Cheap flights To Bear Mountain (NYC) from $43

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Cheap Flights to Bear Mountain from $43 One Way, $99 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Sep 12 - Mon, Sep 15
MCO
Orlando Intl.
HPN
Westchester County
$99 Roundtrip, found 9 hours ago
$99
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Westchester County, returning Mon, Sep 15, priced at $99 found 9 hours ago
Fri, Sep 12 - Mon, Sep 15
MCO
Orlando Intl.
HPN
Westchester County
$100 Roundtrip, found 9 hours ago
$100
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Westchester County, returning Mon, Sep 15, priced at $100 found 9 hours ago
Fri, Sep 12 - Mon, Sep 15
MCO
Orlando Intl.
HPN
Westchester County
$101 Roundtrip, found 4 days ago
$101
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Westchester County, returning Mon, Sep 15, priced at $101 found 4 days ago
Mon, Sep 15 - Mon, Sep 15
MCO
Orlando Intl.
HPN
Westchester County
$102 Roundtrip, found 3 days ago
$102
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 15 from Orlando Intl. to Westchester County, returning Mon, Sep 15, priced at $102 found 3 days ago
Fri, Sep 12 - Fri, Sep 12
MCO
Orlando Intl.
HPN
Westchester County
$105 Roundtrip, found 5 days ago
$105
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Westchester County, returning Fri, Sep 12, priced at $105 found 5 days ago
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
HPN
Westchester County
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Westchester County, returning Tue, Sep 9, priced at $108 found 6 days ago
Fri, Sep 5 - Fri, Sep 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Fri, Sep 5, priced at $108 found 4 days ago
Fri, Sep 5 - Thu, Sep 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Thu, Sep 11, priced at $109 found 4 days ago
Fri, Sep 12 - Mon, Sep 15
MCO
Orlando Intl.
HPN
Westchester County
$111 Roundtrip, found 4 days ago
$111
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 12 from Orlando Intl. to Westchester County, returning Mon, Sep 15, priced at $111 found 4 days ago
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
HPN
Westchester County
$113 Roundtrip, found 6 days ago
$113
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Westchester County, returning Tue, Sep 9, priced at $113 found 6 days ago

Bear Mountain Flight Information

Traveling To
Bear Mountain
Destination Airport IATA Code
NYC
Number of Airlines Serving
Airlines
Breeze Airways, JetBlue Airways, Delta
Flight Price
$99
Earliest Departing Flight
Latest Departing Flight

Flights Review

Oct 14, 2019

Newark airport is a pain...but it's not United's fault. The actual flight was just fine.

A verified traveler
Philadelphia to Newark · United

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Bear Mountain economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn
3.5-star property

The Harbor Front Inn

Sep 26 - Sep 29

3 night stay

Atlanta (ATL) to New York (JFK)

Spirit Airlines • Coach

New York (JFK) to Atlanta (ATL)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 5 hours ago
Outsite Chelsea
2.0-star property

Outsite Chelsea

Sep 26 - Sep 29

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Sound View Greenport
4.0-star property

Sound View Greenport

Sep 26 - Sep 29

3 night stay

Atlanta (ATL) to New York (JFK)

Spirit Airlines • Coach

New York (JFK) to Atlanta (ATL)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 5 hours ago
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Bear Mountain premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Lexington Hotel, Autograph Collection
4.0-star property

The Lexington Hotel, Autograph Collection

8.4/10 Very Good! (1,397 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 5 hours ago
The hotel was lovely. The room was clean & well appointed. I didn’t like the odd toilet flush but the shower was great. The happy hour cocktail offerings were bad. Yet the appetizers were great.

Reviewed on Jul 15, 2025

Outsite Chelsea
2.0-star property

Outsite Chelsea

9.6/10 Exceptional! (8 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 5 hours ago
NobleDEN Hotel
4.0-star property

NobleDEN Hotel

9.8/10 Exceptional! (1,259 reviews)

Sep 5 - Sep 8

3 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • PremiumEconomy
per person
found 5 hours ago
The place was awesome close to everything clean. Staff is very helpful.

Reviewed on Jul 1, 2025

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See all available trips from Chicago to Bear Mountain
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Bear Mountain first class flight packages

Price found within the past 48 hours. Click for updated prices.
Outsite Chelsea
2.0-star property

Outsite Chelsea

9.6/10 Exceptional! (8 reviews)

Sep 27 - Sep 30

3 night stay

Los Angeles (LAX) to New York (JFK)

Delta • Non-stop roundtrip • FirstClass
per person
found 1 day ago
The Manhattan Club
4.0-star property

The Manhattan Club

9/10 Wonderful! (1,535 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 3 hours ago
Stayed here for 3 weeks and had a great experience. Very professional and friendly staff. Clean and comfortable for the price. Excellent location to lots of tourist attractions.

Reviewed on Aug 1, 2025

Romer Hell's Kitchen
4.0-star property

Romer Hell's Kitchen

9.4/10 Exceptional! (1,910 reviews)

Sep 17 - Sep 23

6 night stay

Chicago (ORD) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
per person
found 3 hours ago
Quite hotel on busy Manhattan. Comfortable beds.

