Cheap flights from Chicago (CHI) to New Windsor (SWF)
The best prices from Chicago to New Windsor Stewart are usually found in March or July, booked 44 days in advance, depart on a Wednesday or Monday and return on a Wednesday
How to find the cheapest flight from Chicago to Stewart
All the information you need to plan the best CHI to SWF flight in 2022: compare Chicago to Stewart flight prices with the expected peak season, weather and rainfall in Stewart.
CHI - SWF Price | $146 - $370 |
|---|
| Popular in | November | High demand for flights, 30% potential price rise |
|---|---|---|
| Cheapest in | March | Best time to find cheap flights, 44% potential price drop |
| Round-trip from | $146 | From Chicago (CHI) to New Windsor Stewart |
| One-way from | $134 | One-way flight from Chicago (CHI) to New Windsor Stewart |
What is the cheapest day to fly round-trip from Chicago to New Windsor?
Wednesday is generally a great day to depart. Flying on this day could help you save up to 28%.
What is the cheapest month to fly from Chicago to New Windsor?
The best pricing can be found in the month of August. Prices to New Windsor from Chicago average $168. You can even find prices in August for less than $168, as users have found deals to New Windsor from as low as $58. The month of December appears to be one of the more expensive times to travel to New Windsor from Chicago. Flying in the targeted month can save you up to 30%.
When is the cheapest time to fly from Chicago to New Windsor (CHI - SWF)?
Unlike in the morning, when flights are generally more expensive, you can save up to 31% on flights from Chicago to New Windsor by exploring options for tickets in the afternoon.
Cheap flights from Chicago to Stewart in May, June 2022
The best prices found for CHI to SWF flights for May, June
Chicago O'Hare Intl
New Windsor Stewart
1 stop
22h 38mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
16h 03mMultiple Airlines
Chicago O'Hare Intl
New Windsor Stewart
1 stop
22h 38mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
24h 06mMultiple Airlines
Chicago O'Hare Intl
New Windsor Stewart
1 stop
22h 38mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
24h 06mMultiple Airlines
Chicago to Stewart 2022 flight deals
Cheap flights to Stewart from Chicago found for this year
Chicago O'Hare Intl
New Windsor Stewart
1 stop
22h 38mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
16h 03mMultiple Airlines
Chicago O'Hare Intl
New Windsor Stewart
1 stop
22h 38mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
24h 06mMultiple Airlines
Chicago O'Hare Intl
New Windsor Stewart
1 stop
22h 38mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
24h 06mMultiple Airlines
Cheap Allegiant Air flights from Chicago to Stewart
Chicago Midway
New Windsor Stewart
1 stop
13h 43mNew Windsor Stewart
Chicago Midway
2 stops
20h 48mAllegiant Air
Chicago Midway
New Windsor Stewart
1 stop
13h 43mNew Windsor Stewart
Chicago Midway
2 stops
20h 48mAllegiant Air
Chicago Midway
New Windsor Stewart
1 stop
13h 15mNew Windsor Stewart
Chicago Midway
2 stops
20h 51mAllegiant Air
Last minute flights from Chicago to Stewart
Late deals on return flights to Stewart from Chicago, departing today and this week
Chicago O'Hare Intl
New Windsor Stewart
1 stop
8h 20mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
9h 21mMultiple Airlines
Chicago O'Hare Intl
New Windsor Stewart
1 stop
8h 20mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
12h 03mMultiple Airlines
Chicago O'Hare Intl
New Windsor Stewart
1 stop
8h 20mNew Windsor Stewart
Chicago O'Hare Intl
1 stop
9h 21mMultiple Airlines
One-way flights to New Windsor Stewart from Chicago
The cheapest one-way flights from Chicago to Stewart
Chicago O'Hare Intl
New Windsor Stewart
1 stop
15h 54mFrontier
Chicago Midway
New Windsor Stewart
1 stop
13h 43mAllegiant Air
Chicago Midway
New Windsor Stewart
1 stop
13h 09mAllegiant Air
Related info for your journey
Useful info, stats and facts about Chicago to Stewart flights.
What airport do you fly into for flights to New Windsor from Chicago?
Located just 4.3 mi from the city center, New Windsor Stewart is the airport most travelers will use when flying to New Windsor from Chicago. Booking flights from Chicago to Stewart (SWF) should be relatively easy as there are 0 daily inbound flights from Chicago from 2 different airlines.
Which airlines flying from Chicago to New Windsor Stewart have flexible cancellations due to COVID-19?
Some of the carriers operating flights from Chicago to New Windsor Stewart that may be offering flexible cancellation policies are Delta and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.
Can I find flights from Chicago to New Windsor for under $300 on Cheapflights?
Yes, there are multiple flights from Chicago to New Windsor for under $300. The cheapest flight booked recently is on Multiple Airlines for just $248, but on average you can expect to pay $277.
Are there last-minute flights available from Chicago to New Windsor for under $300?
There are currently 20+ open flights from Chicago to New Windsor within the next 7 days for less than $300.
What is the cheapest airline to fly from Chicago to New Windsor round-trip?
Cheapflights users have booked flights from Chicago to New Windsor round-trip from $306.
What are the cheapest flights from Chicago to New Windsor?
While on average a flight from Chicago to New Windsor is generally $146, our data shows the cheapest flight currently is $118. When looking at the most popular route, (Chicago O'Hare Intl - New Windsor Stewart), you can expect to pay $267 for that flight.
Other flights from Chicago
Flights to Stewart from Chicago
Can I fly to Stewart from Chicago right now?
Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter Stewart.
COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Stewart.
Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Stewart.
Can I fly back to Chicago from Stewart?
COVID-19 testing requirements
Visitors from Stewart must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 1 day for RT-PCR (NAAT) and 1 day for Antigen (quick-test) before departing to Chicago.
Quarantine requirements
Visitors from Stewart are not required to quarantine after entering Chicago.