Cheap Flights to Fairfield County from $20 (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.

Sat, Nov 14 - Wed, Nov 18
MCO
Orlando Intl.
SWF
Stewart Intl.
$35 Roundtrip, found 7 hours ago
$35
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Nov 14 from Orlando Intl. to Stewart Intl., returning Wed, Nov 18, priced at $35 found 7 hours ago
Thu, Nov 12 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
ISP
MacArthur
$47 Roundtrip, found 7 hours ago
$47
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Nov 12 from Raleigh - Durham Intl. to MacArthur, returning Mon, Nov 16, priced at $47 found 7 hours ago
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$59 Roundtrip, found 7 hours ago
$59
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Westchester County, returning Mon, Nov 16, priced at $59 found 7 hours ago
Thu, Feb 4 - Mon, Mar 1
SFO
San Francisco Intl.
LGA
LaGuardia
$282 Roundtrip, found 8 hours ago
$282
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Thu, Feb 4 from San Francisco Intl. to LaGuardia, returning Mon, Mar 1, priced at $282 found 8 hours ago
Wed, Jan 13 - Sat, Jan 16
SFO
San Francisco Intl.
LGA
LaGuardia
$288 Roundtrip, found 4 hours ago
$288
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Wed, Jan 13 from San Francisco Intl. to LaGuardia, returning Sat, Jan 16, priced at $288 found 4 hours ago
Tue, Dec 1 - Wed, Dec 16
SFO
San Francisco Intl.
HPN
Westchester County
$291 Roundtrip, found 6 days ago
$291
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 1 from San Francisco Intl. to Westchester County, returning Wed, Dec 16, priced at $291 found 6 days ago
Thu, Feb 4 - Mon, Mar 1
SFO
San Francisco Intl.
LGA
LaGuardia
$293 Roundtrip, found 8 hours ago
$293
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Thu, Feb 4 from San Francisco Intl. to LaGuardia, returning Mon, Mar 1, priced at $293 found 8 hours ago
Thu, Dec 31 - Mon, Jan 4
SFO
San Francisco Intl.
LGA
LaGuardia
$303 Roundtrip, found 1 day ago
$303
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Dec 31 from San Francisco Intl. to LaGuardia, returning Mon, Jan 4, priced at $303 found 1 day ago
Thu, Dec 31 - Mon, Jan 4
SFO
San Francisco Intl.
LGA
LaGuardia
$314 Roundtrip, found 1 day ago
$314
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Dec 31 from San Francisco Intl. to LaGuardia, returning Mon, Jan 4, priced at $314 found 1 day ago
Thu, Dec 10 - Tue, Dec 15
SFO
San Francisco Intl.
LGA
LaGuardia
$320 Roundtrip, found 9 hours ago
$320
Roundtrip
found 9 hours ago
Select Southwest Airlines flight, departing Thu, Dec 10 from San Francisco Intl. to LaGuardia, returning Tue, Dec 15, priced at $320 found 9 hours ago
Fri, Feb 5 - Mon, Feb 8
SFO
San Francisco Intl.
LGA
LaGuardia
$321 Roundtrip, found 8 hours ago
$321
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Fri, Feb 5 from San Francisco Intl. to LaGuardia, returning Mon, Feb 8, priced at $321 found 8 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 20 - Dec 23

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,653, price is now $951 per person
$951
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
Bay Ridge ApartHotel
2.0-star property

Bay Ridge ApartHotel

Dec 27 - Jan 2

6 night stay

Dallas (DFW) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,853, price is now $979 per person
$979
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.
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.
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 $35. 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 November. 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 $35. 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 $35 and $321 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.