$50 Cheap flights to Fairfield County

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Top places to visit in Fairfield County

A cityscape with a river, modern buildings, and green spaces.
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Stamford

Stamford

Cheap flights to Fairfield County from $50 One Way, $102 Round Trip

$102 return flights and $50 one-way flights to Fairfield County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Dec 5 - Sat, Dec 12
RDU
Raleigh
SWF
Newburgh
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Raleigh to Newburgh, returning Sat, Dec 12, priced at $102 found 3 hours ago
Thu, Jan 7 - Thu, Jan 14
RDU
Raleigh
ISP
Islip
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh to Islip, returning Thu, Jan 14, priced at $102 found 1 day ago
Fri, Jan 29 - Sun, Jan 31
RDU
Raleigh
HPN
White Plains
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 29 from Raleigh to White Plains, returning Sun, Jan 31, priced at $102 just found
Fri, Jan 22 - Mon, Jan 25
RDU
Raleigh
HVN
New Haven
$112 Roundtrip, found 6 hours ago
$112
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh to New Haven, returning Mon, Jan 25, priced at $112 found 6 hours ago
Thu, Jan 21 - Sun, Jan 31
MCO
Orlando
HVN
New Haven
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jan 21 from Orlando to New Haven, returning Sun, Jan 31, priced at $127 found 1 day ago
Thu, Jan 7 - Tue, Jan 12
MCO
Orlando
LGA
New York
$130 Roundtrip, found 3 hours ago
$130
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Jan 7 from Orlando to New York, returning Tue, Jan 12, priced at $130 found 3 hours ago

Find The Perfect Hotel For After Your Flight

Score Epic Fairfield County Accommodation Deals

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $205 total per night from Nov 15 to Nov 16
$205 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (1,182 reviews)
"I stayed for 2 nights while visiting my parents in the area and I will say I didn’t get any sleep either night. I had a room that overlooked the atrium near the Bar and it was fairly loud, until they closed it down. Besides that, you can hear every single person talk in the hallway, in the rooms ..."

Reviewed on Oct 17, 2026

Opens in a new windowHyatt Regency Greenwich
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
$320 nightly
The price is $368 total per night from Nov 8 to Nov 9
$368 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowJ House Greenwich
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $170 total per night from Nov 16 to Nov 17
$170 total
Nov 16 - Nov 17
Total with taxes and fees
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Opens in a new windowTrumbull Marriott Shelton
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The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Nov 16 to Nov 17
$175 total
Nov 16 - Nov 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Opens in a new windowThe Stamford Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
New York City, New York, USA
Chrysler Pacifica

$49

$215 total
found 5 days ago
Mini Van Chrysler Pacifica

Standard

Volkswagen Jetta
  • 5 people
  • Unlimited mileage
New York City, New York, USA
Volkswagen Jetta

$52

$225 total
found 5 days ago
Standard Volkswagen Jetta

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
New York City, New York, USA
Nissan Versa

$53

$232 total
found 5 days ago
Compact Nissan Versa

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
New York City, New York, USA
Toyota Corolla

$53

$231 total
found 5 days ago
Midsize Toyota Corolla
Lowest prices found within the past 5 days. Prices and availability subject to change. Additional terms may apply.

Fairfield County

Save money on your flights to Fairfield County as well as on hotel and car packages.

 

Free Fees

Snap up cheap Fairfield County flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Fairfield County.

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Fairfield County flights air ticket. Save more on air travel every day in every way at Orbitz.

Frequently asked questions

What is the best airport to fly to in Fairfield County?
Igor I. Sikorsky Memorial Airport (BDR) is the major entry point for this unique destination. Once you've stepped out of the arrivals area, the possibilities are endless when it comes to adventuring around Fairfield County.
How much is a flight to Fairfield County?
Plenty of huge deals were going begging this week, with return flights to Fairfield County fluctuating from $102 to $130. But it was passengers starting their trip from Raleigh (RDU) who snapped up the top bargains. One-way fares to Fairfield County started from a low $50.
How to book the cheapest flight to Fairfield County?
With some of the most affordable flight deals around, a bargain is always waiting for you with Orbitz. The following tips and hints will help you snap up cheap flights to Fairfield County — and leave you with more cash to play with:

  • Depending on where you're coming from, select the 'Nearby airports' function (located under the departure and arrival options). Oftentimes, other departure points offer more value for money.
  • If you're flexible with your schedule, click on the 'Show flexible dates' option. It'll show the flight deals for the days before and after your chosen departure. Ticket prices often vary depending on the day of the week.
  • You can also hit the 'Show options' function to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • Once you've sorted out your travel dates, don't delay booking your flight. Ticket prices generally climb as the departure date gets closer.
  • Combine your hotels, flights and car rental into a money-saving package deal. Save your dollars for things you're really excited about, like exploring Fairfield County.
  • Flying during the busy season can mean steep airfares. If possible, plan your trip outside of popular dates, such as Christmas, New Year's Eve and Easter.

What is the best time to book a flight to Fairfield County?
Book your flights to Fairfield County in January. This is the best month for low prices, followed by February and August. Snap up cheap flights and enjoy your dream vacation with Orbitz.
What day of the week is the cheapest to book a flight to Fairfield County?
When it comes to cheap flights to Fairfield County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fantastic flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Fairfield County?
According to Orbitz data from 2020, you'll want to kick off your trip on a Monday to nab cheap flights to Fairfield County. Next cheapest day? Tuesday. Saturday costs the most. So, depart early in the week if you'd love to score a wallet-friendly fare without paying premium prices.
What is the cheapest month to fly to Fairfield County?
If you're flexible with your travel dates, consider jetting off during August. Orbitz data shows that this is generally the best month to travel if you want cheap flights to Fairfield County. As you might imagine, airfares get pricier in the busy month of June and flights fill up quickly.
Which airlines allow free cancellation?
If you're concerned your travel plans could change, Orbitz can help you find a flexible fare. All you need to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you airlines that offer free cancellation and no change fees — along with our famous low prices.
What do I need for the flight to Fairfield County?
Whether you're a regular flyer or it's your first time on a plane, it helps to be prepared on your trip. Here are some things to take into consideration:

  • Ensure that you have your travel papers and some identification. For overseas trips, you'll need to take your passport. When booking your tickets, always use the same name, birth date and gender as written on your government-issued ID.
  • A properly packed carry-on bag is the key to flying in comfort. Given this journey to Fairfield County is no short hop, take some snacks and activities to keep you entertained. A book, magazine or e-reader will help the hours pass.
  • Air conditioning and high altitudes can produce a cold environment. No matter what the weather is in Fairfield County, carry an extra layer with you to keep nice and warm during the journey.

How do I get cheap first-class/business deals to Fairfield County?
Smart travelers have mastered the art of finding business or first-class fares to Fairfield County without the astronomical price tag. Take their lead with these helpful hints:

  • Be flexible with your travel dates and hold out for sales or exclusive offers on business or first-class airfares.
  • Look for a budget airline that has business-class seats. They often come with more legroom and a glass of Champagne — and a more affordable price.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a loyalty scheme.

What is the best time to go to Fairfield County?
If you want to immerse yourself in the culture of Fairfield County in peak season, April, June and August are the prime months to visit. June 20 signals the first day of the summer season in the Northern Hemisphere and is a wonderful time to go if you delight in being outside. Around this time of the year, average daily temperatures range from 65 ºF to 80 ºF.

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.