Find a great deal and save up to 98% by booking at least 56 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 $278.
The best pricing can be found in the month of February. Prices to Chicago O'Hare Intl Airport from New Windsor average $261. You can even find prices in February for less than $261, as users have found deals to Chicago O'Hare Intl Airport from as low as $81. The month of June 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 33%.
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
$424 - $764
Route
Depart
Return
Price
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Sun 6/9
1 stop13h 56m
Chicago O'Hare Intl
Mon 6/10
1 stop9h 47m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Sun 6/9
2 stops11h 22m
Chicago O'Hare Intl
Mon 6/10
1 stop9h 47m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 5/23
1 stop12h 47m
Chicago O'Hare Intl
Sun 5/26
2 stops22h 40m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 5/23
2 stops25h 43m
Chicago O'Hare Intl
Sun 5/26
2 stops22h 40m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Tue 6/11
3 stops39h 46m
Chicago O'Hare Intl
Sun 6/16
2 stops19h 55m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 5/23
3 stops22h 12m
Chicago O'Hare Intl
Sun 5/26
2 stops22h 40m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Tue 6/11
3 stops39h 46m
Chicago O'Hare Intl
Sun 6/16
3 stops29h 46m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 5/24
3 stops29h 54m
Chicago O'Hare Intl
Sun 5/26
2 stops24h 08m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 5/23
3 stops33h 45m
Chicago O'Hare Intl
Sun 5/26
3 stops27h 36m
No data available for this route at this time. Please check back soon.
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