Cheap Flights to Fairfield County from $43 (2026/2027)

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

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 7 - Sun, Jan 17
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$92 Roundtrip, found 3 days ago
$92
Roundtrip
found 3 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 3 days ago
Wed, Jan 20 - Wed, Jan 27
TPA
Tampa Intl.
LGA
LaGuardia
$115 Roundtrip, found 13 hours ago
$115
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Jan 20 from Tampa Intl. to LaGuardia, returning Wed, Jan 27, priced at $115 found 13 hours ago
Fri, Jan 8 - Sun, Jan 10
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jan 8 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Jan 10, priced at $122 found 1 hour ago
Sun, Jan 17 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Jan 17 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Jan 24, priced at $124 found 1 day ago
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Sat, Dec 5 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Dec 12, priced at $128 found 1 day ago
Wed, Jan 20 - Thu, Jan 21
MCO
Orlando Intl.
LGA
LaGuardia
$129 Roundtrip, just found
$129
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jan 20 from Orlando Intl. to LaGuardia, returning Thu, Jan 21, priced at $129 just found
Sat, Dec 5 - Sat, Dec 12
TPA
Tampa Intl.
SWF
Stewart Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa Intl. to Stewart Intl., returning Sat, Dec 12, priced at $137 found 1 day ago
Thu, Dec 3 - Tue, Dec 8
MCO
Orlando Intl.
ISP
MacArthur
$152 Roundtrip, found 21 hours ago
$152
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando Intl. to MacArthur, returning Tue, Dec 8, priced at $152 found 21 hours ago
Thu, Dec 3 - Sat, Dec 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Stewart Intl., returning Sat, Dec 5, priced at $153 found 4 days ago

Best Fairfield County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 21 - Jan 24

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,183, price is now $617 per person
$617
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 27 - Dec 30

3 night stay

Dallas (DFW) to New Haven (HVN)

American Airlines • Roundtrip • Coach
Price was $2,441, price is now $1,277 per person
$1,277
per person
found 22 hours ago
The St. Regis New York
5.0-star property

The St. Regis New York

Jan 26 - Jan 28

2 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,843, price is now $1,062 per person
$1,062
per person
found 1 day 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
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
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 Capitol Theatre and Bush Holley House Museum are located nearby.
Opens in a new windowJ House 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
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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! (1,264 reviews)
"Staff was great"

Reviewed on Nov 4, 2026

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.

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 $92. 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 17 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 $92. 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 $92 and $153 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.