CHI

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Hotel Review: The Drake (Hilton), Chicago

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This past week, I ventured up to Chicago to see Hamilton and hang out with some old college buddies.

I booked 5 nights at The Drake hotel Chicago, located on the Magnificent Mile/Michigan Avenue, with Hilton points. The 5th night was free on this award booking, so I paid 200,000 Hilton points (50,000 X 4) for the entire stay.

the drake hotel chicago

My eventual room would’ve cost $1,400+ out of pocket

Because I’m Diamond with Hilton, I got an upgrade to a King Bed on the Executive Floor. Similar room rates to when I stayed say this would’ve been ~$1,404 in cash. But I didn’t have to pay taxes on the award booking, which are over 17% per night (!!!).

That means my Hilton points were worth .07 cents each – and more when you count the free breakfast and free food in the evenings. That’s a good rate for Hilton points!

I took a Lyft from Midway after flying on Southwest from Dallas-Love Field. Traffic was backed up, but I made it to The Drake in about 30 minutes.

Arrival and check-in

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Yes! Hamilton Tickets in Chicago for $120+, Many Dates Still Open

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Earlier today, The Points Guy broke the news (which they found via Reddit) of Hamilton tickets in Chicago starting at $85 for peeps with an Amex Platinum (or Centurion) card.

My friend Jas actually got 4 tickets to the January 21st performance for $65 each. January in Chicago didn’t sound so hot (literally), but I was interested when I saw a date in March opened up.

However, when I called, there were actually LOTS of days with plenty of tickets. So I’d encourage you to call Amex concierge and ask!

I had them check:

  • March 11th (2pm and 8pm show)
  • March 12th (2pm show)
  • March 14th (7:30pm show)
  • March 18th (2pm and 8pm show)

It seemed laborious for my poor phone agent to check all 6 in a row, especially because I kept comparing the seats against the seat map I had open during our call.

hamilton tickets chicago

Over an hour of lovely hold music before I got a rep

However, every single show had tickets available. So if you’re still looking for – or if you want a crack at – these tickets, I’d say call immediately and have them check the date and time you want.

Some seats were for $120, but others were $180, depending on location and view.

Incredible savings for Hamilton tickets in Chicago

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