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

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The best prices from Stewart Intl to Chicago are usually found in July or February, booked 60 days in advance, depart on a Saturday or Wednesday and return on a Saturday

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

SWF - CHI
Price
$148 - $348
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

May

High demand for flights, 28% potential price rise

Cheapest in

July

Best time to find cheap flights, 41% potential price drop

Round-trip from

$148

From Stewart Intl to Chicago

One-way from

$134

One-way flight from Stewart Intl to Chicago

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 Stewart Intl to Chicago?

Travelers have found that booking a Friday departure is the best way to save up to 87% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

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

Users have found that booking a flight from Stewart Intl to Chicago at least 20 days early can save you up to 10% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Stewart Intl to Chicago for as little as $137 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 $157 for flights departing within the next 3 days.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Stewart Intl in April are about $135 on average during April, but can be found for as low as $33.

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

When flying from Stewart Intl to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 44% versus a flight at noon.

Cheap flights from Stewart Intl to Chicago in January, February 2021

The best prices found for SWF to CHI flights for January, February
11 Feb - 14 Feb
$189pp
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
11 Feb - 14 Feb
$190pp
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
12 Feb - 14 Feb
$209pp
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart

Stewart Intl to Chicago 2021 flight deals

Cheap flights to Chicago from Stewart Intl found for this year
11 Feb - 14 Feb
$189pp
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
11 Feb - 14 Feb
$190pp
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart
12 Feb - 14 Feb
$209pp
SWF
New Windsor Stewart
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SWF
New Windsor Stewart

Last minute flights from Stewart Intl to Chicago

Late deals on round-trip flights to Chicago from Stewart Intl, departing today and this week
29 Jan - 2 Feb
$247pp
SWF
New Windsor Stewart
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
SWF
New Windsor Stewart
25 Jan - 30 Jan
$250pp
SWF
New Windsor Stewart
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
SWF
New Windsor Stewart
29 Jan - 31 Jan
$251pp
SWF
New Windsor Stewart
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
   
2 STOPS
SWF
New Windsor Stewart

One-way flights to Chicago from Stewart Intl

The cheapest one-way flights from Stewart Intl to Chicago
5:24 am - 5:32 am
American Airlines
2 Stops
25h 08m
SWF - ORD
American Airlines
1:34 pm - 4:43 am
Allegiant Air
1 Stop
16h 09m
SWF - RFD
Allegiant Air
$220
Kiwi.com
6:26 am - 6:22 pm
Multiple Airlines
1 Stop
12h 56m
SWF - ORD
Multiple Airlines
$223
Kiwi.com

Related info for your journey

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

Flight FAQs

From Stewart Intl to Chicago

Are flight prices decreasing from Newburgh to Chicago 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 Newburgh and Chicago 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.

What safety measures are being taken by airlines flying from New Windsor Stewart to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from New Windsor Stewart to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from New Windsor Stewart to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from New Windsor Stewart to Chicago have new flexible policies in place due to COVID-19. Delta, American Airlines, and United Airlines are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like Delta with this kind of flexibility.

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

Yes, there are multiple flights from Stewart Intl to Chicago for under $200. The cheapest flight booked recently is on Multiple Airlines for just $189, but on average you can expect to pay $229.

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

There are no nonstop flights from Stewart Intl to Chicago, 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 Stewart Intl to Chicago for under $300?

There are currently 7+ open flights from Stewart Intl to Chicago within the next 7 days for less than $300.

Is Newburgh weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 86 °F range in July. The weather in Chicago is generally colder than Newburgh'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 Stewart Intl to Chicago?

For as low as $390, American Airlines can have you in Chicago from Stewart Intl in 7h 36m. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Stewart Intl to Chicago round-trip?

According to our current data, American Airlines ($247), and Allegiant Air ($254) offers the cheapest pricing from Stewart Intl to Chicago. American Airlines is currently priced 1% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Stewart Intl to Chicago one-way?

The cheapest airlines for a one-way flight from Stewart Intl to Chicago are American Airlines ($124) and Allegiant Air ($129).

Alternative routes for Stewart Intl to Chicago

Destination information for Chicago

Things to know before you go. Useful info for your trip from Stewart Intl to Chicago
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

Airports servicing New Windsor

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 3 airlines flying from Stewart Intl to Chicago

The chart below displays the airlines Cheapflights users traveling from Stewart Intl to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.

Airline Cheapest Average Flexibility On-time COVID-19 safety
United Airlines
$95 $166 No cancel fee 69%
American Airlines
$123 $300 No cancel fee 71%
Delta
$91 $384 No cancel fee N/A
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