How long is the flight from New Windsor to Chicago Greater Rockford Airport?

For as low as $295, Allegiant Air can have you in Chicago Greater Rockford Airport from New Windsor in 23h 48m. There are 772 mi between New Windsor and Chicago Greater Rockford Airport.

In terms of precipitation, rainfall in Chicago Greater Rockford Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Greater Rockford Airport when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago Greater Rockford Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What is the cheapest time of day to fly from SWF to RFD?

When flying from New Windsor to Chicago Greater Rockford Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly from for flights from New Windsor to Chicago Greater Rockford?

New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Chicago Greater Rockford. You should not have trouble finding flights to Chicago Greater Rockford from Stewart; the airport handles an average of 0 outbound flights to Chicago Greater Rockford per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the New Windsor airport to Chicago Greater Rockford. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.

Can I find deals for flights from Stewart to Rockford that include hotel bookings?

Yes. In addition to deals on Stewart to Rockford flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Stewart to Rockford?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Rockford.

Can I find deals for business class flights from Stewart to Rockford?

Yes. Cheapflights offers flight deals from Stewart to Rockford by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$133+ Cheap Flights from New Windsor to Chicago Greater Rockford Airport

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Cheap flight deals from Stewart to Rockford

Cheapest

Best

One-way

Cheapest flights from Stewart to Rockford
Explore the most affordable flight options available from Stewart to Rockford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.

Thu 12/310:38 am -

1 stop23h 48m

Sun 12/69:45 am -

1 stop22h 07m

Deal found 8/19

$295

Sun 10/410:56 am -

1 stop23h 58m

Thu 10/159:40 am -

2 stops48h 59m

Deal found 8/17

$382

Sun 10/410:56 am -

1 stop23h 58m

Fri 10/98:02 pm -

2 stops38h 01m

Deal found 8/17

$383

Sun 10/410:56 am -

1 stop23h 58m

Wed 10/149:34 am -

1 stop23h 42m

Deal found 8/17

$389

Thu 10/17:36 pm -

1 stop24h 36m

Thu 10/159:40 am -

2 stops48h 59m

Deal found 8/17

$391

Thu 10/17:36 pm -

1 stop24h 36m

Fri 10/98:02 pm -

2 stops38h 01m

Deal found 8/17

$392

Thu 10/17:36 pm -

1 stop24h 36m

Wed 10/149:34 am -

1 stop23h 42m

Deal found 8/17

$399

Fri 10/211:19 am -

1 stop24h 33m

Thu 10/159:40 am -

2 stops48h 59m

Deal found 8/17

$407

Fri 10/211:19 am -

1 stop24h 33m

Fri 10/98:02 pm -

2 stops38h 01m

Deal found 8/17

$408

Fri 10/211:19 am -

1 stop24h 33m

Wed 10/149:34 am -

1 stop23h 42m

Deal found 8/17

$414

Best flights from Stewart to Rockford
Discover carefully curated flight deals from Stewart to Rockford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.

Thu 12/310:38 am -

1 stop23h 48m

Sun 12/69:45 am -

1 stop22h 07m

Deal found 8/19

$295

Sun 10/410:56 am -

1 stop23h 58m

Thu 10/159:40 am -

2 stops48h 59m

Deal found 8/17

$382

Thu 1/710:53 am -

1 stop22h 59m

Sun 1/105:06 pm -

1 stop14h 45m

Deal found 8/20

$371

Thu 10/17:36 pm -

1 stop24h 36m

Wed 10/1411:04 am -

2 stops21h 24m

Deal found 8/17

$412

Fri 10/211:19 am -

1 stop24h 33m

Wed 10/149:34 am -

1 stop23h 42m

Deal found 8/17

$414

Thu 10/17:36 pm -

1 stop24h 36m

Mon 10/1210:39 am -

1 stop6h 32m

Deal found 8/17

$585

Sat 10/312:39 pm -

3 stops21h 39m

Wed 10/149:34 am -

1 stop23h 42m

Deal found 8/17

$597

Sat 10/312:39 pm -

3 stops21h 39m

Thu 10/155:23 pm -

1 stop16h 06m

Deal found 8/17

$689

One-way flights from Stewart to Rockford
Search for one-way flight options from Stewart to Rockford. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.

Wed 9/2312:39 pm -

3 stops27h 24m

Deal found 8/20

$133

Wed 9/912:39 pm -

3 stops27h 24m

Deal found 8/18

$140

Thu 9/1010:56 am -

1 stop22h 56m

Deal found 8/17

$154

Fri 10/2311:19 am -

1 stop29h 44m

Deal found 8/18

$163

Sun 10/410:56 am -

1 stop23h 58m

Deal found 8/19

$167

Thu 9/310:33 am -

1 stop22h 29m

Deal found 8/17

$168

Sun 9/610:33 am -

1 stop25h 04m

Deal found 8/16

$171

Find flight deals from Stewart to Rockford

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$295 (Kiwi.com)
One-way from	$133 (Kiwi.com)
Popular in	July
Cheapest in	January
Average price	$296

Provider with most accurate pricing for New York (NYC)-Chicago (CHI) flight deals.

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Provider most trusted by Cheapflights users for New York (NYC)-Chicago (CHI) flights.

