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Rockford

$140+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — RFD
Jun 22 — Jun 291
Mon 6/22
Mon 6/29
1 adult, Economy
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Cheap flight deals from Stewart to Rockford

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 May 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:19 am
SWF
-
RFD
1 stop24h 33m
Allegiant Air
Mon 10/56:01 pm
RFD
-
SWF
1 stop16h 47m
Allegiant Air
Deal found 5/22$313
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:41 am
SWF
-
RFD
1 stop10h 32m
Multiple Airlines
Wed 6/310:07 am
RFD
-
SWF
1 stop21h 51m
Multiple Airlines
Deal found 5/19$339
This Kiwi.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:41 pm
SWF
-
RFD
1 stop15h 09m
Multiple Airlines
Fri 7/317:50 pm
RFD
-
SWF
2 stops14h 35m
Multiple Airlines
Deal found 5/23$352
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1911:45 am
SWF
-
RFD
1 stop21h 04m
Allegiant Air
Fri 7/247:50 pm
RFD
-
SWF
1 stop21h 04m
Allegiant Air
Deal found 5/19$356
This Kiwi.com deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:41 pm
SWF
-
RFD
1 stop15h 09m
Allegiant Air
Fri 7/317:50 pm
RFD
-
SWF
1 stop21h 04m
Allegiant Air
Deal found 5/23$358
This Kiwi.com deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2311:45 am
SWF
-
RFD
1 stop21h 04m
Multiple Airlines
Mon 7/277:50 pm
RFD
-
SWF
1 stop14h 18m
Multiple Airlines
Deal found 5/21$359
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/317:41 pm
SWF
-
RFD
1 stop21h 38m
Multiple Airlines
Mon 8/37:50 pm
RFD
-
SWF
1 stop14h 18m
Multiple Airlines
Deal found 5/19$366
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1211:45 am
SWF
-
RFD
1 stop21h 04m
Allegiant Air
Fri 7/247:50 pm
RFD
-
SWF
1 stop21h 04m
Allegiant Air
Deal found 5/19$379
This Kiwi.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:41 am
SWF
-
RFD
1 stop10h 32m
Multiple Airlines
Sat 6/610:07 am
RFD
-
SWF
1 stop21h 51m
Multiple Airlines
Deal found 5/19$383

Find flight deals from Stewart to Rockford

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Rockford (RFD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$339
(Kiwi.com)

One-way from

$140
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$294
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. 12% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Rockford that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 23, 2026.
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 - RFD

SWFRFD

New Windsor Stewart

Thu 7/30

11:45 am-7:49 am

1 stop21h 04m

Chicago Greater Rockford

Mon 8/3

7:50 pm-11:08 am

1 stop14h 18m

$352

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Mon 7/27

7:41 pm-9:50 am

1 stop15h 09m

Chicago Greater Rockford

Fri 7/31

7:50 pm-11:25 am

2 stops14h 35m

$352

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Sun 7/19

11:45 am-7:49 am

1 stop21h 04m

Chicago Greater Rockford

Fri 7/24

7:50 pm-5:54 pm

1 stop21h 04m

$356

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Mon 7/27

7:41 pm-9:50 am

1 stop15h 09m

Chicago Greater Rockford

Fri 7/31

7:50 pm-5:54 pm

1 stop21h 04m

$358

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Thu 7/23

11:45 am-7:49 am

1 stop21h 04m

Chicago Greater Rockford

Mon 7/27

7:50 pm-11:08 am

1 stop14h 18m

$359

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Sun 7/12

11:45 am-7:49 am

1 stop21h 04m

Chicago Greater Rockford

Fri 7/24

7:50 pm-5:54 pm

1 stop21h 04m

$379

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Thu 6/4

8:04 pm-7:45 am

1 stop12h 41m

Chicago Greater Rockford

Fri 6/5

7:53 pm-11:25 am

2 stops14h 32m

$431
Quickest round-trip

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Sun 6/21

8:04 pm-7:45 am

1 stop12h 41m

Chicago Greater Rockford

Sat 6/27

10:07 am-7:10 pm

1 stop8h 03m

$435

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Mon 6/8

9:39 am-7:03 pm

1 stop10h 24m

Chicago Greater Rockford

Fri 6/12

7:53 pm-11:25 am

2 stops14h 32m

$450

New WindsorChicago

SWF - RFD

SWFRFD

New Windsor Stewart

Thu 6/25

8:04 pm-7:45 am

1 stop12h 41m

Chicago Greater Rockford

Mon 6/29

7:48 pm-11:08 am

1 stop14h 20m

$470

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/22

Showing 1-10 of 22 resultsSorted by cheapest first
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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.
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

Find useful and relevant information for your journey from Stewart to Rockford. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 $356, Allegiant Air can have you in Chicago Greater Rockford Airport from New Windsor in 21h 04m. 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.

See more FAQs

Traveling to a place near Chicago Greater Rockford Airport?

Book flights to Chicago Greater Rockford Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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