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Rockland

$364+ Cheap flights from Illinois to Rockland (RKD)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RKD
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Find flight deals from Illinois to Rockland

Best flights from Illinois to Rockland
Discover carefully curated flight deals from Illinois to Rockland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 17, 2025.

This JetBlue deal was found by Cheapflights users on 11/14. 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.
Mon 2/97:45 amORD - RKD
1 stop6h 06mJetBlue
Tue 2/1010:45 amRKD - ORD
1 stop7h 59mJetBlue
Deal found 11/14$364

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 November 17, 2025.

Round-trip from

$364
(JetBlue)
From Illinois to Rockland Knox County Regional
Search Deals

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 November 17, 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

Mon 2/9

7:45 am-2:51 pm

1 stop6h 06m

Rockland Knox County Regional

Tue 2/10

10:45 am-5:44 pm

1 stop7h 59m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/14

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

What is the cheapest month to book a flight from Illinois to Rockland?

Currently, October is the cheapest month in which you can book a flight from Illinois to Rockland (average of $205). Flying from Illinois to Rockland in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 06m. 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.

  • What is the cheapest month to book a flight from Illinois to Rockland?

    Currently, October is the cheapest month in which you can book a flight from Illinois to Rockland (average of $205). Flying from Illinois to Rockland in November is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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