Cheap flights from Chicago to San Juan Puerto Rico

from as little as £788

3 nights in San Juan Puerto Rico, departing Chicago O'hare International Airport on 14 / Feb / 2025 with JetBlue (price found 23 hours ago)

Subject to availability, prices correct of the last 24 hours
San Juan Puerto Rico

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The Chicago / San Juan Puerto Rico route

All 3316 km of it

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San Juan Puerto Rico flight facts

What you need to know

Alternative flights from the UK to San Juan Puerto Rico

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Alternative flights from Chicago

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San Juan Puerto Rico

14 / Feb / 2025 is currently the lowest priced day of the year to fly the Chicago/San Juan Puerto Rico route. There are around five flights on any given week from the UK to San Juan Puerto Rico and the cheapest month to fly right now is February.

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Min / Max Temperature (°C)
LOWEST

21 °C

AVG

26 °C

HIGHEST

30 °C

Rainfall (mm)
LOWEST

69 mm

AVG

125.7 mm

HIGHEST

158 mm

Key facts about San Juan Puerto Rico

How to get cheap flights from Chicago to San Juan Puerto Rico

Tips and advice from our flight experts

Book cheap flights from Chicago to San Juan Puerto Rico with Netflights. We scan all five of the weekly flights going via San Juan Puerto Rico, so that you can compare them in one place. If you can’t find what you’re looking for, simply adjust the filters to widen your search.

The most popular airlines for this route are JetBlue, while Chicago O'hare International Airport (ORD) is the most popular departure airport in the city. But when you fly is just as important as where you fly from. Search by month to find out when flights are at the priciest and their cheapest.

The 3316 km journey from Chicago to San Juan Puerto Rico takes at least 8 hrs 5 mins. On average, JetBlue have the cheapest flights, but check your search results, as this isn’t always the case. Another way to get a cheap flight is to book last minute – but this does mean you may not be able to get the exact flights you want.

Did you know you can also compare car hire and hotel prices in Puerto Rico with Netflights? Take a look to get an idea of prices in San Juan Puerto Rico.

Other popular destinations near San Juan Puerto Rico

Where other people are flying to

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