Cheap flights from Winsted

View AU$155 flight on Fri, 1 May 2026Opens in a new window

Popular airlines from Winsted

  • American Airlines

  • Delta

  • United

  • JetBlue Airways

  • Southwest Airlines

  • Breeze Airways

  • Frontier Airlines

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 35% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

Cheapest flights from Winsted

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

American Airlines
Fri, 1 May - Tue, 5 May
BDL
Hartford
MCO
Orlando
AU$308 Return, found 4 days ago
AU$308
Return
found 4 days ago
Select American Airlines flight, departing Fri, 1 May from Hartford to Orlando, returning Tue, 5 May, priced at AU$308 found 4 days ago
Delta
Fri, 29 May - Mon, 1 June
BDL
Hartford
MCO
Orlando
AU$323 Return, found 2 days ago
AU$323
Return
found 2 days ago
Select Delta flight, departing Fri, 29 May from Hartford to Orlando, returning Mon, 1 June, priced at AU$323 found 2 days ago
American Airlines
Wed, 20 May - Wed, 27 May
BDL
Hartford
MCO
Orlando
AU$337 Return, found 2 days ago
AU$337
Return
found 2 days ago
Select American Airlines flight, departing Wed, 20 May from Hartford to Orlando, returning Wed, 27 May, priced at AU$337 found 2 days ago
Delta
Fri, 1 May - Tue, 5 May
BDL
Hartford
MCO
Orlando
AU$351 Return, found 4 days ago
AU$351
Return
found 4 days ago
Select Delta flight, departing Fri, 1 May from Hartford to Orlando, returning Tue, 5 May, priced at AU$351 found 4 days ago
Delta
Wed, 20 May - Wed, 27 May
BDL
Hartford
MCO
Orlando
AU$360 Return, found 2 days ago
AU$360
Return
found 2 days ago
Select Delta flight, departing Wed, 20 May from Hartford to Orlando, returning Wed, 27 May, priced at AU$360 found 2 days ago
American Airlines
Wed, 20 May - Wed, 27 May
BDL
Hartford
MCO
Orlando
AU$365 Return, found 2 days ago
AU$365
Return
found 2 days ago
Select American Airlines flight, departing Wed, 20 May from Hartford to Orlando, returning Wed, 27 May, priced at AU$365 found 2 days ago
American Airlines
Wed, 20 May - Wed, 27 May
BDL
Hartford
MCO
Orlando
AU$372 Return, found 2 days ago
AU$372
Return
found 2 days ago
Select American Airlines flight, departing Wed, 20 May from Hartford to Orlando, returning Wed, 27 May, priced at AU$372 found 2 days ago
United
Wed, 20 May - Wed, 27 May
BDL
Hartford
MCO
Orlando
AU$379 Return, found 2 days ago
AU$379
Return
found 2 days ago
Select United flight, departing Wed, 20 May from Hartford to Orlando, returning Wed, 27 May, priced at AU$379 found 2 days ago
United
Fri, 29 May - Mon, 1 June
BDL
Hartford
MCO
Orlando
AU$386 Return, found 2 days ago
AU$386
Return
found 2 days ago
Select United flight, departing Fri, 29 May from Hartford to Orlando, returning Mon, 1 June, priced at AU$386 found 2 days ago
Delta
Fri, 29 May - Mon, 1 June
BDL
Hartford
MCO
Orlando
AU$387 Return, found 2 days ago
AU$387
Return
found 2 days ago
Select Delta flight, departing Fri, 29 May from Hartford to Orlando, returning Mon, 1 June, priced at AU$387 found 2 days ago

Explore a world of travel with Expedia

*Available to Expedia members.