Cheap flights from Chicago to New Windsor

Round-trip
1 adult
Economy
From?
To?
Tue 10/19
Tue 10/26

Travel Restriction Alert

The COVID-19 (coronavirus) outbreak may impact travel from Chicago to New Windsor.
View current United States travel restrictions

Flight information for Chicago to New Windsor
(CHI to SWF)

Find info about flight duration, direct flights, and airports for your flight from Chicago to New Windsor
Best Price Found$135The best flight deal from Chicago to New Windsor found on momondo in the last 72 hours is $135
Fastest flight time6h 45mThe fastest flight from Chicago to New Windsor takes 6h 45m
Direct flightsNoneThere are no direct flights from Chicago to New Windsor. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - New Windsor Stewart Airport and Chicago Midway Airport - New Windsor Stewart Airport.
Airports in New Windsor1 airportThere is 1 airport near New Windsor: New Windsor Stewart (SWF)

How to get the cheapest flight ticket from Chicago to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Chicago to New Windsor?

March

The cheapest time of year to fly to New Windsor from Chicago is March. Most expensive is November

What is the cheapest day to depart Chicago for New Windsor?

Saturday

The cheapest day of the week is typically Saturday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago to New Windsor?

at noon

Chicago to New Windsor flights are approximately 70% more expensive in the afternoon than at noon

What is the cheapest airline that flies to New Windsor from Chicago?

Delta

American Airlines and Delta are the most popular carriers operating from Chicago to New Windsor

What is the cheapest Chicago to New Windsor flight route?

Chicago O'Hare Intl - New Windsor Stewart

Fly from Chicago O'Hare Intl to New Windsor Stewart for the best Chicago - New Windsor flight prices

How far in advance should you book Chicago to New Windsor flights?

44 days before

The cheapest time to buy a flight from Chicago to New Windsor is approximately 44 days to departure


Easily compare round-trip flights from Chicago to New Windsor

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to New Windsor by changing tabs
Multiple Airlines
Nov 16
ORD12:40 pmChicago O'Hare Intl
15h 08m
1 stop
SWF3:48 amNew Windsor Stewart
Nov 18
SWF7:24 amNew Windsor Stewart
11h 18m
1 stop
ORD6:42 pmChicago O'Hare Intl
Frontier
Dec 4
ORD1:12 amChicago O'Hare Intl
11h 02m
1 stop
SWF12:14 pmNew Windsor Stewart
Dec 8
SWF5:45 amNew Windsor Stewart
14h 21m
1 stop
ORD8:06 pmChicago O'Hare Intl
Multiple Airlines
Nov 6
ORD3:24 amChicago O'Hare Intl
9h 28m
1 stop
SWF12:52 pmNew Windsor Stewart
Nov 10
SWF5:33 amNew Windsor Stewart
9h 31m
1 stop
ORD3:04 pmChicago O'Hare Intl
Multiple Airlines
Dec 11
ORD1:12 amChicago O'Hare Intl
10h 52m
1 stop
SWF12:04 pmNew Windsor Stewart
Dec 12
SWF7:43 amNew Windsor Stewart
10h 46m
1 stop
ORD6:29 pmChicago O'Hare Intl
Frontier
Nov 6
ORD2:12 amChicago O'Hare Intl
10h 40m
1 stop
SWF12:52 pmNew Windsor Stewart
Nov 8
SWF5:33 amNew Windsor Stewart
14h 36m
1 stop
ORD8:09 pmChicago O'Hare Intl
Multiple Airlines
Nov 6
ORD3:24 amChicago O'Hare Intl
9h 28m
1 stop
SWF12:52 pmNew Windsor Stewart
Nov 10
SWF5:33 amNew Windsor Stewart
22h 35m
2 stops
ORD4:08 amChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to New Windsor

If you're looking for one-way flights from Chicago to New Windsor, view some of our deals below provided by Frontier
Multiple Airlines
Dec 4
ORD5:50 amChicago O'Hare Intl
24h 08m
1 stop
SWF5:58 amNew Windsor Stewart
Frontier
Nov 1
ORD2:40 amChicago O'Hare Intl
29h 26m
1 stop
SWF8:06 amNew Windsor Stewart
Multiple Airlines
Nov 9
ORD12:40 pmChicago O'Hare Intl
15h 08m
1 stop
SWF3:48 amNew Windsor Stewart

