Flights To Fairfield County - Cheap Flights Starting at CA $58

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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, Jan 7 - Wed, Jan 13
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $112 Roundtrip, found 13 hours ago
CA $112
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh - Durham Intl. to Westchester County, returning Wed, Jan 13, priced at CA $112 found 13 hours ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $122 Roundtrip, found 13 hours ago
CA $122
Roundtrip
found 13 hours ago
Select Avelo Airlines flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 9, priced at CA $122 found 13 hours ago
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $124 Roundtrip, found 13 hours ago
CA $124
Roundtrip
found 13 hours ago
Select Avelo Airlines flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at CA $124 found 13 hours ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $129 Roundtrip, found 13 hours ago
CA $129
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 9, priced at CA $129 found 13 hours ago
Wed, Sep 30 - Tue, Oct 6
RDU
Raleigh - Durham Intl.
ISP
MacArthur
CA $156 Roundtrip, found 13 hours ago
CA $156
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Wed, Sep 30 from Raleigh - Durham Intl. to MacArthur, returning Tue, Oct 6, priced at CA $156 found 13 hours ago
Thu, Sep 17 - Sun, Sep 20
DTW
Detroit Metropolitan Wayne County
HVN
Tweed - New Haven Regional
CA $157 Roundtrip, found 6 days ago
CA $157
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Sep 17 from Detroit Metropolitan Wayne County to Tweed - New Haven Regional, returning Sun, Sep 20, priced at CA $157 found 6 days ago
Sat, Oct 3 - Sat, Oct 10
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
CA $199 Roundtrip, found 4 days ago
CA $199
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Oct 3 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 10, priced at CA $199 found 4 days ago
Sat, Oct 17 - Tue, Oct 20
DTW
Detroit Metropolitan Wayne County
LGA
LaGuardia
CA $301 Roundtrip, found 13 hours ago
CA $301
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sat, Oct 17 from Detroit Metropolitan Wayne County to LaGuardia, returning Tue, Oct 20, priced at CA $301 found 13 hours ago
Sat, Sep 12 - Mon, Sep 14
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $404 Roundtrip, found 8 hours ago
CA $404
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Sep 12 from Pearson Intl. to John F. Kennedy Intl., returning Mon, Sep 14, priced at CA $404 found 8 hours ago
Sun, Sep 6 - Sun, Sep 27
YYZ
Pearson Intl.
LGA
LaGuardia
CA $411 Roundtrip, found 3 days ago
CA $411
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Sun, Sep 6 from Pearson Intl. to LaGuardia, returning Sun, Sep 27, priced at CA $411 found 3 days ago
Fri, Sep 25 - Tue, Sep 29
YYC
Calgary Intl.
JFK
John F. Kennedy Intl.
CA $486 Roundtrip, found 2 days ago
CA $486
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Sep 25 from Calgary Intl. to John F. Kennedy Intl., returning Tue, Sep 29, priced at CA $486 found 2 days ago
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 4 - Sep 7

3 night stay

Toronto (YTO) to New Haven (HVN)

Delta • Coach

New Haven (HVN) to Toronto (YTO)

Air Canada • Coach
Price was CA $3,305, price is now CA $1,590 per person
CA $1,590
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 4 - Oct 7

3 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $3,476, price is now CA $1,829 per person
CA $1,829
per person
found 1 day ago
Seven Beach Lane
2.0-star property

Seven Beach Lane

Oct 4 - Oct 10

6 night stay

Toronto (YYZ) to New York (JFK)

Delta • Coach

New York (JFK) to Toronto (YYZ)

American Airlines • Coach
Price was CA $2,623, price is now CA $1,683 per person
CA $1,683
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 CA $112. 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 January. 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 $112. 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 $112 and CA $486 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.