Menu

Cheap flights from Chicago to Stewart Intl (CHI - SWF)

Know your dates, get live prices in seconds:

From
To
Depart
–
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
Add another flight clear all

We work with more than 300 partners to bring you better travel deals

The best prices from Chicago to Stewart Intl are usually found in January or August, booked 15 days in advance, depart on a Saturday or Wednesday and return on a Saturday

Home North America USA New York State Newburgh Stewart Intl Cheap flights from Chicago to Stewart Intl

How to find the cheapest flight from
Chicago (CHI) to Stewart Intl (SWF)

CHI - SWF
Price
$160 - $370
SWF
Temperature
41 - 84.2 °F
SWF
Rainfall
2.7 - 4.9 inches
Popular in November High demand for flights, 26% potential price rise
Cheapest in January Best time to find cheap flights, 42% potential price drop
Round-trip from $160 From Chicago to Stewart Intl
One-way from $71 One-way flight from Chicago to Stewart Intl
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Stewart Intl?

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 46% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Chicago to Stewart Intl?

To save on the cost of your flight from Chicago to Stewart Intl, book at least 60 days before your planned departure. Booking around this time can save you about 27% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $263 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $320.

What is the cheapest month to fly from Chicago to Stewart Intl?

Our data shows that February tends to be the cheapest month to fly to Stewart Intl from Chicago. Users have commonly found prices around $253 for the month, but tickets can be as low as $124. Due to multiple factors, prepare for potentially higher prices in July.

When is the cheapest time to fly from Chicago to Stewart Intl (CHI - SWF)?

A simple way to save on the total cost of your ticket is to fly from Chicago to Stewart Intl in the noon. If you’re flexible enough to do this you can expect to save up to 49% on your trip compared to booking a flight in the morning.

Cheap flights from Chicago to Stewart Intl in August, September 2020

The best prices found for CHI to SWF flights for August, September
20 Aug - 24 Aug
$150pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
27 Aug - 31 Aug
$153pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
23 Jul - 27 Jul
$158pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Stewart Intl 2020 flight deals

Cheap flights to Stewart Intl from Chicago found for this year
20 Aug - 24 Aug
$150pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
27 Aug - 31 Aug
$153pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
23 Jul - 27 Jul
$158pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Stewart Intl

Late deals on round-trip flights to Stewart Intl from Chicago, departing today and this week
23 Jul - 27 Jul
$158pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
23 Jul - 31 Jul
$165pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
26 Jul - 9 Aug
$167pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Stewart Intl from Chicago

The cheapest one-way flights from Chicago to Stewart Intl
4:01 pm - 4:38 am
Multiple Airlines
1 Stop
11h 37m
ORD - SWF
Multiple Airlines
$71
Kiwi.com
4:01 pm - 5:36 am
Multiple Airlines
1 Stop
12h 35m
ORD - SWF
Multiple Airlines
$72
Kiwi.com
11:36 am - 4:38 am
Multiple Airlines
1 Stop
16h 02m
ORD - SWF
Multiple Airlines
$74
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to Stewart Intl flights.

Flight FAQs

From Chicago to Stewart Intl

Are flight prices decreasing from Chicago to Newburgh due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Newburgh for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Stewart Intl for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Stewart Intl for under $200. The cheapest flight booked recently is on Multiple Airlines for just $150, but on average you can expect to pay $177.

Are there nonstop flights from Chicago to Stewart Intl for under $200 on Cheapflights?

There are no nonstop flights from Chicago to Stewart Intl, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago to Stewart Intl for under $200?

There are currently 20+ open flights from Chicago to Stewart Intl within the next 7 days for less than $200.

What days are nonstop flights available from Chicago to Newburgh?

Nonstop flights are available for this route on the following days: Wednesday.

Is Chicago weather warmer or cooler than Newburgh?

You can imagine temperatures to be in the 86 °F range in July. The weather in Newburgh is generally hotter than Chicago's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Chicago to Stewart Intl?

There are many flights that can get you from Chicago to Stewart Intl in 7h 29m. Fly via Linear Air Taxi to get the fastest option.

Related searches

Flights to Stewart Intl from Chicago
Flights to Chicago Flights to Stewart Intl Flights from Chicago

Rent a Car

Car Rentals at Stewart Intl Car Rentals in New York State

Alternative routes for Chicago to Stewart Intl

Moline to Buffalo from $194 pp
Bloomington to Buffalo from $275 pp
Champaign to Buffalo from $9563 pp

Destination information for Stewart Intl

Things to know before you go. Useful info for your trip from Chicago to Stewart Intl
Average temperature for August in Stewart Intl
82.4 °F
Avg rainfall for August in Stewart Intl
4.9 ″

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Chicago Midway (MDW)
Rockford (RFD)

Airports servicing New Windsor

Newburgh (SWF)

Popular flight searches

Check out other popular destinations found by fellow travelers
Home North America USA New York State Newburgh Stewart Intl Cheap flights from Chicago to Stewart Intl