Find a great deal and save up to 113% by booking at least 51 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from New Windsor to Chicago O'Hare Intl Airport within the next two weeks, with the cheapest ticket starting at $257.
The best pricing can be found in the month of January. Prices to Chicago O'Hare Intl Airport from New Windsor average $245. You can even find prices in January for less than $245, as users have found deals to Chicago O'Hare Intl Airport from as low as $86. The month of December appears to be one of the more expensive times to travel to Chicago O'Hare Intl Airport from New Windsor. Flying in the targeted month can save you up to 17%.
When flying from New Windsor to Chicago O'Hare Intl Airport, 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
$455 - $491
Route
Depart
Return
Price
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 8/16
2 stops30h 55m
Chicago O'Hare Intl
Sat 8/24
1 stop14h 08m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 8/16
1 stop12h 41m
Chicago O'Hare Intl
Sat 8/24
1 stop14h 08m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 8/16
2 stops30h 55m
Chicago O'Hare Intl
Sat 8/24
2 stops16h 13m
No data available for this route at this time. Please check back soon.