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 $112

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

Avelo Airlines
Fri, Apr 10 - Wed, Apr 22
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Wed, Apr 22, priced at $112 found 1 day ago
Avelo Airlines
Fri, Apr 10 - Wed, Apr 22
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Wed, Apr 22, priced at $122 found 4 days ago
Breeze Airways
Thu, Apr 23 - Sun, May 10
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$124 Roundtrip, found 3 hours ago
$124
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Apr 23 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 10, priced at $124 found 3 hours ago
Breeze Airways
Thu, Apr 23 - Sun, May 10
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 3 hours ago
$129
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Apr 23 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 10, priced at $129 found 3 hours ago
Avelo Airlines
Mon, Apr 27 - Mon, May 11
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$130 Roundtrip, found 11 hours ago
$130
Roundtrip
found 11 hours ago
Select Avelo Airlines flight, departing Mon, Apr 27 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, May 11, priced at $130 found 11 hours ago
Breeze Airways
Thu, Apr 23 - Sun, May 10
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$135 Roundtrip, found 3 hours ago
$135
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Apr 23 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 10, priced at $135 found 3 hours ago
Avelo Airlines
Fri, Apr 10 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago
Select Avelo Airlines flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $138 found 3 hours ago
Breeze Airways
Thu, Apr 23 - Sun, May 10
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Apr 23 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 10, priced at $140 found 2 days ago
Breeze Airways
Thu, Apr 23 - Sun, May 10
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Apr 23 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 10, priced at $145 found 2 days ago
Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $146 found 1 day ago
Breeze Airways
Wed, Jun 10 - Sun, Jun 14
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$154 Roundtrip, found 2 hours ago
$154
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Bradley Intl., returning Sun, Jun 14, priced at $154 found 2 hours ago
Bargain Flight
Fri, Apr 10 - Thu, Apr 16
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Bradley Intl., returning Thu, Apr 16, priced at $187 found 1 day ago
JetBlue Airways
Wed, Jun 10 - Sun, Jun 14
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$286 Roundtrip, found 2 hours ago
$286
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Bradley Intl., returning Sun, Jun 14, priced at $286 found 2 hours ago
Frontier Airlines
Fri, Apr 10 - Thu, Apr 16
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$290 Roundtrip, found 1 day ago
$290
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Bradley Intl., returning Thu, Apr 16, priced at $290 found 1 day ago
American Airlines
Fri, Apr 10 - Thu, Apr 16
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Bradley Intl., returning Thu, Apr 16, priced at $321 found 1 day ago
Delta
Wed, Jun 10 - Sun, Jun 14
RDU
Raleigh - Durham Intl.
BDL
Bradley Intl.
$431 Roundtrip, found 2 hours ago
$431
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Jun 10 from Raleigh - Durham Intl. to Bradley Intl., returning Sun, Jun 14, priced at $431 found 2 hours 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 April, 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 15 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 $112, 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 $112 right now, why wait?

Litchfield Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$111

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 ...
9/10 Wonderful! (977 reviews)
Not a 4star property. It is all rather tired. We expected our room to be made up each day - didn’t happen. Breakfast comprised of stale pastries, sausage patties and potatoes that were barely warm and had been standing for too long. The coffee was undrinkable it was all counter service and clear ...

Reviewed on Mar 22, 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 ...
9.4/10 Exceptional! (56 reviews)
Lovely walkable location in quaint town

Reviewed on Mar 22, 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! (1,247 reviews)
Thank you A really nice time

Reviewed on Mar 24, 2026

Get rates
Holiday Inn Express Southington by IHG
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

2.5 out of 5
1 Batterson Park Rd 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 in our reviews. ...
8/10 Very Good! (1,000 reviews)
The rooms weren’t dirty, they were worn, old. I liked the setup. We had to be moved from our first room because the tv didn’t work. I would stay again but for a weekend tops. I have a bit of OCD so next time I would bring my own cleaning supplies and sheets. All in all the hotel was ok, the staff ...

Reviewed on Mar 19, 2026

Get rates
Extended Stay America Suites Hartford Farmington
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! (1,159 reviews)
Amazing clean quiet respectful helpful good time and experience

Reviewed on Mar 26, 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 spa hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,000 reviews)
Breakfast was a BIG disappointment…cold and bland …the room was good and staff very nice but you really shouldn’t be charging people for that breakfast

Reviewed on Mar 22, 2026

Get rates
Heritage Hotel, Golf & Conference Center
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,003 reviews)
Yes and Yes

Reviewed on Mar 26, 2026

Get rates
The Farmington Inn & Suites
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! (1,148 reviews)
I thought Wyndham was a premier property. I learned differently. It was average. Housekeeping was nonexistent. Some towels were removed but not replaced. Trash was not emptied. Closet door was broken. Parking was good, but I chose the location in part due to availability of EV charging; Level 2 only, ...

Reviewed on Mar 24, 2026

Get rates
Wyndham Southbury
See all 782 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.