$51 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 $51 One Way, $111 Round Trip

$111 return flights and $51 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, Jan 21 - Sun, Jan 31
MCO
Orlando
HVN
New Haven
$111 Roundtrip, found 20 hours ago
$111
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Orlando to New Haven, returning Sun, Jan 31, priced at $111 found 20 hours ago
Thu, Jan 21 - Sun, Jan 31
MCO
Orlando
HVN
New Haven
$116 Roundtrip, found 20 hours ago
$116
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Orlando to New Haven, returning Sun, Jan 31, priced at $116 found 20 hours ago
Fri, Jan 8 - Sun, Jan 10
TPA
Tampa
HVN
New Haven
$136 Roundtrip, found 12 hours ago
$136
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Fri, Jan 8 from Tampa to New Haven, returning Sun, Jan 10, priced at $136 found 12 hours ago
Thu, Nov 5 - Mon, Nov 9
MCO
Orlando
BDL
Hartford
$152 Roundtrip, found 13 hours ago
$152
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando to Hartford, returning Mon, Nov 9, priced at $152 found 13 hours ago
Thu, Oct 29 - Sat, Nov 7
TPA
Tampa
BDL
Hartford
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Oct 29 from Tampa to Hartford, returning Sat, Nov 7, priced at $167 found 1 day ago
Fri, Nov 13 - Mon, Nov 16
MCO
Orlando
BDL
Hartford
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Orlando to Hartford, returning Mon, Nov 16, priced at $173 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
SJUEast HavenOctober 2 to October 5$219
SJUWindsor LocksOctober 4 to October 5$279
FLLEast HavenOctober 3 to October 10$289
MCOEast HavenOctober 2 to October 4$300
MCOWindsor LocksOctober 3 to October 11$313
FLLWindsor LocksOctober 2 to October 6$348
LAXWindsor LocksOctober 3 to October 10$476
MIAWindsor LocksOctober 3 to October 4$555
SFOWindsor LocksOctober 3 to October 12$824
FCOWindsor LocksOctober 4 to October 8$1,312
*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
$1,284 nightly
The price is $1,477 total per night from Oct 4 to Oct 5
$1,477 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! (65 reviews)
"Everything was perfect—the room, the service, the restaurant, the spa; everything was perfect. An unforgettable experience."

Reviewed on Sep 13, 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
$125 nightly
The price is $144 total per night from Oct 12 to Oct 13
$144 total
Oct 12 - Oct 13
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 ...
Opens in a new windowRocky River Inn
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St Litchfield CT
$311 nightly
The price is $358 total per night from Oct 19 to Oct 20
$358 total
Oct 19 - Oct 20
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
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The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
$370 nightly
The price is $425 total per night from Sep 28 to Sep 29
$425 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,005 reviews)
"This last night of our vacation was the highlight of our stays. From the moment we were greeted upon arrival, to our final farewell, the property exceeded our expectations."

Reviewed on Sep 24, 2026

Opens in a new windowThe Litchfield Inn
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?

Special

Dealers Choice
  • 4 people
  • Unlimited mileage
New York, New York, USA
Dealers Choice

$48

$141 total
found 3 days ago
Special Dealers Choice

Economy

Ford Fiesta
  • 5 people
  • Unlimited mileage
New York, New York, USA
Ford Fiesta

$48

$141 total
found 3 days ago
Economy Ford Fiesta

Compact

Nissan Versa Note
  • 5 people
  • Unlimited mileage
New York, New York, USA
Nissan Versa Note

$49

$144 total
found 3 days ago
Compact Nissan Versa Note

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
New York, New York, USA
Toyota Corolla

$51

$150 total
found 3 days ago
Midsize Toyota Corolla
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Litchfield County

Save more on flights to Litchfield County while making top-quality travel arrangements. At Orbitz we provide access to low cost flights, hotel lodgings and other discounts, along with superior customer service and an unbeatable satisfaction guarantee.

Compare And Book Discount Flights to Litchfield County

Now it is easier than ever to find a discount Litchfield County flight. Orbitz users can compare airfares for both international and domestic flights and can quickly determine the best hotels and car rental companies to use. You may also check out hotel and other reviews along with a number of travel tips, making your visit to an unfamiliar destination enjoyable and hassle-free.

Use Your Mobile Phone To Secure A Low Cost Flight To Litchfield County

We now offer free apps for the most commonly used mobile devices. You can use your mobile phone to share relevant information pertaining to your trips, view images of local lodgings and take advantage of hotel and car rental discounts that may be available only to mobile device users.

Boost Your Frequent Flyer Rewards

You even retain your ability to earn frequent flier points and rewards when purchasing your tickets with Orbitz for Litchfield County flights. Enter your frequent flyer information into your Orbitz profile to start earning rewards.

You will find that Orbitz is a very low cost, yet very effective travel planner. Free updates via your mobile phone device will help to keep you and all relevant parties informed of important flight updates. With access to unbeatable sales on all travel essentials, Orbitz makes booking an affordable flight to Litchfield County a breeze.

Frequently asked questions

Which airlines fly to Litchfield County?
With 12 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 $111 to $1,312. 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 $51.
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.