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

Home North America USA Illinois Chicago Cheap flights from Stewart Intl to Chicago

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

All the information you need to plan the best SWF to CHI flight in 2021: compare Stewart Intl to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
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

$110

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 97% 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 morning, which can drop the price by up to 34% versus a flight in the afternoon.

Cheap flights from Stewart Intl to Chicago in May, June 2021

The best prices found for SWF to CHI flights for May, June
9 Jun - 13 Jun
$196pp
SWF
New Windsor Stewart
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
SWF
New Windsor Stewart
29 May - 6 Jun
$204pp
SWF
New Windsor Stewart
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
SWF
New Windsor Stewart
16 Jun - 20 Jun
$210pp
SWF
New Windsor Stewart
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
SWF
New Windsor Stewart

Stewart Intl to Chicago 2021 flight deals

Cheap flights to Chicago from Stewart Intl found for this year
9 Jun - 13 Jun
$196pp
SWF
New Windsor Stewart
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
SWF
New Windsor Stewart
29 May - 6 Jun
$204pp
SWF
New Windsor Stewart
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
1 STOP
SWF
New Windsor Stewart
16 Jun - 20 Jun
$210pp
SWF
New Windsor Stewart
Allegiant Air
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Allegiant Air
 
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
21 May - 29 May
$277pp
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
21 May - 22 May
$307pp
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
21 May - 22 May
$310pp
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
12:42 pm - 3:08 am
American Airlines
1 Stop
15h 26m
SWF - ORD
American Airlines
$110
7:25 am - 12:28 pm
Multiple Airlines
1 Stop
6h 03m
SWF - ORD
Multiple Airlines
$119
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Stewart Intl</span> to <span class="emphasized">Chicago</span> 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.

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.

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 3 different airlines.

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 Allegiant Air for just $196, but on average you can expect to pay $222.

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

What days are nonstop flights available from Newburgh to Chicago?

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

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 $300, Allegiant Air can have you in Chicago from Stewart Intl in 11h 13m.

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

According to our current data, Allegiant Air ($196), and American Airlines ($225) offers the cheapest pricing from Stewart Intl to Chicago. Allegiant Air is currently priced 22% 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 Allegiant Air ($90) and American Airlines ($104).

Related searches

Flights to Chicago from Stewart Intl
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Alternative routes for Stewart Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Buffalo to Moline from $231 pp

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Stewart Intl to Chicago.
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing New Windsor

Newburgh (SWF)

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
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

Popular flight searches

Check out other popular destinations found by fellow travelers in 2021.
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