NewHaven to KeyWest Flights from US$51 incl. tax

Based on HopeGoo data, Xtra Airways offers one-way fares as low as US$72 on Cheapest nonstop routes (e.g. HVN to EYW on Wed, Feb 18), while Xtra Airways offers Cheapest nonstop round-trips from US$179 departing on Wed, Mar 4 and returning on Sat, Mar 7.

It takes about 3 hours 26 minutes to fly from New Haven to Key West.

By analyzing data from all airlines on the HopeGoo flight calendar, it looks like the best time to book a flight from New Haven to Key West is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

To find best deals on flights from New Haven to Key West, you can use various tools on HopeGoo: · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Wed, Feb 18, with one-way flights priced at just US$72. · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Xtra Airways. · Set up price alerts to easily monitor ticket prices without having to check every day. · Check HopeGoo flight deals and promo codes frequently. · Avoid peak season unless you book very early. It seems the peak season for Key West travel is around November. · Get exclusive promo codes for HopeGoo app users.

The cheapest months to fly from New Haven to Key West is October, when demand for travel is lower.

After crunching the numbers on our February flight calendar, it's currently cheapest to fly from New Haven to Key West on February 28, 2026 with Xtra Airways, with prices starting at US$205.

The time difference between Key West and New Haven is 0h.

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