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Cheap flights from Chicago to Rockland from $278

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago to Rockland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:39 am - 8:13 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
9h 34m1 stop Boston Logan Intl
Multiple Airlines Logo
8:55 am - 7:14 pmRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
11h 19m1 stop Boston Logan Intl
$514Multiple Airlines
Wed, Oct 7 - Tue, Oct 13
Multiple Airlines Logo
8:24 pm - 4:24 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
19h 00m1 stop Boston Logan Intl
Multiple Airlines Logo
8:55 am - 8:47 amRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
24h 52m1 stop Boston Logan Intl
$544Multiple Airlines
Wed, Oct 7 - Tue, Oct 13
Multiple Airlines Logo
8:24 pm - 4:24 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
19h 00m1 stop Boston Logan Intl
Multiple Airlines Logo
8:55 am - 8:47 amRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
24h 52m1 stop Boston Logan Intl
$551Multiple Airlines
Wed, Oct 7 - Tue, Oct 13
Multiple Airlines Logo
9:38 am - 6:37 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
7h 59m1 stop Boston Logan Intl
Multiple Airlines Logo
1:04 pm - 7:03 pmRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
6h 59m1 stop Boston Logan Intl
$576Multiple Airlines
Fri, Oct 2 - Wed, Oct 7
Multiple Airlines Logo
9:40 pm - 6:37 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
19h 57m1 stop Boston Logan Intl
Multiple Airlines Logo
4:53 pm - 7:59 amRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
16h 06m1 stop Boston Logan Intl
$594Multiple Airlines
Wed, Sep 23 - Mon, Oct 5
Multiple Airlines Logo
9:38 am - 6:37 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
7h 59m1 stop Boston Logan Intl
Multiple Airlines Logo
1:04 pm - 7:01 pmRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
6h 57m1 stop Boston Logan Intl
$602Multiple Airlines
Sat, Sep 19 - Wed, Sep 23
Multiple Airlines Logo
9:40 pm - 6:37 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
19h 57m1 stop Boston Logan Intl
Multiple Airlines Logo
4:53 pm - 2:42 pmRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
22h 49m3 stops Boston Logan Intl Newark Cleveland Hopkins Intl
$609Multiple Airlines
Wed, Sep 23 - Mon, Oct 5
Multiple Airlines Logo
9:38 am - 6:37 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
7h 59m1 stop Boston Logan Intl
Multiple Airlines Logo
1:04 pm - 7:03 pmRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
6h 59m1 stop Boston Logan Intl
$616Multiple Airlines
Fri, Oct 2 - Wed, Oct 7
Multiple Airlines Logo
8:24 pm - 6:37 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
21h 13m1 stop Boston Logan Intl
Multiple Airlines Logo
7:04 am - 8:48 amRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
26h 44m1 stop Boston Logan Intl
$618Multiple Airlines
Wed, Sep 23 - Mon, Sep 28
Multiple Airlines Logo
9:24 pm - 8:13 pmORD  Chicago O'Hare Intl-RKD Rockland Knox County Regional
21h 49m1 stop Boston Logan Intl
Multiple Airlines Logo
4:53 pm - 7:59 amRKD  Rockland Knox County Regional-ORD Chicago O'Hare Intl
16h 06m1 stop Boston Logan Intl
$622Multiple Airlines
Fri, Oct 9 - Mon, Oct 12

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Use the filters below to find and compare flights from Chicago to Rockland that are best for you.

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Cheapest round-trip

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Wed 10/7

9:39 am-8:13 pm

1 stop9h 34m

Rockland Knox County Regional

Tue 10/13

8:55 am-7:14 pm

1 stop11h 19m

$514

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Wed 10/7

8:24 pm-4:24 pm

1 stop19h 00m

Rockland Knox County Regional

Tue 10/13

8:55 am-8:47 am

1 stop24h 52m

$544

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Wed 10/7

8:24 pm-4:24 pm

1 stop19h 00m

Rockland Knox County Regional

Tue 10/13

8:55 am-8:47 am

1 stop24h 52m

$551

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Fri 10/2

9:38 am-6:37 pm

1 stop7h 59m

Rockland Knox County Regional

Wed 10/7

1:04 pm-7:03 pm

1 stop6h 59m

$576

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Wed 9/23

9:40 pm-6:37 pm

1 stop19h 57m

Rockland Knox County Regional

Mon 10/5

4:53 pm-7:59 am

1 stop16h 06m

$594
Quickest round-trip

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Sat 9/19

9:38 am-6:37 pm

1 stop7h 59m

Rockland Knox County Regional

Wed 9/23

1:04 pm-7:01 pm

1 stop6h 57m

$602

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Wed 9/23

9:40 pm-6:37 pm

1 stop19h 57m

Rockland Knox County Regional

Mon 10/5

4:53 pm-2:42 pm

3 stops22h 49m

$609

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Fri 10/2

9:38 am-6:37 pm

1 stop7h 59m

Rockland Knox County Regional

Wed 10/7

1:04 pm-7:03 pm

1 stop6h 59m

$616

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Wed 9/23

8:24 pm-6:37 pm

1 stop21h 13m

Rockland Knox County Regional

Mon 9/28

7:04 am-8:48 am

1 stop26h 44m

$618

ChicagoRockland

ORD Chicago O'Hare Intl - RKD Rockland Knox County Regional

ORDRKD

Chicago O'Hare Intl

Fri 10/9

9:24 pm-8:13 pm

1 stop21h 49m

Rockland Knox County Regional

Mon 10/12

4:53 pm-7:59 am

1 stop16h 06m

$622

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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When to book flights from Chicago to Rockland

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

Cheap Chicago to Rockland (CHI to RKD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Rockland

Best Price Found

$278

Fastest flight time

9h 23m

Direct flights

None
The best one-way flight to Rockland from Chicago in the past 72 hours is $278. The best round-trip flight deal from Chicago to Rockland found on momondo in the last 72 hours is $514.
The fastest flight from Chicago to Rockland takes 9h 23m
There are no direct flights from Chicago to Rockland. There are no popular flight routes from Chicago to Rockland.
Search flight deals

Frequently asked questions about flying from Chicago to Rockland

  • How far is Chicago to Rockland Knox County Regional by plane?

    The distance between Chicago and Rockland Knox County Regional is about 945.8 mi. Flights usually cover this in 9h 23m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago to Rockland Knox County Regional Airport are refreshed on a daily basis.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Rockland Knox County Regional Airport.

  • What documentation or ID do you need to fly to Rockland Knox County Regional Airport?

    The required travel and health documents for your Rockland Knox County Regional Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Rockland Knox County Regional Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Frequently asked questions about flying from Chicago to Rockland

  • How do I get Price Alerts for flights from Chicago to Rockland?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago from Rockland. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Chicago to Rockland with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

Traveling to a place near Rockland?

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

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Rockland. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Rockland from Chicago with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Rockland from Chicago.

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

If you are not ready to book a flight from Chicago to Rockland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Rockland and let you know when they change.

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