$84+ Cheap flights from Chicago (CHI) 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Jul 22 — Jul 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Newburgh with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Newburgh
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to NewburghExplore the most affordable flight options available from Chicago to Newburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.
Explore the most affordable flight options available from Chicago to Newburgh. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Wed 7/298:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Sun 8/210:28 am
SWF
- ORD
1 stop26h 47m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 8/228:05 am
ORD
- SWF
1 stop27h 05m
Multiple Airlines
Thu 8/277:31 pm
SWF
- ORD
1 stop18h 29m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 8/228:05 am
ORD
- SWF
1 stop27h 05m
Multiple Airlines
Tue 8/2511:48 am
SWF
- ORD
1 stop12h 20m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 8/278:05 am
ORD
- SWF
1 stop9h 36m
Multiple Airlines
Sun 8/307:31 pm
SWF
- ORD
2 stops25h 37m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Thu 8/207:44 pm
ORD
- SWF
2 stops14h 53m
Multiple Airlines
Sun 8/231:00 pm
SWF
- ORD
1 stop25h 00m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/118:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Thu 7/1610:28 am
SWF
- ORD
1 stop26h 47m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 8/295:30 pm
ORD
- SWF
1 stop15h 23m
Multiple Airlines
Thu 9/37:30 pm
SWF
- ORD
1 stop18h 30m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$388
Best flights from Chicago to NewburghDiscover carefully curated flight deals from Chicago to Newburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 22, 2026.
Discover carefully curated flight deals from Chicago to Newburgh that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Wed 7/298:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Sun 8/210:28 am
SWF
- ORD
1 stop26h 47m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 8/228:05 am
ORD
- SWF
1 stop27h 05m
Multiple Airlines
Tue 8/2511:48 am
SWF
- ORD
1 stop12h 20m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Sat 8/297:44 pm
ORD
- SWF
1 stop13h 09m
Multiple Airlines
Thu 9/37:30 pm
SWF
- ORD
1 stop18h 30m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 6/20. 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.
Mon 8/175:13 pm
ORD
- SWF
1 stop16h 55m
Multiple Airlines
Fri 8/215:39 pm
SWF
- ORD
2 stops23h 37m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Sat 8/85:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Mon 8/1012:17 pm
SWF
- ORD
2 stops11h 53m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$604
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 7/255:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Tue 7/2811:48 am
SWF
- ORD
1 stop12h 22m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$609
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 7/115:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Tue 7/1411:48 am
SWF
- ORD
1 stop12h 22m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$669
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Wed 8/125:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Wed 8/1912:05 pm
SWF
- ORD
2 stops12h 03m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$674
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Wed 7/225:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Fri 7/2412:17 pm
SWF
- ORD
2 stops11h 53m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$705
Last-minute flights from Chicago to NewburghDiscover last-minute flight deals from Chicago to Newburgh. Data last updated June 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Newburgh. Data last updated June 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Sat 6/278:00 pm
ORD
- SWF
2 stops20h 43m
Multiple Airlines
Sun 7/1210:28 am
SWF
- ORD
1 stop26h 47m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$606
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/47:52 am
ORD
- SWF
1 stop24h 46m
Multiple Airlines
Wed 7/812:05 pm
SWF
- ORD
2 stops32h 48m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/118:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Thu 7/1610:28 am
SWF
- ORD
1 stop26h 47m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Mon 7/135:13 pm
ORD
- SWF
1 stop16h 55m
Multiple Airlines
Fri 7/1712:17 pm
SWF
- ORD
2 stops11h 53m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 7/185:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Tue 7/2111:48 am
SWF
- ORD
1 stop12h 22m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$529
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 7/185:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Mon 7/2012:17 pm
SWF
- ORD
2 stops11h 53m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$605
This Kiwi.com deal was found by Cheapflights users on 6/20. 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.