Search last-minute flights to New Windsor from Chicago

Find and compare flight prices for your last-minute flight from Chicago to New Windsor
Multiple Airlines
Oct 21
ORD3:00 amChicago O'Hare Intl
9h 33m
1 stop
SWF12:33 pmNew Windsor Stewart
Oct 24
SWF2:18 pmNew Windsor Stewart
19h 14m
1 stop
ORD9:32 amChicago O'Hare Intl
Multiple Airlines
Oct 21
ORD3:00 amChicago O'Hare Intl
9h 33m
1 stop
SWF12:33 pmNew Windsor Stewart
Oct 24
SWF2:18 pmNew Windsor Stewart
19h 14m
1 stop
ORD9:32 amChicago O'Hare Intl
Multiple Airlines
Oct 21
ORD3:00 amChicago O'Hare Intl
9h 33m
1 stop
SWF12:33 pmNew Windsor Stewart
Oct 31
SWF2:18 pmNew Windsor Stewart
19h 14m
1 stop
ORD9:32 amChicago O'Hare Intl
Multiple Airlines
Oct 21
ORD3:00 amChicago O'Hare Intl
9h 33m
1 stop
SWF12:33 pmNew Windsor Stewart
Oct 24
SWF2:18 pmNew Windsor Stewart
19h 14m
1 stop
ORD9:32 amChicago O'Hare Intl
Multiple Airlines
Oct 20
ORD3:45 amChicago O'Hare Intl
32h 48m
2 stops
SWF12:33 pmNew Windsor Stewart
Oct 24
SWF2:18 pmNew Windsor Stewart
19h 14m
1 stop
ORD9:32 amChicago O'Hare Intl
Multiple Airlines
Oct 20
ORD1:10 amChicago O'Hare Intl
35h 23m
3 stops
SWF12:33 pmNew Windsor Stewart
Oct 24
SWF2:18 pmNew Windsor Stewart
19h 14m
1 stop
ORD9:32 amChicago O'Hare Intl

Best airlines flying from Chicago to New Windsor

Compare and see reviews for airlines that fly from Chicago to New Windsor with momondo
AirlineRatingFree CancellationPrice
Delta
PriceFrom $89
Free Cancellation
Rating
8.3
8.3

Boarding

8.5

Comfort

8.5

Crew

8.2

Entertainment

8.1

Food

Reviews

Great

1 / 10
American Airlines
PriceFrom $166
Free Cancellation
Rating
7.2
7.4

Boarding

7.1

Comfort

7.8

Crew

7.1

Entertainment

6.8

Food

Reviews

Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!

1 / 10

  • Are airlines flying from Chicago to New Windsor Stewart offering flexible cancellation due to COVID-19?

    To ease the stress of booking flights, some of our airline partners flying from Chicago to New Windsor Stewart are responding to the global pandemic. The following airlines may have a flexible cancellation policy to help accommodate travelers: Delta and American Airlines.

  • How far is Chicago to New Windsor Stewart by plane?

    There are 701.4 mi between Chicago and New Windsor Stewart. Typically, this will take 6h 51m by plane in normal conditions.


Can I fly to New Windsor Stewart from Chicago right now?

Information is based on travel restrictions for travel to New Windsor Stewart within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter New Windsor Stewart.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to New Windsor Stewart.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering New Windsor Stewart.

Can I fly back to Chicago from New Windsor Stewart?

Returning to Chicago from New Windsor Stewart

COVID-19 testing requirements
Visitors from New Windsor Stewart must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from New Windsor Stewart are not required to quarantine after entering Chicago.

If you are planning to travel to New Windsor at this time, it is recommended that you stay up to date on current restrictions and follow proper safety measures while in public.

Alternative routes for Chicago to New Windsor

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to New York Flights
Fastest flight time2h 01m
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Chicago to Islip, New York Flights
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Chicago to Syracuse Flights
Fastest flight time1h 42m
Cheapest price$135
Chicago to Buffalo Flights
Fastest flight time1h 26m
Cheapest price$136
Chicago to Albany, New York Flights
Fastest flight time1h 54m
Cheapest price$151
Chicago to Rochester, New York Flights
Fastest flight time4h 49m
Cheapest price$175

Similar Chicago to New Windsor flights

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