$50 Cheap flights to Litchfield County

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Top places to visit in Litchfield County

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Litchfield

Litchfield

Cheap flights to Litchfield County from $50 One Way, $72 Round Trip

$72 return flights and $50 one-way flights to Litchfield County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Dec 3 - Fri, Dec 11
MCO
Orlando
BDL
Hartford
$72 Roundtrip, found 15 hours ago
$72
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando to Hartford, returning Fri, Dec 11, priced at $72 found 15 hours ago
Thu, Dec 3 - Sat, Dec 12
MCO
Orlando
BDL
Hartford
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Dec 3 from Orlando to Hartford, returning Sat, Dec 12, priced at $82 found 1 day ago
Fri, Dec 4 - Sat, Dec 12
MCO
Orlando
BDL
Hartford
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Dec 4 from Orlando to Hartford, returning Sat, Dec 12, priced at $87 found 2 days ago
Thu, Jan 14 - Sun, Jan 17
MCO
Orlando
HVN
New Haven
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jan 14 from Orlando to New Haven, returning Sun, Jan 17, priced at $125 found 3 days ago
Fri, Dec 4 - Mon, Dec 7
SJU
San Juan
BDL
Hartford
$142 Roundtrip, found 17 hours ago
$142
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Fri, Dec 4 from San Juan to Hartford, returning Mon, Dec 7, priced at $142 found 17 hours ago
Wed, Oct 7 - Sat, Oct 10
MCO
Orlando
HVN
New Haven
$159 Roundtrip, found 7 hours ago
$159
Roundtrip
found 7 hours ago
Select Avelo Airlines flight, departing Wed, Oct 7 from Orlando to New Haven, returning Sat, Oct 10, priced at $159 found 7 hours ago
Sat, Oct 24 - Mon, Oct 26
ATL
Atlanta
HVN
New Haven
$168 Roundtrip, found 7 hours ago
$168
Roundtrip
found 7 hours ago
Select Avelo Airlines flight, departing Sat, Oct 24 from Atlanta to New Haven, returning Mon, Oct 26, priced at $168 found 7 hours ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCOEast HavenSeptember 12 to September 16$192
FLLWindsor LocksSeptember 12 to September 16$220
MCOWindsor LocksSeptember 12 to September 14$252
SJUEast HavenSeptember 12 to September 16$273
FLLEast HavenSeptember 12 to September 14$373
SJUWindsor LocksSeptember 13 to September 16$378
MIAWindsor LocksSeptember 12 to September 14$389
LAXWindsor LocksSeptember 12 to September 20$410
SDQWindsor LocksSeptember 12 to September 20$1,168
SFOWindsor LocksSeptember 12 to September 13$1,900
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Litchfield County Accommodation Deals

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
$1,259 nightly
The price is $1,447 total per night from Oct 4 to Oct 5
$1,447 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Steep Rock Preserve and Institute for ...
9.4/10 Exceptional! (64 reviews)
"Very nice and charming place to stay. We had a wonderful experience and our kids felt very welcomed and happy."

Reviewed on Sep 1, 2026

Opens in a new windowMayflower Inn & Spa, Auberge Collection
Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $129 total per night from Sep 17 to Sep 18
$129 total
Sep 17 - Sep 18
Total with taxes and fees
Stay at this hotel in New Milford. Enjoy free WiFi, free parking, and cable/satellite TV service. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (904 reviews)
"Room was clean & spacious."

Reviewed on Sep 9, 2026

Opens in a new windowRocky River Inn
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $105 total per night from Oct 4 to Oct 5
$105 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this business-friendly motel in Torrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowDays Inn by Wyndham Torrington
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The Abner Hotel

The Abner Hotel

3 out of 5
15 West St Litchfield CT
$225 nightly
The price is $259 total per night from Sep 13 to Sep 14
$259 total
Sep 13 - Sep 14
Total with taxes and fees
Stay at this hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Litchfield Town Green and Litchfield Historical Society ...
Opens in a new windowThe Abner 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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Litchfield County

Get the absolute lowest prices on flights to Litchfield County by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Litchfield County Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Litchfield County flights.

Avoid Check-In Hassles When Traveling On Flights to Litchfield County

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Litchfield County flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Litchfield County flight using Orbitz.

