3 Day Long Weekend Trip to Chicagoland

by | Nov 14, 2013

1st Day 


Close Up of Frank's Chicago Dog

Day 2 


  • 8:00 am: JM head to Corner Bakery to pick up breakfast
  • 9:30 am: Wake up and get ready
  • 10:00 am Take metro/bus to Hot Doug’s
  • 11:30 am: Eat at Hot Doug’s for Lunch
    • (3 foie dogs, 1 Chicago dog and duck fat fries)
  • 1:30 pm: Go to BadHappy Poutine
    • The Good, The Bad and the Happy poutine made with truffle mayo and foie gravy
  • 3:00 pm: Head back to hotel to rest/pack
  • 4:00 pm: Check out of Sheraton and taxi to the Langham Hotel
  • 5:00 pm: Enjoy amenities of Langham since it was raining
    • (jacuzzi, pool and steam rooms)
  • 8:30 pm: Dinner at Epic
    • seared foie, black cod, tiger prawns
  • 10:30 pm: Head back to hotel and rest

Girl and the Goat's Fried Egg on Top of Pork Cheek on a Fancy Sauced Plate

Day 3


  • 7:30 am: Get up and watch the start of the Chicago Marathon
  • 8:00 am: Breakfast at Travelle inside the hotel
    • lobster benedict with truffle hollandaise, lobster and spinach
  • 9:30 am: Visit Millennium Park
    • This is where the “bean” is located
  • 10:20 am: Visit Navy Pier
  • 11:00 am: Head back to Langham
    • jacuzzi/pool/spa again
  • 1:15 pm: Check out of Langham
  • 1:35 pm: Lunch at Lou Malnati’s For deep dish pizza
    • The Lou Malnati’s original pizza and Malnati’s salad
  • 2:45 pm: Go back to Langham to pick up luggage
  • 3:15 pm: Take bus and then train to airport
  • 5:25 pm: Leave Chicago 
  • 8:07 pm: Arrive in SFO

Price Breakdown | $350 Per Person


United Round Trip Flight to Chicago from San Jose for both of us came to about $440 USD.

The entire stay, after points, in Chicago came down to about $350 USD for the 2 of us minus airfare.

You and another could do our entire trip for less than $780 USD plus food and drink.

Chicago

 

What do you like to eat while in Chicago?

You're going to eat, you might as well eat something tasty.
 
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