$77+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JFK
Sep 6 — Sep 131
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 August 7, 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 August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Sun 9/68:05 am -
1 stop9h 35m
Fri 9/1112:16 pm -
2 stops11h 43m
Deal found 8/2![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 12/35:00 am -
1 stop11h 59m
Sun 12/66:49 pm -
1 stop19h 01m
Deal found 8/5![Multiple Airlines logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 12/105:00 am -
1 stop11h 59m
Sun 12/1310:38 am -
1 stop24h 10m
Deal found 8/6![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/38:14 am -
1 stop9h 26m
Mon 9/712:16 pm -
1 stop11h 52m
Deal found 8/2![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 10/284:44 pm -
1 stop16h 32m
Sun 11/111:58 am -
1 stop28h 26m
Deal found 8/2![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/38:14 am -
1 stop9h 26m
Sun 9/610:33 am -
1 stop13h 35m
Deal found 8/6![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 10/2210:08 am -
1 stop23h 21m
Mon 10/267:01 pm -
2 stops16h 57m
Deal found 8/6![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 10/2210:08 am -
1 stop23h 21m
Sun 10/257:19 pm -
2 stops16h 39m
Deal found 8/4![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 12/106:10 pm -
1 stop13h 42m
Sun 12/1311:06 am -
1 stop8h 56m
Deal found 8/4![Multiple Airlines logo]()
$449
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 August 7, 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 August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 12/35:00 am -
1 stop11h 59m
Sun 12/66:49 pm -
1 stop19h 01m
Deal found 8/4![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/38:14 am -
1 stop9h 26m
Mon 9/712:16 pm -
1 stop11h 52m
Deal found 8/2![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 10/284:44 pm -
1 stop16h 32m
Sun 11/111:58 am -
1 stop28h 26m
Deal found 8/2![Multiple Airlines logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 12/105:00 am -
1 stop11h 59m
Sun 12/1311:06 am -
1 stop27h 05m
Deal found 8/3![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/163:50 pm -
1 stop17h 26m
Wed 9/2312:39 pm -
2 stops30h 44m
Deal found 8/2![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/27:44 pm -
1 stop13h 09m
Mon 9/712:16 pm -
2 stops32h 52m
Deal found 8/7![Multiple Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 10/2210:08 am -
1 stop23h 21m
Mon 10/267:01 pm -
2 stops16h 57m
Deal found 8/6![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 10/2210:08 am -
1 stop23h 21m
Sun 10/257:19 pm -
2 stops16h 39m
Deal found 8/4![Multiple Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/17:44 pm -
2 stops14h 41m
Fri 9/410:36 am -
1 stop13h 32m
Deal found 8/7![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/68:05 am -
1 stop9h 35m
Sun 9/1310:56 am -
1 stop24h 24m
Deal found 8/7![Multiple Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 8/277:44 pm -
2 stops14h 53m
Sun 8/307:31 pm -
1 stop18h 19m
Deal found 8/4![Multiple Airlines logo]()
$391
Last-minute flights from Chicago to NewburghDiscover last-minute flight deals from Chicago to Newburgh. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Newburgh. Data last updated August 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 8/277:44 pm -
2 stops14h 53m
Sun 8/307:31 pm -
1 stop18h 19m
Deal found 8/3![Multiple Airlines logo]()
$370
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/27:44 pm -
1 stop13h 09m
Mon 9/712:16 pm -
2 stops32h 52m
Deal found 8/7![Multiple Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/38:14 am -
1 stop9h 26m
Mon 9/712:16 pm -
1 stop11h 52m
Deal found 8/2![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/38:14 am -
1 stop9h 26m
Sun 9/610:33 am -
1 stop13h 35m
Deal found 8/6![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Sun 9/68:05 am -
1 stop9h 35m
Fri 9/1112:16 pm -
2 stops11h 43m
Deal found 8/2![Multiple Airlines logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/163:50 pm -
1 stop17h 26m
Wed 9/2312:39 pm -
2 stops30h 44m
Deal found 8/2![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/193:50 pm -
1 stop17h 26m
Sat 9/2612:39 pm -
2 stops45h 41m
Deal found 8/5![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/233:50 pm -
1 stop17h 26m
Wed 9/3012:39 pm -
2 stops35h 20m
Deal found 8/4![Multiple Airlines logo]()
$340
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 August 7, 2026.
