Flights To Litchfield County - Cheap Flights Starting at CA $64

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A calm river reflecting trees and houses, a bridge, and a park with benches.

New Milford

Flights
New Milford
A lake surrounded by trees with autumn foliage, picnic tables, and a clear sky.

Torrington

Flights
Torrington

How Much Does it Cost To Fly To Litchfield County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $121 Roundtrip, found 2 days ago
CA $121
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at CA $121 found 2 days ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $123 Roundtrip, found 1 day ago
CA $123
Roundtrip
found 1 day 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 $123 found 1 day ago
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $125 Roundtrip, found 2 days ago
CA $125
Roundtrip
found 2 days 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 $125 found 2 days ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $129 Roundtrip, found 1 day ago
CA $129
Roundtrip
found 1 day 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 1 day ago
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $132 Roundtrip, found 1 day ago
CA $132
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at CA $132 found 1 day ago
Wed, Sep 16 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $134 Roundtrip, found 3 days ago
CA $134
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at CA $134 found 3 days ago
Wed, Sep 16 - Sat, Sep 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $143 Roundtrip, found 2 days ago
CA $143
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sat, Sep 19, priced at CA $143 found 2 days ago
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $143 Roundtrip, found 1 day ago
CA $143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at CA $143 found 1 day ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $687 Roundtrip, found 6 hours ago
CA $687
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Sep 26 from Pearson Intl. to Bradley Intl., returning Tue, Sep 29, priced at CA $687 found 6 hours ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $687 Roundtrip, found 6 hours ago
CA $687
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Sep 26 from Pearson Intl. to Bradley Intl., returning Tue, Sep 29, priced at CA $687 found 6 hours ago
Sat, Sep 26 - Sat, Oct 3
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $771 Roundtrip, found 1 day ago
CA $771
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat, Sep 26 from Pearson Intl. to Bradley Intl., returning Sat, Oct 3, priced at CA $771 found 1 day ago
OriginDestinationTravel datesFlights from*
FLLEast HavenSeptember 18 to September 21CA $186
MCOEast HavenSeptember 10 to September 14CA $189
MCOWindsor LocksSeptember 11 to September 14CA $191
FLLWindsor LocksOctober 2 to October 6CA $246
SJUEast HavenSeptember 16 to September 21CA $278
SJUWindsor LocksSeptember 16 to September 30CA $314
LAXWindsor LocksSeptember 11 to September 14CA $353
SFOWindsor LocksSeptember 4 to September 7CA $1,449
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWindsor LocksAugust 28 to August 31CA $344
LAXWindsor LocksAugust 29 to September 5CA $448
SJUWindsor LocksAugust 28 to September 1CA $619
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Oct 2 - Oct 5

3 night stay

Buffalo (BUF) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was CA $2,161, price is now CA $1,300 per person
CA $1,300
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Oct 15 - Oct 19

4 night stay

Toronto (YYZ) to New Haven (HVN)

Air Canada • Roundtrip • Coach
Price was CA $4,142, price is now CA $1,855 per person
CA $1,855
per person
found 1 hour ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 2 - Oct 5

3 night stay

Buffalo (BUF) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Price was CA $3,566, price is now CA $1,780 per person
CA $1,780
per person
found 1 day ago
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Travelers ❤️ These Litchfield County 🏨

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

5 out of 5
118 Woodbury Rd. Washington CT
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 American Indian Studies Museum and Research Center are located nearby.
9.4/10 Exceptional! (63 reviews)
"Beautiful property with lovely pool and spa area. The rooms are beautifully decorated. The staff are all friendly, welcoming, and very helpful. The grounds and gardens are well maintained. The hiking trail is highly recommended. My room in the main house was a bit noisy; the room above mine appeared ..."

Reviewed on Aug 21, 2026

Opens in a new windowMayflower Inn & Spa, Auberge Collection
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

2.5 out of 5
395 Winsted Rd Torrington CT
Book a stay at this business-friendly hotel in Torrington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunnybrook State Park and Hotchkiss-Fyler House Museum are located nearby.
5.6/10 (809 reviews)
"All the staff members I met were cheerful & helpful. I asked for a ground floor room, upon arrival, got a very nice one at no extra charge. I was in the area for a music festival, plan on booking a stay again , next year."

Reviewed on Aug 17, 2026

Opens in a new windowAmericas Best Value Inn Torrington CT
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2 out of 5
492 East Main St Torrington CT
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 rooms in our reviews. Popular attractions Hotchkiss-Fyler House Museum and Warner Theater are located nearby.
7.4/10 Good! (1,003 reviews)
"Comfortable bed, clean room, stayed overnight for concert in area. Breakfast consisted of yogurt, cereals, bread/bagel, juice, coffee. No coffee maker in room."

Reviewed on Aug 19, 2026

Opens in a new windowDays Inn by Wyndham Torrington
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The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road Litchfield CT
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 in our reviews. Popular attractions White Memorial Conservation Center and Mount Tom State Park are located nearby.
9.2/10 Wonderful! (1,002 reviews)
"From the first time stepping on the property we felt welcome. The staff was accommodating and invited us to enjoy the amenities while we waited for our room (we were early for check in). We took advantage and walked the property before heading off to explore the area. When we returned, we checked ..."

Reviewed on Aug 21, 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.

Frequently asked questions

How much is the cheapest flight to Litchfield County?
The next vacation you take doesn't have to blow a hole in your budget. Within the last seven days, the cheapest roundtrip flight to Litchfield County cost CA $121. Find a cheap fare and spend the money you save on unforgettable experiences. This price was available on Travelocity for flights to Litchfield County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Litchfield County?
Make sure you leave September clear in your calendar, because it's the most affordable month to fly to Litchfield County. That's according to Travelocity's direct flight demand between January and December last year. With more money in your pocket, you can splurge on a hotel upgrade, go to a concert or whatever floats your boat!
How can I check my flight status to Litchfield County?
Head to our helpful portal, Trips. You'll find just about everything related to your flight to Litchfield County here, including valuable information about any gate changes, flight delays and more. Trips is found at the top of the Travelocity homepage. Just sign up, log in and get the answers to your questions. Or you can access your itinerary on the move and get real-time itinerary updates with the Travelocity app. All your itineraries are in one place, so you can share details with any members of your family flying with you.
How do I find the best deals on flights to Litchfield County?
It's always good to book early, and if you can, avoid traveling during peak periods. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. You'll then see prices for nearby days. In the last seven days, the best price for a return flight to Litchfield County was CA $121. 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 Litchfield County with Travelocity?
Search for cheap flights to Litchfield County with Travelocity and begin arranging your next big adventure. With 24/7 customer assistance during every step of your trip and a Price Match Guarantee, we take the stress out of reserving cheap family flights, hotels, rental cars and more. Lock in a fantastic deal today and brace yourself for an unforgettable adventure.
What are the most popular flight routes to Litchfield County?
Whether you're looking for a brief trip or a long escape, we can help you lock in your ideal flight to Litchfield County. The top flight routes to this destination include:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 1,131 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 1,048 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Bradley Intl. Airport (BDL) - 866 flights a month.

How much is a flight to Litchfield County on average?
Passengers were picking up roundtrip flights to Litchfield County for between CA $121 and CA $1,449 with Travelocity in the last seven days. Whether you're looking to fly budget or first class, we'll help you find a wonderful deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.