Frequently asked questions

Which airlines fly to Litchfield County?
With 14 airlines operating services to Bradley Intl. Airport (BDL), your next unforgettable adventure is only a couple of clicks away. Browse the deals from these respected international carriers and grab cheap flights to Litchfield County:

  • Air Canada - 17 flights to Litchfield County per month
  • JetBlue - 16 flights to Litchfield County per month

What is the best airport to fly to in Litchfield County?
Bradley Intl. Airport (BDL) is a major gateway to Litchfield County. While many make this their entry point to the area, some choose to land at Hartford, CT (HFD-Hartford - Brainard). Compare flight prices and decide which offers the easiest commute based on where you're headed.
How much is a flight to Litchfield County?
Loads of excellent deals were had this week, with round-trip flights to Litchfield County ranging from $72 to $1,900. But it was jet-setters beginning their trip from Orlando (MCO) who nabbed the best bargains. One-way fares to Litchfield County fell to a low $50.
How to book the cheapest flight to Litchfield County?
Using Orbitz, you'll find some of the most incredible flight deals around from a great range of airlines. But if you're eager to improve your chances of nabbing cheap flights to Litchfield County, here are some suggestions to bear in mind:

  • Consider nearby airports to save on your airfare. Enter your preferred departure and arrival airports in the form fields, then choose the 'Nearby airports' function below. It will list the available options.
  • If you're flexible with your schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days around your chosen departure. Ticket prices often vary depending on the day of the week.
  • Select 'Show options' to filter your search results. You can choose your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • If you know your travel dates, get booking. Prices generally increase as the departure date gets closer.
  • Bundle your flights, hotels and car rental into a value-for-money package deal. Save your cash for things you're really excited about, like discovering every corner of Litchfield County.
  • Flying during the busy season often means expensive airfares. Try to avoid traveling over popular periods, such as Christmas, New Year's Eve and Easter.

How long is a flight to Litchfield County?
The United States is big, so that depends on which airport you're departing from. To make things simple, we've selected three of the most popular routes to Litchfield County and listed their average flight times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 10 minutes
  • Orlando, FL (MCO-Orlando Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 39 minutes
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Bradley Intl. Airport (BDL) - 1 hour and 25 minutes

What is the best time to book a flight to Litchfield County?
Book in January, February or August for competitively priced tickets to Litchfield County. Once you've tracked down a bargain, buy it — cheap flights tend to emerge and disappear in an instant.
What day of the week is the cheapest to book a flight to Litchfield County?
When it comes to cheap flights to Litchfield County, the best days to make a booking are generally Tuesdays, Wednesdays and Saturdays. A fabulous flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Litchfield County?
Think about leaving early in the week for cheap flights to Litchfield County. Orbitz data from 2020 suggests Monday is generally the most affordable day to set off, followed by Tuesday. Saturday was found to have the highest airfares. Presumably, this is because most travelers prefer to kick off their vacation at the end of the week.
What is the cheapest month to fly to Litchfield County?
Get set to jet for less in August. This is generally an excellent month to get on a plane if you're looking for cheap flights to Litchfield County, based on Orbitz data. The least affordable time to fly is June, so avoid this month if you're watching your pennies.
Which airlines allow free cancellation?
Plans change, and we believe your ticket should be able to as well. That's why Orbitz makes it a snap to search for fares with free cancellation and no change fees. Simply enter your departure and arrival points and then choose "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Litchfield County?
From onboard activities to travel necessities like a pillow, there are several things a seasoned flyer always carries with them. To ensure you're ready for your flight, have a read through this handy list:

  • Travel paperwork such as visas and identification are essential. To avoid any unwanted delays when checking in, ensure that your booking is made with the exact name, birth date and gender as listed on your government-issued ID.
  • A well-packed carry-on bag is important for any medium-haul flight. With a few hours or more up your sleeve, you'll probably long for something to keep you busy on your trip to Litchfield County. We recommend a good book or magazine, and something to munch on.
  • Airplane cabins often get chilly. Even if you're traveling during the height of summer, be sure to bring some extra layers of clothing to keep comfortable.

How do I get cheap first-class/business deals to Litchfield County?
Savvy travelers have a talent for finding business or first-class airfares to Litchfield County without the hefty price tag. Follow in their footsteps with these practical tips:

  • Flexibility is key. By being open to a few travel dates, you'll have more chances of picking up a great deal on first or business-class airfares.
  • Budget airlines offer business-class seats at a fraction of the usual cost. Ditch the full-service carriers and fly with one these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your seat with frequent flyer loyalty programs.

What is the best time to go to Litchfield County?
Litchfield County is an exciting getaway destination year-round, but the most popular months are May, June and August. If you love warmer weather, consider visiting during the summer months. Like most places in the Northern Hemisphere, the summer season kicks off June 20. Temperatures usually range between 60 ºF and 80 ºF during the daytime.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.