Cheap Flights to Fairfield County from $51 (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.

Wed, Dec 9 - Sat, Dec 12
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$102 Roundtrip, found 19 hours ago
$102
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Dec 9 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Dec 12, priced at $102 found 19 hours ago
Thu, Jan 21 - Thu, Jan 28
RDU
Raleigh - Durham Intl.
ISP
MacArthur
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Raleigh - Durham Intl. to MacArthur, returning Thu, Jan 28, priced at $102 found 15 hours ago
Fri, Jan 22 - Sun, Jan 24
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 22 from Raleigh - Durham Intl. to Westchester County, returning Sun, Jan 24, priced at $102 just found
Thu, Feb 4 - Sun, Feb 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$111 Roundtrip, found 1 day ago
$111
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Feb 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Feb 7, priced at $111 found 1 day ago
Thu, Jan 7 - Wed, Jan 13
MCO
Orlando Intl.
LGA
LaGuardia
$119 Roundtrip, found 5 days ago
$119
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Jan 7 from Orlando Intl. to LaGuardia, returning Wed, Jan 13, priced at $119 found 5 days ago
Fri, Jan 8 - Sun, Jan 10
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$126 Roundtrip, found 19 hours ago
$126
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Jan 8 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Jan 10, priced at $126 found 19 hours ago
Sat, Feb 13 - Sun, Feb 21
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sat, Feb 13 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Feb 21, priced at $132 found 1 day ago
Tue, Dec 8 - Tue, Dec 8
MCO
Orlando Intl.
HPN
Westchester County
$142 Roundtrip, found 18 hours ago
$142
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to Westchester County, returning Tue, Dec 8, priced at $142 found 18 hours ago
Thu, Dec 10 - Mon, Dec 14
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Dec 10 from Orlando Intl. to Stewart Intl., returning Mon, Dec 14, priced at $150 found 5 days ago
Sat, Nov 14 - Wed, Nov 18
TPA
Tampa Intl.
SWF
Stewart Intl.
$152 Roundtrip, found 20 hours ago
$152
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Nov 14 from Tampa Intl. to Stewart Intl., returning Wed, Nov 18, priced at $152 found 20 hours ago
Tue, Dec 8 - Mon, Dec 14
MCO
Orlando Intl.
ISP
MacArthur
$155 Roundtrip, found 18 hours ago
$155
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando Intl. to MacArthur, returning Mon, Dec 14, priced at $155 found 18 hours ago

Best Fairfield County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 13 - Dec 16

3 night stay

Atlanta (ATL) to New York (JFK)

United • Roundtrip • Coach
Price was $1,754, price is now $868 per person
$868
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 26 - Dec 29

3 night stay

Dallas (DFW) to New Haven (HVN)

Frontier Airlines • Coach

New Haven (HVN) to Dallas (DFW)

American Airlines • Coach
Save 100% on your flight
Price was $2,384, price is now $1,225 per person
$1,225
per person
found 1 day ago
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder
3.5-star property

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Dec 31 - Jan 5

5 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,992, price is now $1,204 per person
$1,204
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Atlanta to Fairfield County
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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 E. Gaynor Brennan Golf Course and Mianus Park are located nearby.
8.8/10 Excellent! (1,193 reviews)
"Property has everything you could want including a movie theater! Beautiful hotel!"

Reviewed on Oct 20, 2026

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 Mianus Park and Bush Holley House Museum are located nearby.
9.2/10 Wonderful! (1,007 reviews)
"Very quaint, clean hotel with nice coffee shop and restaurant"

Reviewed on Oct 19, 2026

Opens in a new windowJ House Greenwich
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
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 reviews. Popular attractions Roosevelt Forest and Boothe Memorial Park and Museum are located nearby.
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
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.
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 $102. 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 20 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 December. 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 $102. 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 $102 and $155 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.