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Cheap flights Newburgh — Chicago

from $152 1 123 km ~1h 49m 3 flights found 2 airlines cheapest on Friday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $152 on 11.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 3 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
11 Dec 2026, Fri
Allegiant Air G4 523
02:49
SWF Stewart International Airport
09:47
ORD O'Hare International Airport
6h 58m 1 stop
View this ticket
20 Nov 2026, Fri
Allegiant Air G4 507
02:48
SWF Stewart International Airport
10:34
ORD O'Hare International Airport
7h 46m 2 stops
View this ticket
01 Jan 2027, Fri
Breeze Airways MX 1515
20:16
SWF Stewart International Airport
04:49
ORD O'Hare International Airport
8h 33m 3 stops
View this ticket
Route characteristics
Distance
1 123 km
Flight time
1h 49m
Time difference
-1h
Minimum price
from $152 (11.12.2026)
Average price
$234
Maximum price
$361
Cheapest day
Friday
Departure airports (1)
SWF Stewart International Airport
Arrival airports (1)
ORD O'Hare International Airport
Airlines (2)
G4 Allegiant Air MX Breeze Airways
Agencies (2)
Tickets Kiwi.com
Price trend by month
Airlines — cheapest prices 2
Allegiant Air
Allegiant Air
Low-cost 2 flights · 2 days
$152
Breeze Airways
Breeze Airways
Low-cost 1 flights · 1 days
$361
Where to buy tickets 2
Tickets
2 tickets · 2 days
from $152
Kiwi.com
1 tickets · 1 days
from $188
Airports

From — Newburgh (1)

  • SWF Stewart International Airport

To — Chicago (1)

  • ORD O'Hare International Airport
Other destinations from Newburgh
Frequently asked questions about the route Newburgh — Chicago
How long is the flight from Newburgh to Chicago?
Approximate flight time — 1h 49m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Newburgh to Chicago?
The straight-line distance — 1 123 km.
How much do flights from Newburgh to Chicago cost?
The minimum price over 3 months — from $152 on 11.12.2026.
What is the average ticket price?
The average price — $234. Range: $152 — $361.
What is the time difference between Newburgh and Chicago?
The difference — -1h.
From which airports does Newburgh operate flights?
From Newburgh: SWF (Stewart International Airport).
To which airports in Chicago do flights arrive?
To Chicago: ORD (O'Hare International Airport).
Which airlines fly this route?
This route is served by 2 airlines: Allegiant Air, Breeze Airways.
Which day of the week is cheapest?
The cheapest day of the week — Friday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Newburgh — Chicago

Flights Newburgh — Chicago is a popular route. The straight-line distance is 1 123 km. Flight time 1h 49m. Time difference -1h.

From Newburgh (SWF) flights depart from 1 airport: SWF. To Chicago (CHI) — 1 arrival airport: ORD.

2 airlines operate on this route: Allegiant Air, Breeze Airways.

The minimum price for the next 3 months — from $152 (11.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $234, ranging from $152 to $361. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Friday.

Other destinations in United States from Newburgh