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Rockland

$378+ Cheap flights from O'Hare Intl (ORD) 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RKD
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Rockland

Cheapest flights from O'Hare Intl to Rockland
Explore the most affordable flight options available from O'Hare Intl to Rockland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Priceline deal was found by Cheapflights users on 2/2. 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.
Wed 9/169:51 am
ORD
-
RKD
1 stop7h 20m
Multiple Airlines
Wed 9/2312:45 pm
RKD
-
ORD
1 stop7h 10m
Multiple Airlines
Deal found 2/2$480
This JetBlue deal was found by Cheapflights users on 2/1. 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.
Wed 7/299:30 am
ORD
-
RKD
1 stop7h 41m
JetBlue
Thu 8/612:45 pm
RKD
-
ORD
1 stop7h 41m
JetBlue
Deal found 2/1$529
This Expedia deal was found by Cheapflights users on 2/2. 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 9/166:45 am
ORD
-
RKD
2 stops10h 26m
JetBlue
Wed 9/2312:45 pm
RKD
-
ORD
1 stop7h 10m
JetBlue
Deal found 2/2$545
This JetBlue deal was found by Cheapflights users on 2/1. 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.
Thu 7/309:30 am
ORD
-
RKD
1 stop5h 02m
JetBlue
Thu 8/612:45 pm
RKD
-
ORD
1 stop7h 41m
JetBlue
Deal found 2/1$574
This JetBlue deal was found by Cheapflights users on 2/2. 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.
Fri 8/219:30 am
ORD
-
RKD
1 stop5h 02m
JetBlue
Sun 8/2312:45 pm
RKD
-
ORD
1 stop7h 41m
JetBlue
Deal found 2/2$584

Find flight deals from O'Hare Intl to Rockland

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Rockland (RKD). 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$529
(JetBlue)
Provider with most accurate pricing for Chicago O'Hare Intl-Rockland Knox County Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Rockland Knox County Regional flights.
Search Deals
From Chicago O'Hare Intl to Rockland Knox County Regional
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 February 3, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Rockland that are best for you.

Fly from

O'Hare Intl

Fly to

Rockland

Route

Depart

Return

Price

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Wed 7/29

9:30 am-6:11 pm

1 stop7h 41m

Rockland Knox County Regional

Thu 8/6

12:45 pm-7:26 pm

1 stop7h 41m

$529

ChicagoRockland

ORD - RKD

ORDRKD

Chicago O'Hare Intl

Thu 7/30

9:30 am-3:32 pm

1 stop5h 02m

Rockland Knox County Regional

Thu 8/6

12:45 pm-7:26 pm

1 stop7h 41m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Rockland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Rockland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Rockland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Rockland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Rockland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Rockland

Have a flexible travel schedule? Discover the best time to fly to Rockland from O'Hare Intl 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 Chicago O'Hare Intl Airport to Rockland

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Rockland?

Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Rockland (average of $205). Flying from Chicago O'Hare Intl Airport to Rockland in November is currently the most expensive (average of $276). 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 O'Hare Intl 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 Chicago O'Hare Intl?

    Most people fly into Rockland Knox County Regional (RKD) if they book a flight to Rockland from Chicago O'Hare Intl. On average, Knox County Regional has 0 inbound flights from Chicago O'Hare Intl per day from 0 airlines. Rockland Knox County Regional is conveniently located just 3.0 mi from Rockland’s city center.

  • How long is the flight from Chicago O'Hare Intl Airport to Rockland?

    JetBlue can get you from Chicago O'Hare Intl Airport to Rockland in just under 7h 41m. Your travel time can differ by up to . Chicago O'Hare Intl Airport and Rockland are separated by a distance of 958 mi.

  • Can I find deals for flights from O'Hare Intl to Rockland that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Rockland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Rockland?

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

  • Can I find deals for business class flights from O'Hare Intl to Rockland?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Rockland?

    Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Rockland (average of $205). Flying from Chicago O'Hare Intl Airport to Rockland in November is currently the most expensive (average of $276). 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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