Flights To Fairfield County - Cheap Flights Starting at CA $76

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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, Sep 17 - Thu, Sep 24
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
CA $140 Roundtrip, found 2 days ago
CA $140
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Sep 24, priced at CA $140 found 2 days ago
Thu, Aug 27 - Mon, Aug 31
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
CA $180 Roundtrip, found 4 days ago
CA $180
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Thu, Aug 27 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at CA $180 found 4 days ago
Wed, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
CA $214 Roundtrip, found 2 days ago
CA $214
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $214 found 2 days ago
Sat, Oct 24 - Tue, Oct 27
MCO
Orlando Intl.
LGA
LaGuardia
CA $230 Roundtrip, just found
CA $230
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 24 from Orlando Intl. to LaGuardia, returning Tue, Oct 27, priced at CA $230 just found
Wed, Aug 12 - Wed, Aug 26
RSW
Southwest Florida Intl.
HVN
Tweed - New Haven Regional
CA $240 Roundtrip, found 5 days ago
CA $240
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Aug 12 from Southwest Florida Intl. to Tweed - New Haven Regional, returning Wed, Aug 26, priced at CA $240 found 5 days ago
Thu, Aug 27 - Sun, Aug 30
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $253 Roundtrip, found 19 hours ago
CA $253
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando Intl. to Stewart Intl., returning Sun, Aug 30, priced at CA $253 found 19 hours ago
Wed, Aug 5 - Tue, Aug 18
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
CA $257 Roundtrip, found 2 days ago
CA $257
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 5 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Aug 18, priced at CA $257 found 2 days ago
Tue, Jun 16 - Sat, Jul 18
MCO
Orlando Intl.
LGA
LaGuardia
CA $271 Roundtrip, found 1 day ago
CA $271
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 16 from Orlando Intl. to LaGuardia, returning Sat, Jul 18, priced at CA $271 found 1 day ago
Thu, Jun 11 - Fri, Jun 19
YYZ
Pearson Intl.
LGA
LaGuardia
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Jun 11 from Pearson Intl. to LaGuardia, returning Fri, Jun 19, priced at CA $323 just found
Sat, Jun 20 - Tue, Jun 23
YYZ
Pearson Intl.
JFK
John F. Kennedy Intl.
CA $323 Roundtrip, just found
CA $323
Roundtrip
just found
Select Delta flight, departing Sat, Jun 20 from Pearson Intl. to John F. Kennedy Intl., returning Tue, Jun 23, priced at CA $323 just found
Tue, Oct 20 - Wed, Oct 21
YYZ
Pearson Intl.
LGA
LaGuardia
CA $334 Roundtrip, found 3 days ago
CA $334
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Oct 20 from Pearson Intl. to LaGuardia, returning Wed, Oct 21, priced at CA $334 found 3 days ago
Price found within the past 48 hours. Click for updated prices.
Topping Rose House
4.5-star property

Topping Rose House

Jul 5 - Jul 8

3 night stay

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Delta • Roundtrip • Coach
Price was CA $2,752, price is now CA $1,717 per person
CA $1,717
per person
found 1 day ago
Mandarin Oriental, New York
5.0-star property

Mandarin Oriental, New York

Jun 10 - Jun 13

3 night stay

Toronto (YYZ) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $5,088, price is now CA $3,089 per person
CA $3,089
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Jun 26 - Jul 3

7 night stay

Winnipeg (YWG) to New York (JFK)

Air Canada • Non-stop • Coach

New York (JFK) to Winnipeg (YWG)

United • Non-stop • Coach
Price was CA $3,794, price is now CA $2,397 per person
CA $2,397
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! (1,122 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! (1,012 reviews)
"Great stay everytime! My wife and son love it!"

Reviewed on May 23, 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 (1,365 reviews)
"Property was very run down, elevator broken, bathroom sink leaking. Homeless people eating breakfast with us, absolutely disgraceful"

Reviewed on May 24, 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! (1,751 reviews)
"Nice stay. A solid hotel that was about 30 minutes outside of New York City."

Reviewed on May 23, 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 CA $140. 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 September. 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 $140. 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 $140 and CA $334 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.