Cheap flights from New Windsor (SWF) to Chicago (CHI) from $152
This is the cheapest one-way flight price, found on 9/27. Prices may vary by date and flight preferences.
How to find the cheapest flight from Stewart (SWF) to Chicago (CHI)
All the information you need to plan the best SWF to CHI flight in 2023: compare Stewart to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
Popular in | August |
|---|---|
Cheapest in | April |
Round-trip from | $207 |
One-way from | $152 |
SWF - CHI Price | $207 - $364 |
|---|---|
CHI Temperature | 23 - 73.4 °F |
CHI Rainfall | 1.7 - 4.9 inches |
How far in advance should I book a flight from New Windsor to Chicago?
Users have found that booking a flight from New Windsor to Chicago at least 28 days early can save you up to 32% on average compared to booking a flight this week. If booking 28 days before your flight isn’t an option for you, users have found flights from New Windsor to Chicago for as little as $277 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 $344 for flights departing within the next 3 days.
What is the cheapest month to fly from New Windsor to Chicago?
February can be a great time to fly to Chicago from New Windsor with a flight ticket averaging about $265. Cheapflights users have found deals in the month of February for as cheap as $166. The most expensive prices can be found in the month of June.
When is the cheapest time to fly from New Windsor to Chicago (SWF - CHI)?
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.
Cheap Stewart to Chicago flights in September & October 2023
The best prices found for SWF to CHI flights for September, October
Stewart to Chicago 2023 flight deals
Cheap flights to Chicago from Stewart found for this year
One-way flights to Chicago from Stewart
The cheapest one-way flights from Stewart to Chicago
Find flights from Stewart to Chicago within your budget
Use the slider to find flights from Stewart to Chicago that fit your budget.
Fly from
Fly to
Budget
$443 - $443
Route
Depart
Return
Price
New Windsor StewartChicago Greater Rockford
SWF - RFD
SWFRFD
New Windsor Stewart
Mon 10/9
1 stop25h 03m
Chicago Greater Rockford
Sun 10/15
1 stop23h 07m
Reviews of airlines servicing Chicago
Food
Overall
Comfort
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Reviews
Flight was cancelled without notification. Received email two days later about cancellation!
Food
Overall
Comfort
Boarding
Crew
Entertainment
Reviews
Flight was cancelled without notification. Received email two days later about cancellation!
Related info for your journey
Useful info, stats and facts about Stewart to Chicago flights.
What airport do you fly from for flights from New Windsor to Chicago?
Located just 4.3 mi from the city center, New Windsor Stewart is the airport most travelers will use when flying to Chicago from New Windsor. Booking flights from Stewart (SWF) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 0 different airlines.
Can I find flights from New Windsor to Chicago for under $500 on Cheapflights?
Yes, there are multiple flights from New Windsor to Chicago for under $500. The cheapest flight booked recently is on Allegiant Air for just $443, but on average you can expect to pay $443.
What is the cheapest airline to fly from New Windsor to Chicago round-trip?
Currently priced at $443, Allegiant Air will fly you from New Windsor to Chicago and back. In addition to Allegiant Air, many other airlines offer competitively priced options for your trip.
What are the most popular routes from New Windsor to Chicago?
While some choose either New Windsor Stewart - Chicago Greater Rockford or New Windsor Stewart - Chicago O'Hare Intl, New Windsor Stewart - Chicago Midway is the most popular route from New Windsor to Chicago.
What does SWF to ORD mean?
This is defined as New Windsor Stewart Airport (SWF) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).
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Yes! Cheapflights helps users easily find flights from Stewart to Chicago with no change fees.
Can Cheapflights notify me if prices for flights from Stewart to Chicago become cheaper?
Yes, Cheapflights does offer price alerts on Stewart to Chicago flights so you can book your travels when it’s right. The Price Alert feature is available after a flight search is performed above.