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.

Wed, Nov 11 - Wed, Nov 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$40 Roundtrip, found 6 days ago
$40
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Nov 11 from Orlando Intl. to Stewart Intl., returning Wed, Nov 11, priced at $40 found 6 days ago
Wed, Jan 13 - Wed, Jan 20
MCO
Orlando Intl.
LGA
LaGuardia
$115 Roundtrip, found 4 hours ago
$115
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Jan 13 from Orlando Intl. to LaGuardia, returning Wed, Jan 20, priced at $115 found 4 hours ago
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 9 hours ago
$128
Roundtrip
found 9 hours 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 9 hours ago
Wed, Nov 18 - Thu, Nov 19
LAX
Los Angeles Intl.
LGA
LaGuardia
$287 Roundtrip, found 4 hours ago
$287
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Los Angeles Intl. to LaGuardia, returning Thu, Nov 19, priced at $287 found 4 hours ago
Mon, Dec 7 - Thu, Dec 10
LAX
Los Angeles Intl.
LGA
LaGuardia
$299 Roundtrip, found 5 hours ago
$299
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Los Angeles Intl. to LaGuardia, returning Thu, Dec 10, priced at $299 found 5 hours ago
Wed, Nov 18 - Fri, Nov 20
LAX
Los Angeles Intl.
LGA
LaGuardia
$307 Roundtrip, found 8 hours ago
$307
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Los Angeles Intl. to LaGuardia, returning Fri, Nov 20, priced at $307 found 8 hours ago
Mon, Dec 7 - Thu, Jan 14
LAX
Los Angeles Intl.
LGA
LaGuardia
$308 Roundtrip, found 15 hours ago
$308
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Los Angeles Intl. to LaGuardia, returning Thu, Jan 14, priced at $308 found 15 hours ago
Wed, Jan 13 - Wed, Jan 20
LAX
Los Angeles Intl.
LGA
LaGuardia
$318 Roundtrip, found 5 hours ago
$318
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Jan 13 from Los Angeles Intl. to LaGuardia, returning Wed, Jan 20, priced at $318 found 5 hours ago
Thu, Jan 7 - Tue, Jan 12
LAX
Los Angeles Intl.
LGA
LaGuardia
$319 Roundtrip, found 3 hours ago
$319
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Jan 7 from Los Angeles Intl. to LaGuardia, returning Tue, Jan 12, priced at $319 found 3 hours ago
Wed, Nov 18 - Thu, Nov 19
LAX
Los Angeles Intl.
LGA
LaGuardia
$348 Roundtrip, found 4 hours ago
$348
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Nov 18 from Los Angeles Intl. to LaGuardia, returning Thu, Nov 19, priced at $348 found 4 hours ago
Sat, Jan 16 - Sun, Jan 17
LAX
Los Angeles Intl.
JFK
John F. Kennedy Intl.
$352 Roundtrip, found 2 hours ago
$352
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Jan 16 from Los Angeles Intl. to John F. Kennedy Intl., returning Sun, Jan 17, priced at $352 found 2 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 21 - Dec 24

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Price was $1,581, price is now $829 per person
$829
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Dec 29 - Jan 3

5 night stay

Los Angeles (LAX) to New Haven (HVN)

Alaska Airlines • Coach

New Haven (HVN) to Los Angeles (LAX)

Frontier Airlines • Coach
Price was $3,955, price is now $1,938 per person
$1,938
per person
found 12 hours ago
JW Marriott Essex House New York
4.5-star property

JW Marriott Essex House New York

Jan 14 - Jan 17

3 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,637, price is now $882 per person
$882
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.
8.8/10 Excellent! (1,206 reviews)
"I will definitely be back. such a great hotel. Especially love the lobby and staff; the rooms are super cute and cozy."

Reviewed on Oct 27, 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 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! (1,261 reviews)
"N/A"

Reviewed on Oct 26, 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 $40. 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 $40. 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 $40 and $352 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.