Cheap Flights to Fairfield County from $48 (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.

Fri, Jun 5 - Sat, Jun 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Jun 5 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jun 6, priced at $98 found 1 day ago
Fri, Jun 26 - Fri, Jun 26
MCO
Orlando Intl.
ISP
MacArthur
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Jun 26 from Orlando Intl. to MacArthur, returning Fri, Jun 26, priced at $105 found 6 days ago
Wed, Aug 26 - Sat, Aug 29
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 13 hours ago
$118
Roundtrip
found 13 hours ago
Select Avelo Airlines flight, departing Wed, Aug 26 from Tampa Intl. to Tweed - New Haven Regional, returning Sat, Aug 29, priced at $118 found 13 hours ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 14 hours ago
$122
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Stewart Intl., returning Sun, Sep 6, priced at $122 found 14 hours ago
Sat, Oct 3 - Sat, Oct 10
MCO
Orlando Intl.
LGA
LaGuardia
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Oct 3 from Orlando Intl. to LaGuardia, returning Sat, Oct 10, priced at $128 found 2 days ago
Sat, Jun 6 - Wed, Jun 10
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$136 Roundtrip, found 15 hours ago
$136
Roundtrip
found 15 hours ago
Select Avelo Airlines flight, departing Sat, Jun 6 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Wed, Jun 10, priced at $136 found 15 hours ago
Wed, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
$155 Roundtrip, found 19 hours ago
$155
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at $155 found 19 hours ago
Sat, Jul 4 - Tue, Jul 14
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$181 Roundtrip, just found
$181
Roundtrip
just found
Select American Airlines flight, departing Sat, Jul 4 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Jul 14, priced at $181 just found
Wed, Sep 16 - Wed, Sep 23
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Wed, Sep 23, priced at $190 found 3 days 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

Jul 31 - Aug 4

4 night stay

Atlanta (ATL) to New York (JFK)

Delta • Coach

New York (JFK) to Atlanta (ATL)

JetBlue Airways • Coach
Save 100% on your flight
Price was $1,280, price is now $780 per person
$780
per person
found 1 day ago
New York Marriott Marquis
4.5-star property

New York Marriott Marquis

Jul 2 - Jul 6

4 night stay

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

JetBlue Airways • Coach

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

Delta • Coach
Save 100% on your flight
Price was $1,739, price is now $949 per person
$949
per person
found 1 day ago
Park Lane New York
5.0-star property

Park Lane New York

Aug 5 - Aug 10

5 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,399, price is now $839 per person
$839
per person
found 1 day ago
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Travelers ❤️ These Fairfield County 🏨

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 Silvermine Arts Center and Norwalk Islands are located nearby.
8.4/10 Very Good! (1,120 reviews)
"Parking was easy and secure. The staff was super nice and helpful."

Reviewed on May 20, 2026

Opens in a new windowEVEN Hotel Norwalk by IHG
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 Stamford Center for the Arts are located nearby.
8.6/10 Excellent! (1,008 reviews)
"This is the former Conde Naste headquarters so the property is very stylish and impressive. It’s a huge hotel with a recent remodel so there are conferences on the weekdays and weddings on the weekends. I was there on a Monday, so it was quiet, perfect for a good nights sleep. Rooms are spacious, ..."

Reviewed on May 22, 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 E. Gaynor Brennan Golf Course and Mill River Park are located nearby.
6.8/10 (1,359 reviews)
"The staff was very helpful; however, the hotel was under renovation, so it was not fully clean, with old air conditioners moved, still needing a bit of work. The amenities, like the gym, did not work, and on the last day before we checked out, the 2 elevators were not working (when we arrived, only ..."

Reviewed on May 22, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Stamford / New York City
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Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stamford Town Center and Stamford Public Library - Ferguson Library are located nearby.
8.4/10 Very Good! (1,749 reviews)
"Front desk staff was friendly, efficient and helpful. Room was a basic room with what we needed for a two night stay. It was clean and provided the necessities. Parking was safe and convenient. Breakfast was very basic. Waffles to toast, coffee and Juice, bagels, croissants, muffins and cereal. Nothing ..."

Reviewed on May 19, 2026

Opens in a new windowAmsterdam 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 $98. 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 17 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 June. 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 $98. 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 $98 and $190 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.