Mon 7/205:13 pm
ORD
- SWF
1 stop16h 55m
Multiple Airlines
Mon 7/2712:17 pm
SWF
- ORD
2 stops35h 53m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 7/255:13 pm
ORD
- SWF
1 stop15h 40m
Multiple Airlines
Tue 7/2811:48 am
SWF
- ORD
1 stop12h 22m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$609
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Wed 7/298:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Sun 8/210:28 am
SWF
- ORD
1 stop26h 47m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$244
One-way flights from Chicago to NewburghSearch for one-way flight options from Chicago to Newburgh. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
Search for one-way flight options from Chicago to Newburgh. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 8/18:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Wed 7/298:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$85
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Wed 7/228:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$92
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Wed 7/158:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/118:05 am
ORD
- SWF
1 stop24h 33m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 8/308:05 am
ORD
- SWF
1 stop9h 36m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 7/313:28 pm
MDW
- SWF
2 stops41h 10m
Allegiant Air
Deal found 6/19![Allegiant Air logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Sat 8/112:11 pm
MDW
- SWF
2 stops20h 27m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 7/243:28 pm
MDW
- SWF
2 stops25h 26m
Allegiant Air
Deal found 6/19![Allegiant Air logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 8/73:49 pm
MDW
- SWF
2 stops40h 49m
Allegiant Air
Deal found 6/20![Allegiant Air logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Wed 8/511:06 am
MDW
- SWF
2 stops21h 32m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$171
Find flight deals from Chicago to Newburgh
Keep the following information in mind while searching for Chicago to Newburgh flight deals. Data was last updated June 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $236 (Kiwi.com) |
One-way from | $84 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $295 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 June 22, 2026.
Use the filters below to find and compare flights from Chicago to Newburgh that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Wed 7/29
8:05 am-9:38 am
1 stop24h 33m
New Windsor Stewart
Sun 8/2
10:28 am-12:15 pm
1 stop26h 47m
$244
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 8/22
8:05 am-12:10 pm
1 stop27h 05m
New Windsor Stewart
Tue 8/25
11:48 am-11:08 pm
1 stop12h 20m
$278
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 8/29
7:44 pm-9:53 am
1 stop13h 09m
New Windsor Stewart
Thu 9/3
7:30 pm-1:00 pm
1 stop18h 30m
$431
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Mon 8/17
5:13 pm-11:08 am
1 stop16h 55m
New Windsor Stewart
Fri 8/21
5:39 pm-4:16 pm
2 stops23h 37m
$455
Quickest round-trip
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 8/8
5:13 pm-9:53 am
1 stop15h 40m
New Windsor Stewart
Mon 8/10
12:17 pm-11:10 pm
2 stops11h 53m
$604
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 7/25
5:13 pm-9:53 am
1 stop15h 40m
New Windsor Stewart
Tue 7/28
11:48 am-11:10 pm
1 stop12h 22m
$609
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 7/11
5:13 pm-9:53 am
1 stop15h 40m
New Windsor Stewart
Tue 7/14
11:48 am-11:10 pm
1 stop12h 22m
$669
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Wed 8/12
5:13 pm-9:53 am
1 stop15h 40m
New Windsor Stewart
Wed 8/19
12:05 pm-11:08 pm
2 stops12h 03m
$674
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Wed 7/22
5:13 pm-9:53 am
1 stop15h 40m
New Windsor Stewart
Fri 7/24
12:17 pm-11:10 pm
2 stops11h 53m
$705
Cheapest one-way
ChicagoNew Windsor
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 8/1
8:05 am-9:38 am
1 stop24h 33m
$84
Showing 1-10 of 30 resultsSorted by cheapest first
Best time to book a flight from Chicago to Newburgh
Have a flexible travel schedule? Discover the best time to fly to Newburgh from Chicago with our price prediction graph.
ORD-SWF
MDW-SWF
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 to Newburgh
CHI-N3W
ORD-SWF
MDW-SWF
What is the cheapest time of day to fly from CHI to N3W?
Find hourly flight availability from Chicago 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 June 22, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 32% on flights from Chicago to Newburgh by exploring options for tickets in the morning.
Weekly flight availability from Chicago to Newburgh
Explore weekly flight availability from Chicago 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 June 22, 2026.
The most flights from CHI to N3W are scheduled on a Monday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (47 on average).
What is the cheapest day to fly from Chicago to Newburgh?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Newburgh. Price data was last updated on June 20, 2026.
Travelers seeking maximum savings on their Chicago to Newburgh flight should consider departing on Monday mornings 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.
Related info for your journey
Find useful and relevant information for your journey from Chicago to Newburgh. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
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Complete your trip
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Popular flights
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Alternative routes for Chicago to Newburgh
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Newburgh by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Newburgh by cabin class
Find flights from Chicago to Newburgh, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Newburgh flights
Browse other Chicago and Newburgh flight options. Last updated on June 22, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Newburgh flights
Consider these flights traveling from Chicago to Newburgh.
Top 6 airlines flying from Chicago to Newburgh
Discover the top 6 airlines that operate flights from Chicago 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 June 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$167 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$239 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$89 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$141 | Average$306 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$154 | Average$326 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$177 | Average$368 | FlexibilityNo cancel fee | On-time63% |