Flights To Fairfield County - Cheap Flights Starting at CA $73

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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.

Tue, Aug 4 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
CA $162 Roundtrip, found 15 hours ago
CA $162
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Aug 4 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at CA $162 found 15 hours ago
Wed, Aug 26 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $187 Roundtrip, found 22 hours ago
CA $187
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Stewart Intl., returning Wed, Sep 2, priced at CA $187 found 22 hours ago
Fri, Jul 17 - Mon, Jul 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $189 Roundtrip, found 3 days ago
CA $189
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jul 17 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Jul 20, priced at CA $189 found 3 days ago
Thu, Aug 13 - Sun, Aug 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $199 Roundtrip, found 5 days ago
CA $199
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 16, priced at CA $199 found 5 days ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $220 Roundtrip, found 2 days ago
CA $220
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Stewart Intl., returning Mon, Sep 14, priced at CA $220 found 2 days ago
Fri, Oct 2 - Sun, Oct 4
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $238 Roundtrip, found 4 days ago
CA $238
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Oct 2 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Oct 4, priced at CA $238 found 4 days ago
Wed, Oct 21 - Sat, Oct 24
MCO
Orlando Intl.
LGA
LaGuardia
CA $252 Roundtrip, found 19 hours ago
CA $252
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Wed, Oct 21 from Orlando Intl. to LaGuardia, returning Sat, Oct 24, priced at CA $252 found 19 hours ago
Fri, Aug 14 - Tue, Aug 18
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
CA $286 Roundtrip, found 13 hours ago
CA $286
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Fri, Aug 14 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Aug 18, priced at CA $286 found 13 hours ago
Wed, Dec 9 - Tue, Dec 22
YYZ
Pearson Intl.
LGA
LaGuardia
CA $385 Roundtrip, found 3 days ago
CA $385
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Wed, Dec 9 from Pearson Intl. to LaGuardia, returning Tue, Dec 22, priced at CA $385 found 3 days ago
Wed, Sep 16 - Wed, Sep 23
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $388 Roundtrip, found 3 days ago
CA $388
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 16 from Pearson Intl. to John F. Kennedy Intl., returning Wed, Sep 23, priced at CA $388 found 3 days ago
Tue, Sep 8 - Sat, Sep 12
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $390 Roundtrip, found 13 hours ago
CA $390
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Sep 8 from Pearson Intl. to John F. Kennedy Intl., returning Sat, Sep 12, priced at CA $390 found 13 hours ago
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Sep 24 - Sep 28

4 night stay

Halifax (YHZ) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • Coach
Price was CA $2,883, price is now CA $1,826 per person
CA $1,826
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Jul 29 - Aug 3

5 night stay

Montreal (YUL) to New York (JFK)

Air Canada • Roundtrip • Coach
Price was CA $5,667, price is now CA $2,931 per person
CA $2,931
per person
found 1 day ago
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Sep 24 - Sep 28

4 night stay

Halifax (YHZ) to Newark Liberty Intl. Airport (EWR)

American Airlines • Roundtrip • Coach
Price was CA $2,874, price is now CA $1,831 per person
CA $1,831
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 (1,516 reviews)
"Satisfecho"

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! (1,289 reviews)
"I have stayed at this property the last couple of years. This year it was over the July 4th weekend. It is a large well maintained property that seems to be under utilized when I have stayed there. The rooms are well furnished and maintained. The amenities are sparse compared to comparable properties. ..."

Reviewed on Jul 6, 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! (1,150 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 CA $162. 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 August. 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 CA $162. 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 CA $162 and CA $390 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.