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Rockland

$287+ Cheap flights from Illinois to Rockland (RKD)

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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RKD
Oct 31 — Nov 71
Fri 10/31
Fri 11/7
1 adult, Economy
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Cheap flight deals from Illinois to Rockland

Keep the following information in mind while searching for Illinois to Rockland flight deals. Data was last updated October 1, 2025.

Round-trip from

$364
(JetBlue)

One-way from

$287
(JetBlue)
From Illinois to Rockland Knox County Regional
Search Deals
One-way flight from Illinois to Rockland Knox County Regional
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Find flight deals from Illinois to Rockland

Cheapest flights from Illinois to Rockland
Explore the most affordable flight options available from Illinois to Rockland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2025.

This JetBlue deal was found by Cheapflights users on 9/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:25 amORD - RKD
1 stop6h 55mJetBlue
Thu 12/1810:15 amRKD - ORD
1 stop9h 31mJetBlue
Deal found 9/30$469
This Expedia deal was found by Cheapflights users on 9/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2911:20 amORD - RKD
1 stop7h 00mJetBlue
Wed 11/57:45 amRKD - ORD
1 stop11h 10mJetBlue
Deal found 9/29$529
This JetBlue deal was found by Cheapflights users on 9/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1910:08 amORD - RKD
1 stop8h 12mJetBlue
Thu 10/2310:15 amRKD - ORD
1 stop9h 03mJetBlue
Deal found 9/30$724
This JetBlue deal was found by Cheapflights users on 10/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1410:08 amORD - RKD
1 stop6h 53mJetBlue
Fri 10/1710:15 amRKD - ORD
1 stop9h 03mJetBlue
Deal found 10/1$764
This United deal was found by Cheapflights users on 9/29. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/297:15 amORD - RKD
1 stop6h 36mMultiple Airlines
Wed 11/57:45 amRKD - ORD
2 stops10h 20mMultiple Airlines
Deal found 9/29$811

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Rockland 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 October 1, 2025.
Use the filters below to find and compare flights from Illinois to Rockland that are best for you.

Fly from

Illinois

Fly to

Rockland

Route

Depart

Return

Price

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Fri 12/12

11:25 am-7:20 pm

1 stop6h 55m

Rockland Knox County Regional

Thu 12/18

10:15 am-6:46 pm

1 stop9h 31m

$469

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Sat 12/13

11:25 am-7:20 pm

1 stop6h 55m

Rockland Knox County Regional

Thu 12/18

10:15 am-6:46 pm

1 stop9h 31m

$469

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Thu 12/11

11:25 am-7:20 pm

1 stop6h 55m

Rockland Knox County Regional

Thu 12/18

10:15 am-6:46 pm

1 stop9h 31m

$469

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Wed 10/29

11:20 am-7:20 pm

1 stop7h 00m

Rockland Knox County Regional

Wed 11/5

7:45 am-5:55 pm

1 stop11h 10m

$529

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Sun 10/19

10:08 am-7:20 pm

1 stop8h 12m

Rockland Knox County Regional

Thu 10/23

10:15 am-6:18 pm

1 stop9h 03m

$724

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Tue 10/14

10:08 am-6:01 pm

1 stop6h 53m

Rockland Knox County Regional

Fri 10/17

10:15 am-6:18 pm

1 stop9h 03m

$764

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Wed 10/29

7:15 am-2:51 pm

1 stop6h 36m

Rockland Knox County Regional

Wed 11/5

7:45 am-5:05 pm

2 stops10h 20m

$811

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Sat 10/18

10:08 am-7:20 pm

1 stop8h 12m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Best time to book a flight from Illinois to Rockland

Have a flexible travel schedule? Discover the best time to fly to Rockland from Illinois 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.

Cheapflights Insights

Everything you need to know about your flight from Illinois to Rockland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Rockland. 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 into for flights to Rockland from Illinois?

    Rockland Knox County Regional (RKD) is the airport you will fly into if you book a flight from Illinois to Rockland. It is only a 3.0 mi journey from Knox County Regional (RKD) to Rockland’s city center.

  • How long is the flight from Illinois to Rockland?

    There are many flights that can get you from Illinois to Rockland in 6h 55m. Fly via JetBlue to get the fastest option. The distance between Illinois and Rockland is about 958 mi.

  • Can I find deals for flights from Illinois to Rockland that include hotel bookings?

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

  • How can I find direct flights from Illinois to Rockland?

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

  • Can I find deals for business class flights from Illinois to Rockland?

    Yes. Cheapflights offers flight deals from Illinois to Rockland 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 Rockland?

Book flights to Rockland if you plan to visit one of these locations
Rockport

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