When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 56 days in advance, which can save you up to 98% on flights from New Windsor to Illinois compared to booking the week you need them. Waiting 56 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $282. For sooner than that we have options available in the next 3 days from $423.
The best pricing can be found in the month of February. Prices to Illinois from New Windsor average $259. You can even find prices in February for less than $259, as users have found deals to Illinois from as low as $81. The month of June appears to be one of the more expensive times to travel to Illinois from New Windsor. Flying in the targeted month can save you up to 27%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Illinois 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.
Food
Boarding
Entertainment
Overall
Comfort
Crew
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
Boarding
Entertainment
Overall
Comfort
Crew
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
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Stewart to Illinois. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Illinois from Stewart.
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