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O'Hare Intl

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

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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — ORD
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Newburgh to O'Hare Intl

Cheapest flights from Newburgh to O'Hare Intl
Explore the most affordable flight options available from Newburgh to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Mon 2/911:09 am
SWF
-
ORD
1 stop25h 13m
Multiple Airlines
Sun 2/151:17 pm
ORD
-
SWF
2 stops21h 14m
Multiple Airlines
Deal found 2/4$388
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 2/185:46 pm
SWF
-
ORD
1 stop18h 00m
Multiple Airlines
Thu 2/193:40 pm
ORD
-
SWF
2 stops17h 34m
Multiple Airlines
Deal found 2/2$391
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 5/1411:45 am
SWF
-
ORD
1 stop9h 03m
Multiple Airlines
Mon 5/187:35 pm
ORD
-
SWF
2 stops38h 50m
Multiple Airlines
Deal found 2/3$394
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 6/1810:28 am
SWF
-
ORD
1 stop10h 20m
Multiple Airlines
Sun 6/2112:41 pm
ORD
-
SWF
1 stop19h 08m
Multiple Airlines
Deal found 2/4$426
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 6/1810:28 am
SWF
-
ORD
1 stop10h 20m
Multiple Airlines
Tue 6/234:10 pm
ORD
-
SWF
2 stops18h 15m
Multiple Airlines
Deal found 2/2$465
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2610:29 am
SWF
-
ORD
2 stops25h 23m
Multiple Airlines
Mon 3/304:05 pm
ORD
-
SWF
1 stop18h 47m
Multiple Airlines
Deal found 2/3$471
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2610:29 am
SWF
-
ORD
1 stop10h 22m
Multiple Airlines
Sun 3/293:21 pm
ORD
-
SWF
2 stops16h 36m
Multiple Airlines
Deal found 2/3$494
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 6/247:56 pm
SWF
-
ORD
1 stop13h 03m
Multiple Airlines
Mon 6/2910:17 am
ORD
-
SWF
1 stop30h 12m
Multiple Airlines
Deal found 2/4$503
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 6/1712:05 pm
SWF
-
ORD
2 stops20h 54m
Multiple Airlines
Sun 6/214:10 pm
ORD
-
SWF
1 stop15h 39m
Multiple Airlines
Deal found 2/3$550
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/3112:42 pm
SWF
-
ORD
2 stops23h 35m
Multiple Airlines
Thu 4/212:45 pm
ORD
-
SWF
1 stop19h 25m
Multiple Airlines
Deal found 2/2$564

Find flight deals from Newburgh to O'Hare Intl

Keep the following information in mind while searching for Newburgh to O'Hare Intl flight deals. Data was last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$391
(Kiwi.com)

One-way from

$88
(Kiwi.com)

Popular in

August

Cheapest in

February

Average price

$186
Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.
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From Newburgh to Chicago O'Hare Intl
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One-way flight from Newburgh to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Newburgh to O'Hare Intl 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 4, 2026.
Use the filters below to find and compare flights from Newburgh to Chicago O'Hare Intl Airport that are best for you.

Fly from

Newburgh

Fly to

O'Hare Intl

Route

Depart

Return

Price

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Wed 2/18

5:46 pm-10:46 am

1 stop18h 00m

Chicago O'Hare Intl

Thu 2/19

3:40 pm-10:14 am

2 stops17h 34m

$391

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 5/14

11:45 am-7:48 pm

1 stop9h 03m

Chicago O'Hare Intl

Mon 5/18

7:35 pm-11:25 am

2 stops38h 50m

$394

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 6/18

10:28 am-7:48 pm

1 stop10h 20m

Chicago O'Hare Intl

Sun 6/21

12:41 pm-8:49 am

1 stop19h 08m

$426

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Wed 6/17

12:05 pm-7:59 am

2 stops20h 54m

Chicago O'Hare Intl

Sun 6/21

12:41 pm-8:49 am

1 stop19h 08m

$426

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 6/18

10:28 am-7:48 pm

1 stop10h 20m

Chicago O'Hare Intl

Tue 6/23

4:10 pm-11:25 am

2 stops18h 15m

$465

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 3/26

10:29 am-10:52 am

2 stops25h 23m

Chicago O'Hare Intl

Mon 3/30

4:05 pm-11:52 am

1 stop18h 47m

$471

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 3/26

10:29 am-7:51 pm

1 stop10h 22m

Chicago O'Hare Intl

Sun 3/29

3:21 pm-8:57 am

2 stops16h 36m

$494

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Wed 6/24

7:56 pm-7:59 am

1 stop13h 03m

Chicago O'Hare Intl

Mon 6/29

10:17 am-5:29 pm

1 stop30h 12m

$503

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 4/16

11:45 am-11:59 pm

1 stop13h 14m

$105

New WindsorChicago

SWF - ORD

SWFORD

New Windsor Stewart

Thu 3/12

10:09 am-11:17 pm

1 stop14h 08m

$112

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 16 results
1
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Best time to book a flight from Newburgh to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Newburgh 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 Newburgh to Chicago O'Hare Intl Airport

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

Currently, November is the cheapest month in which you can book a flight from Newburgh to Chicago O'Hare Intl Airport (average of $55). Flying from Newburgh to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $119). 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 N3W to ORD?

Find hourly flight availability from Newburgh to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 4, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 28% on flights from Newburgh to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Newburgh to O'Hare Intl. Price data was last updated on January 31, 2026.

Travelers seeking maximum savings on their Newburgh to Chicago O'Hare Intl Airport flight should consider departing on Saturday 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 Newburgh to Chicago O'Hare Intl Airport

Explore weekly flight availability from Newburgh to O'Hare Intl. 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 4, 2026.

The most flights from N3W to ORD are scheduled on a Monday (45 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Related info for your journey

Find useful and relevant information for your journey from Newburgh to O'Hare Intl. 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 Newburgh to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Newburgh to Chicago O'Hare Intl Airport consider choosing SAUDIA (75%), WestJet (74%) or Endeavor Airlines (71%) as they are the most reliable in getting you off to your destination on time.

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

    On average you can expect to pay $602 for a flight from Newburgh to Chicago O'Hare Intl Airport. The cheapest flight overall is $40 while the most popular route, (New Windsor Stewart - Chicago O'Hare Intl) is currently priced at $339.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Newburgh to O'Hare Intl 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 Newburgh to Chicago O'Hare Intl Airport?

    Currently, November is the cheapest month in which you can book a flight from Newburgh to Chicago O'Hare Intl Airport (average of $55). Flying from Newburgh to Chicago O'Hare Intl Airport in July is currently the most expensive (average of $119). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Newburgh to O'Hare Intl

Discover the top 6 airlines that operate flights from Newburgh to O'Hare Intl. 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 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$172FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$56Average$148FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$74Average$222FlexibilityNo cancel feeOn-time62%
DeltaCheapest$79Average$354FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$140Average$297FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$156Average$332FlexibilityNo cancel feeOn-time71%

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