Round-trip from | $222 |
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One-way from | $132 |
Users have found that booking a flight from New Windsor to Chicago at least 56 days early can save you up to 98% on average compared to booking a flight this week. If booking 56 days before your flight isn’t an option for you, users have found flights from New Windsor to Chicago for as little as $282 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $423 for flights departing within the next 3 days.
February can be a great time to fly to Chicago from New Windsor with a flight ticket averaging about $259. Cheapflights users have found deals in the month of February for as cheap as $81. The most expensive prices can be found in the month of June.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Chicago as you normally would.
Fly from
Fly to
Budget
$348 - $444
Route
Depart
Return
Price
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 6/21
3 stops26h 52m
Chicago O'Hare Intl
Fri 6/28
1 stop9h 47m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 7/19
1 stop7h 15m
Chicago O'Hare Intl
Sun 7/21
1 stop7h 59m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 7/19
1 stop7h 15m
Chicago O'Hare Intl
Sun 7/21
1 stop7h 59m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 7/26
1 stop7h 15m
Chicago O'Hare Intl
Sun 7/28
1 stop7h 59m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 6/21
3 stops26h 52m
Chicago O'Hare Intl
Fri 6/28
2 stops19h 21m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 7/12
1 stop7h 15m
Chicago O'Hare Intl
Sun 7/14
1 stop7h 59m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Fri 7/19
1 stop7h 15m
Chicago O'Hare Intl
Sun 7/21
2 stops8h 47m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 7/11
2 stops23h 32m
Chicago O'Hare Intl
Fri 7/12
2 stops18h 54m
New Windsor StewartChicago O'Hare Intl
SWF - ORD
SWFORD
New Windsor Stewart
Thu 6/27
1 stop11h 16m
Chicago O'Hare Intl
Sun 6/30
1 stop9h 09m
No data available for this route at this time. Please check back soon.
CHI Temperature | 23 - 73.4 °F |
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Food
Overall
Crew
Comfort
Boarding
Entertainment
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
Food
Overall
Crew
Comfort
Boarding
Entertainment
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
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