Cheap Flights to Fairfield County from $42 (2026/2027)

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Stamford

Flights
Stamford

How Much Does it Cost To Fly To Fairfield County?

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

Thu, Jan 21 - Mon, Jan 25
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$83 Roundtrip, found 1 hour ago
$83
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Thu, Jan 21 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Jan 25, priced at $83 found 1 hour ago
Thu, Jan 7 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Jan 7 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Jan 17, priced at $92 found 5 days ago
Fri, Jan 22 - Fri, Jan 29
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 23 hours ago
$98
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Jan 29, priced at $98 found 23 hours ago
Sat, Jan 9 - Sat, Jan 16
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jan 9 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Jan 16, priced at $102 found 3 hours ago
Mon, Dec 7 - Fri, Dec 11
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Dec 7 from Raleigh - Durham Intl. to Westchester County, returning Fri, Dec 11, priced at $112 found 4 days ago
Fri, Jan 8 - Mon, Jan 11
RDU
Raleigh - Durham Intl.
ISP
MacArthur
$122 Roundtrip, found 6 hours ago
$122
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Jan 8 from Raleigh - Durham Intl. to MacArthur, returning Mon, Jan 11, priced at $122 found 6 hours ago
Fri, Jan 8 - Mon, Jan 11
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$131 Roundtrip, found 5 hours ago
$131
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Fri, Jan 8 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jan 11, priced at $131 found 5 hours ago
Sat, Jan 9 - Mon, Jan 11
FLL
Fort Lauderdale - Hollywood Intl.
ISP
MacArthur
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jan 9 from Fort Lauderdale - Hollywood Intl. to MacArthur, returning Mon, Jan 11, priced at $164 found 3 days ago

Best Fairfield County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Newark Hansbury Multi Level House
2.0-star property

Newark Hansbury Multi Level House

Jan 20 - Jan 24

4 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $664, price is now $394 per person
$394
per person
found 1 day ago
INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

Jan 18 - Jan 22

4 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $795, price is now $442 per person
$442
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 2 - Dec 4

2 night stay

Los Angeles (LAX) to New Haven (HVN)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,683, price is now $1,004 per person
$1,004
per person
found 15 hours ago
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Travelers ❤️ These Fairfield County 🏨

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
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 and the clean rooms in our reviews. Popular attractions Capitol Theatre and E. Gaynor Brennan Golf Course are located nearby.
Opens in a new windowHyatt Regency Greenwich
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
2701 Summer St Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hand & Stone Massage and Facial Spa and E. Gaynor Brennan Golf Course are located nearby.
Opens in a new windowThe Armon Stamford Hotel & Conference
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
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 the clean rooms in our reviews. Popular attractions Stamford Town Center and Stamford Public Library - Ferguson Library are located nearby.
8/10 Very Good! (1,258 reviews)
"The hotel advertises breakfast to order for a fee however there is no such service and this was the main reason i booked this particular hotel, been in a business trip this was a most so that I didn’t have to worry about find it a place before heading out."

Reviewed on Nov 6, 2026

Opens in a new windowThe Stamford Hotel
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Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
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 rooms in our reviews. Popular attractions Danbury Fair Mall and Xtreme Play Adventure Park are located nearby.
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.

Frequently asked questions

How much is the cheapest flight to Fairfield County?
Your next dream vacation doesn't have to make a huge dent in your finances. In the last seven days, the cheapest roundtrip flight to Fairfield County cost $83. Find a cheap seat and spend the money you save on unforgettable experiences. This price was available on Travelocity for flights to Fairfield County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Fairfield County?
You'll have your pick of 15 airlines when it's time to organize your flight to Fairfield County. Let Cape Air whisk you to your destination. This highly rated air carrier offers 286 services each month to Bridgeport, Fairfield County's premier city.
What is the cheapest month to fly to Fairfield County?
Spend more money on epic adventures and less on airline tickets by zipping off to Fairfield County in January. This is the best-priced month to jet off to this destination according to Travelocity's direct return flight demand between January and December last year. Browse through our list of flights and get out of town without breaking your budget.
How can I check my flight status to Fairfield County?
"Trips" is your one-stop shop when it comes to details about your flight to Fairfield County. Our convenient customer portal lets you manage everything in the same place, from checking your flight status to making updates to your booking. Click on Trips at the top right of the Travelocity homepage and then create a free account in seconds. Or, download the Travelocity app and access your information while you're on the go. Whether you have the family flying with you or you're a solo wanderer, all your travel plans will be at your fingertips.
How do I find the best deals on flights to Fairfield County?
Be flexible with your dates and there's a good chance you'll find a deal you can't pass up. When searching for flights on Travelocity, click the "Flexible dates" option at the top of the page to see prices for nearby days. Also try to book ahead of schedule and avoid peak periods. In the last seven days, the lowest price for a roundtrip flight to Fairfield County was $83. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Fairfield County with Travelocity?
If you're chasing cheap flights to Fairfield County, you'll track down some enticing deals with Travelocity. From cheap family flights with low-cost air carriers to flexible ticket options, we can help with your journey. Experience a worry-free break with our 24/7 customer support, Price Match Guarantee and free cancellations with most hotels. Start planning your travel itinerary and get set to fly away to this fantastic destination.
How much is a flight to Fairfield County on average?
Passengers have picked up roundtrip flights to Fairfield County for between $83 and $164 with Travelocity in the last seven days. Whether you want to fly budget or business class, we'll help you land an awesome deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Fairfield County?
How long your flight takes and whether you pick a full-service or low-priced airline play a major role. If you're looking for long-haul flights to Fairfield County, entertainment, drinks and food will be standard inclusions. Trying to find cheap flights for family vacations? Check out the fares with budget carriers. These airlines usually don't have as many inclusions, so be prepared to pay for your drinks and meals.