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3-in-1 trip: Toronto to Chicago, Puerto Rico, *and* New York City - $316 including taxes

Chicago, Puerto Rico, and New York City

United Airlines is showing 3-in-1 trips departing from Toronto that allow you to spend time in Chicago, Puerto Rico, *and* New York City, for a total price of $316 including taxes.

The legs involve non-stop flights throughout the entire journey.

Availability for travel

late February, early March 2019

How to find and book this deal

1. Go to Kayak

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 one of the following date combinations:

Feb 20 to Feb 22 to Mar 1 to Mar 3
Feb 21 to Feb 25 to Mar 1 to Mar 3

Apr 4 to Apr 8 to Apr 12 to Apr 14 -- $350

screenshot from Kayak

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YYZ Deals Facebook Group.
^^ click the 'Join Group' button when you arrive.

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Toronto to Chicago for May long - $224 roundtrip after tax

Try May 21 to 24 over on American Airlines, it just dropped by nearly 70%.

Read more


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