Cheap Flights to Fairfield County from $43 (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, Dec 10 - Sun, Dec 13
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$86 Roundtrip, found 2 hours ago
$86
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Thu, Dec 10 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 13, priced at $86 found 2 hours ago
Thu, Dec 10 - Sun, Dec 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$100 Roundtrip, found 13 hours ago
$100
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Dec 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 13, priced at $100 found 13 hours ago
Sat, Sep 26 - Tue, Sep 29
MCO
Orlando Intl.
ISP
MacArthur
$115 Roundtrip, found 22 hours ago
$115
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Sep 26 from Orlando Intl. to MacArthur, returning Tue, Sep 29, priced at $115 found 22 hours ago
Mon, Sep 21 - Mon, Sep 28
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 21 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $134 found 1 day ago
Fri, Sep 11 - Fri, Sep 11
MCO
Orlando Intl.
SWF
Stewart Intl.
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Orlando Intl. to Stewart Intl., returning Fri, Sep 11, priced at $141 found 6 days ago
Tue, Oct 27 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$159 Roundtrip, found 6 days ago
$159
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Oct 27 from Orlando Intl. to Westchester County, returning Tue, Nov 17, priced at $159 found 6 days ago
Tue, Sep 15 - Tue, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Tue, Nov 17, priced at $191 found 3 days ago
Tue, Sep 22 - Sat, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$191 Roundtrip, found 1 hour ago
$191
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Sat, Sep 26, priced at $191 found 1 hour ago

Best Fairfield County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Sep 3 - Sep 6

3 night stay

Atlanta (ATL) to New Haven (HVN)

Frontier Airlines • Roundtrip • Coach
Price was $2,295, price is now $1,077 per person
$1,077
per person
found 8 hours ago
Seven Beach Lane
2.0-star property

Seven Beach Lane

Oct 15 - Oct 20

5 night stay

San Juan (SJU) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,284, price is now $1,225 per person
$1,225
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 27 - Nov 1

5 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was $4,330, price is now $2,340 per person
$2,340
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 E. Gaynor Brennan Golf Course and Mianus Park are located nearby.
8.8/10 Excellent! (1,114 reviews)
"The food was excellent at the bar especially the turkey. My room was big and very clea. The staff was friendly and helpful. I was only supposed to stay for a night for an event and I booked an additional night. Im definitely coming back"

Reviewed on Aug 21, 2026

Opens in a new windowHyatt Regency 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 Hartford HealthCare Amphitheater and Roosevelt Forest are located nearby.
7.8/10 Good! (1,012 reviews)
"I would not recommend this hotel. Mildew smell in rooms. Not clean. Very outdated."

Reviewed on Aug 22, 2026

Opens in a new windowTrumbull Marriott Shelton
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Center Seven Shopping Center and Gateway Shopping Center are located nearby.
Opens in a new windowEVEN Hotel Norwalk by IHG
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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.
8/10 Very Good! (1,417 reviews)
"Very clean, very nice staff and very comfortable."

Reviewed on Aug 22, 2026

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 $86. 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 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 $86. 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 $86 and $191 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.