Find a great deal and save up to 76% by booking at least 48 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 $302.
The best pricing can be found in the month of February. Prices to Chicago O'Hare Intl Airport from New Windsor average $268. You can even find prices in February for less than $268, as users have found deals to Chicago O'Hare Intl Airport from as low as $107. 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 34%.
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
$292 - $382
Route
Depart
Return
Price
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Mon 5/13
3 stops28h 49m
Chicago O'Hare Intl
Sat 5/18
2 stops13h 32m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Mon 5/13
3 stops28h 49m
Chicago O'Hare Intl
Sat 5/18
1 stop13h 38m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 6/6
1 stop11h 16m
Chicago O'Hare Intl
Sun 6/9
2 stops17h 48m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 5/17
1 stop8h 42m
Chicago O'Hare Intl
Sun 5/19
2 stops24h 08m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Mon 5/13
3 stops28h 49m
Chicago O'Hare Intl
Sat 5/18
3 stops25h 15m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 5/17
1 stop8h 42m
Chicago O'Hare Intl
Sun 5/19
2 stops24h 08m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Mon 5/13
2 stops20h 56m
Chicago O'Hare Intl
Sat 5/18
1 stop13h 38m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 5/10
2 stops21h 17m
Chicago O'Hare Intl
Sun 5/12
1 stop14h 45m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 6/6
2 stops26h 58m
Chicago O'Hare Intl
Sun 6/9
2 stops24h 04m
No data available for this route at this time. Please check back soon.
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