$49 Cheap flights to Fairfield County

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Top places to visit in Fairfield County

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Stamford

Stamford

Cheap flights to Fairfield County from $49 One Way, $98 Round Trip

$98 return flights and $49 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.

Mon, Sep 14 - Tue, Sep 22
MCO
Orlando
ISP
Islip
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Orlando to Islip, returning Tue, Sep 22, priced at $98 found 1 hour ago
Thu, Sep 3 - Tue, Sep 8
MCO
Orlando
HVN
New Haven
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to New Haven, returning Tue, Sep 8, priced at $102 found 6 days ago
Mon, Oct 26 - Mon, Nov 2
MCO
Orlando
LGA
New York
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 26 from Orlando to New York, returning Mon, Nov 2, priced at $108 just found
Thu, Aug 27 - Mon, Aug 31
TPA
Tampa
HVN
New Haven
$118 Roundtrip, found 5 days ago
$118
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Aug 27 from Tampa to New Haven, returning Mon, Aug 31, priced at $118 found 5 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
SWF
Newburgh
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to Newburgh, returning Sun, Sep 6, priced at $122 found 1 day ago
Wed, Aug 12 - Wed, Aug 26
TPA
Tampa
SWF
Newburgh
$142 Roundtrip, found 5 days ago
$142
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Tampa to Newburgh, returning Wed, Aug 26, priced at $142 found 5 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
TPAEast HavenJune 20 to July 5$232
DTWEast HavenJune 21 to July 5$306
TPARonkonkomaJune 20 to June 27$355
TPANew YorkJune 21 to June 23$369
DTWNew YorkJune 21 to June 22$373
TPANew YorkJune 20 to July 5$384
TPANewburghJune 20 to July 15$406
DTWRonkonkomaJune 19 to June 21$419
TPAWest HarrisonJune 20 to June 23$459
LITNew YorkJune 20 to June 22$508
LITNew YorkJune 19 to June 22$541
DTWNew YorkJune 21 to July 1$546
MEMNew YorkJune 19 to June 23$596
LGARonkonkomaJune 20 to June 21$663
DTWWest HarrisonJune 20 to June 21$1,332
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Fairfield County Accommodation Deals

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundable
$134 nightly
The price is $154 total per night from Jun 21 to Jun 22
$154 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,148 reviews)
"Very convenient and well appointed location"

Reviewed on Jun 16, 2026

Opens in a new windowEVEN Hotel Norwalk by IHG
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$220 nightly
The price is $253 total per night from Jul 1 to Jul 2
$253 total
Jul 1 - Jul 2
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 ...
8.6/10 Excellent! (1,035 reviews)
"The staff was fantastic! A-Z everything was terrific about the hotel. Thanks!"

Reviewed on Jun 15, 2026

Opens in a new windowHyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Jul 12 to Jul 13
$116 total
Jul 12 - Jul 13
Total with taxes and fees
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
6.8/10 (1,435 reviews)
"El staff fue muy amable"

Reviewed on Jun 16, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Stamford / New York City
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Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Jul 9 to Jul 10
$122 total
Jul 9 - Jul 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,257 reviews)
"The staff couldn't be less helpful. Check in was extremely difficult dealing with the hotel staff."

Reviewed on Jun 15, 2026

Opens in a new windowEthan Allen 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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Fairfield County

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

Bargain Flights to Fairfield County

Orbitz offers massive discounts and substantial last-minute savings on your Fairfield County flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

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Orbitz sends you free alerts and updates on your Fairfield County 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 Fairfield County. 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 Fairfield County 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

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 $98 to $1,332. But it was passengers starting their trip from Orlando (MCO) who snapped up the top bargains. One-way fares to Fairfield County started from a low $49.
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.