$51 Cheap flights to Litchfield County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Litchfield County

Black Rock panorama
FlightsFlights
FlightsFlights

Watertown

Watertown

Cheap flights to Litchfield County from $51 One Way, $102 Round Trip

$102 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, Sep 3 - Tue, Sep 8
MCO
Orlando
HVN
New Haven
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to New Haven, returning Tue, Sep 8, priced at $102 found 6 days ago
Thu, Aug 27 - Mon, Aug 31
TPA
Tampa
HVN
New Haven
$118 Roundtrip, found 5 days ago
$118
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Aug 27 from Tampa to New Haven, returning Mon, Aug 31, priced at $118 found 5 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
HVN
New Haven
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to New Haven, returning Sun, Sep 6, priced at $120 found 1 day ago
Tue, Sep 1 - Mon, Sep 14
TPA
Tampa
HVN
New Haven
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Tampa to New Haven, returning Mon, Sep 14, priced at $130 found 6 days ago
Tue, Sep 1 - Sun, Sep 6
MCO
Orlando
HVN
New Haven
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando to New Haven, returning Sun, Sep 6, priced at $130 found 5 days ago
Thu, Aug 27 - Sun, Aug 30
CVG
Cincinnati
BDL
Hartford
$132 Roundtrip, found 7 hours ago
$132
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Thu, Aug 27 from Cincinnati to Hartford, returning Sun, Aug 30, priced at $132 found 7 hours ago
Wed, Sep 2 - Sat, Sep 5
MCO
Orlando
BDL
Hartford
$134 Roundtrip, found 2 days ago
$134
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Orlando to Hartford, returning Sat, Sep 5, priced at $134 found 2 days ago
Tue, Aug 25 - Sun, Aug 30
CVG
Cincinnati
BDL
Hartford
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Aug 25 from Cincinnati to Hartford, returning Sun, Aug 30, priced at $137 found 1 day ago
Tue, Aug 25 - Sun, Aug 30
CVG
Cincinnati
BDL
Hartford
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Aug 25 from Cincinnati to Hartford, returning Sun, Aug 30, priced at $142 found 1 day ago
Sun, Aug 16 - Tue, Aug 18
CVG
Cincinnati
BDL
Hartford
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Aug 16 from Cincinnati to Hartford, returning Tue, Aug 18, priced at $147 found 6 days ago
Wed, Aug 26 - Tue, Sep 1
LAX
Los Angeles
BDL
Hartford
$239 Roundtrip, found 5 days ago
$239
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Los Angeles to Hartford, returning Tue, Sep 1, priced at $239 found 5 days ago
Thu, Aug 6 - Sun, Aug 9
CVG
Cincinnati
BDL
Hartford
$254 Roundtrip, found 6 hours ago
$254
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Cincinnati to Hartford, returning Sun, Aug 9, priced at $254 found 6 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
MCOWindsor LocksJune 20 to July 4$188
MCOEast HavenJune 20 to July 1$215
FLLEast HavenJune 19 to June 26$333
MIAWindsor LocksJune 20 to June 29$341
FLLWindsor LocksJune 20 to June 22$366
SJUWindsor LocksJune 21 to August 21$399
LAXWindsor LocksJune 20 to June 24$589
SFOWindsor LocksJune 19 to June 20$610
SJUEast HavenJune 20 to June 22$773
STIWindsor LocksJune 19 to June 23$808
SDQWindsor LocksJune 19 to June 22$871
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Litchfield County Accommodation Deals

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
$96 nightly
The price is $110 total per night from Jun 29 to Jun 30
$110 total
Jun 29 - Jun 30
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 ...
7.4/10 Good! (1,012 reviews)
"overall hotel needs upgrades. very poor condition. desk clerk at check in was bad. two times issues card key that did not work. finally moved us to a different room."

Reviewed on Jun 15, 2026

Opens in a new windowDays Inn by Wyndham Torrington
Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $149 total per night from Jul 5 to Jul 6
$149 total
Jul 5 - Jul 6
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! (851 reviews)
"Room was very clean and the property felt safe. My only suggestion is a mirror near the closet or in the main bedroom. Thanks!"

Reviewed on Jun 7, 2026

Opens in a new windowRocky River Inn
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
$1,076 nightly
The price is $1,237 total per night from Jun 24 to Jun 25
$1,237 total
Jun 24 - Jun 25
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 ...
Opens in a new windowMayflower Inn & Spa, Auberge Collection
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
$302 nightly
The price is $347 total per night from Jun 21 to Jun 22
$347 total
Jun 21 - Jun 22
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! (999 reviews)
"Cozy and spacious"

Reviewed on May 30, 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?

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

Finding cheap flights to Litchfield County is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Litchfield County flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Litchfield County through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Litchfield County—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Litchfield County flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Litchfield County with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Litchfield County?
With 24 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 $102 to $871. 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.