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Sunday, June 16th 2024

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Toronto to San Juan or Aguadilla, Puerto Rico - $314 CAD roundtrip including taxes | add Chicago *and* New York City for free

Crash boat beach, Aguadilla, Puerto Rico

United Airlines is still showing winter 2019 flights from Toronto to San Juan or Aguadilla, Puerto Rico for $314 CAD roundtrip including taxes.

The flights have 1 stop each way, in Newark or Chicago, for 1-2 hours.

You can also turn these into 3-in-1 trips and spend time in Puerto Rico, Chicago, *and* New York City, for the same price ($314 CAD roundtrip).

Puerto Rico was devastated by Hurricane Maria in September 2017. The Guardian posted an article with a 'Then And Now' look at the progress that has been made with the recovery efforts.

Availability for travel

September, October, November, first half of December 2018

January, February, March, April, May 2019

How to find and book this deal

1. Try a Google Flights search like this one...

Google Flights: Toronto to San Juan, Puerto Rico (SJU)

Google Flights: Toronto to Aguadilla, Puerto Rico (BQN)

- click on the departure date box to open up the calendar view and browse for cheap date combinations

- look for the dates that are $315 roundtrip.

screenshot from United Airlines

You can also turn these into 3-in-1 trips and visit Puerto Rico, Chicago, *and* New York, for the same price ($314 CAD roundtrip). The flights are all nonstop flights for the entire journey.

1. Go to Momondo

2. Change the search type to 'Multi City'

3. Search for a flight like this one:

Toronto (YYZ) to Chicago (CHI)
Chicago (CHI) to San Juan, Puerto Rico (SJU)
San Juan, Puerto Rico (SJU) to New York City (NYC)
New York City (NYC) to Toronto (YYZ)

- Try the following dates:

Oct 3 to Oct 5 to Oct 12 to Oct 14 -- $357
Oct 10 to Oct 12 to Oct 19 to Oct 21 -- $357
Oct 17 to Oct 19 to Oct 26 to Oct 28 -- $357
Oct 24 to Oct 26 to Nov 2 to Nov 4 -- $357
Oct 31 to Nov 2 to Nov 9 to Nov 11 -- $357


Jan 23 to Jan 25 to Feb 1 to Feb 3
Jan 30 to Feb 1 to Feb 8 to Feb 10

Feb 6 to Feb 8 to Feb 15 to Feb 17
Feb 20 to Feb 22 to Mar 1 to Mar 3
Feb 27 to Mar 1 to Mar 8 to Mar 10

Mar 13 to Mar 15 to Mar 22 to Mar 24 -- $357
Mar 27 to Mar 29 to Apr 5 to Apr 7 -- $357

Apr 3 to Apr 5 to Apr 12 to Apr 14
Apr 24 to Apr 26 to May 3 to May 5

screenshot from Momondo

Any great deals on a place to stay in Aguadilla, Puerto Rico?

The map below will show you some great deals on AirBNB accommodations in Puerto Rico for under $99 CAD/night for 2 people.

Look for the Airbnb rentals that are rated 9.1 or higher.

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