Cheap Flights to Fairfield County from $44 (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, Oct 10 - Sat, Oct 17
MCO
Orlando Intl.
LGA
LaGuardia
$87 Roundtrip, found 3 hours ago
$87
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Orlando Intl. to LaGuardia, returning Sat, Oct 17, priced at $87 found 3 hours ago
Wed, Sep 30 - Wed, Oct 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Wed, Sep 30 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Oct 7, priced at $96 found 1 day ago
Fri, Sep 25 - Tue, Sep 29
MCO
Orlando Intl.
LGA
LaGuardia
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Sep 25 from Orlando Intl. to LaGuardia, returning Tue, Sep 29, priced at $97 just found
Sat, Sep 5 - Tue, Sep 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 8, priced at $102 found 2 days ago
Tue, Aug 25 - Fri, Aug 28
MCO
Orlando Intl.
HPN
Westchester County
$113 Roundtrip, just found
$113
Roundtrip
just found
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando Intl. to Westchester County, returning Fri, Aug 28, priced at $113 just found
Tue, Aug 4 - Tue, Aug 18
MCO
Orlando Intl.
LGA
LaGuardia
$139 Roundtrip, found 15 hours ago
$139
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Tue, Aug 4 from Orlando Intl. to LaGuardia, returning Tue, Aug 18, priced at $139 found 15 hours ago
Thu, Sep 10 - Wed, Sep 16
MCO
Orlando Intl.
SWF
Stewart Intl.
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Wed, Sep 16, priced at $142 found 1 hour ago
Wed, Sep 2 - Sat, Sep 5
MCO
Orlando Intl.
ISP
MacArthur
$148 Roundtrip, found 19 hours ago
$148
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Sep 2 from Orlando Intl. to MacArthur, returning Sat, Sep 5, priced at $148 found 19 hours ago
Wed, Aug 12 - Sat, Aug 15
SFO
San Francisco Intl.
LGA
LaGuardia
$216 Roundtrip, just found
$216
Roundtrip
just found
Select American Airlines flight, departing Wed, Aug 12 from San Francisco Intl. to LaGuardia, returning Sat, Aug 15, priced at $216 just found
Tue, Aug 11 - Wed, Aug 12
SFO
San Francisco Intl.
JFK
John F. Kennedy Intl.
$254 Roundtrip, just found
$254
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Aug 11 from San Francisco Intl. to John F. Kennedy Intl., returning Wed, Aug 12, priced at $254 just found
Wed, Aug 19 - Tue, Aug 25
LAX
Los Angeles Intl.
ISP
MacArthur
$268 Roundtrip, found 1 day ago
$268
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Los Angeles Intl. to MacArthur, returning Tue, Aug 25, priced at $268 found 1 day ago

Best Fairfield County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Sep 9 - Sep 14

5 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Roundtrip • Coach
Price was $2,098, price is now $1,114 per person
$1,114
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jul 13 - Jul 15

2 night stay

Dallas (DFW) to New York (JFK)

American Airlines • Coach

New York (JFK) to Dallas (DFW)

Frontier Airlines • Coach
Save 100% on your flight
Price was $2,694, price is now $1,362 per person
$1,362
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Sep 9 - Sep 14

5 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Roundtrip • Coach
Price was $2,221, price is now $1,175 per person
$1,175
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 Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
8.6/10 Excellent! (1,065 reviews)
"Loved the resort feel."

Reviewed on Jul 6, 2026

Opens in a new windowHyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
6.6/10 (1,519 reviews)
"The facility was under renovation. An elevator got stuck with a person inside for 30 minutes. The housekeeper never came. Extremely disappointing."

Reviewed on Jul 7, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Stamford / New York City
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! (1,290 reviews)
"The room appeared clean, but in the morning, we woke up to cockroaches on the bed pillow. I had my 10-month-old with me, and several roaches were crawling next to where he was lying on the bed. I quickly jumped up and packed up. Left breakfast that my fiance had just bought for us and RAN as fast ..."

Reviewed on Jul 7, 2026

Opens in a new windowEthan Allen Hotel
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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 Gateway Shopping Center and Silvermine Arts Center are located nearby.
8.4/10 Very Good! (1,151 reviews)
"Decent hotel. There was a blonde woman at the front desk several times during our visit and her service and kindness was exceptional. The interior of the hotel was well maintained. This is more so on the guests, but the coffee station was left untidy with spillage and garbage when we went down for ..."

Reviewed on Jul 7, 2026

Opens in a new windowEVEN Hotel Norwalk by IHG
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 $87. 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 October. 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 $87. 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 $87 and $268 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.