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From New Windsor Stewart to Chicago Greater Rockford

Search Deals

One-way flight from New Windsor Stewart to Chicago Greater Rockford

Search Deals

Highest demand for flights based on searches. 18% potential increase in price ($59 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in August 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Chicago Greater Rockford Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Thu 12/3

10:38 am-9:26 am

1 stop23h 48m

Chicago Greater Rockford

Sun 12/6

9:45 am-8:52 am

1 stop22h 07m

$295

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Thu 1/7

10:53 am-8:52 am

1 stop22h 59m

Chicago Greater Rockford

Sun 1/10

5:06 pm-8:51 am

1 stop14h 45m

$371

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Sun 10/4

10:56 am-9:54 am

1 stop23h 58m

Chicago Greater Rockford

Thu 10/15

9:40 am-11:39 am

2 stops48h 59m

$382

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Thu 10/1

7:36 pm-7:12 pm

1 stop24h 36m

Chicago Greater Rockford

Wed 10/14

11:04 am-9:28 am

2 stops21h 24m

$412

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Fri 10/2

11:19 am-10:52 am

1 stop24h 33m

Chicago Greater Rockford

Wed 10/14

9:34 am-10:16 am

1 stop23h 42m

$414

Quickest round-trip

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Thu 10/1

7:36 pm-7:12 pm

1 stop24h 36m

Chicago Greater Rockford

Mon 10/12

10:39 am-6:11 pm

1 stop6h 32m

$585

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Sat 10/3

12:39 pm-9:18 am

3 stops21h 39m

Chicago Greater Rockford

Wed 10/14

9:34 am-10:16 am

1 stop23h 42m

$597

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Sat 10/3

12:39 pm-9:18 am

3 stops21h 39m

Chicago Greater Rockford

Thu 10/15

5:23 pm-10:29 am

1 stop16h 06m

$689

Cheapest one-way

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Wed 9/23

12:39 pm-3:03 pm

3 stops27h 24m

$133

New WindsorChicago

SWF New Windsor Stewart - RFD Chicago Greater Rockford

SWFRFD

New Windsor Stewart

Wed 9/9

12:39 pm-3:03 pm

3 stops27h 24m

$145

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

Showing 1-10 of 18 resultsSorted by cheapest first

Best time to book a flight from Stewart to Rockford

Have a flexible travel schedule? Discover the best time to fly to Rockford from Stewart with our price prediction graph.

SWF-RFD

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

What airport do you fly from for flights from New Windsor to Chicago Greater Rockford?
New Windsor Stewart (SWF) is the airport you will fly out of if you book a flight from New Windsor to Chicago Greater Rockford. You should not have trouble finding flights to Chicago Greater Rockford from Stewart; the airport handles an average of 0 outbound flights to Chicago Greater Rockford per day. You should also have plenty of airline options to choose from since 0 airlines have flights from the New Windsor airport to Chicago Greater Rockford. It is only a 4.3 mi journey to Stewart (SWF) from New Windsor’s city center.
How long is the flight from New Windsor to Chicago Greater Rockford Airport?
For as low as $295, Allegiant Air can have you in Chicago Greater Rockford Airport from New Windsor in 23h 48m. There are 772 mi between New Windsor and Chicago Greater Rockford Airport.
Can I find deals for flights from Stewart to Rockford that include hotel bookings?
Yes. In addition to deals on Stewart to Rockford flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Rockford?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Rockford.
Can I find deals for business class flights from Stewart to Rockford?
Yes. Cheapflights offers flight deals from Stewart to Rockford by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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$133+ Cheap flights from New Windsor (SWF) to Greater Rockford (RFD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Rockford with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Stewart to Rockford

Cheapest flights from Stewart to RockfordExplore the most affordable flight options available from Stewart to Rockford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.

Explore the most affordable flight options available from Stewart to Rockford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.

Best flights from Stewart to RockfordDiscover carefully curated flight deals from Stewart to Rockford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.

Discover carefully curated flight deals from Stewart to Rockford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.

One-way flights from Stewart to RockfordSearch for one-way flight options from Stewart to Rockford. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.

Search for one-way flight options from Stewart to Rockford. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.

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Round-trip from

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Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Chicago Greater Rockford Airport that are best for you.

Best time to book a flight from Stewart to Rockford

Have a flexible travel schedule? Discover the best time to fly to Rockford from Stewart with our price prediction graph.

Related info for your journey

What airport do you fly from for flights from New Windsor to Chicago Greater Rockford?

How long is the flight from New Windsor to Chicago Greater Rockford Airport?

Can I find deals for flights from Stewart to Rockford that include hotel bookings?

How can I find direct flights from Stewart to Rockford?

Can I find deals for business class flights from Stewart to Rockford?

Traveling to a place near Chicago Greater Rockford Airport?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Stewart to Rockford

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Complete your trip

Complete your trip to Rockford by adding a car rental and/or hotel reservation to your travel itinerary.

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Find flights from Stewart to Rockford, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Stewart and Rockford flights

Browse other Stewart and Rockford flight options. Last updated on August 21, 2026.

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Cheapest flights from Stewart to Rockford
Explore the most affordable flight options available from Stewart to Rockford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 21, 2026.

Best flights from Stewart to Rockford
Discover carefully curated flight deals from Stewart to Rockford that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 21, 2026.

One-way flights from Stewart to Rockford
Search for one-way flight options from Stewart to Rockford. Find affordable one-way fares based on user searches. Data last updated August 21, 2026.