Flights To Litchfield County - Cheap Flights Starting at CA $359

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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

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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.

Wed, Jul 1 - Sat, Jul 4
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $635 Roundtrip, found 5 days ago
CA $635
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 1 from Pearson Intl. to Bradley Intl., returning Sat, Jul 4, priced at CA $635 found 5 days ago
Tue, Jul 7 - Wed, Jul 8
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $635 Roundtrip, found 1 day ago
CA $635
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 7 from Pearson Intl. to Bradley Intl., returning Wed, Jul 8, priced at CA $635 found 1 day ago
Sat, Sep 19 - Sun, Sep 20
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $656 Roundtrip, found 5 days ago
CA $656
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 19 from Pearson Intl. to Bradley Intl., returning Sun, Sep 20, priced at CA $656 found 5 days ago
Sat, Sep 19 - Sun, Sep 20
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $677 Roundtrip, found 5 days ago
CA $677
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 19 from Pearson Intl. to Bradley Intl., returning Sun, Sep 20, priced at CA $677 found 5 days ago
Sat, Jul 4 - Tue, Jul 7
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $690 Roundtrip, found 1 day ago
CA $690
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jul 4 from Pearson Intl. to Bradley Intl., returning Tue, Jul 7, priced at CA $690 found 1 day ago
Thu, Jul 16 - Tue, Jul 21
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $704 Roundtrip, found 6 days ago
CA $704
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Jul 16 from Pearson Intl. to Bradley Intl., returning Tue, Jul 21, priced at CA $704 found 6 days ago
Sat, Aug 15 - Sun, Aug 16
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $711 Roundtrip, found 3 days ago
CA $711
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Aug 15 from Pearson Intl. to Bradley Intl., returning Sun, Aug 16, priced at CA $711 found 3 days ago
Wed, Jul 1 - Sat, Jul 4
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $713 Roundtrip, found 5 days ago
CA $713
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 1 from Pearson Intl. to Bradley Intl., returning Sat, Jul 4, priced at CA $713 found 5 days ago
OriginDestinationTravel datesFlights from*
MCOEast HavenJuly 21 to July 28CA $226
MCOWindsor LocksJuly 22 to July 27CA $229
FLLWindsor LocksSeptember 18 to September 20CA $262
LAXWindsor LocksSeptember 5 to September 8CA $338
SFOWindsor LocksAugust 8 to August 15CA $936
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCOWindsor LocksJune 19 to June 23CA $483
FLLWindsor LocksJune 21 to June 23CA $637
MCOEast HavenJune 20 to June 22CA $815
EKWWindsor LocksJune 20 to June 24CA $968
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Beacon
4.0-star property

Hotel Beacon

Jul 9 - Jul 13

4 night stay

Toronto (YYZ) to Newark Liberty Intl. Airport (EWR)

Air Canada • Roundtrip • Coach
Price was CA $2,262, price is now CA $1,381 per person
CA $1,381
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Aug 4 - Aug 7

3 night stay

Edmonton (YEG) to Newark Liberty Intl. Airport (EWR)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,669, price is now CA $2,212 per person
CA $2,212
per person
found 16 hours ago
Radio Hotel
4.0-star property

Radio Hotel

Sep 9 - Sep 16

7 night stay

Edmonton (YEG) to New York (JFK)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,100, price is now CA $1,930 per person
CA $1,930
per person
found 1 day ago
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Travelers ❤️ These Litchfield County 🏨

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! (1,012 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
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 Candlewood Lake and Emmanuel Williamson Park are located nearby.
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
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.
Opens in a new windowMayflower Inn & Spa, Auberge Collection
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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! (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.

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 $226. 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 July 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 $226. 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 $226 and CA $968 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.