$141 Find Cheap Flights from North America to Rockland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Rockland departing on 9/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Flight Deals

Cheap Flights from North America to Rockland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from North America to Rockland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from North America to Rockland

Sat, Oct 11 - Sun, Oct 12
Cape Air Logo
4:41 pm - 6:01 pmBOS-RKD
1h 20mnonstop
Cape Air Logo
4:42 pm - 6:11 pmRKD-BOS
1h 29mnonstop
$283Cape Air
Find Deal
Thu, Oct 9 - Thu, Oct 16
Cape Air Logo
8:59 am - 10:19 amBOS-RKD
1h 20mnonstop
Cape Air Logo
3:55 pm - 5:12 pmRKD-BOS
1h 17mnonstop
$301Cape Air
Find Deal
Tue, Sep 9 - Sat, Sep 13
Cape Air Logo
8:59 am - 10:19 amBOS-RKD
1h 20mnonstop
Cape Air Logo
4:42 pm - 6:11 pmRKD-BOS
1h 29mnonstop
$314Cape Air
Find Deal
Wed, Sep 10 - Sun, Sep 14
Cape Air Logo
2:08 pm - 3:28 pmBOS-RKD
1h 20mnonstop
Cape Air Logo
7:00 am - 8:29 amRKD-BOS
1h 29mnonstop
$343Cape Air
Find Deal
Sun, Sep 7 - Sun, Sep 14
Cape Air Logo
2:08 pm - 3:28 pmBOS-RKD
1h 20mnonstop
Cape Air Logo
7:00 am - 8:29 amRKD-BOS
1h 29mnonstop
$356Cape Air
Find Deal
Sat, Sep 20 - Sat, Sep 27
JetBlue Logo
6:41 pm - 8:01 pmBOS-RKD
1h 20mnonstop
JetBlue Logo
4:42 pm - 6:11 pmRKD-BOS
1h 29mnonstop
$358JetBlue
Find Deal
Thu, Sep 11 - Sun, Sep 14
Cape Air Logo
8:59 am - 10:19 amBOS-RKD
1h 20mnonstop
Cape Air Logo
7:00 am - 8:29 amRKD-BOS
1h 29mnonstop
$359Cape Air
Find Deal
Mon, Feb 9 - Tue, Feb 10
JetBlue Logo
9:50 am - 7:20 pmORD-RKD
8h 30m1 stop
JetBlue Logo
3:55 pm - 8:59 pmRKD-ORD
6h 04m1 stop
$369JetBlue
Find Deal
Thu, Sep 11 - Mon, Sep 15
JetBlue Logo
8:59 am - 10:19 amBOS-RKD
1h 20mnonstop
JetBlue Logo
7:00 am - 8:29 amRKD-BOS
1h 29mnonstop
$378JetBlue
Find Deal
Sun, Sep 7 - Thu, Sep 11
 Logo
9:58 am - 3:28 pmRDU-RKD
5h 30m1 stop
 Logo
4:42 pm - 10:57 amRKD-RDU
18h 15m1 stop
Useful Info

Good to know

Low seasonNovember
Cheapest flight$141
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Boston to Rockland

FAQs for booking flights from North America to Rockland

  • How does KAYAK find such low prices on flights from North America to Rockland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from North America to Rockland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from North America to Rockland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rockland from North America is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from North America to Rockland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rockland with an airline and back to North America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America to Rockland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rockland from North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from North America to Rockland

 
Need help choosing which airline to fly with from North America to Rockland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 37 reviews
9.4Crew
9.0Entertainment
8.8Food
8.8Comfort
9.1Boarding
Airline reviews

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

10.0 ExcellentTim, Aug 2025SLK - BOS
Read more Cape Air reviews

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

To not have food or proper snacks on a 5 hour flight was the worst.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

Everything you need to know for your flight to Rockland

Information on the airport you'll fly into in Rockland

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