Search for one-way flight options from Chicago to Newburgh. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/307:11 am -
1 stop25h 27m
Deal found 8/5![Multiple Airlines logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 10/37:11 am -
1 stop26h 47m
Deal found 8/7![Multiple Airlines logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Sun 9/68:05 am -
1 stop9h 35m
Deal found 8/2![Multiple Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 10/177:00 am -
2 stops27h 03m
Deal found 8/7![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 10/149:20 am -
2 stops23h 08m
Deal found 8/7![Multiple Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 11/510:12 am -
1 stop23h 07m
Deal found 8/6![Allegiant Air logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 12/66:10 pm -
1 stop13h 42m
Deal found 8/6![Allegiant Air logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 10/66:25 am -
2 stops28h 14m
Deal found 8/6![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 10/2910:08 am -
1 stop23h 21m
Deal found 8/5![Allegiant Air logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 11/1112:03 pm -
2 stops21h 07m
Deal found 8/5![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/110:38 am -
1 stop22h 51m
Deal found 8/3![Allegiant Air logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Sat 9/266:25 am -
2 stops26h 58m
Deal found 8/2![Multiple Airlines logo]()
$157
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 August 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Kiwi.com) |
One-way from | $77 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $251 |
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 August 7, 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 Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Thu 12/3
5:00 am-5:59 pm
1 stop11h 59m
New Windsor Stewart
Sun 12/6
6:49 pm-12:50 pm
1 stop19h 01m
$283
Quickest round-trip
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Thu 9/3
8:14 am-6:40 pm
1 stop9h 26m
New Windsor Stewart
Mon 9/7
12:16 pm-11:08 pm
1 stop11h 52m
$297
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Wed 10/28
4:44 pm-10:16 am
1 stop16h 32m
New Windsor Stewart
Sun 11/1
11:58 am-3:24 pm
1 stop28h 26m
$298
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Thu 12/10
5:00 am-5:59 pm
1 stop11h 59m
New Windsor Stewart
Sun 12/13
11:06 am-1:11 pm
1 stop27h 05m
$312
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Wed 9/16
3:50 pm-10:16 am
1 stop17h 26m
New Windsor Stewart
Wed 9/23
12:39 pm-6:23 pm
2 stops30h 44m
$330
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Wed 9/2
7:44 pm-9:53 am
1 stop13h 09m
New Windsor Stewart
Mon 9/7
12:16 pm-8:08 pm
2 stops32h 52m
$341
ChicagoNew Windsor
MDW Chicago Midway - SWF New Windsor Stewart
MDWSWF
Chicago Midway
Thu 10/22
10:08 am-10:29 am
1 stop23h 21m
New Windsor Stewart
Mon 10/26
7:01 pm-10:58 am
2 stops16h 57m
$353
ChicagoNew Windsor
MDW Chicago Midway - SWF New Windsor Stewart
MDWSWF
Chicago Midway
Thu 10/22
10:08 am-10:29 am
1 stop23h 21m
New Windsor Stewart
Sun 10/25
7:19 pm-10:58 am
2 stops16h 39m
$358
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Tue 9/1
7:44 pm-11:25 am
2 stops14h 41m
New Windsor Stewart
Fri 9/4
10:36 am-11:08 pm
1 stop13h 32m
$374
ChicagoNew Windsor
ORD Chicago O'Hare Intl - SWF New Windsor Stewart
ORDSWF
Chicago O'Hare Intl
Sun 9/6
8:05 am-6:40 pm
1 stop9h 35m
New Windsor Stewart
Sun 9/13
10:56 am-10:20 am
1 stop24h 24m
$379
Showing 1-10 of 33 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 August 7, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 35% on flights from Chicago to Newburgh by exploring options for tickets in the evening.
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 August 7, 2026.
The most flights from CHI to N3W are scheduled on a Thursday (64 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 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 August 1, 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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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 August 7, 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 August 7, 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 August 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$162 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$82 | Average$235 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$93 | Average$212 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$141 | Average$316 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$157 | Average$324 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$378 | FlexibilityNo cancel fee | On-time63% |