Cheap Flights to Litchfield County from $42

View $42 flight on Thu, Aug 27, 2026Opens in a new window

Popular airlines to Litchfield County

  • American Airlines

  • Delta

  • JetBlue Airways

  • Alaska Airlines

  • United

  • Frontier Airlines

  • Lufthansa

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

How much is the cheapest flight to Litchfield County?

Prices were available within the past 7 days and start at $42 for one-way flights and $89 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Thu, Sep 17 - Sun, Sep 20
MCO
Orlando
HVN
New Haven
$107 Roundtrip, found 17 hours ago
$107
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to New Haven, returning Sun, Sep 20, priced at $107 found 17 hours ago
Frontier Airlines
Fri, May 29 - Fri, Jun 5
MCO
Orlando
BDL
Hartford
$113 Roundtrip, found 21 hours ago
$113
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando to Hartford, returning Fri, Jun 5, priced at $113 found 21 hours ago
Avelo Airlines
Thu, Sep 17 - Tue, Sep 22
MCO
Orlando
HVN
New Haven
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Sep 17 from Orlando to New Haven, returning Tue, Sep 22, priced at $114 found 6 days ago
Breeze Airways
Thu, Sep 17 - Sun, Sep 20
MCO
Orlando
HVN
New Haven
$117 Roundtrip, found 17 hours ago
$117
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to New Haven, returning Sun, Sep 20, priced at $117 found 17 hours ago
Breeze Airways
Mon, Jun 8 - Wed, Jun 10
MCO
Orlando
BDL
Hartford
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Jun 8 from Orlando to Hartford, returning Wed, Jun 10, priced at $117 found 2 hours ago
Frontier Airlines
Fri, May 29 - Fri, Jun 5
MCO
Orlando
BDL
Hartford
$118 Roundtrip, found 21 hours ago
$118
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Fri, May 29 from Orlando to Hartford, returning Fri, Jun 5, priced at $118 found 21 hours ago
Breeze Airways
Wed, Aug 26 - Sun, Aug 30
MCO
Orlando
HVN
New Haven
$120 Roundtrip, found 4 days ago
$120
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando to New Haven, returning Sun, Aug 30, priced at $120 found 4 days ago
Breeze Airways
Tue, Jun 9 - Fri, Jun 12
MCO
Orlando
BDL
Hartford
$120 Roundtrip, found 6 hours ago
$120
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Tue, Jun 9 from Orlando to Hartford, returning Fri, Jun 12, priced at $120 found 6 hours ago
JetBlue Airways
Fri, May 29 - Sat, May 30
MCO
Orlando
BDL
Hartford
$227 Roundtrip, found 4 hours ago
$227
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Fri, May 29 from Orlando to Hartford, returning Sat, May 30, priced at $227 found 4 hours ago
Southwest Airlines
Thu, May 28 - Sun, May 31
MCO
Orlando
BDL
Hartford
$227 Roundtrip, just found
$227
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, May 28 from Orlando to Hartford, returning Sun, May 31, priced at $227 just found

Airports in Litchfield County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Bradley Intl. BDL. Cheapest option available. Flights from $270
BDL
Bradley Intl.
Cheapest
Flights from $270

Trending flights to Litchfield County

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Avelo Airlines
Thu, Jun 4 - Sun, Jun 7
LAL
Lakeland
HVN
New Haven
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Thu, Jun 4 from Lakeland to New Haven, returning Sun, Jun 7, priced at $89 found 4 days ago

Book with confidence

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Travel information

*Flight schedules are subject to change.

*Available to One Key members.

 

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia