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$390+ Cheap flights from Rockland (RKD) to Illinois

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
RKD — ORD
Jan 28 — Feb 41
Wed 1/28
Wed 2/4
1 adult, Economy
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Cheap flight deals from Rockland to Illinois

Best flights from Rockland to Illinois
Discover carefully curated flight deals from Rockland to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 29, 2025.

This Priceline deal was found by Cheapflights users on 12/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/1010:45 amRKD - ORD
1 stop7h 58mMultiple Airlines
Wed 1/147:45 amORD - RKD
1 stop6h 06mMultiple Airlines
Deal found 12/26$390
This JetBlue deal was found by Cheapflights users on 12/26. 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 1/2910:45 amRKD - ORD
1 stop7h 58mJetBlue
Sun 2/17:45 amORD - RKD
1 stop6h 06mJetBlue
Deal found 12/26$394
This Priceline deal was found by Cheapflights users on 12/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1210:45 amRKD - ORD
1 stop7h 58mMultiple Airlines
Fri 1/167:45 amORD - RKD
1 stop6h 06mMultiple Airlines
Deal found 12/28$410
This JetBlue deal was found by Cheapflights users on 12/27. 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 1/1210:45 amRKD - ORD
1 stop7h 58mJetBlue
Fri 1/167:45 amORD - RKD
1 stop6h 06mJetBlue
Deal found 12/27$424

Find flight deals from Rockland to Illinois

Keep the following information in mind while searching for Rockland to Illinois flight deals. Data was last updated December 29, 2025.

Round-trip from

$394
(JetBlue)
From Rockland Knox County Regional to Illinois
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Rockland to Illinois 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 December 29, 2025.
Use the filters below to find and compare flights from Rockland to Illinois that are best for you.

Fly from

Rockland

Fly to

Illinois

Route

Depart

Return

Price

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Sat 1/10

10:45 am-5:43 pm

1 stop7h 58m

Chicago O'Hare Intl

Wed 1/14

7:45 am-2:51 pm

1 stop6h 06m

$390

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Thu 1/29

10:45 am-5:43 pm

1 stop7h 58m

Chicago O'Hare Intl

Sun 2/1

7:45 am-2:51 pm

1 stop6h 06m

$394

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Mon 1/12

10:45 am-5:43 pm

1 stop7h 58m

Chicago O'Hare Intl

Fri 1/16

7:45 am-2:51 pm

1 stop6h 06m

$410

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Mon 1/12

10:45 am-5:43 pm

1 stop7h 58m

Chicago O'Hare Intl

Fri 1/16

7:45 am-2:51 pm

1 stop6h 06m

$424

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Best time to book a flight from Rockland to Illinois

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

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

Currently, May is the cheapest month in which you can book a flight from Rockland to Illinois (average of $182). Flying from Rockland to Illinois in December is currently the most expensive (average of $264). 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 Rockland to Illinois. 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 Rockland to Illinois?

    Most people fly from Rockland Knox County Regional (RKD) if they book a flight from Rockland to Illinois. Rockland Knox County Regional is conveniently located just 3.0 mi from Rockland’s city center.

  • How long is the flight from Rockland to Illinois?

    A quick flight from Rockland to Illinois can take about 7h 58m. JetBlue provides one of the quickest options available for as low as $394. Rockland and Illinois are separated by a distance of 958 mi.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Rockland to Illinois (average of $182). Flying from Rockland to Illinois in December is currently the most expensive (average of $264). 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

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