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Why Times Square????
Highly variable. Often if I'm in a rush at LGA I'll arrange car service with inside pickup because sometimes taxi line is insane; other times I'm from gate to taxi in 5 minutes. I've also always found Uber to be highly unpredictable at NYC airports. YMMV.
I've come through LGA probably 100 times, and I have found Uber to be consistently difficult. Just go with the taxi line straight out of the gate. Max wait will be like 10 minutes. If you're price sensitive, ask them to take the Queensboro bridge, since it's the only way into Manhattan without a toll.
I second what S&1 says. Taxi line ranges from a quick wait to an hour.
Helicopter
So any suggestions to save time?
@OP - as I said, I'd book a car service with inside pickup if you're in a rush. The driver will be waiting for you with a sign with your name at baggage claim, and they usually park in short-term parking right outside the terminal. Otherwise D1's helicopter suggestion is pretty much the only guaranteed option through a service like Blade, or flying in at an off-time like Tuesday at 1:30 PM.
What terminal? Uber is awful for terminal B
My Uber driver met me upstairs at C last week because line was ridiculous for downstairs. It was 1am, so not sure if they can do that during normal hours. In general, cab is simplest through 2020
Best way to book car service? Abt to board from ohare now
EY probably has a deal with a service.
Which terminal?? Cabs are easy at all
Terminal B
Just take a cab, about 50-60 bucks to time square/midtown
Take the shuttle to Terminal B, and then take Uber. Don't take Uber or cab from terminal B
Terminal D*
I just landed and while i was on flight the meeting i was coming for got cancelled. Ohh the world of M&A
Ha! Just got into a limo for $65 bucks
@OP how?
Guy just came up to me while i was in line for the taxi