Cheap flights from Hartford to San Juan from $91 BDL → SJU

Found recently, and the cheapest we hold

What have prices looked like?

Over 49 days, 24 Sept to 11 Nov, the cheapest return we saw each day was $142 to $298.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

We hold no other 28-night return fares leaving within 3 days of 14 Jan 2027 to compare.

Every date we hold

43 fares on 8 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $185.

Found recently, and the cheapest we hold

What have prices looked like?

Over 42 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $84 to $182.

Those were the prices on those days, not today's.

Could nearby dates be cheaper?

No. We hold one-way fares on 2 other departure dates within 3 days of 12 Jan 2027, and none is cheaper.

Every date we hold

19 fares on 19 departure dates

Which month looks cheapest?

December 2026 is the cheapest month — from $90.

Return

Fares 30 to 59 days before departure were typically 24% lower than 0 to 6 days before departure.

From the cheapest return each day between 24 Sept and 11 Nov (49 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

One-way

Fares 14 to 29 days before departure were typically 39% lower than 0 to 6 days before departure.

From the cheapest one-way each day between 24 Sept and 11 Nov (42 days), grouped by how many days ahead the flight left; one adult in economy.

Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.

Prices reflect recent searches — current fares may differ.

How much is a return flight from Hartford to San Juan?

The cheapest return found recently is $236 with Frontier Airlines, 14 Jan 2027 to 11 Feb 2027, found 3 days ago. The cheapest return we hold, of any age, is $185 with Frontier Airlines, 3 Dec to 7 Dec, found 6 days ago. The cheapest return fare on each of 8 departure dates is usually $224 to $326.

How much is a one-way flight from Hartford to San Juan?

The cheapest one-way found recently is $91 with Frontier Airlines, 12 Jan 2027, found 2 days ago. The cheapest one-way we hold, of any age, is $90 with Frontier Airlines, 9 Dec, found 6 days ago. The cheapest one-way fare on each of 19 departure dates is usually $104 to $152.

What is the cheapest month to fly from Hartford to San Juan?

December 2026 is the cheapest month for a return, from $185, 3 Dec to 7 Dec, found 6 days ago. It is the cheapest month for a one-way too, from $90, 9 Dec, found 6 days ago.

Every date in December 2026

How far ahead should I book a flight from Hartford to San Juan?

In 49 days of prices between 24 Sept and 11 Nov, return fares 30 to 59 days before departure were typically 24% lower than 0 to 6 days before departure. In 42 days of prices between 24 Sept and 11 Nov, one-way fares 14 to 29 days before departure were typically 39% lower than 0 to 6 days before departure.

Is there a direct flight from Hartford to San Juan?

Yes, the cheapest nonstop return found recently is $236 with Frontier Airlines, 14 Jan 2027 to 11 Feb 2027, found 3 days ago. The cheapest nonstop one-way found recently is $91 with Frontier Airlines, 12 Jan 2027, found 2 days ago.

How long is the flight from Hartford to San Juan?

The cheapest nonstop one-way found recently, with Frontier Airlines on 12 Jan 2027, takes 3 h 59 min from Bradley International Airport (BDL) to Luis Munoz Marin International Airport (SJU).

Which airlines have the cheapest flights from Hartford to San Juan?

Between 13 Nov and 14 Jan 2027, Frontier Airlines has the cheapest return on 7 of the 8 departure dates we hold, and jetBlue on 1. Between 13 Nov and 13 Jan 2027, Frontier Airlines has the cheapest one-way on 17 of the 19 departure dates we hold, and jetBlue on 2.