airways (81%), Singapore Airlines (80%).

  • 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 $675, our data indicates the cheapest price to be $88. The most popular route (Chicago O'Hare Intl - New Windsor Stewart), is priced around $269.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$39Average$154FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$50Average$147FlexibilityNo cancel feeOn-time65%
DeltaCheapest$82Average$216FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$86Average$198FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$138Average$284FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$151Average$329FlexibilityNo cancel feeOn-time71%

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