To save up to 123% on this flight, we recommend booking at least 54 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago O'Hare Intl Airport to New Windsor from $276 1-2 weeks out and tickets from $368 for flights departing within the next 72 hours.
The best pricing can be found in the month of February. Prices to New Windsor from Chicago O'Hare Intl Airport average $227. You can even find prices in February for less than $227, as users have found deals to New Windsor from as low as $74. The month of June appears to be one of the more expensive times to travel to New Windsor from Chicago O'Hare Intl Airport. Flying in the targeted month can save you up to 27%.
When flying from Chicago O'Hare Intl Airport to New Windsor, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$308 - $395
Route
Depart
Return
Price
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Sat 6/29
1 stop13h 39m
New Windsor Stewart
Sat 7/6
1 stop10h 08m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Thu 6/6
3 stops29h 46m
New Windsor Stewart
Sun 6/9
2 stops24h 36m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Thu 6/6
3 stops29h 46m
New Windsor Stewart
Sun 6/9
3 stops32h 47m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Thu 6/6
2 stops15h 02m
New Windsor Stewart
Sun 6/9
2 stops24h 36m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Fri 5/31
1 stop9h 23m
New Windsor Stewart
Sun 6/2
1 stop12h 47m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Fri 6/7
1 stop9h 47m
New Windsor Stewart
Sun 6/9
2 stops24h 36m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Fri 5/31
1 stop9h 23m
New Windsor Stewart
Sun 6/2
2 stops25h 43m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Fri 6/7
1 stop9h 47m
New Windsor Stewart
Sun 6/9
3 stops32h 47m
Chicago O'Hare IntlNew Windsor Stewart
ORD - SWF
ORDSWF
Chicago O'Hare Intl
Fri 5/31
1 stop9h 23m
New Windsor Stewart
Sun 6/2
3 stops25h 43m
No data available for this route at this time. Please check back soon.
Deals for O'Hare Intl to Stewart flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
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