Search Cheap Flights to
Litchfield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Litchfield Flights as Low as $124

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

Breeze Airways
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$124 Roundtrip, found 4 days ago
$124
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $124 found 4 days ago
Breeze Airways
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 4 days ago
$129
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $129 found 4 days ago
Breeze Airways
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $134 found 4 days ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $137 found 3 days ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $142 found 3 days ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $147 found 3 days ago
Avelo Airlines
Fri, Sep 4 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Sep 4 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $208 found 4 days ago
Avelo Airlines
Mon, Sep 7 - Fri, Sep 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$272 Roundtrip, found 3 days ago
$272
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Mon, Sep 7 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Sep 11, priced at $272 found 3 days ago
Breeze Airways
Fri, Aug 14 - Mon, Aug 24
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$360 Roundtrip, found 16 hours ago
$360
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 24, priced at $360 found 16 hours ago
Breeze Airways
Fri, Aug 14 - Fri, Aug 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$395 Roundtrip, found 16 hours ago
$395
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Aug 21, priced at $395 found 16 hours ago
Breeze Airways
Fri, Aug 14 - Mon, Aug 17
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$410 Roundtrip, found 16 hours ago
$410
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 17, priced at $410 found 16 hours ago
Breeze Airways
Sat, Aug 15 - Mon, Aug 24
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$548 Roundtrip, found 16 hours ago
$548
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 24, priced at $548 found 16 hours ago
Frontier Airlines
Thu, Aug 13 - Sat, Aug 15
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$558 Roundtrip, found 4 days ago
$558
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Bradley Intl., returning Sat, Aug 15, priced at $558 found 4 days ago
Breeze Airways
Fri, Aug 14 - Sun, Aug 23
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$559 Roundtrip, found 16 hours ago
$559
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Aug 23, priced at $559 found 16 hours ago
Breeze Airways
Sat, Aug 15 - Fri, Aug 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$583 Roundtrip, found 16 hours ago
$583
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Aug 21, priced at $583 found 16 hours ago
United
Thu, Aug 13 - Thu, Aug 13
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$681 Roundtrip, found 4 days ago
$681
Roundtrip
found 4 days ago
Select United flight, departing Thu, Aug 13 from Raleigh - Durham Intl. to Bradley Intl., returning Thu, Aug 13, priced at $681 found 4 days ago

Cheap Flights to Litchfield

Fall in love at first flight with your vacation to Litchfield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Litchfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Litchfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Litchfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Litchfield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BDL airport.

What is the cheapest month to fly to Litchfield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Litchfield are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Litchfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Litchfield.

What airport is best to fly into Litchfield?

When you’re planning your trip to Litchfield, convenience is the name of the game. Luckily, Litchfield Waterbury - Oxford Airport is nearby so you can deplane and get going on checking off everything on your Litchfield must-do list.

How much are flights to Litchfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Litchfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $124, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Litchfield?

The trick to saving a stack of cash on your flight to Litchfield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $124 right now, why wait?

Litchfield Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$124

Last Minute Hotel Deals in Litchfield

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 ...
9.2/10 Wonderful! (1,004 reviews)
"I always love to stay at the Litchfield Inn. They have added a swimming pool out back which is absolutely fantastic, with a lovely pool house with a terrific shower. Breakfast is always terrific, and the rooms are always comfortable."

Reviewed on Aug 7, 2026

Get rates
The Litchfield Inn
The Abner Hotel

The Abner Hotel

3 out of 5
15 West St Litchfield CT
Stay at this hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Litchfield Town Green and Litchfield Historical Society ...
9.6/10 Exceptional! (83 reviews)
"Usually stay in Litchfield one or twice a summer and this was our first time at this property. It will now be my first choice every time!"

Reviewed on Aug 9, 2026

Get rates
The Abner Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,416 reviews)
"It was ok a little dated breakfast was pretty good coffee was excellent ..."

Reviewed on Aug 11, 2026

Get rates
Holiday Inn Express Southington by IHG
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,273 reviews)
"We were hungry and there wasn’t any restaurants off the exit, but fortunately for us Wyndham had a restaurant. The service was friendly and fast and the food was delicious!"

Reviewed on Aug 11, 2026

Get rates
Wyndham Southbury
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,270 reviews)
"Only dislike is payed parking otherwise very clean and comfortable!!!"

Reviewed on Aug 11, 2026

Get rates
Courtyard by Marriott Waterbury Downtown
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Get rates
Heritage Hotel, Golf & Conference Center
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,000 reviews)
"I spent the weekend at this hotel. On Friday I checked in with my sister and leading up to the stay, there was a problem with our payment. In an effort to try to rectify it, the stay was audibly frustrated and essentially unhelpful but we were able to check in. Once in the room we noticed, the tub ..."

Reviewed on Aug 10, 2026

Get rates
Holiday Inn Cheshire - Southington by IHG
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
2 Farm Glen Blvd Farmington CT
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,014 reviews)
"Great for visiting the area."

Reviewed on Aug 11, 2026

Get rates
Homewood Suites by Hilton Hartford-Farmington
See all 788 properties in Litchfield
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.