Flights To Litchfield County - Cheap Flights Starting at CA $72

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Milford Connecticut City Landscape at the Lower Lagoon Riverwalk Park in winter with curving calm river, green field, bare maple and oak trees, and traditional charming New England houses at sunset

New Milford

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New Milford
The Autumn Beach

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.

Thu, Jun 4 - Sun, Jun 7
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
CA $174 Roundtrip, found 5 days ago
CA $174
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 4 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, Jun 7, priced at CA $174 found 5 days ago
Thu, Jun 4 - Sun, Jun 7
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
CA $181 Roundtrip, found 5 days ago
CA $181
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 4 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, Jun 7, priced at CA $181 found 5 days ago
Thu, May 28 - Fri, May 29
ORF
Norfolk Intl.
BDL
Bradley Intl.
CA $183 Roundtrip, found 2 days ago
CA $183
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, May 28 from Norfolk Intl. to Bradley Intl., returning Fri, May 29, priced at CA $183 found 2 days ago
Thu, Jun 4 - Sun, Jun 7
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
CA $188 Roundtrip, found 5 days ago
CA $188
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jun 4 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, Jun 7, priced at CA $188 found 5 days ago
Wed, Aug 12 - Wed, Aug 26
RSW
Southwest Florida Intl.
HVN
Tweed - New Haven Regional
CA $240 Roundtrip, found 4 days ago
CA $240
Roundtrip
found 4 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 4 days ago
Thu, May 28 - Sun, May 31
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
CA $244 Roundtrip, found 1 day ago
CA $244
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 28 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 31, priced at CA $244 found 1 day ago
Sat, Sep 26 - Mon, Sep 28
RSW
Southwest Florida Intl.
HVN
Tweed - New Haven Regional
CA $253 Roundtrip, found 2 days ago
CA $253
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Sat, Sep 26 from Southwest Florida Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at CA $253 found 2 days ago
Thu, May 28 - Sun, May 31
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
CA $259 Roundtrip, found 1 day ago
CA $259
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 28 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 31, priced at CA $259 found 1 day ago
Wed, Aug 12 - Wed, Aug 19
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $711 Roundtrip, found 10 hours ago
CA $711
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Aug 12 from Pearson Intl. to Bradley Intl., returning Wed, Aug 19, priced at CA $711 found 10 hours ago
Wed, Jun 24 - Tue, Jun 30
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $777 Roundtrip, found 4 days ago
CA $777
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jun 24 from Pearson Intl. to Bradley Intl., returning Tue, Jun 30, priced at CA $777 found 4 days ago
Mon, Jul 20 - Wed, Jul 29
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $867 Roundtrip, found 8 hours ago
CA $867
Roundtrip
found 8 hours ago
Select WestJet flight, departing Mon, Jul 20 from Pearson Intl. to Bradley Intl., returning Wed, Jul 29, priced at CA $867 found 8 hours ago
OriginDestinationTravel datesFlights from*
MCOEast HavenJune 18 to July 5CA $178
MCOWindsor LocksJune 6 to June 10CA $212
FLLEast HavenJune 13 to June 18CA $345
LAXWindsor LocksAugust 27 to August 30CA $373
FLLWindsor LocksJune 17 to June 22CA $395
SFOWindsor LocksJuly 14 to July 20CA $721
SJUWindsor LocksJune 19 to June 24CA $723
MIAWindsor LocksJune 13 to June 18CA $1,160
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLEast HavenMay 29 to June 1CA $234
MCOWindsor LocksMay 30 to June 6CA $246
LAXWindsor LocksMay 29 to June 9CA $441
*Prices include taxes and fees
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 16 hours 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 4 hours ago
Sofitel New York
4.5-star property

Sofitel New York

Aug 18 - Aug 25

7 night stay

Regina (YQR) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Price was CA $3,499, price is now CA $2,252 per person
CA $2,252
per person
found 1 day ago
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Travelers ❤️ These Litchfield County 🏨

Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
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 our reviews. Popular attractions Emmanuel Williamson Park and Town Meadows are located nearby.
8.6/10 Excellent! (842 reviews)
"Place was clean and quiet. Everything worked as expected."

Reviewed on May 19, 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
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! (1,000 reviews)
"The door didnt lock and the key didnt work and had issues with the wifi and the tv"

Reviewed on May 19, 2026

Opens in a new windowDays Inn by Wyndham Torrington
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 breakfast, free WiFi, and free parking. 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 (790 reviews)
"The staff was excellent and very friendly!"

Reviewed on May 3, 2026

Opens in a new windowAmericas Best Value Inn Torrington CT
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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! (59 reviews)
"Clean room"

Reviewed on Mar 16, 2026

Opens in a new windowMayflower Inn & Spa, Auberge Collection
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 $174. 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 June 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 $174. 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 $174 and CA $1,160 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.