Reviewed on Jun 18, 2025

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See all available trips from Los Angeles to Bear Mountain
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Bear Mountain

Why search for low cost fares on your flights to Bear Mountain when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Bear Mountain

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Orbitz sends you free alerts and updates on your Bear Mountain flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Bear Mountain. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Bear Mountain but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Bear Mountain?
With 20 airlines operating services to Liberty Intl. Airport (EWR), the main entry point to Bear Mountain, the choice is all yours. Land an impressive deal among these well-known international airlines that'll get you to this city:

  • United Airlines - 1,152 flights to Bear Mountain per month
  • Porter Airlines - 232 flights to Bear Mountain per month
  • Air Canada - 187 flights to Bear Mountain per month

What is the best airport to fly to in Bear Mountain?
Find yourself an affordable fare to Westchester County Airport (HPN). It's the city's main airport and is situated roughly 25 miles southeast of the downtown area. Once you've walked out of arrivals, it won't be long before you're ticking off the wonders of Bear Mountain.
How much is a flight to Bear Mountain?
Lots of fantastic deals were up for grabs this week, with return flights to Bear Mountain fluctuating from $99 to $113. But it was passengers flying in from Orlando (MCO) who landed the top bargains. One-way fares to Bear Mountain started from a low $43.
How to book the cheapest flight to Bear Mountain?
Scoring cheap flights to Bear Mountain is as easy as booking with Orbitz. But if you're eager to make sure you're walking away with the best flight deals around, here are some suggestions your budget will love:

  • Departing from or landing at other airports can often be more affordable. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below to see what your options are.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to check out the flight deals for a selection of departure dates. You may find a cheaper fare.
  • To filter your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
  • Once you've figured out your travel dates, don't waste time booking your flight. Fares normally get more expensive as the departure date gets closer.
  • Bundle your hotels, flights and car rentals into a package deal and unlock great discounts. Save your dollars for things that really excite you, like discovering every corner of Bear Mountain.
  • Don't fly during the busy season if possible. By steering clear of summer and school vacations, you can save plenty on your airfare.

What is the best time to book a flight to Bear Mountain?
If you can, purchase your seats to Bear Mountain in January. This is the best month to get low airfares, closely followed by February and August. With a bit of time and planning, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Bear Mountain?
To pick up an incredible flight deal, book on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days to purchase flights to Bear Mountain.
What is the cheapest day of the week to fly to Bear Mountain?
If you're searching for cheap flights to Bear Mountain, depart earlier in the week. Orbitz data from 2020 shows Monday is the most affordable day to fly out, followed by Tuesday. Saturday is the most expensive, so avoid this day and do your budget a favor.
What is the cheapest month to fly to Bear Mountain?
We won't keep you in suspense — according to Orbitz data, August is generally the most inexpensive month to fly. Perfect for those who crave a weekend getaway or simply escape from it all before the weather turns. Be aware that the costliest time to fly is in the middle of summer, with ticket prices peaking in June.
Which airlines allow free cancellation?
Orbitz makes it a cinch to find airlines that offer flexibility. Simply click on "Filter by flexible change policies" when searching for your flights and bada bing, bada boom! You'll see options that include free cancellation within 24 hours of booking, no change fees and of course, the very best price.
What do I need for the flight to Bear Mountain?
Flying doesn't have to be a drag. In fact it can be fun with a bit of pre-planning! Make your flight a total breeze with these handy tips:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some type of government-issued ID. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you entertained on your journey to Bear Mountain. Magazines and devices like tablets and e-readers are good ideas. Be sure to take a bottle of water with you as well. Even on short flights, it's important to remain well-hydrated.
  • It can get cold on the plane. If you don't like the thought of shivering your way through the flight, wear an extra layer.

How many direct flights are there to Bear Mountain?
You can jump aboard one of 112 flights that travel direct to Bear Mountain each month. JetBlue Airways, American Airlines and Delta Air Lines are just a few of the airlines that will get you there in one go. United Airlines, Tradewind Aviation and Cape Air are a few other carriers that fly nonstop.
How do I get cheap first-class/business deals to Bear Mountain?
Savvy travelers have mastered the art of finding business or first-class flights to Bear Mountain without the astronomical price tag. Take their lead with these handy tips:

  • Being flexible isn't just useful for your yoga. Leave some room to move around your travel dates so you can pick up more affordable airfares when they pop up.
  • Budget airlines offer first or business-class seats at affordable prices. Ditch the full-service carriers and look up these cheaper options.
  • Bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat up the front. You may also be able to upgrade with points earned through a loyalty program.

How to get into Bear Mountain from the airport?
Book a Westchester County Airport (HPN) car rental from HPN airport and easily make your way to downtown Bear Mountain. Choose a vehicle from one of the reliable rental offices on-site like Hertz, Alamo or Avis. Once you've placed your bags in the trunk, the city center is 25 miles to the northwest. If you'd prefer to take a taxi into town and zoom off in a car from there instead, browse our Bear Mountain car rentals.
What is the best time to go to Bear Mountain?
Travelers come from all over the place to go to Bear Mountain in March, June and August. So if you love the idea of exploring this amazing destination in the peak season, this is the time to go. As with most places in the Northern Hemisphere, the summer begins June 20 in Bear Mountain, with average daily temperatures hovering between 65 ºF and 80 ºF.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.