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Cheap flights from Rockland to Chicago from $271

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Rockland to Chicago departing on 10/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Rockland to Chicago (RKD-ORD)

Cheap round-trip flights

JetBlue Logo
11:14 am - 6:55 pmRKD-ORD
8h 41m1 stop
JetBlue Logo
9:51 am - 6:01 pmORD-RKD
7h 10m1 stop
$764JetBlue
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Fri, Oct 3 - Sun, Oct 5

momondo Fare Finder

 
Customize your flight search to find flights from Rockland to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated September 4, 2025.
Use the filters below to find and compare flights from Rockland to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Fri 10/3

11:14 am-6:55 pm

1 stop8h 41m

Chicago O'Hare Intl

Sun 10/5

9:51 am-6:01 pm

1 stop7h 10m

$764

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Sun 10/19

3:55 pm-3:56 pm

2 stops25h 01m

$271

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Sat 12/20

11:45 am-7:17 pm

1 stop8h 32m

$288

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Sun 10/19

11:45 am-2:41 pm

3 stops27h 56m

$328

RocklandChicago

RKD - ORD

RKDORD

Rockland Knox County Regional

Sun 10/19

7:45 am-6:18 pm

1 stop11h 33m

$413

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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How to get the cheapest flight ticket from Rockland to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Rockland Knox County Regional to Chicago O'Hare Intl?

JetBlue is the most popular carrier operating from Rockland Knox County Regional to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Rockland according to our data. United Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Rockland to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Rockland to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Rockland to Chicago O'Hare Intl Airport (RKD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Rockland to Chicago O'Hare Intl Airport

Direct flights

None
There are no direct flights from Rockland to Chicago O'Hare Intl Airport. There are no popular flight routes from Rockland to Chicago O'Hare Intl Airport.
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  • How far is Rockland Knox County Regional to Chicago O'Hare Intl by plane?

    The distance between Rockland Knox County Regional and Chicago O'Hare Intl is about 957.6 mi. Flights usually cover this in 8h 41m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Rockland Knox County Regional Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Rockland Knox County Regional Airport to Chicago O'Hare Intl Airport are updated daily.

  • How old do you have to be to fly from Rockland Knox County Regional Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Rockland Knox County Regional Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

Why should I use momondo to find a flight deal from Rockland to Chicago?

It is quick and easy to find Rockland to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Rockland to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Rockland to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Rockland to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Rockland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Rockland to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Rockland and alert you when they change.

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